421804

(1S,2S)-trans-1,2-Cyclohexanediol

99%

• Synonym(s): (1S)-trans-1,2-Cyclohexanediol
• Linear Formula: C₆H₁₀(OH)₂
• CAS Number: 57794-08-8
• Molecular Weight: 116.16
• Beilstein: 1901343
• MDL number: MFCD00066431
• UNSPSC Code: 12352001
• PubChem Substance ID: 24866402
• NACRES: NA.22

Properties

• Assay: 99%
• optical activity: [α]20/D +39°, c = 1.6 in H₂O
• optical purity: ee: 99% (GLC)
• mp: 107-109 °C (lit.)
• SMILES string: O[C@H]1CCCC[C@@H]1O
• InChI: 1S/C6H12O2/c7-5-3-1-2-4-6(5)8/h5-8H,1-4H2/t5-,6-/m0/s1
• InChI key: PFURGBBHAOXLIO-WDSKDSINSA-N

Description

Application

(1S,2S)-trans-1,2-Cyclohexanediol may be used in the preparation of (1S,2S)-1,2-cyclohexanediyl bis(4-vinylbenzoate) by reacting with 4-vinylbenzoyl chloride. It may also be used as a chiral ligand for the preparation of non-racemic hydroxy phosphonates via titanium alkoxide-catalyzed addition of dimethyl phosphite to the corresponding aldehydes.

C₂-symmetric chiral diol with versatile applications as a chiral auxiliary, building block, and chiral ligand.

Safety Information

• Pictograms: GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H318,H335
• Precautionary Statements: P261 - P280 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1 - STOT SE 3
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves