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245879

1-Bromopinacolone

Name: 1-Bromopinacolone
Brand: ALDRICH

technical grade, ~90%

Synonym(s):

1-Bromo-3,3-dimethyl-2-butanone, Bromomethyl tert-butyl ketone

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About This Item

Linear Formula:

(CH₃)₃CCOCH₂Br

CAS Number:

5469-26-1

Molecular Weight:

179.05

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24854764

EC Number:

226-794-0

Beilstein/REAXYS Number:

506485

MDL number:

MFCD00000206

Assay:

~90%

Form:

liquid

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Properties

grade

technical grade

Quality Level

100

assay

~90%

form

liquid

refractive index

n20/D 1.466 (lit.)

bp

188-194 °C (lit.)

mp

−10 °C (lit.)

density

1.331 g/mL at 25 °C (lit.)

functional group

bromo, ketone

storage temp.

2-8°C

SMILES string

CC(C)(C)C(=O)CBr

InChI

1S/C6H11BrO/c1-6(2,3)5(8)4-7/h4H2,1-3H3

InChI key

SAIRZMWXVJEBMO-UHFFFAOYSA-N

Description

General description

1-Bromopinacolone acts as a reversible competitive inhibitor for acetylcholinesterase in the hydrolysis of acetylcholine.

Other Notes

Contains 1,1-dibromopinacolone and pinacolone

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pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

167.0 °F - closed cup

flash_point_c

75 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Reactions of 1-bromo-2-[14C]pinacolone with acetylcholinesterase from Torpedo nobiliana. Effects of 5-trimethylammonio-2-pentanone and diisopropyl fluorophosphate.

S G Cohen et al.

Biochimica et biophysica acta, 997(3), 167-175 (1989-08-31)

1-Bromo-2-[14C]pinacolone, (CH3)3C14COCH2Br [( 14C]BrPin), was prepared from [1-14C]acetyl chloride and tert-butylmagnesium chloride with cuprous chloride catalyst, followed by bromination. It was examined as an active-site directed label for acetylcholinesterase (acetylcholine acetylhydrolase, EC 3.1.1.7) (AcChE). AcChE, isolated from Torpedo nobiliana, has

Labeling of cysteine 231 in acetylcholinesterase from Torpedo nobiliana by the active-site directed reagent, 1-bromo-2-[14C] pinacolone. Effects of 2,2'-dipyridyl disulfide and other sulfhydryl reagents.

E Salih et al.

The Journal of biological chemistry, 268(1), 245-251 (1993-01-05)

Acetylcholinesterase (AcChE, EC 3.1.1.7) was isolated from the electric organ of T. nobiliana and treated with the active-site-directed alkylating agent 1-bromo-2-[14C]pinacolone ([14C]BrPin), or with BrPin, which acts initially as a competitive inhibitor, Ki = 0.18 mM, and then inactivates the

1-Bromopinacolone, an active site-directed covalent inhibitor for acetylcholinesterase.