All Photos(1)

287784

Sigma-Aldrich

(1R,2R,3S,5R)-(−)-Pinanediol

99%

Synonym(s):
[1R-(1α,2α,3α,5α)]-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol, (−)-2-Hydroxyisopinocampheol
Empirical Formula (Hill Notation):
C10H18O2
CAS Number:
Molecular Weight:
170.25
Beilstein:
2039144
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

optical activity

[α]21/D −8.6°, c = 6.5 in toluene

optical purity

ee: 97% (GLC)

bp

101-102 °C/1 mmHg (lit.)

mp

57-59 °C (lit.)

SMILES string

CC1(C)[C@H]2C[C@H](O)[C@](C)(O)[C@@H]1C2

InChI

1S/C10H18O2/c1-9(2)6-4-7(9)10(3,12)8(11)5-6/h6-8,11-12H,4-5H2,1-3H3/t6-,7-,8+,10-/m1/s1

InChI key

MOILFCKRQFQVFS-BDNRQGISSA-N

Related Categories

Packaging

1, 5 g in glass bottle

Application

Used to prepare chiral double allylation reagents.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Simple, stable, and versatile double-allylation reagents for the stereoselective preparation of skeletally diverse compounds.
Feng Peng et al.
Journal of the American Chemical Society, 129(11), 3070-3071 (2007-02-24)
Gerald I Richard et al.
Applied spectroscopy, 62(5), 476-480 (2008-05-24)
The spectroscopic properties of a chiral boronic acid based resorcinarene macrocycle employed for chiral analysis were investigated. Specifically, the emission and excitation characteristics of tetraarylboronate resorcinarene macrocycle (TBRM) and its quantum yield were evaluated. The chiral selector TBRM was investigated...

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