2-Mesitylenesulfonyl chloride

Base Information

• Chemical Name: 2-Mesitylenesulfonyl chloride
• CAS No.: 773-64-8
• Molecular Formula: C9H11ClO2S
• Molecular Weight: 218.704
• Hs Code.: 29049020
• European Community (EC) Number: 212-257-8
• NSC Number: 403295
• UNII: 93TFV87MP5
• DSSTox Substance ID: DTXSID90228019
• Nikkaji Number: J41.349F
• Wikidata: Q21099516
• Mol file: 773-64-8.mol

Synonyms:2-Mesitylenesulfonyl chloride;773-64-8;2,4,6-Trimethylbenzenesulfonyl chloride;2,4,6-trimethylbenzene-1-sulfonyl chloride;Mesitylenesulfonyl chloride;Benzenesulfonyl chloride, 2,4,6-trimethyl-;MESITYLSULFONYL CHLORIDE;2-Mesitylenesulfonylchloride;MFCD00007434;Mesitylene-2-sulphonyl chloride;C9H11ClO2S;EINECS 212-257-8;NSC 403295;2,4,6-trimethylphenylsulfonyl chloride;BRN 1107601;NSC-403295;3-11-00-00346 (Beilstein Handbook Reference);mesitylsulfonylchloride;2,4,6-Trimethyl-benzenesulfonyl chloride;mesitylenesulfonylchloride;Mesitylenesulphonylchloride;2-mesitylsulfonyl chloride;mesitylene sulfonyl chloride;SCHEMBL7608;2-mesitylene sulfonyl chloride;2-mesitylene sulphonyl chloride;93TFV87MP5;WLN: WSGR B1 D1 F1;DTXSID90228019;STR02217;2-Mesitylenesulfonyl chloride, 99%;NSC403295;STL199175;2,6-Trimethylbenzenesulfonyl chloride;2,4,6-trimethylbenzenesulfonylchloride;AKOS000431085;2,4,6-Trimethylbenzensulfonyl chloride;CS-W007703;SB21086;2,6-(Trimethylbenzene)sulfonyl chloride;Benzenesulfonyl chloride,4,6-trimethyl-;LS-32141;2,4,6trimethyl benzene sulphonyl chloride;2,4,6 trimethyl benzene sulphonyl chloride;A9792;AM20041152;FT-0612779;M0071;2,4,6-trimethylbenzenesulphonic acid chloride;EN300-01722;W-104321;Q21099516;F0808-2028

Chemical Property of 2-Mesitylenesulfonyl chloride

Chemical Property:

• Appearance/Colour: white to grey crystalline powder
• Melting Point: 55-57 °C(lit.)
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 303.1 °C at 760 mmHg
• Flash Point: 137.1 °C
• PSA: 42.52000
• Density: 1.25 g/cm³
• LogP: 3.62010
• Storage Temp.: Store at RT.
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in toluene (almost transparency).
• Water Solubility.: insoluble
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 218.0168285
• Heavy Atom Count: 13
• Complexity: 256

Purity/Quality:

99% ^*data from raw suppliers

2-Mesitylenesulfonyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-29
• Safety Statements: 22-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)S(=O)(=O)Cl)C
• Uses: Coupling reagent in polynucleotide synthesis.1 Mesitylene-2-sulfonyl chloride is used as reagent for intramolecular lactamizations and lactonization. It also acts as a reagent for protecting guanidino groups and tryptophan. It is used as coupling reagent in polynucleotide synthesis Coupling reagent in polynucleotide synthesis.

Technology Process of 2-Mesitylenesulfonyl chloride

There total 10 articles about 2-Mesitylenesulfonyl 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: 98.0%

2,4,6-trimethylbenzenesulfonohydrazide (16182-15-3) → 2-mesitylenesulphonyl chloride (773-64-8)

Guidance literature:

With N-chloro-succinimide; In acetonitrile; at 20 ℃; for 2h;

DOI:10.3390/molecules26185551

Reference yield: 94.0%

2,4,6-trimethylbenzenesulfonate sodium salt (6148-75-0) → 2-mesitylenesulphonyl chloride (773-64-8)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; 18-crown-6 ether; In acetone; for 20h; Heating;

DOI:10.1016/S0040-4039(02)02853-8

Reference yield: 85.0%

1,3,5-trimethyl-benzene (108-67-8) → 2-mesitylenesulphonyl chloride (773-64-8)

Guidance literature:

With chlorosulfonic acid; sodium chloride; at -0.16 ℃;

DOI:10.1002/poc.3753

upstream raw materials:

1,3,5-trimethyl-benzene

aluminium trichloride

sulfuryl dichloride

thionyl chloride

Downstream raw materials:

5'-O-(dimethoxytrityl)thymidine 3'-(p-chlorophenyl phosphoro-3-nitro-1,2,4-triazolide)

1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole

C₁₆H₂₀N₂O₄S₂

Mesityl(trimethylsilylethinyl)sulfon

Refernces

• 1、 -. "N-(4-FLUOROPHENYL)-5-PHENYL-[1,2,4] TRIAZOLO [1,5-A] PYRIDINE-2-CARBOXAMIDE DERIVATIVES AND THEIR SYNTHESIS THEREOF". Page/Page column 9; 15. . Retrieved 2021/08/20.
• 2、 Iazykov, Mykyta,Canle, Moisés,Santaballa, J. Arturo,Rublova, Ludmila. "Propanolysis of arenesulfonyl chlorides: Nucleophilic substitution at sulfonyl sulfur". supporting information. . Retrieved 2017/09/08.