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Merck
CN

178756

Sigma-Aldrich

叠氮磷酸二苯酯

97%

别名:

DPPA, 二苯基磷酰叠氮化物

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About This Item

线性分子式:
(C6H5O)2P(O)N3
CAS号:
分子量:
275.20
Beilstein:
2058967
EC 号:
MDL编号:
UNSPSC代码:
12352302
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

97%

形式

liquid

反应适用性

reaction type: click chemistry

折射率

n20/D 1.551 (lit.)

bp

157 °C/0.17 mmHg (lit.)

密度

1.277 g/mL at 25 °C (lit.)

储存温度

2-8°C

SMILES字符串

[N-]=[N+]=NP(=O)(Oc1ccccc1)Oc2ccccc2

InChI

1S/C12H10N3O3P/c13-14-15-19(16,17-11-7-3-1-4-8-11)18-12-9-5-2-6-10-12/h1-10H

InChI key

SORGEQQSQGNZFI-UHFFFAOYSA-N

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应用

氢氧叠氮催化有机叠氮化物粗制备

在改良Curtis重排反应中,用作合成连接氨基甲酸酯和尿素键的低聚糖合成试剂
四苯基钴卟啉催化的烯烃氮杂环化反应。
在制备大环内酰胺和醛糖还原酶抑制剂过程中,用作活化剂。

象形图

Skull and crossbones

警示用语:

Danger

危险分类

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

closed cup

闪点(°C)

closed cup

个人防护装备

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


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Tetrahedron Letters, 31, 6469-6469 (1990)
The Journal of Organic Chemistry, 71, 6665-6665 (2006)
B L Mylari et al.
Journal of medicinal chemistry, 34(3), 1011-1018 (1991-03-01)
Ethyl 1-benzyl-3-hydroxy-2(5H)-oxopyrrole-4-carboxylate (1, EBPC) is a potent and specific inhibitor of aldose reductase. It was greater than 4000X more potent in its inhibition of rat lens aldose reductase than the closely related rat or pig kidney aldehyde reductase, thus making
S Zahedi et al.
Journal of periodontology, 69(9), 975-981 (1998-10-17)
To retard collagen membrane enzymatic degradation and to increase its mechanical strength, the diphenylphosphorylazide (DPPA) technique has been demonstrated to achieve natural cross-links between peptide chains of collagen without leaving any foreign product in the cross-linked molecule. In the present
E Benqué et al.
Journal of clinical periodontology, 24(8), 544-549 (1997-08-01)
This study, confined to non-smokers, evaluated guided tissue regeneration using a diphenylphosphorylazide-cross-linked bovine type I collagen membrane in deep 3-wall intrabony defects in 52 adult periodontitis (AP) and 16-rapidly progressive periodontitis (RPP) patients, previously treated for the acute phase of

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Fluoroamidinium salts advance acid halogenation with greater stability and no oxazolones conversion compared to chlorides.

Since the preparation of the first organic azide, phenyl azide, by Peter Griess in 1864 this energy-rich and versatile class of compounds has enjoyed considerable interest.

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