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偶氮二甲酸二异丙酯_分子结构_CAS_2446-83-5)
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偶氮二甲酸二异丙酯

产品号 L10386 公司名称 Alfa Aesar
CAS号 2446-83-5 公司网站 http://www.alfa.com
分子式 C8H14N2O4 电 话
分子量 202.20776 传 真
纯 度 94% 电子邮件
保 存 Chembase数据库ID: 74363

产品价格信息

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产品别名

标题
Diisopropyl azodicarboxylate
IUPAC标准名
N-{[(propan-2-yloxy)carbonyl]imino}(propan-2-yloxy)formamide
IUPAC传统名
diisopropyl azodicarboxylate
别名
Azodicarboxylic acid diisopropyl ester
DIAD

产品登记号

EC号 219-502-8
MDL号 MFCD00008875
Beilstein号 1912326
CAS号 2446-83-5

产品性质

纯度 94%
沸点 74-75°C/0.3mm
密度 1.027
闪点 160°C(320°F)
熔点 3-5°C
折射率 1.4200
GHS危险品标识 GHS07
GHS危险品标识 GHS09
GHS危险声明 H315-H319-H335-H411-H401
欧盟危险性物质标志 刺激性(Irritant) 刺激性(Irritant) (Xi)
欧盟危险性物质标志 环境危害性(Nature polluting) 环境危害性(Nature polluting) (N)
GHS警示性声明 P261-P305+P351+P338-P302+P352-P321-P405-P501A
危险公开号 36/37/38-51/53
安全公开号 26-37-61
保存注意事项 Light Sensitive
TSCA收录
联合国危险货物等级 9
联合国危险货物编号 UN3082
联合国危险货物包装类别(PG) III

产品详细信息

参考文献

  • Alternative to 'DEAD' (Diethyl azodicarboxylate, L19348), more stable at elevated temperatures. DIAD has been used in combination with Triphenylphosphine, L02502, in Mitsunobu-type reactions of alcohols with acids, amides, etc. In the Mitsunobu esterification reaction yields improve with increasing acid strength. For a discussion, see: J. Org. Chem., 61, 2967 (1996).
  • For use in the regioselective, stereospecific Mitsunobu azidation of 1,2- and 1,3-diols with Trimethylsilyl azide, L00173, see: J. Org. Chem., 64, 6049 (1999).
  • An extremely mild route to isocyanates involves treatment of an aliphtic primary amine with CO2 to form the carbamate salt which reacts at low temperature with the Mitsunobu reagent from DIAD and PPh3, giving the isocyanate in high yield. 2,6-Dialkylanilines also undergo the reaction if Bu3P is used; the reaction failed with other anilines: Tetrahedron Lett., 40, 363 (1999).
  • For reviews of the Mitsunobu reaction, see: Synthesis, 1 (1981); Org. React., 42, 335 (1992); Org. Prep. Proced. Int., 28, 127 (1996). For a brief feature on synthetic uses of Mitsunobu reagents, see: Synlett, 1221 (2003).