Podcast
Questions and Answers
What is the product of oxidizing an aldehyde?
What is the product of oxidizing an aldehyde?
- Alcohol
- Alkane
- Carboxylic acid (correct)
- Ketone
The oxidation product of formaldehyde is methanol.
The oxidation product of formaldehyde is methanol.
False (B)
What functional group characterizes carboxylic acids?
What functional group characterizes carboxylic acids?
Carboxyl group (COOH)
Aldehydes can be distinguished from ketones by using __________ tests.
Aldehydes can be distinguished from ketones by using __________ tests.
Match the following organic compounds to their common characteristics:
Match the following organic compounds to their common characteristics:
What is the outcome of Tollen’s test with formaldehyde?
What is the outcome of Tollen’s test with formaldehyde?
Carboxylic acids are typically soluble in water due to their high polarity.
Carboxylic acids are typically soluble in water due to their high polarity.
Name a property of acid anhydrides.
Name a property of acid anhydrides.
Which alcohol reacts the fastest in the Lucas Reaction?
Which alcohol reacts the fastest in the Lucas Reaction?
Benzene reacts readily with oxidizing agents.
Benzene reacts readily with oxidizing agents.
What is the primary reason oxalic acid is easier to decarboxylate than acetic acid?
What is the primary reason oxalic acid is easier to decarboxylate than acetic acid?
The reactivity order of alcohols in the Lucas Reaction is 1° < 2° < _____
The reactivity order of alcohols in the Lucas Reaction is 1° < 2° < _____
Match the following substances with their respective descriptions:
Match the following substances with their respective descriptions:
Which of the following statements about carboxylic acids is correct?
Which of the following statements about carboxylic acids is correct?
Alkanes contain only carbon-carbon double bonds.
Alkanes contain only carbon-carbon double bonds.
What type of reaction occurs when hydroxyl (OH) groups in alcohols are displaced?
What type of reaction occurs when hydroxyl (OH) groups in alcohols are displaced?
Which of the following statements is true regarding the solubility of alkanes?
Which of the following statements is true regarding the solubility of alkanes?
Aldehydes can be oxidized while ketones cannot.
Aldehydes can be oxidized while ketones cannot.
What is the general formula for aldehydes?
What is the general formula for aldehydes?
Kerosene and paraffin are unreactive to many reagents due to the strong __________ bonds present in saturated alkanes.
Kerosene and paraffin are unreactive to many reagents due to the strong __________ bonds present in saturated alkanes.
Which test results in a silver mirror when applied to formaldehyde?
Which test results in a silver mirror when applied to formaldehyde?
Match the type of organic compound with their characteristic odors:
Match the type of organic compound with their characteristic odors:
1,2-dibromoethane is produced through a substitution reaction with ethene and bromine.
1,2-dibromoethane is produced through a substitution reaction with ethene and bromine.
What is the observation result for Fehling’s Test with formaldehyde?
What is the observation result for Fehling’s Test with formaldehyde?
What type of reaction produces 1,2-dibromoethane from ethene and bromine?
What type of reaction produces 1,2-dibromoethane from ethene and bromine?
Aldehydes typically have pleasant odors.
Aldehydes typically have pleasant odors.
What is the result of Fehling's Test with formaldehyde?
What is the result of Fehling's Test with formaldehyde?
Match the following functional groups with their characteristics:
Match the following functional groups with their characteristics:
What characteristic feature of an aldehyde allows it to be distinguished from a ketone?
What characteristic feature of an aldehyde allows it to be distinguished from a ketone?
Acid anhydrides are typically odorless compounds.
Acid anhydrides are typically odorless compounds.
What is the oxidation product of the simplest aldehyde?
What is the oxidation product of the simplest aldehyde?
In the Lucas Reaction, the alcohol that reacts fastest is __________ alcohol.
In the Lucas Reaction, the alcohol that reacts fastest is __________ alcohol.
Match the following types of organic compounds with their respective properties:
Match the following types of organic compounds with their respective properties:
Benzene readily reacts with oxidizing agents.
Benzene readily reacts with oxidizing agents.
What is the outcome of Tollen’s test when it reacts with aldehydes?
What is the outcome of Tollen’s test when it reacts with aldehydes?
Which statement correctly describes the reactivity of alcohols in the Lucas Reaction?
Which statement correctly describes the reactivity of alcohols in the Lucas Reaction?
Oxalic acid is harder to decarboxylate than acetic acid.
Oxalic acid is harder to decarboxylate than acetic acid.
What type of reaction occurs when hydroxyl (OH) groups in alcohols are substituted?
What type of reaction occurs when hydroxyl (OH) groups in alcohols are substituted?
Aldehydes can be easily oxidized, while __________ are resistant to oxidation.
Aldehydes can be easily oxidized, while __________ are resistant to oxidation.
Match the following alcohols with their classifications:
Match the following alcohols with their classifications:
Alkanes are characterized by carbon-carbon double bonds.
Alkanes are characterized by carbon-carbon double bonds.
The strong sigma bonds in saturated alkanes make them highly reactive with strong acids and bases.
The strong sigma bonds in saturated alkanes make them highly reactive with strong acids and bases.
What is the result of Fehling's Test when applied to formaldehyde?
What is the result of Fehling's Test when applied to formaldehyde?
The carbonyl group in aldehydes is located at the ______ of the hydrocarbon chain.
The carbonyl group in aldehydes is located at the ______ of the hydrocarbon chain.
Match the organic compounds with their characteristic odors:
Match the organic compounds with their characteristic odors:
What is the primary reason tert-butyl alcohol reacts fastest in the Lucas Reaction?
What is the primary reason tert-butyl alcohol reacts fastest in the Lucas Reaction?
Carboxylic acids typically have a pleasant smell.
Carboxylic acids typically have a pleasant smell.
What characterizes the solubility of carboxylic acids in water?
What characterizes the solubility of carboxylic acids in water?
Formal oxidation of the simplest aldehyde, formaldehyde, results in the formation of __________.
Formal oxidation of the simplest aldehyde, formaldehyde, results in the formation of __________.
Match each organic compound with its characteristic odor:
Match each organic compound with its characteristic odor:
Which of the following statements is correct about the reactivity of benzene?
Which of the following statements is correct about the reactivity of benzene?
Oxidation tests can be used to distinguish aldehydes from ketones.
Oxidation tests can be used to distinguish aldehydes from ketones.
What is the product of Tollen's test when it reacts with aldehydes?
What is the product of Tollen's test when it reacts with aldehydes?
The reactivity order of alcohols in the Lucas Reaction is 2° < 1° < 3°.
The reactivity order of alcohols in the Lucas Reaction is 2° < 1° < 3°.
What reaction involves the substitution of hydroxyl groups in alcohols with halides?
What reaction involves the substitution of hydroxyl groups in alcohols with halides?
Tertiary alcohols are more reactive than __________ and __________ alcohols.
Tertiary alcohols are more reactive than __________ and __________ alcohols.
State whether the following statement is true or false: Aldehydes can be oxidized while ketones cannot.
State whether the following statement is true or false: Aldehydes can be oxidized while ketones cannot.
Which test is known to produce a silver mirror when applied to aldehydes?
Which test is known to produce a silver mirror when applied to aldehydes?
The reaction that produces 1,2-dibromoethane from ethene and bromine is a substitution reaction.
The reaction that produces 1,2-dibromoethane from ethene and bromine is a substitution reaction.
Tertiary alcohols are less reactive than primary and secondary alcohols in the Lucas Reaction.
Tertiary alcohols are less reactive than primary and secondary alcohols in the Lucas Reaction.
What type of acid has a carboxyl group and is produced from ethanol?
What type of acid has a carboxyl group and is produced from ethanol?
The Lucas Reaction involves the substitution of hydroxyl groups in alcohols with __________.
The Lucas Reaction involves the substitution of hydroxyl groups in alcohols with __________.
Which statement is true regarding the solubility of alkanes?
Which statement is true regarding the solubility of alkanes?
Ketones can be easily oxidized like aldehydes.
Ketones can be easily oxidized like aldehydes.
What is the oxidation product of formaldehyde?
What is the oxidation product of formaldehyde?
Carboxylic acids are typically non-polar and insoluble in water.
Carboxylic acids are typically non-polar and insoluble in water.
What distinguishes primary alcohols from tertiary alcohols in the Lucas Reaction?
What distinguishes primary alcohols from tertiary alcohols in the Lucas Reaction?
The functional group responsible for the properties of carboxylic acids is the __________ group.
The functional group responsible for the properties of carboxylic acids is the __________ group.
Match the following compounds to their characteristics:
Match the following compounds to their characteristics:
What type of product is formed during Tollen's test when reacting with aldehydes?
What type of product is formed during Tollen's test when reacting with aldehydes?
What is a common property of acid anhydrides?
What is a common property of acid anhydrides?
What is the primary property of carboxylic acids that contributes to their solubility in water?
What is the primary property of carboxylic acids that contributes to their solubility in water?
What is the common observation in Tollen’s test for aldehydes?
What is the common observation in Tollen’s test for aldehydes?
Acyl chlorides are typically classified as __________ liquids.
Acyl chlorides are typically classified as __________ liquids.
Match the following organic compounds to their properties:
Match the following organic compounds to their properties:
Which type of compound is known for being neutral solids?
Which type of compound is known for being neutral solids?
Formaldehyde produces a red precipitate of Cu2O in Fehling’s test.
Formaldehyde produces a red precipitate of Cu2O in Fehling’s test.
What is the outcome when alcohol reacts in the Lucas Reaction?
What is the outcome when alcohol reacts in the Lucas Reaction?
Which alcohol is classified as tertiary?
Which alcohol is classified as tertiary?
Acetic acid has two carboxyl groups.
Acetic acid has two carboxyl groups.
Tertiary alcohols react ________ than primary or secondary alcohols in the Lucas Reaction.
Tertiary alcohols react ________ than primary or secondary alcohols in the Lucas Reaction.
Match each acid with its classification:
Match each acid with its classification:
Which statement about the solubility of alkanes is true?
Which statement about the solubility of alkanes is true?
Aldehydes can be easily oxidized while ketones are not.
Aldehydes can be easily oxidized while ketones are not.
What reaction type occurs when the hydroxyl (OH) groups in alcohols are displaced?
What reaction type occurs when the hydroxyl (OH) groups in alcohols are displaced?
Which test is specific to aldehydes and results in a silver mirror formation with formaldehyde?
Which test is specific to aldehydes and results in a silver mirror formation with formaldehyde?
What is the observation result for Fehling’s Test conducted with formaldehyde?
What is the observation result for Fehling’s Test conducted with formaldehyde?
Match the following types of organic compounds with their characteristic odors:
Match the following types of organic compounds with their characteristic odors:
What type of compound are acid anhydrides similar to in terms of their properties?
What type of compound are acid anhydrides similar to in terms of their properties?
Formic acid is the oxidation product of formaldehyde.
Formic acid is the oxidation product of formaldehyde.
What characteristic group is responsible for the properties of carboxylic acids?
What characteristic group is responsible for the properties of carboxylic acids?
Aldehydes are differentiated from ketones through __________ tests.
Aldehydes are differentiated from ketones through __________ tests.
Match the compounds with their respective characteristics:
Match the compounds with their respective characteristics:
What is the primary product of Tollen’s test when applied to aldehydes?
What is the primary product of Tollen’s test when applied to aldehydes?
Benzene is highly reactive with oxidizing agents due to the stability of its pi electrons.
Benzene is highly reactive with oxidizing agents due to the stability of its pi electrons.
Identify the alcohol that reacts the fastest in the Lucas Reaction.
Identify the alcohol that reacts the fastest in the Lucas Reaction.
Which of the following substances is a tertiary alcohol?
Which of the following substances is a tertiary alcohol?
What is the reactivity order of alcohols in the Lucas Reaction?
What is the reactivity order of alcohols in the Lucas Reaction?
Both kerosene and paraffin are __________ in water.
Both kerosene and paraffin are __________ in water.
Which statement is correct about carboxylic acids?
Which statement is correct about carboxylic acids?
Flashcards
Oxidation of Aldehydes
Oxidation of Aldehydes
Aldehydes are converted into carboxylic acids when oxidized.
Tollen's Test
Tollen's Test
A chemical test used to identify aldehydes, producing a silver mirror.
Carboxylic Acid Functional Group
Carboxylic Acid Functional Group
The carboxyl group (-COOH).
Acid Derivatives
Acid Derivatives
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Ester Formation
Ester Formation
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Fehling's Test
Fehling's Test
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Acetone Reaction with Bisulfite
Acetone Reaction with Bisulfite
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Auto-oxidation of Benzaldehyde
Auto-oxidation of Benzaldehyde
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Reactivity of alcohols in Lucas test
Reactivity of alcohols in Lucas test
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Stability of carbocations
Stability of carbocations
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Decarboxylation of carboxylic acids
Decarboxylation of carboxylic acids
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Reactivity of pi electrons in benzene
Reactivity of pi electrons in benzene
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Reactivity of pi electrons in naphthalene
Reactivity of pi electrons in naphthalene
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Alkanes
Alkanes
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Alkenes
Alkenes
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Hydrocarbons
Hydrocarbons
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Addition Reaction of Ethene and Bromine
Addition Reaction of Ethene and Bromine
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Unsaturated Hydrocarbons
Unsaturated Hydrocarbons
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Solubility of Alkanes
Solubility of Alkanes
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Reactivity of Alkanes
Reactivity of Alkanes
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Aldehyde vs. Ketone Functional Group
Aldehyde vs. Ketone Functional Group
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Aldehyde Oxidation
Aldehyde Oxidation
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Ketone Oxidation
Ketone Oxidation
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Baeyer's Test
Baeyer's Test
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Decarboxylation Reactivity
Decarboxylation Reactivity
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Lucas Test Reactivity
Lucas Test Reactivity
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Alkanes: Saturated Hydrocarbons
Alkanes: Saturated Hydrocarbons
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Alcohol Reactivity
Alcohol Reactivity
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Aldehydes vs. Ketones
Aldehydes vs. Ketones
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Oxidation of Aldehydes and Ketones
Oxidation of Aldehydes and Ketones
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Hydroxyl Group Displacement
Hydroxyl Group Displacement
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Aldehyde Structure
Aldehyde Structure
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Strong Bonds in Alkanes
Strong Bonds in Alkanes
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1,2-dibromoethane Formation
1,2-dibromoethane Formation
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Lucas Test
Lucas Test
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Carboxyl Group
Carboxyl Group
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Reactivity of Benzene
Reactivity of Benzene
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Acid Anhydrides
Acid Anhydrides
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Solubility of Carboxylic Acids
Solubility of Carboxylic Acids
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Aldehyde Oxidation Product
Aldehyde Oxidation Product
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Formaldehyde Oxidation
Formaldehyde Oxidation
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Carboxylic Acid Characterization
Carboxylic Acid Characterization
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Distinguishing Aldehydes and Ketones
Distinguishing Aldehydes and Ketones
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Tollen's Test Outcome with Formaldehyde
Tollen's Test Outcome with Formaldehyde
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Lucas Reaction Rate
Lucas Reaction Rate
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Benzene Reactivity with Oxidizing Agents
Benzene Reactivity with Oxidizing Agents
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What is 1,2-dibromoethane formed from?
What is 1,2-dibromoethane formed from?
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How does the Lucas Test work?
How does the Lucas Test work?
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Tollen's Test with Formaldehyde
Tollen's Test with Formaldehyde
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Oxalic Acid Decarboxylation
Oxalic Acid Decarboxylation
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Lucas Reaction Reactivity
Lucas Reaction Reactivity
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Oxalic Acid vs. Acetic Acid
Oxalic Acid vs. Acetic Acid
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Lucas Reaction
Lucas Reaction
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Alcohol Reactivity in Lucas Test
Alcohol Reactivity in Lucas Test
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What is the General Formula for Aldehydes?
What is the General Formula for Aldehydes?
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Aldehyde Functional Group
Aldehyde Functional Group
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Fehling's Test Observation
Fehling's Test Observation
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Benzene Reactivity
Benzene Reactivity
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Decarboxylation
Decarboxylation
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Strong Sigma Bonds
Strong Sigma Bonds
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Addition vs. Substitution
Addition vs. Substitution
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Decarboxylation Ease
Decarboxylation Ease
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Hydrocarbons: Unsaturated vs. Saturated
Hydrocarbons: Unsaturated vs. Saturated
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What is the product of oxidizing an aldehyde?
What is the product of oxidizing an aldehyde?
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What is the oxidation product of formaldehyde?
What is the oxidation product of formaldehyde?
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What functional group defines carboxylic acids?
What functional group defines carboxylic acids?
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How can you distinguish aldehydes from ketones?
How can you distinguish aldehydes from ketones?
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Tollen's test result with formaldehyde?
Tollen's test result with formaldehyde?
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Why are carboxylic acids soluble in water?
Why are carboxylic acids soluble in water?
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What is a property of acid anhydrides?
What is a property of acid anhydrides?
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In the Lucas Reaction, which alcohol reacts the fastest?
In the Lucas Reaction, which alcohol reacts the fastest?
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Study Notes
Chem 2004 Post Lab Discussion 3
- The discussion covers experiments 11-15
Structural Effects on Solubility (Experiment 11)
- Solubility is the amount of solute that can dissolve in a given amount of solvent at a given temperature
- Dissolution is the process of forming a homogeneous solution
- Attractive forces are involved in dissolution: between solute particles, between solvent particles, and between solute and solvent particles
- Energy is required to overcome the attractive forces
- Energy is supplied by the formation of bonds between the solute and solvent
- Solubility depends on the similarity of structures of solute and solvent ("Like dissolves like")
- Polar solvents dissolve polar solutes
- Nonpolar solvents dissolve nonpolar solutes
- Solubility Charts provided (refer to page 5) illustrate different types of solutes and their solubility in various solvents (e.g., water, ether).
Structural Effects on Reactivity (Experiment 12)
- The rate of displacement of the hydroxyl group in alcohols varies with the structure of the alcohol
- Reactivity order: primary < secondary < tertiary
- The tert-butyl carbocation is most stable due to hyperconjugation, making the O-H bond in tert-butyl alcohol easiest to remove.
- Ethyl alcohol (primary), isopropyl alcohol (secondary), and tert-butyl alcohol (tertiary) are mentioned as examples. (refer to pages 10, 11)
Decarboxylation of Carboxylic Acids (Experiment 7)
- Oxalic acid decarboxylates more easily than acetic acid, likely due to the presence of multiple carboxyl groups in oxalic acid.
- Oxalic acid releases CO2 more readily with heat
- Acetic acid requires more heat to release a CO2
- Refer to page 12 for further details
Reactivity of Pi Electrons Towards Oxidizing Agents (Experiment 13)
- Benzene is inert since its pi electrons are evenly distributed
- Naphthalene's two rings create steric hindrance, increasing reactivity towards oxidizing agents
- Refer to page 13 for examples
Hydrocarbons (Experiment 13)
- Hydrocarbons are organic compounds containing only carbon and hydrogen
- Alkanes are saturated hydrocarbons (single bonds)
- Alkenes are unsaturated hydrocarbons (double bonds)
- Alkynes are unsaturated hydrocarbons (triple bonds)
- Methane (CH4) is an alkane with properties including odorless, colorless, tasteless gas; lighter than air, nonpolar, and insoluble in water
- Methane readily dissolves in non-polar solvents
- Methane is inert (does not easily react) except in presence of halogens
- Refer to pages 14, 15, 16, and 17
Preparation of Methane Gas (Experiment 13)
- Heating anhydrous sodium acetate and soda lime produces methane gas and sodium carbonate. (Refer to page 17)
- CaO is a dehydrating agent.
- The gas is collected via water displacement. (Refer to page 18 for diagram)
Ethene or Ethylene (Experiment 13)
- Ethene (ethylene) is an alkene found in coal gas and natural gas (page 19)
- It is a colorless gas with a sweet, irritating odor and is insoluble in water.
Preparation of Ethylene Gas (Experiment 13)
- Dehydration of ethanol with sulfuric acid produces ethene (an elimination reaction involving removal/rearrangement of atoms)
- Sulfuric acid is a dehydrating agent
- The gas is collected via water displacement.
Chemical Properties/Reactions (Experiment 13) (refer to page 22)
- Flammability of methane and ethene (different flame colors due to level of saturation/unsaturation): Methane burns with a blue flame (complete combustion); ethene burns with a yellow-orange flame (incomplete combustion).
- Reaction with bromine: Methane reacts via substitution (requires longer time); Ethene reacts via addition (faster, bromine decolorization is quicker).
- Baeyer's Test: Methane does not react: ethene reacts quickly via addition with potassium permanganate/water
- Refer to pages 22, 23, and 25 for further details
Solubility of Alkanes (Experiment 13)
- Kerosene and Paraffin are mixtures of alkanes
- Alkanes are nonpolar and hence insoluble in polar solvents (water, ethyl alcohol),
- They are soluble in nonpolar solvents
- Refer to pages 26, 27
Aldehydes and Ketones (Experiment 14)
- Both have a carbonyl group (C=O)
- Aldehydes have the carbonyl group at the end of the carbon chain; ketones have it within the chain.
- Aldehydes typically have pungent odors; ketones often have pleasant odors
- Both are liquids at room temperature
- Aldehydes are more soluble than ketones in water compared to hydrocarbons, but lower in solubility compared to alcohols.
Oxidation (Experiment 14)
- Aldehydes are easily oxidized, ketones are not
- Oxidation of aldehydes to carboxylic acids (page 31)
- Tests such as Tollen's test (silver mirror) and Fehling's test (brick-red precipitate), can be used to distinguish between aldehydes and ketones
Sample Reactions (Experiment 14) (refer to page 31-32)
- Reactions involved oxidation and esterification (reaction of alcohol with carboxylic acid producing ester). Various examples of chemical names given
Addition Reaction with Bisulfite (Experiment 14) (refer to page 34)
- Test used for ketones
- Forms white crystals
Auto-oxidation of Benzaldehyde (Experiment 14) (refer to page 35)
- Exposure to Oxygen in air results in formation of benzoic acid
Carboxylic Acids and Acid Derivatives (Experiment 15)
- Carboxylic acids possess a carboxyl group (COOH) making them highly polar.
- Shorter chains are soluble in water
- Most reactions involve nucleophilic substitutions, changing the carboxylic acid into an acid derivative
Properties of Acid Derivatives (Experiment 15) (refer to page 38)
- Reactivity decreases in the following order: acid chlorides, acid anhydrides, esters, amides
- Acid chlorides can be reacted to produce less reactive derivatives
- Amides are least reactive to forming other derivatives.
Preparation of Acid Derivatives (Experiment 15) (refer to page 39)
- Esterification is one method to create acid derivatives; reaction of alcohol with carboxylic acid gives esters, illustrated with Ethyl acetate/Ethyl ethanoate
- Acids can also be prepared by reacting alcohols with acid halides
Hydrolysis of Acid Derivatives (Experiment 15) (refer to page 40)
- Hydrolysis uses water to break apart acid derivatives.
- The acid derivatives are reverted back to the original acid.
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