178713

Sigma-Aldrich

9-Borabicyclo[3.3.1]nonane dimer

Synonym(s):
9-BBN
Empirical Formula (Hill Notation):
C16H30B2
CAS Number:
Molecular Weight:
244.03
Beilstein/REAXYS Number:
605509
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

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

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Related Categories

Packaging

5, 25, 100 g in glass bottle

Application

Employed in the hydroboration of alkynes, nitriles, and ketones.
Reagent found to reduce peroxo esters to alcohols without concomitant reduction of the peroxo linkage.
Air-stable, crystalline reagent used to reductively cleave cyclic acetals and ketals to monobenzylated 1,2-diols.

Pictograms

FlameExclamation mark

Signal Word

Danger

Supp Hazards

EUH014

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3396 4.1(4.3) / PGII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Synlett, 349-349 (1991)
Chemische Berichte, 126, 285-285 (1993)
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...
Organic Process Research & Development, 10, 1076-1076 (2006)
Tetrahedron Letters, 32, 6239-6239 (1991)

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