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Merck

240877

Sigma-Aldrich

p-Toluenesulfonyl chloride

ReagentPlus®, ≥99%

别名:

TsCl, 4-甲苯磺酰氯

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5 G
$73.70
100 G
$184.00
500 G
$567.00

About This Item

线性分子式:
CH3C6H4SO2Cl
CAS号:
分子量:
190.65
Beilstein:
607898
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.21

$73.70


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蒸汽壓力

1 mmHg ( 88 °C)

品質等級

產品線

ReagentPlus®

化驗

≥99%

形狀

solid

bp

134 °C/10 mmHg (lit.)

mp

65-69 °C (lit.)

溶解度

benzene: freely soluble(lit.)
chloroform: freely soluble(lit.)
ethanol: freely soluble(lit.)
water: insoluble(lit.)

SMILES 字串

Cc1ccc(cc1)S(Cl)(=O)=O

InChI

1S/C7H7ClO2S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3

InChI 密鑰

YYROPELSRYBVMQ-UHFFFAOYSA-N

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一般說明

甲苯磺酰氯是一种有机磺酰氯,主要用于通过形成磺酸盐将羟基转化为良好的离去基团。[1]

應用

甲苯磺酰氯可用于以下过程:
  • N-甲基咪唑一起用于羧酸与醇或硫醇的酯化或硫酯化反应。[2]
  • 作为添加剂,在不存在配体的条件下,通过氯化钯催化的芳基硼酸均相偶联,提高对称联芳基的产率。[3]
  • 作为酮的?-氯化反应的正氯源。[4]
  • 在heterodoxy acid存在下,醇和酚的无溶剂甲苯磺酰化反应。[5]
  • 在三氟甲基磺酸银存在下,作为2-炔基苯甲醛肟与酚的反应活化剂,形成1-芳氧基异喹啉。[6]
  • 作为催化剂,以苯二醇为原料进行对称双二苯甲基醚的无溶剂制备。[7]

法律資訊

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

象形圖

CorrosionExclamation mark

訊號詞

Danger

危險分類

Eye Dam. 1 - Met. Corr. 1 - Skin Irrit. 2 - Skin Sens. 1

儲存類別代碼

8B - Non-combustible corrosive hazardous materials

水污染物質分類(WGK)

WGK 1

閃點(°F)

262.4 °F - closed cup

閃點(°C)

128 °C - closed cup

個人防護裝備

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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其他客户在看

Immobilization of ligands with organic sulfonyl chlorides
Nilsson K & Mosbach K
Methods in Enzymology, 104, 56-69 (1984)
Generation of 1-aroxyisoquinolines via a silver-catalyzed reaction of 2-alkynylbenzaldoxime with phenol in the presence of p-toluenesulfonyl chloride
Xiao Q, et al.
Tetrahedron, 69(25), 5119-5122 (2013)
Ligandless palladium chloride-catalyzed homo-coupling of arylboronic acids in aqueous media
Kabalka GW & Wang L.
Tetrahedron Letters, 43(16), 3067-3068 (2002)
Facile synthesis of symmetrical bis (benzhydryl) ethers using p-toluenesulfonyl chloride under solvent-free conditions
Brahmachari G & Banerjee B
Organic and Medicinal Chemistry Letters, 3(1), 1-1 (2013)
Solvent-free and selective tosylation of alcohols and phenols with p-toluenesulfonyl chloride by heteropolyacids as highly efficient catalysts
Fazaeli R, et al.
Canadian Journal of Chemistry, 84(5), 812-818 (2006)

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Click chemistry, and the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) in particular, is a powerful new synthetic tool in polymer chemistry and material science.

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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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