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400149

Sigma-Aldrich

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

95%

Synonym(s):

(1R,2R)-1,2-Dicyclohexylethylene glycol

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About This Item

Linear Formula:
[C6H11CH(OH)-]2
CAS Number:
Molecular Weight:
226.36
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

optical activity

[α]20/D −2.2°, c = 0.8 in chloroform

mp

138-142 °C (lit.)

SMILES string

O[C@H](C1CCCCC1)[C@H](O)C2CCCCC2

InChI

1S/C14H26O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h11-16H,1-10H2/t13-,14-/m1/s1

InChI key

CKHLARJSOMXDKL-ZIAGYGMSSA-N

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Application

C2 symmetric chiral diol with versatile applications as a chiral auxiliary, building block, and chiral ligand. Chiral auxiliary for preparing highly diastereomerically pure alkyl boronates.

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

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Chemische Berichte, 122, 1783-1783 (1989)
Stolle, A. et al.
Tetrahedron Letters, 35, 3521-3521 (1994)
Matteson, D.S. Man, H.-W.
The Journal of Organic Chemistry, 59, 5734-5734 (1994)
Pichon, M. Figadere, B.
Tetrahedron Asymmetry, 7, 927-927 (1996)
Ho, O.C. et al.
Organometallics, 14, 2855-2855 (1995)

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