• Name

  2-SEC-BUTYLCYCLOHEXANONE

• EINECS
• CAS No. 14765-30-1
• Article Data15
• CAS DataBase
• Density 0.912 g/mL at 25 °C(lit.)
• Solubility 577mg/L at 20℃
• Melting Point 27.18°C (estimate)
• Formula C10H18 O
• Boiling Point 76-78 °C8 mm Hg(lit.)
• Molecular Weight 154.252
• Flash Point 181 °F
• Transport Information
• Appearance
• Safety Moderately toxic by ingestion. Low toxicity by skin contact. When heated to decomposition it emits acrid smoke and irritating vapors.
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms Cyclohexanone,2-sec-butyl- (7CI,8CI); 2-(1-Methylpropyl)cyclohexanone;2-sec-Butylcyclohexanone; Freskomenthe; NSC 21146
• PSA 17.07000
• LogP 2.79180

Synthetic route

557-20-0

diethylzinc

2-Eth-(E)-ylidene-cyclohexanone

14765-30-1

2-sec-butylcyclohexanone

Conditions

Conditions	Yield
With N-benzylbenzenesulfonamide; mesitylcopper(I) In toluene at 0℃; for 6h;	90%

34006-70-7

2,6-dibromocyclohexanone

lithium sec-butyl-(2-methyl-propan-2-olato)-cuprate(1-)

14765-30-1

2-sec-butylcyclohexanone

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃;

91055-78-6

2-(1-methylpropylidene)cyclohexanone

14765-30-1

2-sec-butylcyclohexanone

Conditions

Conditions	Yield
With hydrogen; palladium

590-18-1

(Z)-2-Butene

21300-30-1

lithium 1-cyclohexenolate

A

14765-30-1

2-sec-butylcyclohexanone

B

71501-12-7

2,6-di(sec-butyl)cyclohexanone

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given;

...Expand

624-64-6

trans-2-Butene

21300-30-1

lithium 1-cyclohexenolate

A

14765-30-1

2-sec-butylcyclohexanone

B

71501-12-7

2,6-di(sec-butyl)cyclohexanone

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given;

...Expand

7417-55-2

(E)-2-ethylidenecyclohexan-1-one

Zn(C2H5)2

Zn(C2H5)2

A

14765-30-1

2-sec-butylcyclohexanone

B

1-ethyl-2-ethylidenecyclohexan-1-ol

Conditions

Conditions	Yield
N-benzylbenzenesulfonamide; mesitylcopper(I) In toluene at 0℃; for 6h; Addition;	A 90 % Chromat. B n/a

...Expand

23029-03-0

1-acetoxy-6-bromo-cyclohexene

14765-30-1

2-sec-butylcyclohexanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Zn / tetrahydrofuran 2: H2 / Pd View Scheme

14765-30-1

2-sec-butylcyclohexanone

479-27-6

naphthalene-1,8-diamine

C20H26N2

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In propan-1-ol for 2h; Reflux;	100%

14765-30-1

2-sec-butylcyclohexanone

62-53-3

aniline

1100691-75-5

(-)-N-(phenyl)-[2-sec-butylcyclohexyl]amine

Conditions

Conditions	Yield
Stage #1: 2-sec-butylcyclohexanone; aniline With [(R)-BINAP]PdBr2 In chloroform for 0.166667h; Inert atmosphere; Stage #2: With hydrogen In chloroform at 70℃; under 41372.9 Torr; for 24h; enantioselective reaction;	80%

75-18-3

dimethylsulfide

14765-30-1

2-sec-butylcyclohexanone

67-68-5

dimethyl sulfoxide

3-(sec-butyl)-6-(methylthio)benzene-1,2-diol

Conditions

Conditions	Yield
With iodine at 80℃; for 24h; Sealed tube;	56%

...Expand

14765-30-1

2-sec-butylcyclohexanone

104-94-9

4-methoxy-aniline

N-(4-methoxyphenyl)-7-methyl-6-oxononanamide

Conditions

Conditions	Yield
With 2,2,6,6-tetramethyl-piperidine; trifluorormethanesulfonic acid; oxygen In m-xylene at 130℃; under 760.051 Torr; for 8h; Sealed tube;	47%

14765-30-1

2-sec-butylcyclohexanone

67-68-5

dimethyl sulfoxide

3-(sec-butyl)-6-(methylthio)benzene-1,2-diol

Conditions

Conditions	Yield
With iodine at 80℃; for 24h; Sealed tube;	42%

14765-30-1

2-sec-butylcyclohexanone

2-sec-butyl-1-chlorocyclohexene

Conditions

Conditions	Yield
With pyridine; bis(trichloromethyl) carbonate In dichloromethane at 35℃; for 24h;	34%

14765-30-1

2-sec-butylcyclohexanone

104036-08-0

7-sec-butyl-oxepan-2-one

Conditions

Conditions	Yield
With peracetic acid

89-91-8

Methyl dimethoxyacetate

14765-30-1

2-sec-butylcyclohexanone

144147-87-5

2-sec-Butyl-6-(2,2-dimethoxy-acetyl)-cyclohexanone

Conditions

Conditions	Yield
With n-butyllithium; diisopropylamine 1.) hexane, THF, -78 deg C, 45 min, 2.) hexane, THF, RT, overnight; Yield given. Multistep reaction;

14765-30-1

2-sec-butylcyclohexanone

144148-32-3

7-sec-Butyl-2-(4-fluoro-phenyl)-4,5,6,7-tetrahydro-2H-indazole-3-carbaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) diisopropylamine, n-BuLi / 1.) hexane, THF, -78 deg C, 45 min, 2.) hexane, THF, RT, overnight 2: 1.) Et3N, 2.) aq. HCl / 1.) EtOH, from RT to reflux, 2.) THF, reflux, 4 h View Scheme

14765-30-1

2-sec-butylcyclohexanone

7-sec-Butyl-1-(4-fluoro-phenyl)-4,5,6,7-tetrahydro-1H-indazole-3-carbaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) diisopropylamine, n-BuLi / 1.) hexane, THF, -78 deg C, 45 min, 2.) hexane, THF, RT, overnight 2: 1.) Et3N, 2.) aq. HCl / 1.) EtOH, from RT to reflux, 2.) THF, reflux, 4 h View Scheme

14765-30-1

2-sec-butylcyclohexanone

144149-56-4

(E)-3-[7-sec-Butyl-2-(4-fluoro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-propenal

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 1.) diisopropylamine, n-BuLi / 1.) hexane, THF, -78 deg C, 45 min, 2.) hexane, THF, RT, overnight 2: 1.) Et3N, 2.) aq. HCl / 1.) EtOH, from RT to reflux, 2.) THF, reflux, 4 h 3: NaH / tetrahydrofuran / Ambient temperature 4: (i-Bu)2AlH / tetrahydrofuran; toluene / 0.5 h 5: MnO2 / benzene / 2 h / Heating View Scheme

14765-30-1

2-sec-butylcyclohexanone

162511-99-1

(E)-3-[7-sec-Butyl-2-(4-fluoro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-prop-2-en-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) diisopropylamine, n-BuLi / 1.) hexane, THF, -78 deg C, 45 min, 2.) hexane, THF, RT, overnight 2: 1.) Et3N, 2.) aq. HCl / 1.) EtOH, from RT to reflux, 2.) THF, reflux, 4 h 3: NaH / tetrahydrofuran / Ambient temperature 4: (i-Bu)2AlH / tetrahydrofuran; toluene / 0.5 h View Scheme

14765-30-1

2-sec-butylcyclohexanone

7-sec-Butyl-3-dimethoxymethyl-2-(4-fluoro-phenyl)-4,5,6,7-tetrahydro-2H-indazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) diisopropylamine, n-BuLi / 1.) hexane, THF, -78 deg C, 45 min, 2.) hexane, THF, RT, overnight 2: Et3N / ethanol / 20 - 78 °C View Scheme

14765-30-1

2-sec-butylcyclohexanone

7-sec-Butyl-3-dimethoxymethyl-1-(4-fluoro-phenyl)-4,5,6,7-tetrahydro-1H-indazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) diisopropylamine, n-BuLi / 1.) hexane, THF, -78 deg C, 45 min, 2.) hexane, THF, RT, overnight 2: Et3N / ethanol / 20 - 78 °C View Scheme

14765-30-1

2-sec-butylcyclohexanone

162511-74-2

(E)-3-[7-sec-Butyl-2-(4-fluoro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-acrylic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1.) diisopropylamine, n-BuLi / 1.) hexane, THF, -78 deg C, 45 min, 2.) hexane, THF, RT, overnight 2: 1.) Et3N, 2.) aq. HCl / 1.) EtOH, from RT to reflux, 2.) THF, reflux, 4 h 3: NaH / tetrahydrofuran / Ambient temperature View Scheme

14765-30-1

2-sec-butylcyclohexanone

(E)-(3S,5R)-7-[7-sec-Butyl-2-(4-fluoro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-3,5-dihydroxy-hept-6-enoic acid ethyl ester

Conditions

Conditions

Yield

Multi-step reaction with 7 steps 1: 1.) diisopropylamine, n-BuLi / 1.) hexane, THF, -78 deg C, 45 min, 2.) hexane, THF, RT, overnight 2: 1.) Et3N, 2.) aq. HCl / 1.) EtOH, from RT to reflux, 2.) THF, reflux, 4 h 3: NaH / tetrahydrofuran / Ambient temperature 4: (i-Bu)2AlH / tetrahydrofuran; toluene / 0.5 h 5: MnO2 / benzene / 2 h / Heating 6: tetrahydrofuran 7: 1.) Et3B, air, 2.) NaBH4 / 1.) MeOH, THF, 2 h, 2.) MeOH, THF, from -78 deg C to RT, overnight View Scheme

14765-30-1

2-sec-butylcyclohexanone

(E)-7-[7-sec-Butyl-2-(4-fluoro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-5-hydroxy-3-oxo-hept-6-enoic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 1.) diisopropylamine, n-BuLi / 1.) hexane, THF, -78 deg C, 45 min, 2.) hexane, THF, RT, overnight 2: 1.) Et3N, 2.) aq. HCl / 1.) EtOH, from RT to reflux, 2.) THF, reflux, 4 h 3: NaH / tetrahydrofuran / Ambient temperature 4: (i-Bu)2AlH / tetrahydrofuran; toluene / 0.5 h 5: MnO2 / benzene / 2 h / Heating 6: tetrahydrofuran View Scheme

14765-30-1

2-sec-butylcyclohexanone

Sodium; (E)-(3S,5R)-7-[7-sec-butyl-2-(4-fluoro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-3,5-dihydroxy-hept-6-enoate

Conditions

Conditions

Yield

Multi-step reaction with 8 steps 1: 1.) diisopropylamine, n-BuLi / 1.) hexane, THF, -78 deg C, 45 min, 2.) hexane, THF, RT, overnight 2: 1.) Et3N, 2.) aq. HCl / 1.) EtOH, from RT to reflux, 2.) THF, reflux, 4 h 3: NaH / tetrahydrofuran / Ambient temperature 4: (i-Bu)2AlH / tetrahydrofuran; toluene / 0.5 h 5: MnO2 / benzene / 2 h / Heating 6: tetrahydrofuran 7: 1.) Et3B, air, 2.) NaBH4 / 1.) MeOH, THF, 2 h, 2.) MeOH, THF, from -78 deg C to RT, overnight 8: aq. NaOH / methanol / 1 h / 0 - 20 °C View Scheme

14765-30-1

2-sec-butylcyclohexanone

7664-93-9

sulfuric acid

1133438-62-6

hexahydro-3-(1-methylpropyl)-1H-azepin-2-one

14765-30-1

2-sec-butylcyclohexanone

85120-27-0

ethyl 2-sec.butyl-cyclohexylideneacetate

14765-30-1

2-sec-butylcyclohexanone

479-27-6

naphthalene-1,8-diamine

C45H50N4O3

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / propan-1-ol / 2 h / Reflux 2: propan-1-ol; toluene / 2 h / Reflux View Scheme

14765-30-1

2-sec-butylcyclohexanone

C14H22O3

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium ethanolate / ethanol / 12 h / Reflux 2: hydrogenchloride / water / 2 h / 60 °C View Scheme

2-(1-METHYLPROPYL)CYCLOHEXANONE Chemical Properties

2-(1-METHYLPROPYL)CYCLOHEXANONE Uses

2-(1-METHYLPROPYL)CYCLOHEXANONE Toxicity Data With Reference

2-(1-METHYLPROPYL)CYCLOHEXANONE Consensus Reports

2-(1-METHYLPROPYL)CYCLOHEXANONE Safety Profile

2-(1-METHYLPROPYL)CYCLOHEXANONE Specification