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Merck

225541

Sigma-Aldrich

偶氮二甲酸二异丙酯

98%

别名:

DIAD, 偶氮二甲酸二异丙酯

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About This Item

线性分子式:
(CH3)2CHOOCN=NCOOCH(CH3)2
CAS号:
分子量:
202.21
Beilstein:
1912326
MDL號碼:
分類程式碼代碼:
12352302
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

98%

形狀

liquid

雜質

≤2% dichloromethane

折射率

n20/D 1.420 (lit.)

bp

75 °C/0.25 mmHg (lit.)

密度

1.027 g/mL at 25 °C (lit.)

官能基

azo

儲存溫度

2-8°C

SMILES 字串

CC(C)OC(=O)\N=N\C(=O)OC(C)C

InChI

1S/C8H14N2O4/c1-5(2)13-7(11)9-10-8(12)14-6(3)4/h5-6H,1-4H3/b10-9+

InChI 密鑰

VVWRJUBEIPHGQF-MDZDMXLPSA-N

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一般說明

与二氧磷杂环己烷和铁催化剂反应,生成重排的鏻叶立德产物。

應用

作为反应物用于制备:
  • 苯并哌喃,类似于传统的大麻素
  • 丙型肝炎病毒NS5B聚合酶的MK-3281抑制剂
  • 降冰片烯类富含胍聚合物,作为细胞穿透肽(CPP)的模拟物
  • 铜绿假单胞菌群体感应分子N-(3-氧化十二烷酰基)-L-同型丝氨酸内酯的类似物,具有免疫抑制作用,但无LasR诱导特性
  • 染料敏化太阳能电池的受体-供体-受体有机染料
  • 1,3-二恶烷-2-羧酸衍生物,作为PPARα/γ双重激动剂
  • 通过Morrison-Brunn-Huisgen甜菜碱的Mitsunobu和Arbuzov型多组分反应制备肼基膦酸盐和肼基二膦酸盐
偶氮二甲酸二异丙酯(DIAD)在有机合成中常用于制备有用的化学中间体。常用于光延(Mitsunobu)和氮杂Baylis-Hillman反应。DIAD也可用作N-苯甲基的选择性脱保护剂。

訊號詞

Warning

危險分類

Aquatic Chronic 2 - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 2

閃點(°F)

222.8 °F

閃點(°C)

106 °C

個人防護裝備

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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One of the most powerful and widely used carboncarbon bond forming reactions in organic synthesis is the Mitsunobu reaction.

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