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About This Item
线性分子式:
(CH3)3SiCHN2
CAS号:
分子量:
114.22
Beilstein:
1902903
MDL编号:
UNSPSC代码:
12352302
PubChem化学物质编号:
NACRES:
NA.22
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浓度
2.0 M in diethyl ether
密度
0.773 g/mL at 25 °C
储存温度
2-8°C
SMILES字符串
C[Si](C)(C)C=[N+]=[N-]
InChI
1S/C4H10N2Si/c1-7(2,3)4-6-5/h4H,1-3H3
InChI key
ONDSBJMLAHVLMI-UHFFFAOYSA-N
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一般描述
（三甲基硅烷基）重氮甲烷被认为是重氮甲烷的非爆炸性替代物，用于羰基衍生物（主要是酮）通过反应（如 Tiffeneau-Demjanov 重排）的同系化。
应用
反应物用于制备：
- 改善代谢稳定性和抗菌活性的天然产物大环内酯 (-)-A26771B 的大内酰胺类似物
- 白霉素 D 类似物作为蛋白激酶抑制剂用于肿瘤治疗
- 非天然 α-含 gem-二膦酸盐的氨基酸衍生物通过 Michael 加成反应
- 作为潜在透明质酸酶底物的封端 4-甲基伞形酮基透明质酸二糖和四糖
- Stictamides A-C 作为具有抗肿瘤侵袭活性的基质金属肽酶 12 (MMP12) 抑制剂
- 内皮素转换酶 (ECE) 抑制剂 WS 75624A 和 WS 75624B（通过交叉转移方法）
- 贝壳杉烯衍生物作为抗炎剂
- 毛叶假鹰爪素 C 类似物作为强效抗肿瘤药物通过激活纺锤体组装检查点发挥作用
- 咪唑并 [2,1-b] 苯并噻唑衍生物作为潜在的 p53 抑制剂
相关产品
产品编号
说明
价格
警示用语：
Danger
危险分类
Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Carc. 1B - Flam. Liq. 2 - STOT SE 1 Inhalation - STOT SE 3
靶器官
Central nervous system, Lungs
补充剂危害
储存分类代码
3 - Flammable liquids
WGK
WGK 3
闪点(°F)
-31.0 °F - closed cup
闪点(°C)
-35 °C - closed cup
个人防护装备
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
监管及禁止进口产品
A new, stable, and safe reagent for the homologation of ketones.
Hashimoto N
Tetrahedron Letters, 21(48), 4619-4622 (1980)
Konrad Kowalewski et al.
Journal of chromatography. A, 1218(41), 7264-7274 (2011-09-13)
A novel three-step analytical method was developed which enables the simultaneous detection and identification of multifunctional oxygenated products resulting from the reaction of α-pinene with ozone. The method consists of the following steps: conversion of carbonyl groups to methyloximes using
Y Park et al.
Journal of agricultural and food chemistry, 49(3), 1158-1164 (2001-04-21)
Four different methods for methylating conjugated linoleic acid (CLA) were compared. The HCl/MeOH and BF(3)/MeOH methods were tested under different time and temperature combinations. Increasing temperature and/or incubation time for either method decreased the cis-9,trans-11 and trans-10,cis-12 isomers, but trans-9,trans-11/trans-10,trans-12
Hélène Lebel et al.
The Journal of organic chemistry, 73(17), 6828-6830 (2008-07-30)
Rhodium- and copper-catalyzed methylenation reactions with trimethylsilyldiazomethane, triphenylphosphine, and 2-propanol were used to react chemoselectively with aldehydes, alkoxymethylketones, and trifluoromethylketones in substrates also containing a less reactive carbonyl group. Terminal alkenes were obtained in high yields, and no protecting group
Homologation reaction of ketones with diazo compounds.
Candeias N R
Chemical Reviews, 116(5), 2937-2981 (2016)
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