(1S,2S)-Cyclohexane-1,2-diyldimethanol

Base Information

• Chemical Name: (1S,2S)-Cyclohexane-1,2-diyldimethanol
• CAS No.: 25712-33-8
• Molecular Formula: C8H16O2
• Molecular Weight: 144.21
• Hs Code.: 2906190090
• European Community (EC) Number: 607-783-3
• Nikkaji Number: J36.672B
• Mol file: 25712-33-8.mol

Synonyms:3205-34-3;(1S,2S)-Cyclohexane-1,2-diyldimethanol;(1S,2S)-1,2-CyclohexanediMethanol;[(1S,2S)-2-(hydroxymethyl)cyclohexyl]methanol;[1S,2S,(-)]-1,2-Cyclohexanedimethanol;1,2-Cyclohexanedimethanol, (1S-trans)-;trans-1,2-Cyclohexanedimethanol;25712-33-8;(1S,2S)-Cyclohexane-1,2-dimethanol;MFCD22572336;SCHEMBL130804;MFCD09260493;AKOS016846115;PS-8971;trans-(Cyclohexane-1,2-diyl)dimethanol;AC-25527;[1S,2S,(?)]-1,2-Cyclohexanedimethanol;((1S,2S)-Cyclohexane-1,2-diyl)dimethanol;CS-0135650;T70670;A875720

Chemical Property of (1S,2S)-Cyclohexane-1,2-diyldimethanol

Chemical Property:

• Vapor Pressure: 0.000923mmHg at 25°C
• Melting Point: 55.0 to 59.0 °C
• Refractive Index: 1.47
• Boiling Point: 270.082 °C at 760 mmHg
• PKA: 14.75±0.10(Predicted)
• Flash Point: 128.974 °C
• PSA: 40.46000
• Density: 1.004 g/cm³
• LogP: 0.77740
• 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:

98%,99%, ^*data from raw suppliers

[(1R,2R)-2-(Hydroxymethyl)cyclohexyl]methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(C(C1)CO)CO
• Isomeric SMILES: C1CC[C@@H]([C@H](C1)CO)CO

Technology Process of (1S,2S)-Cyclohexane-1,2-diyldimethanol

There total 37 articles about (1S,2S)-Cyclohexane-1,2-diyldimethanol 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: 98.0%

(1S,2S)-cyclohexane-1,2-dicarboxylic acid (610-10-6,1687-30-5,2305-32-0,21963-41-7,46022-05-3,610-09-3) → (1S,2S)-(–)-1,2-di(hydroxymethyl)cyclohexane (3205-34-3,25712-33-8)

Guidance literature:

(1S,2S)-cyclohexane-1,2-dicarboxylic acid; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 60 ℃; Inert atmosphere;

With water; sodium hydroxide; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.201002990

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

upstream raw materials:

1,2-cis-cyclohexanedicarboxylic anhydride

Diethyl phthalate

Phosphorous acid diethyl ester (1S,2R)-2-formyl-cyclohexylmethyl ester

cis-1,2-Cyclohexanedimethyl bis[N-(2-hydroxy-1,1-dimethylethyl)carbamate]

Downstream raw materials:

2-[(4-methoxyphenyl)methyl]-cis-hexahydro-1H-isoindole-1,3(2H)-dione

cis-1,2-bis[(diphenylphosphino)methyl]cyclohexane

Refernces

• 1、 Ko, Yoon-Joo,Shim, Seung-Bo,Shin, Jung-Hyu. "A mechanistic study on the intramolecular ionic Diels-Alder reaction of 2-methyl-3,9,11-tridecatriene-2-ol and 2,11-dimethyl-1,3,9,11-dodecatetraene". . p. 863 - 867. Retrieved 2007.
• 2、 Saito, Susumu,Wen, Ke,Yoshioka, Shota. "Development of effective bidentate diphosphine ligands of ruthenium catalysts toward practical hydrogenation of carboxylic acids". supporting information. p. 1510 - 1524. Retrieved 2021/06/18.
• 3、 -. "Novel bridged tetradentate fourth subgroup metal complex as well as preparation method and application thereof (by machine translation)". Paragraph 0223-0227. . Retrieved 2020/10/14.