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416908

Sigma-Aldrich

B-Iodo-9-BBN solution

1.0 M in hexanes

Synonym(s):

9-Iodo-9-borabicyclo[3.3.1]nonane solution

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About This Item

Empirical Formula (Hill Notation):
C8H14BI
CAS Number:
70145-42-5
Molecular Weight:
247.91
MDL number:
MFCD00192226
UNSPSC Code:
12352101
PubChem Substance ID:
24866083
NACRES:
NA.22

form

liquid

Quality Level

100

concentration

1.0 M in hexanes

density

0.816 g/mL at 25 °C

SMILES string

IB1C2CCCC1CCC2

InChI

1S/C8H14BI/c10-9-7-3-1-4-8(9)6-2-5-7/h7-8H,1-6H2/t7-,8+

InChI key

YAYIUFDUYUYPJC-OCAPTIKFSA-N

Related Categories

General description

B-Iodo-9-BBN is a boron-based organic compound that is commonly used as a reagent in organic synthesis for the iodoboration of alkynes, enolboration, the demethylation of phenol methyl ethers, and synthesis of boron-containing compounds.

Application

B-Iodo-9-BBN solution (1.0 M in hexanes) can be used as a Lewis acid in the selective synthesis of δ-keto esters via a Michael-type addition reaction to α,β-unsaturated ketones.

Signal Word

Danger

Hazard Classifications

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

Target Organs

Central nervous system, Nervous system

WGK

WGK 3

Flash Point(F)

-9.4 °F

Flash Point(C)

-23 °C

Regulatory Information

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