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178713

9-Borabicyclo[3.3.1]nonane dimer

Name: 9-Borabicyclo[3.3.1]nonane dimer
Brand: ALDRICH

Synonym(s):

9-BBN

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₃₀B₂

CAS Number:

21205-91-4

Molecular Weight:

244.03

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24850763

MDL number:

MFCD00168069

Beilstein/REAXYS Number:

605509

Form:

solid

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Properties

form

solid

Quality Level

100

reaction suitability

reagent type: reductant

mp

150-152 °C (lit.)

SMILES string

C1C[C@H]2CCC[C@@H](C1)B2B3[C@H]4CCC[C@@H]3CCC4

InChI

1S/C16H28B2/c1-5-13-7-2-8-14(6-1)17(13)18-15-9-3-10-16(18)12-4-11-15/h13-16H,1-12H2/t13-,14+,15-,16+

InChI key

IYDIZBOKVLHCQZ-GEEKYZPCSA-N

Description

Application

Employed in the hydroboration of alkynes, nitriles, and ketones.

Air-stable, crystalline reagent used to reductively cleave cyclic acetals and ketals to monobenzylated 1,2-diols.

Reagent found to reduce peroxo esters to alcohols without concomitant reduction of the peroxo linkage.

pictograms

GHS02,GHS07

signalword

Danger

Storage Class

4.3 - Hazardous materials which set free flammable gases upon contact with water

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Hazard Classifications

Eye Irrit. 2 - Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3 - Water-react. 2

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On the susceptibility of organic peroxy bonds to hydride reduction.

Hong-Xia Jin et al.

The Journal of organic chemistry, 70(11), 4240-4247 (2005-05-21)

Reduction of organic molecules that contain a peroxy bond is broadly considered as a "risky" and uncertain operation when cleavage of the peroxy linkage is not desired. For this reason, such reduction steps are normally avoided at the planning stage

Synlett, 349-349 (1991)

Chemische Berichte, 126, 285-285 (1993)

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Global Trade Item Number

SKU	GTIN
178713-5G	04061833498729
178713-25G	04061838753878
178713-100G	04061833544877