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245879

Sigma-Aldrich

1-Bromopinacolone

technical grade, ~90%

Sinónimos:

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

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About This Item

Fórmula lineal:
(CH3)3CCOCH2Br
Número de CAS:
5469-26-1
Peso molecular:
179.05
Beilstein/REAXYS Number:
506485
EC Number:
226-794-0
MDL number:
MFCD00000206
UNSPSC Code:
12352100
PubChem Substance ID:
24854764
NACRES:
NA.22

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

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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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

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

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Certificados de análisis (COA)

Lot/Batch Number
MKBZ4851V
MKBJ9142V
MKBD3864
07910PW
03403BG

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S G Cohen et al.
The Journal of biological chemistry, 257(23), 14087-14092 (1982-12-10)
1-Bromopinacolone, BrPin, acts initially as a reversible competitive inhibitor for acetylcholinesterase, KI = 0.18 mM in hydrolysis of acetylcholine. Unlike bromoacetone, with time it acts as an irreversible covalent inhibitor. BrPin has a hydrolytic half-life of 30 h at the
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
E Salih et al.
Biochimica et biophysica acta, 1208(2), 324-331 (1994-10-19)
To characterize the structure of the active site of acetylcholinesterase (AChE) from the electric organ of E. electricus, we identified sites of incorporation of two active-site affinity labels, [3H]diisopropyl fluorophosphate ([3H]DFP), and 1-bromo-2-[14C]pinacolone ([14C]BrPin). AChE was isolated, purified, inactivated and
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

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