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695009

Sigma-Aldrich

6-Bromohexylboronic acid

≥95%

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About This Item

Empirical Formula (Hill Notation):
C6H14BBrO2
CAS Number:
148562-12-3
Molecular Weight:
208.89
MDL number:
MFCD10000908
UNSPSC Code:
12352103
PubChem Substance ID:
329761707
NACRES:
NA.22

Assay

≥95%

form

solid

mp

78-83 °C

functional group

bromo

storage temp.

2-8°C

SMILES string

OB(O)CCCCCCBr

InChI

1S/C6H14BBrO2/c8-6-4-2-1-3-5-7(9)10/h9-10H,1-6H2

InChI key

BGHGWFMYADQHHC-UHFFFAOYSA-N

Application

6-Bromohexylboronic acid can be used as:
  • A substrate in the radical alkylation reactions of boronic acids using organic photocatalysts.
  • A substrate in the Ag(I) catalyzed difluoromethylthiolation of various boronic acids using S-(difluoromethyl) benzenesulfonothioate.
  • A starting material in the synthesis of fluorescent carbon nanodots applicable in the estimation of tannic acid in wine samples.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
SHBC6235
09515MH

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A Lewis base catalysis approach for the photoredox activation of boronic acids and esters
Lima F, et al.
Angewandte Chemie (International Edition in English), 56(47), 15136-15140 (2017)
Fluorescent carbon nanodots for sensitive and selective detection of tannic acid in wines
Ahmed GHG, et al.
Talanta, 132(51), 252-257 (2015)
PhSO2SCF2H: A Shelf-Stable, Easily Scalable Reagent for Radical Difluoromethylthiolation
Zhu D, et al.
Angewandte Chemie (International Edition in English), 128(51), 16039-16043 (2016)
Organic photocatalysis for the radical couplings of boronic acid derivatives in batch and flow
Lima F, et al.
Chemical Communications (Cambridge, England), 54(44), 5606-5609 (2018)
Gaber Hashem Gaber Ahmed et al.
Talanta, 132, 252-257 (2014-12-06)
Herein we describe an easy one step synthesis of carbon nanodots (C-dots) by thermal carbonization of 6-bromohexylboronic acid using two different amine compounds, polyethyleneglycol bis(3-aminopropyl (PEGA) and 1,2-aminopropane (DPA), at 180 °C in atmospheric oxygen. The as-synthesized C-dots were characterized

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