cis-1,2-Cyclohexanedimethanol

Base Information

• Chemical Name: cis-1,2-Cyclohexanedimethanol
• CAS No.: 15753-50-1
• Molecular Formula: C8H16 O2
• Molecular Weight: 144.214
• Hs Code.: 29061990
• European Community (EC) Number: 239-843-6
• Nikkaji Number: J81.881J
• Mol file: 15753-50-1.mol

Synonyms:15753-50-1;cis-1,2-Cyclohexanedimethanol;cis-Cyclohexane-1,2-diyldimethanol;1,2-Cyclohexanedimethanol, (1R,2S)-rel-;[(1S,2R)-2-(hydroxymethyl)cyclohexyl]methanol;(1R,2S)-rel-1,2-Cyclohexanedimethanol;25712-33-8;EINECS 239-843-6;cis-1,2-Bis(hydroxymethyl)cyclohexane;1,2-Cyclohexanedimethanol, cis-;SCHEMBL129425;cis-1,2-cyclohexane-dimethanol;Cis-1,2-cyclohexane dimethanol;1alpha,2alpha-Cyclohexanedimethanol;MFCD00062987;cis-1,2-Cyclohexanedimethanol, 97%;AKOS015915800;CS-W016382;(1R,2S)-cyclohexane-1,2-diyldimethanol;AS-63909;O11710;J-009421

Chemical Property of cis-1,2-Cyclohexanedimethanol

Chemical Property:

• Vapor Pressure: 0.000923mmHg at 25°C
• Melting Point: 43-45 °C(lit.)
• Boiling Point: 270.1°Cat760mmHg
• PKA: 14.75±0.10(Predicted)
• Flash Point: 129°C
• PSA: 40.46000
• Density: 1.004g/cm³
• LogP: 0.77740
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly, Sonicated), Methanol (Slightly)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 144.115029749
• Heavy Atom Count: 10
• Complexity: 81.3

Purity/Quality:

97% ^*data from raw suppliers

(1R,?2S)?-?rel-1,?2-Cyclohexanedimethano?l ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(C(C1)CO)CO
• Isomeric SMILES: C1CC[C@H]([C@H](C1)CO)CO
• Uses: cis-1,2-Cyclohexanedimethanol was used in the synthesis of 9-{[(Z)-2(hydroxymethyl)cyclohexyl]methyl}guanine.

Technology Process of cis-1,2-Cyclohexanedimethanol

There total 21 articles about cis-1,2-Cyclohexanedimethanol 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%

cis-1,2-Cyclohexanedimethyl bis[N-(2-hydroxy-1,1-dimethylethyl)carbamate] (235780-27-5) → 4,4-dimethyl-1,3-oxazolidin-2-one (26654-39-7) + cis-1,2-cyclohexanedimethanol (15753-50-1,25712-33-8)

Guidance literature:

With methanol; potassium carbonate; for 3h; Heating;

DOI:10.1002/(SICI)1521-3765(19990604)5:6<1905::AID-CHEM1905>3.0.CO;2-4

Reference yield: 94.0%

1,2-cis-cyclohexanedicarboxylic anhydride (13149-00-3) → cis-1,2-cyclohexanedimethanol (15753-50-1,25712-33-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere; Reflux;

DOI:10.1021/ml400235c

Reference yield: 90.0%

Phosphorous acid diethyl ester (1S,2R)-2-formyl-cyclohexylmethyl ester (130279-51-5) → cis-1,2-cyclohexanedimethanol (15753-50-1,25712-33-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1039/c39900000763

upstream raw materials:

diethyl cyclohexane-cis-1,2-dicarboxylate

cis-1,6-dihydroxymethyl-3-cyclohexene

1,2-Cyclohexanedicarboxylic acid-anhydride

1,2-cis-cyclohexanedicarboxylic anhydride

Downstream raw materials:

(±)-1,2-bis(bromomethyl)cyclohexane

cis-cyclohexane-1,2-diyldimethyl ditosylate

cis-1,2-cyclohexanedimethanol diacetate

L-homoglutamic acid