tert-Butylsulfinyl chloride

Base Information

• Chemical Name: tert-Butylsulfinyl chloride
• CAS No.: 31562-43-3
• Molecular Formula: C4H9ClOS
• Molecular Weight: 140.634
• Hs Code.: 2930909090
• European Community (EC) Number: 628-238-6
• DSSTox Substance ID: DTXSID40405575
• Nikkaji Number: J918.770G
• Mol file: 31562-43-3.mol

Synonyms:tert-Butylsulfinyl chloride;31562-43-3;2-methylpropane-2-sulfinyl Chloride;2-METHYLPROPANE-2-SULFINIC CHLORIDE;2-methyl-2-propanesulfinyl chloride;t-butylsulfinyl chloride;MFCD04974074;SCHEMBL248927;DTXSID40405575;tert-Butylsulfinyl chloride, 97%;ZLJKQOWJEZSNBE-UHFFFAOYSA-N;2-methyl-propane-2-sulfinyl chloride;AKOS008901116;2-methylpropane-2-sulfinic acid chloride;2-METHYLPROPANE-2-SULFINICCHLORIDE;AS-35634;SY031552;CS-0159671;FT-0654295;EN300-177635;A820906;J-018465

Chemical Property of tert-Butylsulfinyl chloride

Chemical Property:

• Vapor Pressure: 0.65mmHg at 25°C
• Refractive Index: n20/D 1.4830(lit.)
• Boiling Point: 193.381 °C at 760 mmHg
• Flash Point: 70.755 °C
• PSA: 36.28000
• Density: 1.218 g/cm³
• LogP: 2.55310
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 140.0062638
• Heavy Atom Count: 7
• Complexity: 84.2

Purity/Quality:

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

2-Methylpropane-2-sulfinicChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 10-34
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)S(=O)Cl
• Uses: tert-butylsulfinyl chloride can react with primary and secondary amines to form tert-butylsulfinamides, which on oxidation forms base stable tert-butylsulfonamide. It can also react with 1-thiosugars to form the corresponding carbohydrate thionolactones.

Technology Process of tert-Butylsulfinyl chloride

There total 3 articles about tert-Butylsulfinyl 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%

N-(1-methylcyclohexyl)-tert-butanesulfinamide (1133989-31-7) → tert-butylsulfinyl chloride (31562-43-3) + 1-methylcyclohexanamine hydrochloride (89854-70-6)

Guidance literature:

With hydrogenchloride; In cyclopentyl methyl ether; at 5 - 23 ℃; Inert atmosphere;

DOI:10.1021/jo9001883

Reference yield: 97.0%

(RS)-2-methyl-N-((R)-1-phenylethyl)propane-2-sulfinamide (247236-71-1) → tert-butylsulfinyl chloride (31562-43-3) + (R)-1-phenylethylamine hydrochloride (10277-86-8)

Guidance literature:

With hydrogenchloride; In diethyl ether; for 0.583333h; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.03.020

Reference yield:

tert-butylsulfonyl chloride (10490-22-9) → tert-butylsulfinyl chloride (31562-43-3) + t-butylsulfonamide (34813-49-5)

Guidance literature:

In water; ethyl acetate; acetonitrile;

upstream raw materials:

tert-butylsulfonyl chloride

N-(1-methylcyclohexyl)-tert-butanesulfinamide

(R_S)-2-methyl-N-((R)-1-phenylethyl)propane-2-sulfinamide

Downstream raw materials:

N-Cyclohexyl-trimethylmethan-sulfonamid

pyridine hydrochloride

acetone

tert-butyl alcohol

Refernces

• 1、 Aggarwal, Varinder K.,Barbero, Nekane,McGarrigle, Eoghan M.,Mickle, Greg,Navas, Raquel,Suárez, José Ramón,Unthank, Matthew G.,Yar, Muhammad. "The fate of the tert-butylsulfinyl auxiliary after acid-promoted cleavage-a method for recycling t-BuSONH2". supporting information; experimental part. p. 3482 - 3484. Retrieved 2009/09/28.