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Merck
CN

417203

R-Alpine-Borane®

97%

Synonym(s):

B-Isopinocampheyl-9-borabicyclo[3.3.1]nonane

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About This Item

Empirical Formula (Hill Notation):
C18H31B
CAS Number:
Molecular Weight:
258.25
UNSPSC Code:
12352005
PubChem Substance ID:
MDL number:
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Quality Segment

assay

97%

optical activity

[α]21/D -22°, c = 12 in THF

bp

>55 °C (lit.)

density

0.947 g/mL at 25 °C (lit.)

SMILES string

C[C@H]1[C@@H](CC2CC1C2(C)C)B3C4CCCC3CCC4

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

General description

R-Alpine-Borane® is a chiral reducing agent, synthesized from (+)-α-pinene via hydroboration.

Application

Reagent for the asymmetric reduction of a variety of prochiral ketones.
R-Alpine-Borane® may be used in the preparation of (22R)-hydroxy-23-acetylenic steroids with high stereoselectivity.

Legal Information

Alpine-Borane is a registered trademark of Merck KGaA, Darmstadt, Germany


Pictograms

Flame

Signal Word

Danger

Hazard Codes

Precautionary Statements

Hazard Classifications

Pyr. Liq. 1

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter



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