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Merck
CN

A29585

Sigma-Aldrich

烯丙基溴

ReagentPlus®, 99%, contains ≤1000 ppm propylene oxide as stabilizer

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别名:
3-溴-1-丙烯
线性分子式:
CH2=CHCH2Br
CAS号:
分子量:
120.98
Beilstein:
605308
EC 号:
MDL编号:
UNSPSC代码:
12352101
PubChem化学物质编号:
NACRES:
NA.22

蒸汽密度

4.2 (vs air)

质量水平

产品线

ReagentPlus®

检测方案

99%

形式

liquid

自燃温度

554 °F

包含

≤1000 ppm propylene oxide as stabilizer

expl. lim.

7.3 %

折射率

n20/D 1.469 (lit.)

bp

70-71 °C (lit.)

mp

−119 °C (lit.)

密度

1.398 g/mL at 25 °C (lit.)

储存温度

2-8°C

SMILES字符串

BrCC=C

InChI

1S/C3H5Br/c1-2-3-4/h2H,1,3H2

InChI key

BHELZAPQIKSEDF-UHFFFAOYSA-N

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应用

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。

法律信息

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

警示用语:

Danger

危险分类

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Carc. 1B - Eye Dam. 1 - Flam. Liq. 2 - Muta. 1B - Skin Corr. 1B

WGK

WGK 3

闪点(°F)

30.2 °F

闪点(°C)

-1 °C

个人防护装备

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

法规信息

危险化学品

分析证书(COA)

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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)
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)
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)
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
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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