A29585
烯丙基溴
ReagentPlus®, 99%, contains ≤1000 ppm propylene oxide as stabilizer
别名:
3-溴-1-丙烯
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关于此项目
线性分子式:
CH2=CHCH2Br
化学文摘社编号:
分子量:
120.98
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-446-6
Beilstein/REAXYS Number:
605308
MDL number:
产品名称
烯丙基溴, ReagentPlus®, 99%, contains ≤1000 ppm propylene oxide as stabilizer
InChI key
BHELZAPQIKSEDF-UHFFFAOYSA-N
InChI
1S/C3H5Br/c1-2-3-4/h2H,1,3H2
SMILES string
BrCC=C
vapor density
4.2 (vs air)
product line
ReagentPlus®
assay
99%
form
liquid
autoignition temp.
554 °F
contains
≤1000 ppm propylene oxide as stabilizer
expl. lim.
7.3 %
refractive index
n20/D 1.469 (lit.)
bp
70-71 °C (lit.)
mp
−119 °C (lit.)
density
1.398 g/mL at 25 °C (lit.)
storage temp.
2-8°C
Quality Level
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Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
Application
烯丙基溴可作为制备以下物质的反应剂：
- 在路易酸的作用下通过各种腈的 Barbier 型烯丙基化制备烯丙基酮。
- 使用锌粉作为催化剂，与醛类或酮 类反应制备高烯丙醇。
- 通过氢化银团簇还原 C-C 键偶联制备 1,5-己二烯。
signalword
Danger
Hazard Classifications
Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Carc. 1B - Eye Dam. 1 - Flam. Liq. 2 - Muta. 1B - Skin Corr. 1B
存储类别
3 - Flammable liquids
wgk
WGK 3
flash_point_f
30.2 °F - closed cup
flash_point_c
-1 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
法规信息
危险化学品
此项目有
Gas-phase synthesis of [Ag4H]+ and its mediation of the C-C coupling of allyl bromide
Khairallah GN and O'Hair, Richard AJ
Angewandte Chemie (International Edition in English), 44(5), 728-731 (2005)
Facile and efficient synthesis of homoallylic alcohols using allyl bromide and commercial zinc dust
Ranu BC, et al.
Tetrahedron Letters, 36(27), 4885-4888 (1995)
Jakub Wręczycki et al.
Materials (Basel, Switzerland), 13(11) (2020-06-11)
The superior ability of thiiranes (episulfides) to undergo ring-opening polymerization (ROP) in the presence of anionic initiators allows the preparation of chemically stable polysulfide homopolymers. Incorporation of elemental sulfur (S8) by copolymerization below the floor temperature of S8 permits the
Synthesis of allyl ketone via Lewis acid promoted Barbier-type reaction
Lee Adam S-Y and Lin L-S
Tetrahedron Letters, 41(45), 8803-8806 (2000)
Terra D Haddad et al.
The Journal of organic chemistry, 75(3), 642-649 (2009-12-24)
We report a simple, efficient, and general method for the indium-mediated enantioselective allylation of aromatic and aliphatic aldehydes and ketones under Barbier-type conditions in a one-pot synthesis affording the corresponding chiral alcohol products in very good yield (up to 99%)
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