Skip to Content
Merck
CN
All Photos(5)

Documents

282367

Sigma-Aldrich

(1S,2S,3R,5S)-(+)-Pinanediol

99%

Synonym(s):

(+)-2-Hydroxyisopinocampheol, (1S,2S,3R,5S)-2,3-Pinanediol, (1S,2S,3R,5S)-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol, [1S-(1α,2α,3α,5α)]-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol

Sign Into View Organizational & Contract Pricing
All Photos(5)

About This Item

Empirical Formula (Hill Notation):
C10H18O2
CAS Number:
18680-27-8
Molecular Weight:
170.25
Beilstein:
1853591
MDL number:
MFCD00077851
UNSPSC Code:
12352001
PubChem Substance ID:
24857043
NACRES:
NA.22

Quality Level

200

Assay

99%

form

solid

optical activity

[α]20/D +8.5°, c = 6.5 in toluene

optical purity

ee: 99% (GLC)

mp

57-59 °C (lit.)

SMILES string

CC1(C)C2C[C@@H](O)[C@@](C)(O)C1C2

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-/m0/s1

InChI key

MOILFCKRQFQVFS-OORONAJNSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

(1S,2S,3R,5S)-(+)-Pinanediol can be used as a chiral reagent in the synthesis of homochiral α-hydroxyketones and in the resolution of prolineboronate esters.

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Ricardo Lira et al.
Organic letters, 9(21), 4315-4318 (2007-09-18)
syn-beta-Hydroxyallylsilanes of general structure 11 and 28 are prepared in 50-86% yield and 91-95% ee (for aliphatic aldehydes; 50% ee for benzaldehyde) via the BF(3).Et(2)O-promoted gamma-silylallylboration reactions, using reagents 14 and 15.
The efficient synthesis and simple resolution of a prolineboronate ester suitable for enzyme-inhibition studies
Terence A.K, et al.
Tetrahedron, 49, 5, 1009-1016 (1993)
Selective oxidation of optically active sec,sec-1,2-diols by dioxiranes. A practical method for the synthesis of homochiral .alpha.-hydroxy ketones in high optical purity
Lucia D'Accolti, et al.
The Journal of Organic Chemistry, 58, 14, 3600-3601 (1993)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service