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

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Names

[ CAS No. ]:
18680-27-8

[ Name ]:
(1S,2S,3R,5S)-(+)-2,3-Pinanediol

[Synonym ]:
Bicyclo[3.1.1]heptane-2,3-diol, 2,6,6-trimethyl-, (1R,3R)-
(1S,2S,3R|,5S)-(+)-Pinanediol
(1R,3R)-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol
(+)-2-Hydroxyisopinocampheol
(1S,2S,3R,5S)-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol
(1S,2S,3R,5S)-(+)-2,3-Pinanediol
(1S,2S,3R,5S)-(+)-Pinanediol
Pinanediol,(+)
MFCD00077851
UNII-Y6ZCV4AVRA
(1S,2S,3R,5S)-2,6,6-Trimethylbicyclo[3.1.1]heptan-2,3-diol
Bicyclo[3.1.1]heptane-2,3-diol, 2,6,6-trimethyl-, (1S,2S,3R,5S)-
2alpha,3alpha-Pinanediol

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
263.7±8.0 °C at 760 mmHg

[ Melting Point ]:
53-57ºC

[ Molecular Formula ]:
C10H18O2

[ Molecular Weight ]:
170.25

[ Flash Point ]:
120.8±13.0 °C

[ Exact Mass ]:
170.130676

[ PSA ]:
40.46000

[ LogP ]:
1.58

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.520

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2906199090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • (+)-alpha-Pinene
  • (1S,2S,5S)-(-)-2-Hydroxy-3-pinanone
  • (1RS:2RS)-2-acetoxy-pinanone-3
  • (3R)-3-(benzyloxy)-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptane
  • (E)-pinocarveol
  • METHYLMAGNESIUM IODIDE
  • METHYLLITHIUM
  • (1S,3R,5S)-3-(benzyloxy)-6,6-dimethylbicyclo[3.1.1]heptan-2-one

DownStream

  • 2-(2,9,9-TriMethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-pyrrolidine
  • (+)-Diisopropyl L-tartrate
  • 2-Methylpropaneboronic acid (1S,2S,3R,5S)-(+)-2,3-pinanediol ester
  • (+)-pinaneborane
  • (3aS,4S,6S,7aR)-2-Butyl-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborole
  • Pinacol
  • (1S,2S,3R,5S)-(+)-2,3-pinanediol 4-bromobutylboronate ester
  • (2R,3R)-(-)-2,3-Butanediol

Customs

[ HS Code ]: 2906199090

[ Summary ]:
2906199090. cyclanic, cyclenic or cyclotherpenic alcohols. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%

Articles

Enantio- and diastereoselective synthesis of syn-beta-hydroxyallylsilanes via a chiral (Z)-gamma-silylallylboronate.

Org. Lett. 9 , 4315, (2007)

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-silylallyl...

J. Org. Chem. 58 , 3600, (1993)

Tetrahedron 49 , 1009, (1993)


More Articles

Related Compounds

  • (1S,2S,3R,5S)-(+)-2,3-PINANEDIOL4-BROMOBUTYLBORONATEESTER
  • (1S,2S,3R,5S)-(+)-2,3-pinanediol 4-bromobutylboronate ester
  • n-Butane-2-boronic acid (1S,2S,3R,5S)-(+)-2,3-pinanediol ester
  • 3-BROMOPROPANEBORONIC ACID (1S,2S,3R,5S)-(+)-2,3-PINANEDIOL ESTER
  • 2-Methylpropaneboronic acid (1S,2S,3R,5S)-(+)-2,3-pinanediol ester
  • 2-METHYLPROPANEBORONIC ACID (1S,2S,3R,5S)-(+)-2,3-PINANEDIOL ESTER