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About This Item
Empirical Formula (Hill Notation):
C18H31B
CAS Number:
Molecular Weight:
258.25
UNSPSC Code:
12352000
PubChem Substance ID:
MDL number:
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-/m0/s1
SMILES string
C[C@@H]1[C@H](CC2CC1C2(C)C)B3C4CCCC3CCC4
InChI key
VCDGSBJCRYTLNU-NEXGVSGLSA-N
assay
97%
optical activity
[α]22/D +20°, c = 12 in THF
bp
>55 °C (lit.)
density
0.947 g/mL at 25 °C (lit.)
Quality Level
Related Categories
General description
S-Alpine-Borane® is a chiral reducing agent, synthesized from (-)-α-pinene via hydroboration.
Application
S-Alpine-Borane® may be used in the preparation of (-)-(4S)-5-methyl-2-hexyn-4-ol, an intermediate for the synthesis of (+)-Prelog-Djerassi lactonic aldehyde.
Legal Information
Alpine-Borane is a registered trademark of Merck KGaA, Darmstadt, Germany
signalword
Danger
hcodes
pcodes
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
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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Application of [2,3] sigmatropic (Wittig) rearrangements in synthesis. The synthesis of (+)-Prelog-Djerassi lactone.
Tsai DJS, and Midland MM.
Journal of the American Chemical Society, 107(13), 3915-3918 (1985)
Matteson DS
Stereodirected Synthesis with Organoboranes, 346-347 (2012)
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