Drill: Draw & name 5 isomers of C 5 H 8

Review Drill & Test

Functional Groups

Draw & Name Isomers of: C 4 H 6

Functional Groups Chemically active part of an organic compound

Functional Groups Anything other than singularly bonded carbon & hydrogen in an organic compound

Functional Groups The name of any organic compound ends with the suffix for the most important functional group

Terminology R- represents the part of the organic compound you are not referring to

Terminology R-OH -OH is the functional group R- anything else

Alkene C=C

Alkyne C=C

Halides R-X X = F, Cl, Br, or I haloalkane alkylhalide

Halides Cl 2-chlorobutane 2-butylchloride

Ethers R 1 -O-R 2 alkylalkylether alkoxyalkane

Ethers CH 3 CH 2 -O-CH 3 Methylethylether methoxyethane

Hydroxyl Group C OH

Alcohols R-OH hydroxyalkane alkanol

Alcohols CH 3 -CH 2 -OH hydroxyethane ethanol

Carbonyl Group C=O

Ketones O R-C-R Oxy or ketoalkane alkanone

Ketones O 3-pentanone 3-oxypentane

Aldehyde O R-C-H alkanal alkanaldehyde

Aldehydes O hexanal hexanaldehyde H

Name the following: OHCl CHCH H 3 C CH 2 CH 3

Name the following: OHCl CHCH H 3 C CH 2 CH 3

4-chloro-2-pentanol OHCl CHCH H 3 C CH 2 CH 3

Drill: Name the following: OHO

Carboxyl Group C=O HO

Carboxylic Acid O R-C-OH Alkanoic Acid

Carboxylic Acid O CH 3 -CH 2 -C-OH Propanoic Acid

Drill: Draw & name 5 isomers of: OH

Functional Isomers: Isomers with different functional groups: The suffix changes

Propanone Propanaldehyde O O H

Positional Isomers: Isomer’s functional group in a new location The # before the main chain name changes

2-propanol 1-propanol OH

Name the following: CH 3 -CH 2 -CH 2 -OH CH 3 -CH 2 -O- CH 2 -CH 3 O CH 3 -CH 2 -C-CH 2 -CH 3

Name the following: O O C C H 3 C CH OH OH

Name the following: O O C C H 3 C CH OH OH

2-hydroxy-3-ketobutanoic acid O O C C H 3 C CH OH OH

Name the following: O CH 3 -CH 2 -CH 2 -C-OH O CH 3 -CH 2 -C-H

Carboxyl Derivatives C=O O

Esters O R 1 -C-O-R 2 Alkylalkanoate

Esters O CH 3 -CH 2 -CH 2 -C-O-CH 3 methylbutanoate

Anhydrides O O R 1 -C-O-C-R 2 Alkanoicalkanoic anhydride

O O O Butanoicpropanoic anhydride

Draw the following: 2-hydroxypentanal Methylpropylether Trichloroethanoic acid Ethylbutanoate Aceticformic anhydride

Drill: Draw & Name 5 isomers of: C3H6O2C3H6O2

Name, then & Draw & name a Functional Isomer of: O OH C C C C C C C

O C C C C C C C

3-hydroxy-5- methylhexanoic acid O OH C C C C C C C

2,3-dihydroxy-5- methylhexanal(dehyde) O H C C C C C C OH C

1,3-dihydroxy-5- methyl-2-hexanone O OH C C C C C C C

Name & Draw 1 Positional Isomer of: O OH C C C C C C C

O C C C C C C C 2-hydroxy-5- methylhexanoic acid

Name & Draw 1 Structural Isomer of: O OH C C C C C C C

3-hydroxyheptanoic acid O OH C C C C C C C

Name & Draw 1 Optical Isomer of: O OH C C C C C C C

To draw an optical isomer, draw the mirror image of an assymetric compound

O OH C C C C C C C 3-hydroxy-5- methylhexanoic acid

C C C C C C HO O OH C 3-hydroxy-5- methylhexanoic acid

Draw: 2-phenylpropanoic acid 3-hydroxy-2-iodopentanal 2-cyclohexyl-3-octanone phenylbutanoate

Drill: Name: C C C C OH O C OCl

Drill: Draw the following: Butanoicpentanoic anhydride

Thiol R-SH Sulfhydrylalkane Mercaptoalkane Alkanethiol

SH 3-sulfhydrylpentane 3-mercaptopentane 3-pentanethiol

Sulfide R 1 -S-R 2 Alkylalkylsulfide Alkylalkylthioether

Sulfide S diethylsulfide diethylthioether

Disulfide R 1 -S-S-R 2 Alkylalkyldisulfide

Disulfide S-S methylphenyldisulfide C

Thioesters O R 1 -C-S-R 2 Alkylthioalkanoate

Thioesters O CH 3 -C-S-CH 3 Methylthioethanoate

Draw the Following: Methylthiobutanoate Methylphenyl ether Diphenyl thioether 2-propanethiol

Name: C C C C C OH O SH Cl

C C C C C OH O SH Cl

3-chloro-2-mercaptopentanoic acid C C C C C OH O SH Cl

Drill: Name: C C C C O C O

Amine Group N:

Ammonia :NH 3

Ammonium NH 4 +

Primary Amines R-NH 2 Aminoalkane alkylamine

Primary Amines CH 3 -NH 2 Aminomethane methylamine

Secondary Amines R 2 R 1 -NH Alkylalkylamine

CH 3 CH 3 -CH 2 -NH methylethylamine

Tertiary Amines R 2 R 1 -N-R 3 Alkylalkylalkylami ne

CH 2 -CH 3 CH 3 -N: CH 2 -CH 2 -CH 3 methylethylpropylamine

Quaternary Amines R 2 R 1 -N-R 3 R 4 Tetraalkylammonium +

CH 3 CH 3 -N-CH 3 CH 2 -CH 2 -CH 3 trimethylpropylammonium +

CH 3 CH 3 -N-H CH 2 -CH 2 -CH 3 dimethylpropylammonium +

Amides O R 1 -C-NH 2 Alkanoamide

O C-C-C-C-C NH 2 Pentanoamide

Nitrile R-C=N Cyanoalkane Alkanonitrile

Nitrile CH 3 -C=N Cyanomethane Ethanonitrile

Name: C C C C C OH O F

Name: C C C C C OH O F

3-fluoro-4- hydroxypentanoic acid C C C C C OH O F

Draw & name 10 isomers of: C 4 H 9 NO

Draw the following: 2-phenyl-1-propanol Butylethenyl ether

Draw the following: phenylthioacetate methylisopropylsulfide 2-mercaptobutanal

Name: C C C S C C O

C C C S C C O

propylthioacetate C C C S C C O

Name: SH O OH

Name: SH O OH

3-hydroxy-5-mercapto-6- methyl-7-phenyloctanoic acid SH O OH

Draw & name 10 isomers of: C 4 H 8 SO 2

Drill: Name SH O H O

Name C N OH N H O H

Name C N OH N H O H

4-cyano-2-hydroxy-3- methylhexanoamide C N OH N H O H

Drill: Name Cl OH O

Primary Amines R-NH 2 Aminoalkane alkylamine

Secondary Amines R 2 R 1 -NH Alkylalkylamine

Tertiary Amines R 2 R 1 -N-R 3 Alkylalkylalkylami ne

Quaternary Amines R 2 R 1 -N-R 3 R 4 Tetraalkylammonium +

Amides O R 1 -C-NH 2 Alkanoamide

Nitrile R-C=N Cyanoalkane Alkanonitrile

Name C N OH NH 2 O

Cyanate R-O-C=N Alkylcyanate

Cyanate O-C=N cyclohexylcyanate

Isocyanate R-N=C=O Alkylisocyanate

Isocyanate N=C=O 1-pentylisocyanate

Thiocyanate R-S-C=N Alkylthiocyanate

Thiocyanate S-C=N 2-propylthiocyanate

Isothiocyanate R-N=C=S Alkylisothiocyanate

Isothiocyanate CH 3 -N=C=S Methylisothiocyanate

Phosphates O R-O-P-O -1 O -1 Alkylphosphate

Phosphates O -O-P-O -1 O -1 Phenylphosphate

Diphosphates O O R-O-P-O-P-O -1 O -1 O -1 Alkyldiphosphate

Diphosphates O O CH 3 -O-P-O-P-O -1 O -1 O -1 Methyldiphosphate

Triphosphates O O O R-O-P-O-P-O-P-O -1 O -1 O -1 O -1 Alkyltriphosphate

Triphosphates O O O -O-P-O-P-O-P-O -1 O -1 O -1 O -1 2-butyltriphosphate

Phosphodiester O CH 3 -CH 2 -O-P-O-CH 3 O -1 Methylethylphosphate

Carboxylic acid Carboxylic acid derivative Aldehyde Ketone Alcohol Amine Thiol

Drill: Draw & Name 5 isomers of: C 3 H 7 NO 2

Drill: Name: C O OH NH 2 OH Br

Organic HW Draw & Name 5 isomers of: C 3 H 6 SO

Drill: Draw & Name 5 Isomers of: C 4 H 7 NO

Lab: Today Review: Tomorrow Test : Wednesday

Name the following: C O NH 2 OH NCNC

Name the following: C O NH 2 OH NCNC

3-cyano-2-hydroxy-7-methyl- 6-phenyloctanoamide C O NH 2 OH NCNC

Drill: Name the following: C O OH NHSH Cl

Name the following: C O OH NHSH Cl

2-amino-3-chloro-4- mercapto-N,7-dimethyl-6- phenylnonanoic acid C O OH NHSH Cl

Test Tomorrow on Functional Groups

Name the following: O OHF

Name the following: O OHF

3-fluoro-1-methoxy-4-methyl-2- cyclopropylhepta-5-yn-1-ol O OHF

Name the following: OO O PO 4 -2 OH

Name the following: OO O PO 4 -2 OH 2 1

4-methyl-3-phenyl-2- phosphopentanoic-2- hydroxypropanoic anhydride OO O PO 4 -2 OH 2 1

Draw: 3-mercaptohexanoamide Methyl-2-hydroxythioacetate Para-iodophenylformic acid Phenylpropylamine 2-amino-3-ethyl-4-keto-N- methylhexanaldehyde

Draw & Name 10 isomers of: C 4 H 9 SNO

Draw & Name 10 isomers of: C 4 H 9 NO 2

Name the following: NH P 3 O 10 -4

Name the following: NH P 3 O 10 -4

4-amino-6,7-dimethyl-N- phenyl-3-octyltriphosphate NH P 3 O 10 -4

Name the following: O SH O H

Name the following: O SH O H

3-mercapto-6,7-dimethyl- 4-phenoxynonanal O SH O H

Drill: Name: OH NH 2 O OH NCNC

Name: OH NH 2 O OH NCNC

3-amino-5-cyano-4- hydroxyhexanoic acid OH NH 2 O OH NCNC

Name the following: Br O O NCSNCS

Name the following: Br O O NCSNCS 1

propyl-4-bromo-3-cyclobutyl- 5-thiocyanatohexanoate Br O O NCSNCS 1

Name the following: O OHCl

Name the following: O OHCl

3-chloro-2-cyclopropyl-4- methylpentanoic acid O OHCl

Drill: Name the following: O OF O

O OF O 1 2

Methyl-3-fluoro-2-keto-4- methylpentanoate O OF O 1 2

Name the following: S OOH NCNC

Name the following: S OOH NCNC 1 2

Ethyl-2-cyano-3- hydroxythiohexanoate S OOH NCNC 1 2

Draw the Following: 3-methyl-5-propyl- octanoamide Octylbutanoate

Draw the Following: Aceticpentanoic anhydride 2-cyano-3- mercaptohexanoic acid

Drill Draw & name 5 isomers of: C 4 H 7 NO

Draw: Benzoic acid

Draw: 4-hydroxy-N- methyl- benzoamide

Drill: Draw: 4-hydroxy-2- mercapto pentanoic acid

Review

C=C

O R C O R

R N C O

R-SH

R-NH 2

O R C OH

O C R R

R-OH

O O C C R O R

R C N

H :N R R

O R C NH 2

O R C H

R O C N

R 1 -O-R 2

R-I

R + R N R R

C=C

R + R NH R

R 1 -S-R 2

O R C S R

R S C N

O -2 O P O R O

R :N R R

R-S-S-R

R N C S

Drill: Name: OH O NH 2 SH

Name the compounds on the board

Draw the compounds on the board

Draw & Name 10 isomers of C 4 H 7 SNO

C 4 H 7 NO