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| CAS No.: | 583-59-5 |
|---|---|
| Name: | 2-Methylcyclohexanol |
| Article Data: | 266 |
| Molecular Structure: | |
|
|
|
| Formula: | C7H14O |
| Molecular Weight: | 114.188 |
| Synonyms: | 1-Methyl-2-cyclohexanol;2-Methyl-1-cyclohexanol;2-Methylcyclohexanol;2-Methylcyclohexyl alcohol;NSC75845;2-Methylcyclohexan-1-ol; |
| EINECS: | 209-512-0 |
| Density: | 0.925 g/cm3 |
| Melting Point: | -38 °C |
| Boiling Point: | 170.322 °C at 760 mmHg |
| Flash Point: | 58.889 °C |
| Solubility: | Slightly soluble in water |
| Appearance: | Colourless viscous liquid with an aromatic odour |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 20 |
| Safety: | 24/25 |
| Transport Information: | UN 2617 3/PG 3 |
| PSA: | 20.23000 |
| LogP: | 1.55740 |
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| Conditions | Yield |
|---|---|
| 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% |
- 218623-12-2
2-(2-methyl-cyclohexyloxy)-tetrahydro-pyran
- 583-59-5
2-Methylcyclohexanol
| Conditions | Yield |
|---|---|
| silica-supported prop-1-ylsulfonic acid In methanol | 99.6% |
| With sulfuric acid; silica gel In methanol for 0.25h; Heating; | 80% |
| With H14[NaP5W30O110] In methanol for 2h; Heating; | 97 % Chromat. |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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; |
| Conditions | Yield |
|---|---|
| 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. |
| Conditions | Yield |
|---|---|
| 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 |
| Conditions | Yield |
|---|---|
| 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; |
- 99522-16-4
2-Trimethylsilanylmethyl-cyclohexanol
- 583-59-5
2-Methylcyclohexanol
| Conditions | Yield |
|---|---|
| With potassium tert-butylate; 18-crown-6 ether In water; dimethyl sulfoxide at 80℃; for 12h; | 78% |
- 106345-17-9
2-(6-Methyl-1-oxa-4-aza-spiro[4.5]dec-4-yl)-ethanol
A
- 583-59-5
2-Methylcyclohexanol
B
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2-(7-Methyl-4,5,6,7-tetrahydro-indol-1-yl)-ethanol
C
- 111-42-2
2,2'-iminobis[ethanol]
| Conditions | Yield |
|---|---|
| With potassium hydroxide Heating; CH3ONa as reagent; | A n/a B 59% C n/a |
| Conditions | Yield |
|---|---|
| In tetrahydrofuran | 57% |
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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 %.
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 %.
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. |