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About This Item
Empirical Formula (Hill Notation):
C18H31B
CAS Number:
Molecular Weight:
258.25
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
form
liquid
Quality Level
optical activity
[α]20/D −3.0°, neat
concentration
0.5 M in THF
density
0.896 g/mL at 25 °C
SMILES string
C[C@H]1[C@@H](C[C@@H]2C[C@H]1C2(C)C)B3[C@@H]4CCC[C@H]3CCC4
InChI
1S/C18H31B/c1-12-16-10-13(18(16,2)3)11-17(12)19-14-6-4-7-15(19)9-5-8-14/h12-17H,4-11H2,1-3H3/t12-,13+,14-,15+,16-,17-/m1/s1
InChI key
VCDGSBJCRYTLNU-PHPOFCCKSA-N
Related Categories
General description
R-Alpine-Borane® is a chiral reducing agent, synthesized from (+)-α-pinene via hydroboration.
Application
R- and S-Alpine-Boranes are used for asymmetric reduction of aldehydes and prochiral ketones.
R-Alpine-Borane® solution may be used to prepare:
- (R)-5-(Benzyloxy)pent-3-y-2-ol, an intermediate for the stereoselective total synthesis of (-)-stagonolide D.
- (R)-1-(p-Tolyl)-1-pentyn-3-ol, an intermediate for the enatioselective synthesis of (R)-incrustoporin.
- N-(tert-Butyloxycarbonyl)-(4S)-[4-2H]-1-L-homoserine tert-butyl ester, an intermediate for synthesizing (4S)-[4-2H]-L-homoserine.
Legal Information
Alpine-Borane is a registered trademark of Merck KGaA, Darmstadt, Germany
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Central nervous system, Respiratory system
Supplementary Hazards
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
1.4 °F
Flash Point(C)
-17 °C
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