Diethyl azodicarboxylate 偶氮二甲酸二乙酯
CAS 1972-28-7 MFCD00009103
化学结构图
SMILES: CC(=O)OC/N=N/COC(C)=O
化学属性
| Mol. Formula | C6H10N2O4 |
|---|---|
| Mol. Weight | 174.15 |
| Density | 1.106 |
| Refractive index | 1.4210 |
| Boiling Point | 116-117 °C at 760 mmHg |
| Flash Point | 85°(185°F) |
| TSCA | No |
| Appearance | 热敏性液体。沸点106℃（1.73kPa）。 |
| Melting Point | 6 °C |
| Stability | 对空气、光、热敏感 |
| pH | :A |
别名和识别编码
| Chemical Name | Diethyl azodicarboxylate |
|---|---|
| CAS Number | 1972-28-7 |
| Alfabeta Name | DIETHYLAZODICARBOXYLATE |
| MDL Number | MFCD00009103 |
| Synonym | Diethyl azodicarboxylate {LY} Diethyl azodicarboxylate {} {LY} Diethyl azodicarboxylate {} {} {LY} Diethyl azodicarboxylate {} {} {} {LY} Diethyl azodicarboxylate {} {} {} {} {LY} Diethyl azodicarboxylate {} {} {} {} {} {LY} Diethyl azodicarboxylate {} {} {} {} {} {} {LY} Diethyl azodicarboxylate {} {} {} {} {} {} {} {LY} Diethyl azodicarboxylate {} {} {} {} {} {} {} {} {LY} Diethyl azodicarboxylate {} {} {} {} {} {} {} {} {} {LY} Diethyl azodicarboxylate {} {} {} {} {} {} {} {} {} {} {LY} Diethyl azodicarboxylate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Diethyl azodicarboxylate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Diethyl azodicarboxylate {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Diethyl azodicarboxylate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Diethyl azodicarboxylate {} {} {} {} {} {} {} {} {} {} { |
| EC Number | 217-821-7 |
| Beilstein Registry Number | 908662 |
| PubChem Substance ID | 5462977 |
| Chemical Name Translation | 偶氮二甲酸二乙酯 |
| InChIKey | PTCJTFARHUBUJI-BQYQJAHWSA-N |
| LabNetwork Molecule ID | LN00220624 |
| InChI | InChI=1S/C6H10N2O4/c1-3-11-5(9)7-8-6(10)12-4-2/h3-4H2,1-2H3/b8-7+ |
| Canonical SMILES | O=C(/N=N/C(OCC)=O)OCC |
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分类
- Aliphatics
- Inhibitors
- {uni_hamburg} no charge; carbamate; 1fragment
- {SA} C-X Bond Formation (Non-Halogen), Chemical Synthesis, Mitsunobu, Synthetic Reagents
产品应用
- A fluorescent CDK inhibitor for treatment of cancer
相关文献及参考
- Wilson, W., et al.: Curr. Med. Chem., 7, 73 (2000),
- See also Di-tert-butyl azodicarboxylate, L00294, and Diisopropyl azodicarboxylate, L10386.
- Dehydrogenating agent and aza-dienophile. Oxidizes alcohols to aldehydes, thiols to disulfides and hydrazo to azo groups: J. Am. Chem. Soc., 88, 2328 (1966). Arylhydroxylamines are converted in high yield to nitroso compounds: Chem. Commun., 199 (1967).
- Undergoes pericyclic reactions with alkenes and dienes via both ene and Diels-Alder processes. For further details and references, see: Encyclopedia of Reagents for Organic Synthesis, L. A. Paquette, Ed., Wiley, Chichester (1995), vol. 3, p. 1790.
- Merck: 14,10340
- In combination with Triphenylphosphine, L02502, is widely used in the Mitsunobu reaction for activation of primary and secondary alcohols by formation of the alkoxyphosphonium salts, which behave as versatile alkylating agents under mild SN2 conditions: reactions normally proceed with inversion of configuration. For reviews, see: Synthesis, 1 (1981); Org. React., 42, 335 (1992); Org.
- For study of the mechanism, see: J. Org. Chem., 67, 1751 (2002).
- In combination with Triphenylphosphine, L02502, is widely used in the Mitsunobu reaction for activation of primary and secondary alcohols by formation of the alkoxyphosphonium salts, which behave as versatile alkylating agents under mild SN2 conditions: reactions normally proceed with inversion of configuration. For reviews, see: Synthesis, 1 (1981); Org. React., 42, 335 (1992); Org. Prep. Proced. Int., 28, 127 (1996); Synlett, 1221 (2003); Eur. J. Org. Chem., 2763 (2004):
- Merck: 14,10340 Beilstein:3,123
- ɑ-Amination of aldehydes can be effected in the presence of L-proline as an enantioselective catalyst, affording chiral ɑ-amino alcohols and ɑ-amino acids with good ee: Angew. Chem. Int. Ed., 41, 1790 (2002); for a similar reaction with scheme,
安全信息
GHS Symbol
- R5 Heating may cause an explosion 加热会引起爆炸
- R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
- R11 Highly flammable 非常易燃
- R63 Possible risk of harm to the unborn child 可能危害未出生婴儿
- R48/20
- R67 Vapours may cause drowsiness and dizziness 蒸汽可能导致嗜睡和昏厥
- R65 Harmful: may cause lung damage if swallowed 若吞咽可能伤害肺部器官
- R20 Harmful by inhalation 吸入有害
- P301+P310
- P331 Do NOT induce vomiting.. 不要催吐。
- P305+P351+P338
- P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P281 Use personal protective equipment as required. 使用所需的个人防护装备。
- H315 Causes skin irritation 会刺激皮肤
- H304 May be fatal if swallowed and enters airways 吞食和进入呼吸道可能致命
- H336 May cause drowsiness or dizziness 肯能导致嗜睡或头晕
- H335 May cause respiratory irritation 可能导致呼吸道刺激
- H319 Causes serious eye irritation 严重刺激眼睛
- H373 May causes damage to organs through prolonged or repeated exposure 长期或频繁接触可能会损伤器官
- H226 Flammable liquid and vapour 易燃液体和蒸气
- H361d Suspected of damaging the unborn child 怀疑对未出生婴儿造成伤害
其他信息
- 检测方法:NMR,GC
- 下游产品:N-1-Boc-2-甲基哌嗪 --> 1,1-环丁基二甲酸 --> 齐多夫定 --> 丁-3-炔-1-胺 --> 2,3-喹啉二甲酸 --> 5-甲基吡啶-2,3-二羧酸
- Hazard Note:Toxic/Irritant/Flammable
- 偶氮二甲酸二乙酯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 L1934801 偶氮二羧酸二乙酯97％ 5g 324元 2011/04/16 A0705 偶氮二甲酸二乙酯(40%的甲苯溶液,约2.2mol/L) Diethyl Azodicarboxylate (40% in Toluene, ca. 2.2mol/L) 25G 603元 2011/04/16 A0705 偶氮二甲酸二乙酯(40%的甲苯溶液,约2.2mol/L) Diethyl Azodicarboxylate (40% in Toluene, ca. 2.2mol/L) 250G 3095元
- 用途一:有机合成中间体。
- 爆炸物危险特性:100℃以上易于爆炸
- 上游原料:1,2-肼二羧酸二乙酯
- 空气敏感。
- F:9
- 方法一:1,2-二（乙氧羰基）肼经硝酸氧化而得。
- 存储注意事项:热敏感;氮气保护
- MSDS 信息:DEAD(1972-28-7).msds
- MOL 文件:1972-28-7.mol
- TCI Shanghai:偶氮二甲酸二乙酯(40%的甲苯溶液,约2.2mol/L) Diethyl Azodicarboxylate (40% in Toluene, ca. 2.2mol/L)(1972-28-7)
- 可燃性危险特性:可燃, 燃烧时分解有毒氮氧化物气体
- Sigma Aldrich:1972-28-7(sigmaaldrich)
- 敏感性:Air Sensitive
- Alfa Aesar:偶氮二甲酸二乙酯,97% Diethyl azodicarboxylate, 97%(1972-28-7)
- 储运特性:库房低温, 通风, 干燥 ; 防火; 防高温
- 灭火剂:水, 二氧化碳, 干粉, 泡沫
- 图谱信息:偶氮二甲酸二乙酯(1972-28-7)红外图谱(IR2) 偶氮二甲酸二乙酯(1972-28-7)核磁图( 13 CNMR) 偶氮二甲酸二乙酯(1972-28-7)红外图谱(IR1) 偶氮二甲酸二乙酯(1972-28-7)核磁图( 1 HNMR)
- 类别:爆炸物品
