Diethyl azodicarboxylate 偶氮二甲酸二乙酯

CAS 1972-28-7 MFCD00009103

化学结构图

1972-28-7
SMILES: CC(=O)OC/N=N/COC(C)=O

化学属性

Mol. FormulaC6H10N2O4
Mol. Weight174.15
Density1.106
Refractive index1.4210
Boiling Point116-117 °C at 760 mmHg
Flash Point85°(185°F)
TSCANo
Appearance 热敏性液体。沸点106℃（1.73kPa）。
Melting Point6 °C
Stability对空气、光、热敏感
pH:A

别名和识别编码

Chemical NameDiethyl azodicarboxylate
CAS Number1972-28-7
Alfabeta NameDIETHYLAZODICARBOXYLATE
MDL NumberMFCD00009103
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 Number217-821-7
Beilstein Registry Number908662
PubChem Substance ID5462977
Chemical Name Translation偶氮二甲酸二乙酯
InChIKeyPTCJTFARHUBUJI-BQYQJAHWSA-N
LabNetwork Molecule IDLN00220624
InChIInChI=1S/C6H10N2O4/c1-3-11-5(9)7-8-6(10)12-4-2/h3-4H2,1-2H3/b8-7+
Canonical SMILESO=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

Warnings KEEP COLD, TOXIC
Signal word
GHS Symbol
WGK Germany3
Safety Statements
Risk Statements
  • 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
Precautionary statements
  • 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。
Hazard statements
  • 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
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Packing GroupIII
UN Number 3233 UN2810 UN 3233 4.1
Storage condition 2-8°C {LY} 2-8°C Air Sensitive {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
Hazard Codes F,Xn,Xi
Hazard Class6.1

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

系列性分类

  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. C-X Bond Formation (Non-Halogen) - Synthetic Reagents
  4. Mitsunobu - C-X Bond Formation (Non-Halogen)
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Carbonyl Compounds 羰基化合物
  5. Esters - Carbonyl Compounds
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Carbonyl Compounds 羰基化合物
  5. Hydrazides - Carbonyl Compounds
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Carbonyl Compounds 羰基化合物
  5. Hydrazides - Carbonyl Compounds
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Mitsunobu Reaction
  1. Functional Group 官能团索引
  2. azo compound