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Merck

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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$72.40
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$252.00

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5 G
$72.40
25 G
$252.00

About This Item

线性分子式:
CH3CONHC6H4SO2N3
CAS号:
分子量:
240.24
Beilstein:
2219568
MDL编号:
UNSPSC代码:
12352125
PubChem化学物质编号:
NACRES:
NA.22

$72.40


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质量水平

方案

97%

表单

solid

反应适用性

reaction type: click chemistry

mp

107-111 °C (lit.)

官能团

amide
azide

SMILES字符串

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 key

NTMHWRHEGDRTPD-UHFFFAOYSA-N

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一般描述

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。[1]

应用

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

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

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

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Synthesis of novel aliphatic N-sulfonylamidino thymine derivatives by Cu (I)-catalyzed three-component coupling reaction
L Krstulovi, et al.
Croatica Chemica Acta. Arhiv Za Kemiju, 85, 525-534 (2012)
Tetrahedron, 49, 5109-5109 (1993)
Organic Syntheses, 70, 93-93 (1992)
Synthetic Communications, 17, 1709-1709 (1987)

商品

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.

相关内容

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

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.

Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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