4-Chloro-1-butylsulfonyl chloride

Base Information

• Chemical Name: 4-Chloro-1-butylsulfonyl chloride
• CAS No.: 1633-84-7
• Molecular Formula: C4H8 Cl2 O2 S
• Molecular Weight: 191.078
• Hs Code.: 2904909090
• European Community (EC) Number: 216-648-4
• DSSTox Substance ID: DTXSID40167560
• Nikkaji Number: J195.263C
• Wikidata: Q83036955
• Mol file: 1633-84-7.mol

Synonyms:1633-84-7;4-CHLORO-1-BUTYLSULFONYL CHLORIDE;4-chlorobutane-1-sulfonyl chloride;4-Chlorobutane-1-sulphonyl chloride;MFCD09952390;1-Butanesulfonyl chloride, 4-chloro-;4-chloro-1-butanesulfonyl chloride;4-chloro-butane-1-sulfonyl chloride;EINECS 216-648-4;SCHEMBL580158;4-chlorobutanesulfonyl chloride;4-chlorobutanesul-fonyl chloride;DTXSID40167560;4-chlorobutane-1-sulphonylchloride;4-chloro-1-butanesulphonyl chloride;4-chlorobutyl-sulphonic acid chloride;AKOS006228163;4-CHLORO-1-BUTYLSULFONYLCHLORIDE;AS-62582;SY006380;FT-0711168;EN300-23884;A925483

Chemical Property of 4-Chloro-1-butylsulfonyl chloride

Chemical Property:

• Vapor Pressure: 0.0243mmHg at 25°C
• Boiling Point: 256.8°C at 760 mmHg
• Flash Point: 109.1°C
• PSA: 42.52000
• Density: 1.38g/cm³
• LogP: 2.65480
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 189.9622061
• Heavy Atom Count: 9
• Complexity: 146

Purity/Quality:

99%, ^*data from raw suppliers

4-Chloro-1-butanesulfonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCl)CS(=O)(=O)Cl
• Uses: 4-Chloro-1-butanesulfonyl Chloride is used in the preparation of pregnene and androstane heterocyclic derivatives of potential pharmacological activity.

Technology Process of 4-Chloro-1-butylsulfonyl chloride

There total 14 articles about 4-Chloro-1-butylsulfonyl 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: 90.0%

1,4-butane sultone (1633-83-6) → 4-chloro-1-butanesulfonyl chloride (1633-84-7)

Guidance literature:

With thionyl chloride; In DMF (N,N-dimethyl-formamide); at 70 ℃; for 72h;

Reference yield: 31.0%

sodium 4-hydroxybutane-1-sulfonate (31465-25-5) → 4-chloro-1-butanesulfonyl chloride (1633-84-7)

Guidance literature:

sodium 4-hydroxybutane-1-sulfonate; With trichlorophosphate; at 0 ℃;

With phosphorus pentachloride; for 24h; Heating / reflux;

Reference yield: 27.0%

4-Mercapto-1-butanol (14970-83-3) → 1,4-butane sultone (1633-83-6) + 4-chloro-1-butanesulfonyl chloride (1633-84-7)

Guidance literature:

With chlorine; In chloroform; Yields of byproduct given;

upstream raw materials:

thiophene

n-Butyl chloride

4-Mercapto-1-butanol

4-Chlorobutyl acetate

Downstream raw materials:

4-chloro-butane-1-sulfonic acid phenyl ester

[4-(4-chloro-butane-1-sulfonylamino)-phenyl]-arsonic acid

4-Chlor-butan-sulfonsaeure-⁽¹⁾-p-toluidid

4-Chlor-butan-sulfonsaeure-⁽¹⁾-(4-acetamino-anilid)

Refernces

• 1、 Schwertz, Geoffrey,Witschel, Matthias C.,Rottmann, Matthias,Bonnert, Roger,Leartsakulpanich, Ubolsree,Chitnumsub, Penchit,Jaruwat, Aritsara,Ittarat, Wanwipa,Sch?fer, Anja,Aponte, Raphael A.,Charman, Susan A.,White, Karen L.,Kundu, Abhijit,Sadhukhan, Surajit,Lloyd, Mel,Freiberg, Gail M.,Srikumaran, Myron,Siggel, Marc,Zwyssig, Adrian,Chaiyen, Pimchai,Diederich, Fran?ois. "Antimalarial Inhibitors Targeting Serine Hydroxymethyltransferase (SHMT) with in Vivo Efficacy and Analysis of their Binding Mode Based on X-ray Cocrystal Structures". supporting information. p. 4840 - 4860. Retrieved 2017/06/28.
• 2、 Charrier, Nicolas,Clarke, Brian,Cutler, Leanne,Demont, Emmanuel,Dingwall, Colin,Dunsdon, Rachel,East, Philip,Hawkins, Julie,Howes, Colin,Hussain, Ishrut,Jeffrey, Phil,Maile, Graham,Matico, Rosalie,Mosley, Julie,Naylor, Alan,O'Brien, Alistair,Redshaw, Sally,Rowland, Paul,Soleil, Virginie,Smith, Kathrine J.,Sweitzer, Sharon,Theobald, Pam,Vesey, David,Walter, Daryl S.,Wayne, Gareth. "Second generation of hydroxyethylamine BACE-1 inhibitors: Optimizing potency and oral bioavailability". supporting information; experimental part. p. 3313 - 3317. Retrieved 2009/04/06.