414131
1-溴频哪酮
≥97%
别名:
1-溴-3,3-二甲基-2-丁酮, 溴甲基叔丁基酮
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线性分子式:
(CH3)3CCOCH2Br
化学文摘社编号:
分子量:
179.05
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
226-794-0
Beilstein/REAXYS Number:
506485
MDL number:
产品名称
1-溴频哪酮, ≥97%
InChI key
SAIRZMWXVJEBMO-UHFFFAOYSA-N
InChI
1S/C6H11BrO/c1-6(2,3)5(8)4-7/h4H2,1-3H3
SMILES string
CC(C)(C)C(=O)CBr
assay
≥97%
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.
−20°C
Quality Level
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Application
1-Bromopinacolone is the suitable reagent for the synthesis of a photolabile azido derivative of the kaurene oxidase inhibitor 1-(4- chlorophenyl)4,4-dimethyl-2-(1,2,4-triazol-1-yl) pentan-3-ol (paclobutrazol). It may be used as reagent in the synthesis of 2-t-butyl-6-benzoylimidazo[1,2-b]pyridazine.
General description
1-Bromopinacolone is an α-bromoketone-aldehyde. Coupling of 1-bromopinacolone with various aldehyde electrophiles catalyzed by SmI2 has been reported. It acts as reversible competitive inhibitor for acetylcholinesterase, during hydrolysis of acetylcholine.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
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
Brian A Sparling et al.
Organic letters, 10(6), 1291-1294 (2008-02-28)
Highly substituted, very hindered enones were synthesized using a two-step procedure that utilizes a diiodosamarium-promoted Reformatsky-type coupling and dehydration using Martin sulfurane. Both alpha-chloro- and alpha-bromoketones were coupled with a variety of carbonyl nucleophiles to form the intermediate beta-hydroxyketones, occurring
Methyl imidazo [1,2-b] pyridazine-2-carbamates and related compounds as potential antifilarial agents
Mourad AE, et al.
Journal of Heterocyclic Chemistry, 29, 1583-1583 (1992)
D L Hallahan et al.
Plant physiology, 88(4), 1425-1429 (1988-12-01)
A photolabile azido derivative of the kaurene oxidase inhibitor 1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-l-yl) pentan-3-ol (paclobutrazol) has been synthesized for use as a photoaffinity labeling agent. The compound was tested as an inhibitor of the oxidation of ent-kaurene catalyzed by cell-free preparations from endosperm
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
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