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362239

Sigma-Aldrich

cis-1,2-Cyclooctanediol

99%

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Linear Formula:
C8H14(OH)2
CAS Number:
Molecular Weight:
144.21
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Assay

99%

form

solid

mp

78-80 °C (lit.)

SMILES string

O[C@H]1CCCCCC[C@H]1O

InChI

1S/C8H16O2/c9-7-5-3-1-2-4-6-8(7)10/h7-10H,1-6H2/t7-,8+

InChI key

HUSOFJYAGDTKSK-OCAPTIKFSA-N

General description

cis-1,2-Cyclooctanediol is a 1,2-disubstituted acyclic ethylene glycol. It undergoes cyclocondensation with oxalyl chloride in the presence of triethylamine at 0°C to yield cyclic oxalate.

Application

cis-1,2-Cyclooctanediol may be used in the preparation of suberic acid.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Johannes W de Boer et al.
Dalton transactions (Cambridge, England : 2003), (44)(44), 6283-6295 (2008-11-06)
The role played by the additives salicylic acid, L-ascorbic acid and oxalic acid in promoting the catalytic activity of [MnIV2(O)3(tmtacn)2](PF6)2 (1(PF6)2, where tmtacn = N,N',N''-trimethyl-1,4,7-triazacyclononane) in the epoxidation and cis-dihydroxylation of alkenes with H2O2 and in suppressing the catalysed decomposition
Taisuke Itaya et al.
Chemical & pharmaceutical bulletin, 50(1), 83-86 (2002-02-05)
The relationship between the product patterns and the configurations of 1,2-cycloheptane- and 1,2-cyclooctanediols 9 in the cyclocondensations with oxalyl chloride in the presence of triethylamine at 0 degrees C has been shown analogous to that obtained for 1,2-disubstituted acyclic ethylene

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