(S,S)-(+)-1,2-DICYCLOHEXYL-1,2-ETHANEDIOL

Base Information

• Chemical Name: (S,S)-(+)-1,2-DICYCLOHEXYL-1,2-ETHANEDIOL
• CAS No.: 120850-91-1
• Molecular Formula: C14H26 O2
• Molecular Weight: 226.359
• Mol file: 120850-91-1.mol

Synonyms:(1S,2S)-1,2-Dicyclohexylethane-1,2-diol;(S,S)-1,2-Dicyclohexyl-1,2-ethanediol

Chemical Property of (S,S)-(+)-1,2-DICYCLOHEXYL-1,2-ETHANEDIOL

Chemical Property:

• Melting Point: 136-141 °C
• Boiling Point: 373°Cat760mmHg
• Flash Point: 179.8°C
• PSA: 40.46000
• Density: 1.193g/cm³
• LogP: 2.86880

Purity/Quality:

98%min ^*data from raw suppliers

(1S,2S)-(+)-1,2-DICYCLOHEXYL-1,2-ETHANEDIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S,S)-(+)-1,2-DICYCLOHEXYL-1,2-ETHANEDIOL

There total 35 articles about (S,S)-(+)-1,2-DICYCLOHEXYL-1,2-ETHANEDIOL 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: 100.0%

(1S,2S)-1,2-Di(R)-cyclohex-2-enyl-ethane-1,2-diol → (S,S)-(-)-1,2-dicyclohexyl-ethane-1,2-diol (120850-91-1)

Guidance literature:

With hydrogen; nickel; In ethanol; ethyl acetate; for 0.5h; under 760 Torr;

DOI:10.1016/S0957-4166(97)00567-3

Reference yield: 86.0%

(S,S)-1,2-dicyclohexylethanediol (1R,2S,3S)-{[3-(benzyloxy)-2-methyl-1-ethyl]butyl}boronate (181515-49-1) → (S,S)-(-)-1,2-dicyclohexyl-ethane-1,2-diol (120850-91-1) + (3R,4S,5S)-5-(benzyloxy)-4-methyl-3-hexanol

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 18h;

DOI:10.1021/jo960684m

Reference yield: 84.0%

(S,S)-hydrobenzoin (2325-10-2) → (S,S)-(-)-1,2-dicyclohexyl-ethane-1,2-diol (120850-91-1)

Guidance literature:

With hydrogen; rhodium on aluminium; In methanol; at 60 ℃; for 36h; under 5250.4 Torr;

upstream raw materials:

1,2-dicyclohexyl-2-hydroxy-ethanone

2-hydroxy-2-phenylacetophenone

cyclohexanecarbaldehyde

hydrogenchloride

Downstream raw materials:

(1R,2R)-1,2-dicyclohexyl-1,2-ethanediol

(S,S)-1,2-dicyclohexylethanediol (R)-[1-(benzyloxy)ethyl]boronate

(1S,2S)-1,2-dicyclohexylethane-1,2-diyl bis[2-(dimethylamino)acetate]

Refernces

• 1、 Buck,Ide. "-". . p. 3510,3512. Retrieved 1931.
• 2、 Christensen, Torben Birk,Riber, Ditte,Daasbjerg, Kim,Skrydstrup, Troels. "Influence of a dimetal ion binding ferrocene ligand on the samarium diiodide promoted pinacol coupling reaction". . p. 2051 - 2052. Retrieved 1999.
• 3、 Bojaryn, Kevin,Hoffmann, Chris,Struth, Felix R.,Hirschh?user, Christoph. "Ambient-Pressure Asymmetric Preparation of S,S -DICHED, a C 2 -Symmetrical Director for Matteson Reactions". supporting information. p. 1092 - 1094. Retrieved 2018/01/27.
• 4、 Kim, Youngjo,Do, Youngkyu,Park, Sungjin. "Mechanistic study of half-titanocene-based reductive pinacol coupling reaction". experimental part. p. 3973 - 3978. Retrieved 2012/03/26.