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ChemicalBook >> CAS DataBase List >>(1R,2R,3S,5R)-(-)-2,3-Pinanediol

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

(1R,2R,3S,5R)-(-)-2,3-Pinanediol Structure
(1R,2R,3S,5R)-(-)-2,3-Pinanediol structure
CAS No.
22422-34-0
Chemical Name:
(1R,2R,3S,5R)-(-)-2,3-Pinanediol
Synonyms
(1R,2R,3S,5R)-2,6,6-TriMethylbicyclo[3.1.1]heptane-2,3-diol;(1R,2R,3S,5R)-(-)-PINANEDIOL;cis-α-Pinene Glycol;(-)-2-HYDROXYISOPINOCAMPHEOL;(1R,2R,3S,5R)-2,3-PINANEDIOL;Bortezomib intermediate isomer;(1R,2R,3S,5R)-(-)-2,3-PINANEDIOL;(1R,2R,3S,5R)-(-)-Pinanediol 99%;(1R,2R,3S,5R)-(-)-2,3-Pinanediol,98%;(-)-(1R:2R:3S:5R)-cis-α-Pineneglycol
CBNumber:
CB4208709
Molecular Formula:
C10H18O2
Molecular Weight:
170.25
MDL Number:
MFCD09955216
MOL File:
22422-34-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 01:38:40
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(1R,2R,3S,5R)-(-)-2,3-Pinanediol Properties

Melting point 57-59 °C(lit.)
alpha -8.5 º (c=6.5, toluene)
Boiling point 101-102 °C1 mm Hg(lit.)
Density 0.9409 (rough estimate)
refractive index 1.4494 (estimate)
Flash point >230 °F
storage temp. Sealed in dry,Room Temperature
solubility Chloroform, Methanol, Toluene
pka 14.68±0.60(Predicted)
form Liquid
color Clear colorless to very faint yellow
optical activity [α]21/D 8.6°, c = 6.5 in toluene
BRN 2039144
Cosmetics Ingredients Functions SKIN CONDITIONING
InChI 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
InChIKey MOILFCKRQFQVFS-BDNRQGISSA-N
SMILES [C@@]12([H])C[C@@]([H])(C1(C)C)C[C@H](O)[C@]2(C)O
LogP 1.582 (est)
FDA UNII R58L0W3A75
UNSPSC Code 12352001
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280-P301+P312-P302+P352-P305+P351+P338
PPE Eyeshields, Gloves, type N95 (US)
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  22-24/25-36-26
WGK Germany  3
F  10
HS Code  29061990
Storage Class 11 - Combustible Solids
NFPA 704
0
1 0

(1R,2R,3S,5R)-(-)-2,3-Pinanediol price More Price(63)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 287784 (1R,2R,3S,5R)-(?)-Pinanediol 99% 22422-34-0 1g $68.5 2026-04-30 Buy
Sigma-Aldrich 287784 (1R,2R,3S,5R)-(?)-Pinanediol 99% 22422-34-0 5g $167 2026-04-30 Buy
TCI Chemical P2245 (1R,2R,3S,5R)-(-)-2,3-Pinanediol >98.0%(GC) 22422-34-0 1g $34 2026-04-30 Buy
TCI Chemical P2245 (1R,2R,3S,5R)-(-)-2,3-Pinanediol >98.0%(GC) 22422-34-0 5g $109 2026-04-30 Buy
TRC TRC-P458400-5G (1R,2R,3S,5R)-(-)-2,3-Pinanediol 22422-34-0 5g $167 2026-06-03 Buy
Product number Packaging Price Buy
287784 1g $68.5 Buy
287784 5g $167 Buy
P2245 1g $34 Buy
P2245 5g $109 Buy
TRC-P458400-5G 5g $167 Buy

(1R,2R,3S,5R)-(-)-2,3-Pinanediol Chemical Properties,Uses,Production

Chemical Properties

white crystalline solid

Uses

(1R,2R,3S,5R)-(-)-2,3-Pinanediol is a bicyclic monoterpene diols that has been shown to induce differentiation of S91 melanoma and PC12 pheochromocytoma cells and thus provide possible therapeutic and sunless tanning use. (1R,2R,3S,5R)-(-)-2,3-Pinanediol is a microbial oxidation product of (-)-β-pinene, a flavor and fragrance monoterpene.

Synthesis

(1S)-(-)-alpha-Pinene

7785-26-4

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

22422-34-0

Under nitrogen protection, (-)-α-pinene (15 mL, 97 mmol) was dissolved in 100 mL of tert-butanol with Me3NO-2H2O (11 g, 102 mmol). Pyridine (7 mL) and osmium tetroxide (51 mg, 0.2 mmol) were added sequentially and heated to reflux. After 20 hours of reaction, the completion of the reaction was confirmed by TLC monitoring. The reaction mixture was cooled to room temperature, NaHSO3 (1.2 g, 12 mmol) was added and stirred for 1 hour. The reaction solution was transferred to a partition funnel and the organic phase was separated. The aqueous phase was extracted with ether (3 x 20 mL), the organic phases were combined and dried with anhydrous sodium sulfate. After filtration, the solvent was removed by rotary evaporator. The product was purified by column chromatography (petroleum ether:ethyl acetate=30:1) to give 14 g of white solid in 85% yield.

References

[1] Patent: CN107151255, 2017, A. Location in patent: Paragraph 0176; 0177; 0178
[2] Helvetica Chimica Acta, 1987, vol. 70, p. 954 - 974
[3] Synthesis, 2003, # 13, p. 2053 - 2056
[4] Journal of Organic Chemistry, 1971, vol. 36, p. 2319,2322
[5] Australian Journal of Chemistry, 1974, vol. 27, p. 2199 - 2204

(1R,2R,3S,5R)-(-)-2,3-Pinanediol Preparation Products And Raw materials

Raw materials

(1S)-(-)-alpha-Pinene Pyridine tert-Butanol Trimethylamine N-oxide Osmium tetroxide

Preparation Products

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

Global( 154)Suppliers
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Z IntellecChem& Tech. Co., Ltd 0511-15050866711; 15050866711 contact@zintellec.com China 93 62
Sinfachem Limited. 025-84683399 13952017251 sinfachem@foxmail.com China 267 58
zhenJiang HuiRui chem-tech Co;Ltd 18752976010 15951285981 huiruisales@163.com China 441 58
Viwit Pharmaceutical Co., Ltd. 0632-0632-2980981 15063270987 service.china3@viwit.com China 121 55
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Chembest Research Laboratories Limited 021-20908456 sales@BioChemBest.com China 5996 61
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66
Supplier Advantage
Z IntellecChem& Tech. Co., Ltd 62
Sinfachem Limited. 58
zhenJiang HuiRui chem-tech Co;Ltd 58
Viwit Pharmaceutical Co., Ltd. 55
J & K SCIENTIFIC LTD. 76
Chembest Research Laboratories Limited 61
Alfa Aesar 84
TCI (Shanghai) Development Co., Ltd. 81
Energy Chemical 61
Capot Chemical Co., Ltd 66

View Lastest Price from (1R,2R,3S,5R)-(-)-2,3-Pinanediol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(1R,2R,3S,5R)-(-)-2,3-Pinanediol pictures 2026-08-25 (1R,2R,3S,5R)-(-)-2,3-Pinanediol
22422-34-0
 $3.00-9.00 99% ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
(1R,2R,3S,5R)-(-)-2,3-Pinanediol pictures 2026-05-22 (1R,2R,3S,5R)-(-)-2,3-Pinanediol
22422-34-0
 1G/KG 99% 10000000000KG Anhuyan (Hainan) Biotechnology Co., LTD
(1R,2R,3S,5R)-(-)-2,3-Pinanediol pictures 2025-04-04 (1R,2R,3S,5R)-(-)-2,3-Pinanediol
22422-34-0
 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.

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

(1R,2R,3S,5R)-(-)-2,3-Pinanediol(22422-34-0)MS(1R,2R,3S,5R)-(-)-2,3-Pinanediol(22422-34-0)1HNMR(1R,2R,3S,5R)-(-)-2,3-Pinanediol(22422-34-0)IR1(1R,2R,3S,5R)-(-)-2,3-Pinanediol(22422-34-0)IR2(1R,2R,3S,5R)-(-)-2,3-Pinanediol(22422-34-0)Raman

22422-34-0((1R,2R,3S,5R)-(-)-2,3-Pinanediol)Related Search:

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(-)-2-HYDROXYISOPINOCAMPHEOL (1R,2R,3S,5R)-(-)-2,3-PINANEDIOL (1R,2R,3S,5R)-2,3-PINANEDIOL [1R-(1ALPHA,2ALPHA,3ALPHA,5ALPHA)]-2,6,6-TRIMETHYLBICYCLO[3.1.1]HEPTANE-2,3-DIOL ((1R-(1ALPHA,2BETA,3BETA,5ALPHA))-2,6,6-TRIMETHYLBICYCLO(3.3.1)HEPTANE-2,3-DIOL) (-)-2-Hydroxyisopinocampheol, [1R-(1α,2α,3α,5α)]-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol (1R,2R,3S,5R)-(-)-2,3-Pinanediol,98% [1R-(1α,2α,3α,5α)]-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol Bortezomib intermediate isomer (1R,2R,3S,5R)-(-)-2,3-Pinanediol ,99% (-)-(1R:2R:3S:5R)-cis-α-Pineneglycol [1R-(1α,2α,3α,5α)]-2,6,6-TriMethylbicyclo[ cis-α-Pinene Glycol (1R,2R,3S,5R)-(-)-Pinanediol 99% (1R,2R,3S,5R)-(-)-2,3-Pinanediol (1R,2R,3S,5R)-(-)-2,3-Pinanediol > Bicyclo[3.1.1]heptane-2,3-diol, 2,6,6-trimethyl-, (1R,2R,3S,5R)- (1R,2R,3S,5R)-2,6,6-Trimethylnorpinane-2,3-diol (1R,2R,3S,5R)-(-)-2,3-Pinanediol CAS NO.22422-34-0 (1R,2R,3S,5R)-(?)-Pinanediol (1R,2R,3S,5R)-(-)-PINANEDIOL (1R,2R,3S,5R)-2,6,6-TriMethylbicyclo[3.1.1]heptane-2,3-diol 22422-34-0 Polyols Organic Building Blocks Asymmetric Synthesis Chiral Building Blocks Chiral Compounds