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Merck
CN

81831

Sigma-Aldrich

炔丙基溴 溶液

purum, ~80% in toluene

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别名:
3-溴-1-丙炔
线性分子式:
HC≡CCH2Br
CAS号:
分子量:
118.96
Beilstein:
605309
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

等级

purum

质量水平

形式

liquid

包含

~0.3% magnesium oxide light as stabilizer

浓度

~80% in toluene

密度

1.39 g/mL at 20 °C

储存温度

2-8°C

SMILES字符串

BrCC#C

InChI

1S/C3H3Br/c1-2-3-4/h1H,3H2

InChI key

YORCIIVHUBAYBQ-UHFFFAOYSA-N

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一般描述

本品为炔丙基溴的80%甲苯溶液。炔丙基溴(3-溴丙炔, C3H3Br或3BP)具有炔丙基,是重要的三碳结构单元。它参与烷氧基醛的立体选择性炔丙基化反应。用于组成土壤熏蒸剂三区。

应用

溴化丙炔醇溶液可用于合成以下物质:
  • 通过阿拉伯-3,6-半乳糖炔丙基化合成取代度 (DS) 高达 2.8 的新型阿拉伯-半乳糖炔丙基醚
  • 以聚乙炔为主链,吡啶为侧基的共轭聚电解质、聚(炔丙基溴吡啶)
  • 苯二氮卓衍生物,4-苯基-1-(丙-2-炔-1-基)-1 H -1,5-苯二氮卓-2 (3 H )-酮
  • N(3)-炔丙基化 2'-脱氧尿苷,可存在于 DNA 中
  • 通过α-羟醛的二元选择性炔丙基化,制备手性氧化无环天然产物

警示用语:

Danger

危险分类

Acute Tox. 3 Oral - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Corr. 1B - STOT RE 2 - STOT SE 3

靶器官

Central nervous system, Respiratory system

WGK

WGK 3

闪点(°F)

64.4 °F

闪点(°C)

18 °C

个人防护装备

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

法规信息

危险化学品

分析证书(COA)

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Yates et al.
Journal of agricultural and food chemistry, 46(2), 755-761 (2001-02-07)
During the 1960s, propargyl bromide (3-bromopropyne, C(3)H(3)Br, or 3BP) was used in a soil fumigant Trizone, a combination of chloropicrin, methyl bromide, and propargyl bromide. Since a great deal of attention is being placed on finding replacements for methyl bromide
Venkata Ramana Sirivolu et al.
Chembiochem : a European journal of chemical biology, 9(14), 2305-2316 (2008-09-10)
5-Tripropargylamine-2'-deoxyuridine (1 a) containing two terminal triple bonds was synthesized by a Pd-assisted Sonogashira cross-coupling reaction and was subsequently converted into the corresponding phosphoramidite building block (9) and employed in solid-phase oligonucleotide synthesis. T(m) experiments demonstrate that the presence of
Diastereoselective propargylation of α-alkoxy aldehydes with propargyl bromide and zinc. A versatile and efficient method for the synthesis of chiral oxygenated acyclic natural products.
Wu W-L, et al.
The Journal of Organic Chemistry, 60(10), 3257-3259 (1995)
Mohamed Loughzail et al.
Acta crystallographica. Section E, Structure reports online, 67(Pt 8), o2075-o2076 (2011-11-18)
4-Phenyl-1H-1,5-benzodiazepin-2(3H)-one reacts in the pres-ence of a concentrated aqueous solution of sodium hydroxide and a quaternary ammonium salt (as catalyst) in benzene (phase transfer catalysis) with propargyl bromide, affording the title benzodiazepine derivative, C(18)H(14)N(2)O. In the mol-ecule, the mean plane
Lyudmila A Grischenko et al.
Carbohydrate research, 376, 7-14 (2013-06-04)
New arabinogalactan propargyl ethers with degree of substitution (DS) up to 2.8 have been obtained by propargylation of arabino-3,6-galactan (AG) with propargyl bromide (PB) in the two-phase system 30-60% КОН aqueous solution/toluene in the presence of triethylbenzylammonium chloride (TEBAС) or

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