1-Methylcyclohexane-1,2-diol

Base Information

• Chemical Name: 1-Methylcyclohexane-1,2-diol
• CAS No.: 52718-65-7
• Molecular Formula: C7H14O2
• Molecular Weight: 130.187
• NSC Number: 17487
• DSSTox Substance ID: DTXSID40873290
• Nikkaji Number: J634.167E
• Mol file: 52718-65-7.mol

Synonyms:1-methylcyclohexane-1,2-diol;19534-08-8;1-Methyl-1,2-cyclohexanediol;6296-84-0;1-Methylcyclohexane-cis-1,2-diol;1,2-Cyclohexanediol, 1-methyl-, trans-;rel-2-Methyl-1alpha*,2beta*-cyclohexanediol;trans-1-Methyl-1,2-cyclohexanediol;NSC17487;1,2-Cyclohexanediol, 1-methyl-, cis-;SCHEMBL1271440;DTXSID40873290;NSC 88867;NSC-17487;AKOS024160731;52718-65-7;1-METHYL-TRANS,-1,2-CYCLOHEXANEDIOL

Chemical Property of 1-Methylcyclohexane-1,2-diol

Chemical Property:

• Vapor Pressure: 0.0157mmHg at 25°C
• Boiling Point: 226.9°Cat760mmHg
• Flash Point: 104.5°C
• Density: 1.095g/cm³
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 130.099379685
• Heavy Atom Count: 9
• Complexity: 103

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCCC1O)O

Technology Process of 1-Methylcyclohexane-1,2-diol

There total 65 articles about 1-Methylcyclohexane-1,2-diol 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: 98.0%

1-methylcyclohex-1-ene (591-49-1) → (1R,2R)-1-methylcyclohexane-1,2-diol (6296-84-0,19534-08-8,52718-65-7,96455-86-6,105928-96-9,108392-44-5,119007-94-2,133964-50-8,105929-88-2)

Guidance literature:

With potassium osmate(VI) dihydrate; sodium dodecyl sulfate; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III); In water; at 20 ℃; for 48h; optical yield given as %ee;

DOI:10.1002/adsc.200800269

Reference yield: 86.0%

(1R,2R,4S)-1-methyl-4-(prop-1-en-2-yl)cyclohexane-1,2-diol (59121-82-3) → (1R,2R)-1-methylcyclohexane-1,2-diol (6296-84-0,19534-08-8,52718-65-7,96455-86-6,105928-96-9,108392-44-5,119007-94-2,133964-50-8,105929-88-2)

Guidance literature:

(1R,2R,4S)-1-methyl-4-(prop-1-en-2-yl)cyclohexane-1,2-diol; With methanol; ozone;

With ferrous(II) sulfate heptahydrate; thiophenol; at -78 - 20 ℃; for 0.5h;

DOI:10.1126/science.aaw4212

Reference yield: 84.0%

1-methylcyclohex-1-ene (591-49-1) → 1-methyl-1,2-cyclohexanediol (52718-65-7)

Guidance literature:

With 4-methyl-morpholine; carbon dioxide; dihydrogen peroxide; osmium(VIII) oxide; In water; acetone; at 25 ℃; under 760.051 Torr;

DOI:10.1016/j.tetlet.2007.11.186

upstream raw materials:

(R)-(+)-2-hydroxy-2-methylcyclohexanone

1,2-epoxy-1-methylcyclohexane

1-methylcyclohex-1-ene

2,2-dimethoxycyclohexanol

Downstream raw materials:

2-hydroxy-2-methylcyclohexanone

2-Methylcyclohexanone

1-methyl-1-cyclopentanecarbaldehyde

2-chloro-1-methylcylohexanol

Refernces

• 1、 Gu, Xin,Wendlandt, Alison E.,Zhang, Yu-An. "A Change from Kinetic to Thermodynamic Control Enables trans-Selective Stereochemical Editing of Vicinal Diols". supporting information. p. 599 - 605. Retrieved 2022/01/03.
• 2、 Smaligo, Andrew J.,Swain, Manisha,Quintana, Jason C.,Tan, Mikayla F.,Kim, Danielle A.,Kwon, Ohyun. "Hydrodealkenylative C(sp3)–C(sp2) bond fragmentation". . p. 681 - 685. Retrieved 2019/06/11.