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196223

Sigma-Aldrich

B-Methoxy-9-BBN solution

1.0 M in hexanes

Synonym(s):
9-Methoxy-9-borabicyclo[3.3.1]nonane
Empirical Formula (Hill Notation):
C9H17BO
CAS Number:
Molecular Weight:
152.04
MDL number:
PubChem Substance ID:
NACRES:
NA.22

form

liquid

reaction suitability

reaction type: C-C Bond Formation

concentration

1.0 M in hexanes

density

0.716 g/mL at 25 °C

SMILES string

COB1C2CCCC1CCC2

InChI

1S/C9H17BO/c1-11-10-8-4-2-5-9(10)7-3-6-8/h8-9H,2-7H2,1H3/t8-,9+

InChI key

UNGDGQYONLTNJZ-DTORHVGOSA-N

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Application

  • Pro-nucleophile and co-catalyst for indium-catalyzed allylations of methyl ethers and carbohydrate derivatives
  • Catalyst for preparation of linear allenes from other allenes

Reactant for:
  • Stereoconvergent Suzuki cross-coupling reactions
  • B-alkyl Suzuki-Miyaura cross-coupling reactions
  • Preparation of borabicyclononanyl amino acid complexes for selective treatment of malignant melanoma
  • Asymmetric synthesis of isomerically pure allenyl boranes through insertion and borotropic rearrangement

Packaging

100 mL in Sure/Seal™

Signal Word

Danger

Hazard Classifications

Aquatic Chronic 2 - Asp. Tox. 1 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-14.8 °F - closed cup

Flash Point(C)

-26 °C - closed cup

Certificate of Analysis

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Certificate of Origin

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