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Merck
CN

05870

Sigma-Aldrich

烯丙基溴

purum, ≥98.0% (GC)

别名:

3-溴-1-丙烯

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线性分子式:
CH2=CHCH2Br
化学文摘社编号:
分子量:
120.98
Beilstein:
605308
EC 号:
MDL编号:
UNSPSC代码:
12352101
PubChem化学物质编号:
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蒸汽密度

4.2 (vs air)

等级

purum

方案

≥98.0% (GC)

自燃温度

554 °F

包含

silverwool as stabilizer

expl. lim.

7.3 %

折射率

n20/D 1.469 (lit.)
n20/D 1.469

沸点

70-71 °C (lit.)

mp

−119 °C (lit.)

密度

1.398 g/mL at 25 °C (lit.)

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

Allyl bromide can be used:
  • As a starting material to prepare allylaluminum and allylgallium sesquibromides.
  • As a precursor in the synthesis of allyl ketones by reacting with substituted nitriles under Barbier-type reaction conditions.
  • As a starting material in the synthesis of 2-allyl-1(E),3(E)-dienyl sulfoxides by reacting with 1,2-allenylic sulfoxides using Pd catalyst.
  • In the indium catalyzed addition reactions of N-tert-butylsulfinyl aldimines to yield N-tert-butylsulfinylamine chiral building blocks.

警示用语:

Danger

危险分类

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

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(°F)

30.2 °F - closed cup

闪点(°C)

-1 °C - closed cup

个人防护装备

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

法规信息

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分析证书(COA)

Lot/Batch Number

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Indium-catalyzed reduction of allyl bromide with gallium or aluminum. Formation of allylgallium and allylaluminum sesquibromides
Takai K and Ikawa Y
Organic Letters, 4(10), 1727-1729 (2002)
Highly regio-and stereoselective PdCl2(MeCN) 2-catalyzed cross coupling of 1, 2-allenylic sulfoxides with allyl bromide
Ma S, et al.
Tetrahedron Letters, 45(17), 3517-3520 (2004)
Indium-mediated diastereoselective addition of allyl bromides to enantiomerically pure N-tert-butylsulfinyl aldimines
Foubelo F and Yus M
Tetrahedron Asymmetry, 15(24), 3823-3825 (2004)
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)
Marcel S F Lie Ken Jie et al.
Lipids, 38(12), 1293-1297 (2004-02-12)
A methylene-interrupted C18 keto-acetylenic fatty ester (methyl 12-oxo-9-octadecynoate) was obtained from methyl ricinoleate by bromination-dehydrobromination followed by oxidation. Reaction of methyl 12-oxo-9-octadecynoate with bis(benzonitrile) palladium(II) chloride, allyl bromide, or methyl-allyl bromide furnished methyl 8-[5-hexyl-3-allyl-furan-2-yl]-octanoate (1, 56%) or methyl 8-15-hexyl-3-(2-methyl-allyl)-furan-2-yl]-octanoate (2

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