物质信息
ID:736212
名称和标识
别名
DIAD偶氮二甲酸二异丙酯Diisopropyl azodicarboxylateAzodicarboxylic acid diisopropyl ester
IUPAC传统名
diisopropyl azodicarboxylate
IUPAC标准名
N-{[(propan-2-yloxy)carbonyl]imino}(propan-2-yloxy)formamide
化合物性质
理化性质
沸点
74-75°C/0.3mm
密度
1.027
闪点
160°C(320°F)
折射率
1.4200
熔点
3-5°C
安全信息
GHS警示性声明
P261-P305+P351+P338-P302+P352-P321-P405-P501A
欧盟危险性物质标志
刺激性 (Xi)
环境危害性 (N)危险公开号
36/37/38-51/53
GHS危险品标识
对水环境的危害
急性危害，类别1
慢性危害，类别1,2
急性毒性（口服，皮肤接触，吸入），类别4
皮肤刺激，类别2
眼刺激，类别2
皮肤过敏，类别1
特定目标器官毒性 -一次接触，类别3
联合国危险货物包装类别(PG)
III
联合国危险货物等级
9
安全公开号
26-37-61
GHS危险声明
H315-H319-H335-H411-H401
联合国危险货物编号
UN3082
保存注意事项
Light Sensitive
TSCA收录
否
产品相关信息
纯度
94%
描述信息
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分子图谱
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参考文献
• 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 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).
• 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).
• 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).