Product Name

  • Name

    2-Methylcyclohexanol

  • EINECS 209-512-0
  • CAS No. 583-59-5
  • Article Data266
  • CAS DataBase
  • Density 0.925 g/cm3
  • Solubility Slightly soluble in water
  • Melting Point -38 °C
  • Formula C7H14O
  • Boiling Point 170.322 °C at 760 mmHg
  • Molecular Weight 114.188
  • Flash Point 58.889 °C
  • Transport Information UN 2617 3/PG 3
  • Appearance Colourless viscous liquid with an aromatic odour
  • Safety 24/25
  • Risk Codes 20
  • Molecular Structure Molecular Structure of 583-59-5 (2-Methylcyclohexanol)
  • Hazard Symbols HarmfulXn
  • Synonyms 1-Methyl-2-cyclohexanol;2-Methyl-1-cyclohexanol;2-Methylcyclohexanol;2-Methylcyclohexyl alcohol;NSC75845;2-Methylcyclohexan-1-ol;
  • PSA 20.23000
  • LogP 1.55740

Synthetic route

2-Methylcyclohexanone
583-60-8

2-Methylcyclohexanone

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

Conditions
ConditionsYield
With zinc hydride In tetrahydrofuran for 24h; Ambient temperature;100%
With sodium isopropylate; acetonitrile In isopropyl alcohol at 80℃; for 1h; Catalytic behavior;99%
gadolinium(III) isopropoxide In isopropyl alcohol at 30℃; for 1h;98%
2-(2-methyl-cyclohexyloxy)-tetrahydro-pyran
218623-12-2

2-(2-methyl-cyclohexyloxy)-tetrahydro-pyran

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

Conditions
ConditionsYield
silica-supported prop-1-ylsulfonic acid In methanol99.6%
With sulfuric acid; silica gel In methanol for 0.25h; Heating;80%
With H14[NaP5W30O110] In methanol for 2h; Heating;97 % Chromat.
ortho-cresol
95-48-7

ortho-cresol

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

Conditions
ConditionsYield
With hydrogen In water at 20℃; under 7500.75 Torr; for 6h; Autoclave;99.1%
With hydrogen at 100℃; under 3750.38 Torr; for 3h; Reagent/catalyst; Pressure; Temperature;99%
With nickel(II) oxide; hydrogen; palladium In hexane at 80℃; under 7500.75 Torr; for 10h;98%
2-Methylcyclohexanone
583-60-8

2-Methylcyclohexanone

isopropyl alcohol
67-63-0

isopropyl alcohol

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

Conditions
ConditionsYield
With [{2-(2-pyridyl)benzimidazole}RuCl2(PPh3)2]; potassium hydroxide at 82℃; for 4h;97%
With potassium hydroxide for 4h; Ambient temperature;8%
Mechanism; Product distribution; Irradiation;
1,2-epoxy-1-methylcyclohexane
1713-33-3

1,2-epoxy-1-methylcyclohexane

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

Conditions
ConditionsYield
With sodium tetrahydroborate; triethylamine In water; acetonitrile Irradiation;94%
With cobalt(II) tetrafluoroborate hexahydrate; hydrogen; zinc trifluoromethanesulfonate; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In 1,4-dioxane at 60℃; under 30003 Torr; for 20h; Autoclave; regioselective reaction;88 %Chromat.
With ammonia borane; C28H28Cl2CoNP2; erbium(III) triflate In tetrahydrofuran at 55℃; for 8h;89 %Chromat.
1,2-epoxy-3-methyl-cyclohexane
5410-22-0

1,2-epoxy-3-methyl-cyclohexane

A

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

B

m-methylcyclohexanol
591-23-1

m-methylcyclohexanol

Conditions
ConditionsYield
With Li(1+)*C12H28AlO3(1-) In tetrahydrofuran; hexane at 0℃; for 0.17h; Yields of byproduct given. Title compound not separated from byproducts;A 93%
B n/a
With Li(1+)*C12H28AlO3(1-) In tetrahydrofuran; hexane at 0℃; for 0.17h;A 93%
B n/a
1-methylcyclohex-1-ene
591-49-1

1-methylcyclohex-1-ene

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

Conditions
ConditionsYield
Stage #1: 1-methylcyclohex-1-ene With 1-bromo-butane; sodium tetrahydroborate; Aliquat 336 at 20℃; for 16h; Addition; Hydroboration;
Stage #2: With sodium hydroxide; dihydrogen peroxide at 40℃; for 1h; Oxidation;
78%
With sodium tetrahydroborate; (2,3,7,8,12,13,17,18-octaethylporphyrinato)rhodium(III) chloride; oxygen In tetrahydrofuran at 20 - 25℃; for 50h; Product distribution; Mechanism; other olefins, diene and acetylenes, other rhodium porphyrin, other conc. of catalyst;
With sodium tetrahydroborate; oxygen; (2,3,7,8,12,13,17,18-octaethylporphyrinato)rhodium(III) chloride In tetrahydrofuran Ambient temperature; 48-130 h; Yield given;
2-Trimethylsilanylmethyl-cyclohexanol
99522-16-4

2-Trimethylsilanylmethyl-cyclohexanol

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

Conditions
ConditionsYield
With potassium tert-butylate; 18-crown-6 ether In water; dimethyl sulfoxide at 80℃; for 12h;78%
2-(6-Methyl-1-oxa-4-aza-spiro[4.5]dec-4-yl)-ethanol
106345-17-9

2-(6-Methyl-1-oxa-4-aza-spiro[4.5]dec-4-yl)-ethanol

A

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

B

2-(7-Methyl-4,5,6,7-tetrahydro-indol-1-yl)-ethanol
106345-21-5

2-(7-Methyl-4,5,6,7-tetrahydro-indol-1-yl)-ethanol

C

2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With potassium hydroxide Heating; CH3ONa as reagent;A n/a
B 59%
C n/a
1,5-bis(bromomagnesio)hexane
101934-18-3

1,5-bis(bromomagnesio)hexane

formic acid ethyl ester
109-94-4

formic acid ethyl ester

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

Conditions
ConditionsYield
In tetrahydrofuran57%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

cyclohexane-1,2-epoxide
286-20-4

cyclohexane-1,2-epoxide

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

Conditions
ConditionsYield
With Cu2(OTf)2; (-)-(aR)-[1,1'-binaphthalene]-8,8'-diyl dimethylphosphoramidite In tetrahydrofuran at -78 - 20℃; Ring cleavage; methylation;45%
methyl cyclohexane
82166-21-0

methyl cyclohexane

A

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

B

1-Methylcyclohexanol
590-67-0

1-Methylcyclohexanol

Conditions
ConditionsYield
With [(hydrotris(3,5-diphenyl-pyrazol-1-yl)borate)FeII(benzilate)]; oxygen; scandium tris(trifluoromethanesulfonate) In benzene at 20℃; Inert atmosphere;A 13%
B 45%
With [(hydrotris(3,5-diphenyl-pyrazol-1-yl)borate)FeII(benzilate)]; oxygen; pyridinium perchlorate In acetonitrile; benzene at 20℃; for 0.25h; Catalytic behavior; Reagent/catalyst;A 15%
B 44%
With 2,6-dimethylpyridine; Cumene hydroperoxide; [FeII(1,1’-(((pyridin-2-ylmethyl)azanediyl)bis(ethane-2,1-diyl))bis(3-(tert-butyl)urea))(H2O)(trifluoromethanesulfonate)](trifluoromethanesulfonate) In acetonitrile at -20.16 - 9.84℃; for 1h; Catalytic behavior; Inert atmosphere;
methyl cyclohexane
82166-21-0

methyl cyclohexane

A

p-methylcyclohexanol
589-91-3

p-methylcyclohexanol

B

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

C

1-Methylcyclohexanol
590-67-0

1-Methylcyclohexanol

D

m-methylcyclohexanol
591-23-1

m-methylcyclohexanol

Conditions
ConditionsYield
With iodosylbenzene; 5,10,15,20-tetraphenyl-21 H,23-H-porphine manganese(III)chloride In benzene for 2h; Ambient temperature; pAr = 1 atm; Further byproducts given. Title compound not separated from byproducts;A 18%
B 20%
C 24%
D 3%
With iodosylbenzene; 5,10,15,20-tetraphenyl-21 H,23-H-porphine manganese(III)chloride In benzene for 2h; Ambient temperature; pAr= 1 atm; Further byproducts given. Title compound not separated from byproducts;A 18%
B 20%
C 24%
D 3%
With peracetic acid; tris(μ-oxo)di[(1,4,7-trimethyl-1,4,7-triazanonane)manganese(IV)] hexafluorophosphate In acetonitrile at 30℃; for 1h; Yield given. Further byproducts given. Yields of byproduct given;
C26H28O

C26H28O

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

Conditions
ConditionsYield
With tetrahydrofuran; titanium(III) chloride; lithium for 40h; Heating;20%
2-Methylcyclohexanone
583-60-8

2-Methylcyclohexanone

A

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

B

ortho-cresol
95-48-7

ortho-cresol

Conditions
ConditionsYield
at 24.9℃; Equilibrium constant; other temperatures; calculated values;A 17%
B 8.6%
at 240 - 320℃; an metallbeschichtetem opt.-akt. Quarz;
methyl magnesium iodide
917-64-6

methyl magnesium iodide

trans-2-chlorocyclohexanol
6628-80-4

trans-2-chlorocyclohexanol

A

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

B

1-cyclopentylethan-1-ol
52829-98-8

1-cyclopentylethan-1-ol

Conditions
ConditionsYield
With diethyl ether dl-trans-1-methyl-cyclohexanol-(2);
2-methyl-2-cyclohexen-1-one
1121-18-2

2-methyl-2-cyclohexen-1-one

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

Conditions
ConditionsYield
With ethanol; sodium
With diisobutylaluminium hydride In hexane; dichloromethane at -78℃; Inert atmosphere;
2,2-bis(4-hydroxy-3-methylphenyl)propane
79-97-0

2,2-bis(4-hydroxy-3-methylphenyl)propane

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

Conditions
ConditionsYield
With manganese containing nickel catalyst at 170℃; Hydrogenation.unter Druck; d-cis-1-methyl-cyclohexanol-(2);
With manganese containing nickel catalyst at 170℃; Hydrogenation.unter Druck; l-cis-1-methyl-cyclohexanol-(2);
2,2-bis(4-hydroxy-3-methylphenyl)propane
79-97-0

2,2-bis(4-hydroxy-3-methylphenyl)propane

A

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

B

4-isopropyl-2-methylcyclohexanol
1490-05-7

4-isopropyl-2-methylcyclohexanol

Conditions
ConditionsYield
in Gegenwart eines Kupfer, Kobalt und Mangan enthaltenen Nickelkatalysators.Hydrogenation;
diethyl ether
60-29-7

diethyl ether

methyllithium
917-54-4

methyllithium

cyclohexane-1,2-epoxide
286-20-4

cyclohexane-1,2-epoxide

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

2-Methylcyclohexanone
583-60-8

2-Methylcyclohexanone

A

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

B

3-methyl-2-oxo-cyclohexanecarbaldehyde
1194-91-8

3-methyl-2-oxo-cyclohexanecarbaldehyde

Conditions
ConditionsYield
With diethyl ether; sodium; formic acid ethyl ester dl-trans-1-methyl-cyclohexanol-(2);
methyl salicylate
119-36-8

methyl salicylate

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

Conditions
ConditionsYield
With CuO/Cr2O3 at 250℃; Hydrogenation;
1,2-epoxy-1-methylcyclohexane
1713-33-3

1,2-epoxy-1-methylcyclohexane

A

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

B

1-Methylcyclohexanol
590-67-0

1-Methylcyclohexanol

Conditions
ConditionsYield
With sodium tert-pentoxide; sodium hydride; nickel dichloride In 1,2-dimethoxyethane at 65℃; for 40h; Yield given. Yields of byproduct given;
1,2-epoxy-1-methylcyclohexane
1713-33-3

1,2-epoxy-1-methylcyclohexane

A

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

B

1-Methylcyclohexanol
590-67-0

1-Methylcyclohexanol

(1S,2S)-2-Isopropoxy-2-methyl-cyclohexanol
93955-62-5

(1S,2S)-2-Isopropoxy-2-methyl-cyclohexanol

(1R,2R)-2-Isopropoxy-1-methyl-cyclohexanol
93955-63-6

(1R,2R)-2-Isopropoxy-1-methyl-cyclohexanol

Conditions
ConditionsYield
In isopropyl alcohol Irradiation; Yield given. Yields of byproduct given;
1-methylcyclohex-1-ene
591-49-1

1-methylcyclohex-1-ene

A

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

B

1-Methylcyclohexanol
590-67-0

1-Methylcyclohexanol

Conditions
ConditionsYield
With dihydrogen peroxide In acetonitrile Irradiation; Yield given. Yields of byproduct given;
2-methyl-2-cyclohexen-1-one
1121-18-2

2-methyl-2-cyclohexen-1-one

A

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

B

2-methylcyclohex-2-en-1-ol
20461-30-7

2-methylcyclohex-2-en-1-ol

Conditions
ConditionsYield
With sodium tetrahydroborate; alpha cyclodextrin In water Product distribution; influence of other cyclodextrin on the reduction;
With sodium tetrahydroborate; β‐cyclodextrin In water for 24h;A 35 % Chromat.
B 65 % Chromat.
With sodium tetrahydroborate In water Ambient temperature;A 22 % Chromat.
B 78 % Chromat.
With sodium tetrahydroborate; alpha cyclodextrin In water for 24h;A 10 % Chromat.
B 90 % Chromat.
2-methyl-2-cyclohexen-1-one
1121-18-2

2-methyl-2-cyclohexen-1-one

A

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

B

2-methylcyclohex-2-en-1-ol
20461-30-7

2-methylcyclohex-2-en-1-ol

C

2-Methylcyclohexanone
583-60-8

2-Methylcyclohexanone

Conditions
ConditionsYield
With lithium aluminium tetrahydride; cryptand 211 In tetrahydrofuran for 0.0833333h; Ambient temperature; Yield given. Yields of byproduct given;
With lithium aluminium tetrahydride In tetrahydrofuran for 0.0166667h; Ambient temperature; Yield given. Yields of byproduct given;
2-(trifluoromethyl)phenol
444-30-4

2-(trifluoromethyl)phenol

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

Conditions
ConditionsYield
With hydrogen; nickel In methanol at 170℃; under 114000 Torr; for 24h; Yield given;
cyclohexane
110-82-7

cyclohexane

methyl cyclohexane
82166-21-0

methyl cyclohexane

A

p-methylcyclohexanol
589-91-3

p-methylcyclohexanol

B

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

C

1-Methylcyclohexanol
590-67-0

1-Methylcyclohexanol

D

m-methylcyclohexanol
591-23-1

m-methylcyclohexanol

E

2-Methylcyclohexanone
583-60-8

2-Methylcyclohexanone

F

3-Methylcyclohexanone
591-24-2, 625-96-7

3-Methylcyclohexanone

Conditions
ConditionsYield
5,10,15,20-tetraphenyl-21 H,23-H-porphine manganese(III)chloride for 2h; Product distribution; Mechanism; Ambient temperature; variations of reagents, pO2, protective atmosphere;
methyl cyclohexane
82166-21-0

methyl cyclohexane

A

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

B

1-Methylcyclohexanol
590-67-0

1-Methylcyclohexanol

C

1-methylcyclohexan-4-one
589-92-4

1-methylcyclohexan-4-one

D

3-Methylcyclohexanone
591-24-2, 625-96-7

3-Methylcyclohexanone

Conditions
ConditionsYield
With hydrogenchloride; oxygen; sodium L-ascorbate; 5,10,15,20-tetraphenyl-21 H,23-H-porphine manganese(III)chloride In benzene Ambient temperature; pH=8.5, pO2= 1 atm; Further byproducts given. Title compound not separated from byproducts;
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

2-Methylcyclohexanone
583-60-8

2-Methylcyclohexanone

Conditions
ConditionsYield
With dihydrogen peroxide; tetra(n-butyl)ammonium hydrogensulfate; sodium tungstate In tert-butyl alcohol at 90℃; for 0.5h;100%
With jones reagent; silica gel In dichloromethane for 0.0833333h;99%
With silica-supported Jones reagent In dichloromethane for 0.00269444h;99.7%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

2-(2-methyl-cyclohexyloxy)-tetrahydro-pyran
218623-12-2

2-(2-methyl-cyclohexyloxy)-tetrahydro-pyran

Conditions
ConditionsYield
silica-supported prop-1-ylsulfonic acid In acetonitrile for 0.166667h;99.8%
With sulfuric acid; silica gel for 0.0166667h; Irradiation; microwave;80%
With H14[NaP5W30O110] In dichloromethane for 1h; Heating;94 % Chromat.
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

A

ortho-cresol
95-48-7

ortho-cresol

B

toluene
108-88-3

toluene

Conditions
ConditionsYield
platinum; potassium oxide at 360℃;A 98%
B 2%
platinum; potassium oxide at 360℃; Product distribution; other content of catalyst;A 98%
B 2%
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Toluene-4-sulfonic acid 2-methyl-cyclohexyl ester
93570-98-0

Toluene-4-sulfonic acid 2-methyl-cyclohexyl ester

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In ethyl acetate at 0 - 20℃; for 96h;95%
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

acetic anhydride
108-24-7

acetic anhydride

2-methylcyclohexyl acetate
5726-19-2

2-methylcyclohexyl acetate

Conditions
ConditionsYield
With chloro-trimethyl-silane In acetonitrile for 2h;91%
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

2,2,6-trichloro-6-methylcyclohexanone
22368-39-4

2,2,6-trichloro-6-methylcyclohexanone

Conditions
ConditionsYield
With chlorine In N,N-dimethyl-formamide at 35 - 45℃; for 3h;91%
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

acetic acid
64-19-7

acetic acid

2-methylcyclohexyl acetate
5726-19-2

2-methylcyclohexyl acetate

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 100 - 124℃; for 3h; Temperature;89.8%
With sulfuric acid at 100 - 110℃;
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

chloroacetic acid
79-11-8

chloroacetic acid

(2-methylcyclohexyl)oxyacetic acid
519050-83-0

(2-methylcyclohexyl)oxyacetic acid

Conditions
ConditionsYield
Stage #1: 2-Methylcyclohexanol With lithium In tetrahydrofuran for 16h; Inert atmosphere; Reflux;
Stage #2: chloroacetic acid In tetrahydrofuran for 6h; Inert atmosphere; Reflux;
89%
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

Trimethyl-(2-methyl-cyclohexyloxy)-silane
109283-59-2

Trimethyl-(2-methyl-cyclohexyloxy)-silane

Conditions
ConditionsYield
With potassium fluoride incorporated on clinoptilolite nanoparticles In dichloromethane at 20℃; for 1.25h; chemoselective reaction;86%
With sulfonic acid functionalized silica In dichloromethane at 20℃; for 1h;90 % Chromat.
With [Ti(IV)(salophen)(OTf)2] In dichloromethane at 20℃; for 0.25h;98 %Chromat.
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

tert-Butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate
956434-30-3

tert-Butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate

tert-butyl 8-[(2-methylcyclohexyl)oxy]-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate
1154471-50-7

tert-butyl 8-[(2-methylcyclohexyl)oxy]-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate

Conditions
ConditionsYield
Stage #1: 2-Methylcyclohexanol With sodium hydride In toluene at 70℃; for 0.25h; Inert atmosphere;
Stage #2: tert-Butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate; tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 100℃; for 2h; Inert atmosphere;
86%
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

1-Adamantanecarbonyl chloride
2094-72-6

1-Adamantanecarbonyl chloride

Adamantane-1-carboxylic acid (1S,2S)-2-methyl-cyclohexyl ester

Adamantane-1-carboxylic acid (1S,2S)-2-methyl-cyclohexyl ester

Conditions
ConditionsYield
With pyridine In diethyl ether at 18 - 23℃;80%
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

ethyl 6-benzyl-2-(benzyloxy)-4-hydroxynicotinate
1282619-49-1

ethyl 6-benzyl-2-(benzyloxy)-4-hydroxynicotinate

ethyl 6-benzyl-2-(benzyloxy)-4-(2-methylcyclohexyloxy)nicotinate
1282619-60-6

ethyl 6-benzyl-2-(benzyloxy)-4-(2-methylcyclohexyloxy)nicotinate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 20h;80%
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

3,3,4-trichloro-3-butenoyl chloride
484067-66-5

3,3,4-trichloro-3-butenoyl chloride

3,4,4-trichloro-but-3-enoic acid 2-methyl-cyclohexyl ester

3,4,4-trichloro-but-3-enoic acid 2-methyl-cyclohexyl ester

Conditions
ConditionsYield
With pyridine In diethyl ether at 20 - 23℃; for 22h;77%
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

ethyl 2-(benzyloxy)-4-hydroxy-6-phenethylnicotinate
1282619-52-6

ethyl 2-(benzyloxy)-4-hydroxy-6-phenethylnicotinate

ethyl 2-(benzyloxy)-4-(2-methylcyclohexyloxy)-6-phenethyl nicotinate
1430415-02-3

ethyl 2-(benzyloxy)-4-(2-methylcyclohexyloxy)-6-phenethyl nicotinate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 20h;76%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; Mitsunobu Displacement;51%
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

2-Chlorocyclohexanone
822-87-7

2-Chlorocyclohexanone

6-methyl-1,2,3,4-tetrahydrodibenzo[b,d]furan
66283-58-7

6-methyl-1,2,3,4-tetrahydrodibenzo[b,d]furan

Conditions
ConditionsYield
With titanium tetrachloride In 2,2,2-trifluoroethanol Inert atmosphere; Reflux;76%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

Trimethyl-(2-methyl-cyclohexyloxy)-silane
109283-59-2

Trimethyl-(2-methyl-cyclohexyloxy)-silane

Conditions
ConditionsYield
With urea at 20℃; for 4h;73.4%
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

2,2,2-trichloroethyl heptanoate
84443-52-7

2,2,2-trichloroethyl heptanoate

Heptanoic acid (R)-2-methyl-cyclohexyl ester
5726-24-9

Heptanoic acid (R)-2-methyl-cyclohexyl ester

Conditions
ConditionsYield
With porcine pancreatic lipase In n-heptane at 60℃; for 96h;72%
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

trimethyl gallium
1445-79-0

trimethyl gallium

dimethylgallium 2-methylcyclohexanoxide

dimethylgallium 2-methylcyclohexanoxide

Conditions
ConditionsYield
In hexane at -40 - 20℃; for 3h; Inert atmosphere; Schlenk technique;72%
formic acid
64-18-6

formic acid

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

1-methyl-1-cyclohexanecarboxylic acid
1123-25-7

1-methyl-1-cyclohexanecarboxylic acid

Conditions
ConditionsYield
With sulfuric acid at 20℃; Inert atmosphere;70%
With sulfuric acid
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

di-tert-butyl-diazodicarboxylate
870-50-8

di-tert-butyl-diazodicarboxylate

di-tert-butyl 1-(7-oxoheptan-2-yl)hydrazine-1,2-dicarboxylate

di-tert-butyl 1-(7-oxoheptan-2-yl)hydrazine-1,2-dicarboxylate

Conditions
ConditionsYield
With cerium(III) chloride heptahydrate; tetrabutyl-ammonium chloride In acetonitrile for 19h; Inert atmosphere; Irradiation;68%
acetic acid methyl ester
79-20-9

acetic acid methyl ester

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

2-methylcyclohexyl acetate
5726-19-2

2-methylcyclohexyl acetate

Conditions
ConditionsYield
With 1,3-dicyclohexylimidazol-2-ylidene at 25℃; for 0.25h;67%
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

(13C)-formic acid
1633-56-3

(13C)-formic acid

1-methylcyclohexanecarboxylic acid

1-methylcyclohexanecarboxylic acid

Conditions
ConditionsYield
With sulfuric acid at 25 - 30℃;66%

2-Methylcyclohexanol Specification

The 2-Methylcyclohexanol with CAS registry number of 583-59-5 is also known as Cyclohexanol, 2-methyl-. The IUPAC name is 2-Methylcyclohexan-1-ol. It belongs to product categories of Industrial/Fine Chemicals. Its EINECS registry number is 209-512-0. In addition, the formula is C7H14O and the molecular weight is 114.21. This chemical is a colourless viscous liquid with an aromatic odour that may cause damage to health. It is slightly soluble in water and should be sealed in cool, dry place. What's more, this chemical can be used as organic chemical, solvent, lubricant additive, auxiliary and antioxidant. As it is harmful by inhalation, avoid contact with skin and eyes when using it.

Physical properties about 2-Methylcyclohexanol are: (1)ACD/LogP: 1.83; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.83; (4)ACD/LogD (pH 7.4): 1.83; (5)ACD/BCF (pH 5.5): 14.55; (6)ACD/BCF (pH 7.4): 14.55; (7)ACD/KOC (pH 5.5): 236.62; (8)ACD/KOC (pH 7.4): 236.62; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.462; (13)Molar Refractivity: 33.96 cm3; (14)Molar Volume: 123.4 cm3; (15)Surface Tension: 28.9 dyne/cm; (16)Density: 0.925 g/cm3; (17)Flash Point: 58.9 °C; (18)Enthalpy of Vaporization: 47.36 kJ/mol; (19)Boiling Point: 170.3 °C at 760 mmHg; (20)Vapour Pressure: 0.475 mmHg at 25 °C.

Preparation of 2-Methylcyclohexanol: it is prepared by reaction of 1,2-epoxy-1-methyl-cyclohexane. The reaction needs reagents Et3N, NaBH4 and solvents acetonitrile, H2O with other condition of irradiation. The yield is about 94 %.

2-Methylcyclohexanol is prepared by reaction of 1,2-epoxy-1-methyl-cyclohexane.

Uses of 2-Methylcyclohexanol: it is used to produce acetic acid-(2-methyl-cyclohexyl ester) by reaction with acetic acid anhydride. The reaction occurs with reagent chlorotrimethylsilane and solvent acetonitrile for 2 hours. The yield is about 91 %.

2-Methylcyclohexanol is used to produce acetic acid-(2-methyl-cyclohexyl ester) by reaction with acetic acid anhydride.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CC1CCCCC1O
2. InChI: InChI=1S/C7H14O/c1-6-4-2-3-5-7(6)8/h6-8H,2-5H2,1H3
3. InChIKey: NDVWOBYBJYUSMF-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intramuscular 1gm/kg (1000mg/kg)   Journal of Scientific and Industrial Research, Section C: Biological Sciences. Vol. 21, Pg. 342, 1962.

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