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Merck
CN

234478

Sigma-Aldrich

1-氯-3-碘丙烷

99%

别名:

Trimethylene chloroiodide

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About This Item

线性分子式:
Cl(CH2)3I
CAS号:
分子量:
204.44
Beilstein:
1731115
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

蒸汽密度

6.8 (vs air)

质量水平

蒸汽压

2 mmHg ( 20 °C)

方案

99%

表单

liquid

包含

copper as stabilizer

折射率

n20/D 1.548 (lit.)

沸点

170-172 °C (lit.)

密度

1.904 g/mL at 25 °C (lit.)

官能团

chloro
iodo

SMILES字符串

ClCCCI

InChI

1S/C3H6ClI/c4-2-1-3-5/h1-3H2

InChI key

SFOYQZYQTQDRIY-UHFFFAOYSA-N

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一般描述

1-氯-3-碘丙烷可与N-亚磺酰亚胺进行不对称的α-烷基化反应,生成2-取代的N-丁烷亚磺酰基-5-氯戊酰胺。通过循环伏安法对含有碳四丁基铵的二甲基甲酰胺中玻璃碳电极上的1-氯-3-碘丙烷电还原反应进行了研究。它也参与到在水中将烷基碘共轭加成到α,β-不饱和腈上

应用

1-氯-3-碘丙烷已被用于合成:
  • N- [4- [5-(2,4-二氨基-6-氧代-1,6-二氢嘧啶-5-基)-2-(2,2,2-三氟乙酰基)戊基]苯甲酰基] -L-谷氨酸,一种甘氨酰胺核糖核苷酸转化酶(GAR Tfase)和氨基咪唑羧酰胺核糖核苷酸转化酶(AICAR Tfase)的抑制剂
  • 有趣的″蛋白海绵″型分子喹[7,8-h]喹啉

象形图

Exclamation mark

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)

230.0 °F - closed cup

闪点(°C)

110 °C - closed cup

个人防护装备

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Synthesis of 1, 2, 3, 4-tetrahydroquinolines and 1, 2, 3, 4-tetrahydro-1, 6-naphthyridines by a directed lithiation reaction.
Reed JN, et al.
Tetrahedron Letters, 29(45), 5725-5728 (1988)
Electrochemical Reduction of 1, 3-Dihalopropanes at Carbon Cathodes in Dimethylformamide.
Pritts WA and Peters DG.
Journal of the Electrochemical Society, 141(4), 990-995 (1994)
Fraser F Fleming et al.
The Journal of organic chemistry, 72(18), 6961-6969 (2007-08-10)
A new silica-supported zinc-copper matrix reagent promotes the conjugate addition of alkyl iodides to cyclic and acyclic alkenenitriles in water. X-ray diffraction and electron microscopy techniques suggest that the active copper species generated from elemental zinc and copper(I) iodide is
Filip Colpaert et al.
The Journal of organic chemistry, 76(1), 234-244 (2010-12-02)
α-Alkylation of N-sulfinyl imidates with 1-chloro-3-iodopropane successfully led to 2-substituted N-tert-butanesulfinyl-5-chloropentanimidates in acceptable diastereomeric ratios (dr 67/33 to 72/28) and good yields (74-86%). Subsequent reduction with NaBH(4) led to the corresponding 2-substituted N-tert-butanesulfinyl-5-chloropentylamines, which could be cyclized to a range
Heng Cheng et al.
Bioorganic & medicinal chemistry, 13(10), 3593-3599 (2005-04-26)
The synthesis and evaluation of N-[4-[5-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)-2-(2,2,2-trifluoroacetyl)pentyl]benzoyl]-L-glutamic acid (2) as an inhibitor of glycinamide ribonucleotide transformylase (GAR Tfase) and aminoimidazole carboxamide ribonucleotide transformylase (AICAR Tfase) are reported. The inhibitor 2 was prepared in a convergent synthesis involving C-alkylation of methyl 4-(4,4,4-trifluoro-3-dimethylhydrazonobutyl)benzoate

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