trans-1,2-Cyclooctanediol

Base Information

• Chemical Name: trans-1,2-Cyclooctanediol
• CAS No.: 42565-22-0
• Molecular Formula: C8H16 O2
• Molecular Weight: 144.214
• Hs Code.: 2906199090
• DSSTox Substance ID: DTXSID501309870
• Nikkaji Number: J264.848B
• Mol file: 42565-22-0.mol

Synonyms:108268-29-7;(1R,2R)-cyclooctane-1,2-diol;(R,R)-(-)-1,2-cyclooctanediol;TRANS-1,2-CYCLOOCTANEDIOL;1,2-Cyclooctanediol,(1R,2R)-;1beta,2alpha-Cyclooctanediol;SCHEMBL594310;(1R,2R)-1,2-Cyclooctanediol;HUSOFJYAGDTKSK-HTQZYQBOSA-N;DTXSID501309870;AKOS024319547

Chemical Property of trans-1,2-Cyclooctanediol

Chemical Property:

• Vapor Pressure: 0.00134mmHg at 25°C
• Melting Point: 31-32°C
• Boiling Point: 102-104°C 1mm
• PKA: 14.52±0.40(Predicted)
• Flash Point: 125.5°C
• PSA: 40.46000
• Density: 1.061g/cm³
• LogP: 1.06240
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 144.115029749
• Heavy Atom Count: 10
• Complexity: 81.3

Purity/Quality:

98%Min ^*data from raw suppliers

TRANS-1,2-CYCLOOCTANEDIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCC(C(CC1)O)O
• Isomeric SMILES: C1CCC[C@H]([C@@H](CC1)O)O

Technology Process of trans-1,2-Cyclooctanediol

There total 37 articles about trans-1,2-Cyclooctanediol 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: 86.0%

(3aR,9aR)-2-Bromomethyl-2-methyl-octahydro-cycloocta[1,3]dioxole → trans-1,2-cyclooctanediol (42565-22-0)

Guidance literature:

With methanol; zinc; for 12h; Heating;

DOI:10.1080/00397910008087131

Reference yield: 83.0%

cis-Cyclooctene (931-88-4,931-87-3,25267-51-0) → (1R,2S)-Cyclooctane-1,2-diol (27607-33-6) + trans-1,2-cyclooctanediol (42565-22-0)

Guidance literature:

cis-Cyclooctene; With sodium periodate; acetic acid; lithium bromide; at 95 ℃; for 18h;

With potassium carbonate; In methanol; at 25 ℃; for 24h;

DOI:10.1021/ol052080n

Reference yield: 81.0%

cis-Cyclooctene (931-88-4,931-87-3,25267-51-0) → Cyclooctene oxide (286-62-4) + trans-1,2-cyclooctanediol (42565-22-0)

Guidance literature:

With Oxone; In water; at 23 ℃; for 5h; Mechanism; Product distribution; effect of amount and conc. of oxone, var. reaction times; other alkenes, other temperatures; effect of var. catalysts;

DOI:10.1021/jo00025a014

upstream raw materials:

(R)-(-)-(E)-cyclooctene

(E)-cyclooctene

(1S,2S)-(Z)-cyclooct-5-ene-1,2-diol

1,5-cis,cis-cyclooctadiene

Downstream raw materials:

octane-1,8-dioic acid

cyclooctane-1,2-dione

1,8-octanedial

(S,S)-2-acetoxycyclooctan-1-ol

Refernces

• 1、 Liang, Wenting,Zhao, Meiling,Wei, Xueqin,Yan, Zhiqiang,Wu, Wanhua,Caldera, Fabrizio,Trotta, Francesco,Inoue, Yoshihisa,Su, Dan,Zhong, Zhihui,Yang, Cheng. "Photochirogenic nanosponges: phase-controlled enantiodifferentiating photoisomerization of (Z)-cyclooctene sensitized by pyromellitate-crosslinked linear maltodextrin". . p. 17184 - 17192. Retrieved 2017/03/30.
• 2、 Hofmann, Christine,Schümann, Jan M.,Schreiner, Peter R.. "Alcohol cross-coupling for the kinetic resolution of diols via oxidative esterification". . p. 1972 - 1978. Retrieved 2015/02/19.