Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

245879

Sigma-Aldrich

1-Bromopinacolone

technical grade, ~90%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(CH3)3CCOCH2Br
CAS Number:
5469-26-1
Molecular Weight:
179.05
Beilstein:
506485
EC Number:
226-794-0
MDL number:
MFCD00000206
UNSPSC Code:
12352100
PubChem Substance ID:
24854764
NACRES:
NA.22

grade

technical grade

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

Looking for similar products? Visit Product Comparison Guide

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

167.0 °F - closed cup

Flash Point(C)

75 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKBZ4851V
MKBJ9142V
MKBD3864
07910PW
03403BG

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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.
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
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
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service