Skip to Content
Merck
CN

417041

S-Alpine-Borane®

97%

Synonym(s):

B-Isopinocampheyl-9-borabicyclo[3.3.1]nonane

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C18H31B
CAS Number:
Molecular Weight:
258.25
UNSPSC Code:
12352000
PubChem Substance ID:
MDL number:
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist


Quality Level

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.)

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-/m0/s1

InChI key

VCDGSBJCRYTLNU-NEXGVSGLSA-N

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


pictograms

Flame

signalword

Danger

hcodes

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

新产品

This item has



Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library



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)



Global Trade Item Number

SKUGTIN
417041-25ML04061838127433