1-Methylcyclohexanol

Base Information

• Chemical Name: 1-Methylcyclohexanol
• CAS No.: 590-67-0
• Molecular Formula: C7H14O
• Molecular Weight: 114.188
• Hs Code.: 2906120010
• European Community (EC) Number: 209-688-9
• ICSC Number: 0293
• NSC Number: 1247
• DSSTox Substance ID: DTXSID00207739
• Nikkaji Number: J150.873C
• Wikidata: Q2985533
• Mol file: 590-67-0.mol

Synonyms:1-METHYLCYCLOHEXANOL;590-67-0;1-methylcyclohexan-1-ol;Cyclohexanol, 1-methyl-;1-Methyl-1-cyclohexanol;1-methyl-cyclohexanol;NSC 1247;EINECS 209-688-9;AI3-15917;Cyclohexanol,methyl-;1-Methylcyclohexyl alcohol;1-methyl-cyclohexan-1-ol;1-Methylcyclohexanol, 96%;SCHEMBL41593;ghl.PD_Mitscher_leg0.946;BDBM36189;CHEBI:89474;DTXSID00207739;NSC1247;AMY25717;NSC-1247;MFCD00003857;AKOS009157284;AC-8843;CS-W013634;FD14069;AS-48899;FT-0608028;FT-0628722;M0328;EN300-86200;J-504993;Q2985533;Z449370586

Chemical Property of 1-Methylcyclohexanol

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Melting Point: 24-26 °C(lit.)
• Refractive Index: n20/D 1.4585(lit.)
• Boiling Point: 156.999 °C at 760 mmHg
• PKA: 15.38±0.20(Predicted)
• Flash Point: 67.778 °C
• PSA: 20.23000
• Density: 0.937 g/cm³
• LogP: 1.70150
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 114.104465066
• Heavy Atom Count: 8
• Complexity: 72.5

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:; R36/37/38:
• Safety Statements: S26:; S36/37/39:; S38:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(CCCCC1)O

Technology Process of 1-Methylcyclohexanol

There total 133 articles about 1-Methylcyclohexanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 45.0%

methyl cyclohexane (82166-21-0) → 2-Methylcyclohexanol (583-59-5) + 1-Methylcyclohexanol (590-67-0)

Guidance literature:

With [(hydrotris(3,5-diphenyl-pyrazol-1-yl)borate)Fe^II(benzilate)]; oxygen; scandium tris(trifluoromethanesulfonate); In benzene; at 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201502229

Reference yield: 24.0%

methyl cyclohexane (82166-21-0) → p-methylcyclohexanol (589-91-3) + 2-Methylcyclohexanol (583-59-5) + 1-Methylcyclohexanol (590-67-0) + m-methylcyclohexanol (591-23-1)

Guidance literature:

With iodosylbenzene; 5,10,15,20-tetraphenyl-21 H,23-H-porphine manganese(III)chloride; In benzene; for 2h; Further byproducts given. Title compound not separated from byproducts; Ambient temperature; pAr = 1 atm;

DOI:10.1016/S0040-4020(01)98805-2

Reference yield:

1,2-epoxy-1-methylcyclohexane (1713-33-3) → 1-Methylcyclohexanol (590-67-0) + 1-Phenylethanol (98-85-1,13323-81-4)

Guidance literature:

With sodium aluminum tetrahydride; In tetrahydrofuran; at 0 ℃; for 24h; Yield given. Yields of byproduct given;

DOI:10.1021/jo00069a042

upstream raw materials:

1,2-epoxy-1-methylcyclohexane

methyl magnesium iodide

cyclohexanone

methylmagnesium chloride

Downstream raw materials:

piperidino-acetic acid-(1-methyl-cyclohexylamide)

tert-butyl-(1-methyl-cyclohexyl)-peroxide

1-methylcyclohex-1-ene

1-methyl-1-cyclohexylamine

Refernces

Symmetrical Alkoxysilyl Ethers. A New Class of Alcohol-Protecting Groups. Preparation of tert-Butoxydiphenylsilyl Ethers

10.1021/jo00246a038

The research explores the development and evaluation of a new class of alcohol-protecting groups, specifically the alkoxydiphenylsilyl ethers, with a focus on tert-butoxydiphenylsilyl ethers. The purpose of this study was to identify a protecting group that offers both acid stability and high fluoride reactivity, which can be selectively cleaved or retained in the presence of other silyl ethers. The key chemicals used in the research include tert-butoxydiphenylsilyl chloride, various alcohols (such as n-dodecanol, 2-octanol, and 1-methylcyclohexanol), triethylamine, and tetra-n-butylammonium fluoride. The study found that tert-butoxydiphenylsilyl ethers exhibit excellent hydrolytic stability and enhanced fluoride reactivity, making them useful for protecting primary alcohols and for selective deprotection in the presence of other silyl ethers. The research concludes that these ethers are a valuable addition to the existing repertoire of silyl protecting groups, particularly when fluoride sensitivity is desired, and they offer advantages such as selective protection of primary alcohols and compatibility with a wide range of synthetic transformations.