4-Methylbenzylsulfonyl chloride

Base Information

• Chemical Name: 4-Methylbenzylsulfonyl chloride
• CAS No.: 51419-59-1
• Molecular Formula: C8H9ClO2S
• Molecular Weight: 204.677
• Hs Code.: 2904909090
• European Community (EC) Number: 624-743-0
• DSSTox Substance ID: DTXSID90383293
• Nikkaji Number: J3.200.322B
• Wikidata: Q72488182
• Mol file: 51419-59-1.mol

Synonyms:4-Methylbenzylsulfonyl chloride;51419-59-1;p-Tolylmethanesulfonyl chloride;(4-Methylphenyl)methanesulfonyl chloride;p-Tolyl methanesulfonyl chloride;MFCD01631931;p-Tolyl-methanesulfonyl chloride;p-Tolylmethanesulfonylchloride;p-methylbenzylsulfonyl chloride;alpha-p-Xylenesulfonyl chloride;SCHEMBL1149296;DTXSID90383293;JALKUHLLMWYIAT-UHFFFAOYSA-N;AR2933;BBL103526;STL557336;4-Methylbenzylsulfonyl chloride, 96%;AKOS000130200;AKOS025116721;CS-W015394;AS-15737;BP-10360;(4-Methylphenyl)methanesulfonic acid chloride;FT-0604790;EN300-110452;A828575;J-524066;F1967-0682

Chemical Property of 4-Methylbenzylsulfonyl chloride

Chemical Property:

• Vapor Pressure: 0.0015mmHg at 25°C
• Melting Point: 80-85 °C
• Refractive Index: 1.556
• Boiling Point: 305.2 °C at 760 mmHg
• Flash Point: 138.4 °C
• PSA: 42.52000
• Density: 1.325 g/cm³
• LogP: 3.14440
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 204.0011784
• Heavy Atom Count: 12
• Complexity: 222

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methylbenzylsulfonyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 22-34
• Safety Statements: 26-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)CS(=O)(=O)Cl
• Uses: 4-Methylbenzylsulfonyl chloride is a useful reactant for the synthesis of (R)-1-alkyl-substituted tetrahydro-ss-carbolines.

Technology Process of 4-Methylbenzylsulfonyl chloride

There total 10 articles about 4-Methylbenzylsulfonyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

4-methylphenylmethanesulfonic acid,sodium salt → 4-methylbenzylsulfonyl chloride (51419-59-1)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; at 20 ℃; Cooling with ice;

Reference yield: 81.0%

4-Methylbenzyl bromide (104-81-4) → 4-methylbenzylsulfonyl chloride (51419-59-1)

Guidance literature:

4-Methylbenzyl bromide; With sodium hydroxide; sodium sulfite; In water; for 4h; Reflux;

With thionyl chloride; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1021/acs.joc.7b01340

Reference yield: 79.0%

amino[(4-methylbenzyl)thio]methaniminium chloride (940-63-6) → 4-methylbenzylsulfonyl chloride (51419-59-1)

Guidance literature:

With tert-butylhypochlorite; In water; acetonitrile; at 0 - 20 ℃;

DOI:10.1055/s-0034-1381024

upstream raw materials:

4-Methylbenzyl chloride

amino[(4-methylbenzyl)thio]methaniminium chloride

4-Methylbenzyl bromide

2-chlorodimethylmalonate

Downstream raw materials:

4-Methylbenzyl chloride

(E)-trimethyl[2-(4-methylphenyl)ethenyl]silane

4,4'-dimethylstilbene

(α-Chlor-4-methylbenzyl)(4-methylbenzyl)sulfon

Refernces

• 1、 Fang, Sen-Biao,Li, Hui-Jing,Nan, Xiang,Wu, Rui,Wu, Yan-Chao,Zhang, Jing,Zhang, Zhi-Zhou. "Design, synthesis and biological evaluation of novel N-sulfonylamidine-based derivatives as c-Met inhibitors via Cu-catalyzed three-component reaction". . . Retrieved 2020/06/04.
• 2、 Kong, Deyu,Xue, Tao,Guo, Bin,Cheng, Jianjun,Liu, Shunyin,Wei, Jianhai,Lu, Zhengyu,Liu, Haoran,Gong, Guoqing,Lan, Tian,Hu, Wenhao,Yang, Yushe. "Optimization of P2Y12 Antagonist Ethyl 6-(4-((Benzylsulfonyl)carbamoyl)piperidin-1-yl)-5-cyano-2-methylnicotinate (AZD1283) Led to the Discovery of an Oral Antiplatelet Agent with Improved Druglike Properties". . p. 3088 - 3106. Retrieved 2019/04/01.