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质量水平
方案
≥97%
表单
liquid
折射率
n20/D 1.466 (lit.)
沸点
188-194 °C (lit.)
mp
−10 °C (lit.)
密度
1.331 g/mL at 25 °C (lit.)
官能团
bromo
ketone
储存温度
−20°C
SMILES字符串
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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一般描述
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.
应用
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.
警示用语：
Warning
危险声明
危险分类
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
储存分类代码
10 - Combustible liquids
WGK
WGK 3
闪点(°F)
167.0 °F - closed cup
闪点(°C)
75 °C - closed cup
个人防护装备
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
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
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)
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
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
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