11627
偶氮二甲酸二乙酯 溶液
purum, ~40% in toluene (H-NMR)
别名:
1,2-乙氧基羰基二苯 溶液, DEAD, NSC 3474, NSC 679015, Unifoam AZ-AE 200, 二乙基偶氮二羧酸酯 溶液, 偶氮二乙酸二乙酯 溶液
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关于此项目
线性分子式:
C2H5OCON=NCOOC2H5
化学文摘社编号:
分子量:
174.15
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
908662
Form:
solid
grade
purum
Quality Segment
form
solid
concentration
~40% in toluene (H-NMR)
refractive index
n20/D 1.47
functional group
azo
storage temp.
2-8°C
SMILES string
CCOC(=O)\N=N/C(=O)OCC
InChI
1S/C6H10N2O4/c1-3-11-5(9)7-8-6(10)12-4-2/h3-4H2,1-2H3/b8-7+
InChI key
FAMRKDQNMBBFBR-BQYQJAHWSA-N
Application
Diethyl azodicarboxylate (DEAD) is a reagent used in the Mitsunobu reaction.
DEAD can also be used as a reagent in the:
DEAD can also be used as a reagent in the:
- Synthesis of esters, ethers, amines, and thioethers of alcohols.
- Oxidation of alcohols to carbonyl derivatives using ZnBr2 as a catalyst via dehydrogenation reaction.
- Conversion of alcohol to an azide key intermediate in the total synthesis of immunostimulant α-galactosylceramides.
- Synthesis of aza-β-lactams from aryl(alkyl)ketenes.
- Synthesis of 1H-1,2,4-triazole-1,4(5H)-dicarboxylate derivatives.
- Diels-Alder type reactions.
用于制备以下化合物的反应物：
用于以下反应的试剂：
- 免疫刺激剂 α-半乳糖神经酰胺
- 纤维三糖和纤维四糖类似物，作为过渡态模拟物，用于纤维素酶的机理研究
- 双底物抑制剂，在儿茶酚-O-甲基转移酶的活性位点具有分子识别功能
- 具有大麻素 CB1 受体结合活性的 F200 和 S383 的衍生物
- 氮杂-β-内酰胺，通过 NHC 催化乙烯酮 [2 + 2] 环加成反应
用于以下反应的试剂：
- N-保护亚胺的环化
- α-可硫醇化的酮与硫氰酸铵的硫氰酸化
- Diels-Alder 反应
Other Notes
用于 Mitsunobu 反应的试剂，综述
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signalword
Danger
Hazard Classifications
Aquatic Chronic 3 - Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 3 - Repr. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3
target_organs
Central nervous system, Respiratory system
存储类别
3 - Flammable liquids
wgk
WGK 3
flash_point_f
105.8 °F - closed cup
flash_point_c
41 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter