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404764

Sigma-Aldrich

4-乙酰氨基苯磺酰叠氮

97%

别名:

对乙酰氨基苯磺酰叠氮

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About This Item

线性分子式:
CH3CONHC6H4SO2N3
CAS号:
2158-14-7
分子量:
240.24
Beilstein:
2219568
MDL號碼:
MFCD00029626
分類程式碼代碼:
12352125
PubChem物質ID:
24865269
NACRES:
NA.22

化驗

97%

形狀

solid

反應適用性

reaction type: click chemistry

mp

107-111 °C (lit.)

官能基

amide
azide

SMILES 字串

CC(=O)Nc1ccc(cc1)S(=O)(=O)N=[N+]=[N-]

InChI

1S/C8H8N4O3S/c1-6(13)10-7-2-4-8(5-3-7)16(14,15)12-11-9/h2-5H,1H3,(H,10,13)

InChI 密鑰

NTMHWRHEGDRTPD-UHFFFAOYSA-N

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相关类别

一般說明

4-乙酰氨基苯磺酰叠氮是有机合成中广泛使用的试剂，用于将叠氮基团引入分子中。

應用

用于制备有机叠氮化物的氢化催化剂

重氮转移剂。
合成试剂：
单糖衍生醇
非肽类 NK3 受体拮抗剂

试剂：
后期分子间 C-H 烯化反应
抗肿瘤药物的分子内异甲基丙酮环加成反应
铑催化乙烯磺酸酯的卡宾环合环加成反应级联反应
Suzuki-Miyaura 交叉偶联反应

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險聲明

H315,H319,H335

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCQ3095
MKCN9956
MKCL7853
SHBJ3765
SHBH5058V

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Synthetic Communications, 17, 1709-1709 (1987)
Organic Syntheses, 70, 93-93 (1992)
Tetrahedron, 49, 5109-5109 (1993)

商品

Hydroazidation Catalyst

The chemistry of organoazides is exceedingly rich, since the azide functionality reacts with electrophiles, nucleophiles, and dipolarophiles, with or without the extrusion of dinitrogen. Common place transformation such as Staudinger reductions or ligations, Cu(I)-catalyzed Huisgen cycloadditions (of the “click” reaction family), Curtius or Schmidt rearrangents, nitrene reactions, or imine formation via aza-Wittig reactions all necessitate organoazide precursors or intermediates

Hydroazidation Catalyst

The chemistry of organoazides is exceedingly rich, since the azide functionality reacts with electrophiles, nucleophiles, and dipolarophiles, with or without the extrusion of dinitrogen. Common place transformation such as Staudinger reductions or ligations, Cu(I)-catalyzed Huisgen cycloadditions (of the “click” reaction family), Curtius or Schmidt rearrangents, nitrene reactions, or imine formation via aza-Wittig reactions all necessitate organoazide precursors or intermediates

Organic Azides and Azide Sources

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.

Organic Azides and Azide Sources

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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