Butyl benzenesulfonate

Base Information

• Chemical Name: Butyl benzenesulfonate
• CAS No.: 80-44-4
• Molecular Formula: C10H14 O3 S
• Molecular Weight: 214.285
• NSC Number: 3215
• UNII: Y9VFZ9PM33
• DSSTox Substance ID: DTXSID1075357
• Nikkaji Number: J150.340E
• Wikidata: Q82003320
• Mol file: 80-44-4.mol

Synonyms:BUTYL BENZENESULFONATE;80-44-4;Benzenesulfonic acid n-butyl ester;ButylBenzenesulfonate;Benzenesulfonic acid, n-butyl ester;Benzenesulfonic Acid Butyl Ester;Benzenesulfonic acid, butyl ester;CCRIS 9153;NSC-3215;butoxysulfonylbenzene;NSC 3215;butyl benzene sulfonate;Y9VFZ9PM33;SCHEMBL346204;DTXSID1075357;NIKBCKTWWPVAIC-UHFFFAOYSA-;NSC3215;BENZENESULFONICACIDN-BUTYLESTER;MFCD00025036;AKOS024336561;CS-W014927;LS-182307;B0031;FT-0631359;D88592;J-519969

Chemical Property of Butyl benzenesulfonate

Chemical Property:

• Refractive Index: 1.4980-1.5020
• Boiling Point: 153 °C / 7mmHg
• PSA: 51.75000
• Density: 1.15
• LogP: 3.27280
• Storage Temp.: Room Temperature
• Solubility.: Chloroform, Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 214.06636548
• Heavy Atom Count: 14
• Complexity: 235

Purity/Quality:

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

Butyl Benzenesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCOS(=O)(=O)C1=CC=CC=C1
• Uses: Butyl Benzenesulfonate is an aryl-sulfonic acid ester found in drug substances. Butyl Benzenesulfonate is also used as a plasticizer in concrete preparation.

Technology Process of Butyl benzenesulfonate

There total 12 articles about Butyl benzenesulfonate 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: 92.0%

benzenesulfonyl chloride (98-09-9) + butan-1-ol (71-36-3) → n-butyl benzenesulfonate (80-44-4)

Guidance literature:

With zinc oxide-nanoparticle; at 50 ℃; for 2h; chemoselective reaction; Neat (no solvent);

DOI:10.1016/j.molcata.2011.09.010

Reference yield: 6.0%

phenylsulfonyl fluoride (368-43-4) + lithium butoxide (2698-11-5) → n-butyl benzenesulfonate (80-44-4) + C6H4O2S + benzenesulfonic acid (98-11-3)

Guidance literature:

With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Mechanism; other arenesulfonyl derivatives, other temperatures;

DOI:10.1021/jo950727j

Reference yield: 5.0%

N-methylbenzenesulfonanilide (90-10-8) + lithium butoxide (2698-11-5) → n-butyl benzenesulfonate (80-44-4) + N-methyl-2-(phenylsulfonyl)aniline (53973-76-5) + C6H4O2S

Guidance literature:

With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at -78 ℃; for 2h; Mechanism; other arenesulfonyl derivatives, other temperatures;

DOI:10.1021/jo950727j

upstream raw materials:

benzenesulfonyl chloride

butan-1-ol

butoxytrimethylsilane

N-methylbenzenesulfonanilide

Downstream raw materials:

2-butanoyloxy-5-nitrobenzoic acid

2-butoxy-4-nitro-benzoic acid ethyl ester

butyl isopropyl ether

(hex-1-yn-1-yl)benzene

Refernces

• 1、 Tamaddon, Fatemeh,Sabeti, Mohammad Reza,Jafari, Abbas Ali,Tirgir, Farhang,Keshavarz, Elham. "ZnO and ZnO-nanoparticles: Efficient and reusable heterogeneous catalysts for one-pot synthesis of N-acylsulfonamides and sulfonate esters". experimental part. p. 41 - 45. Retrieved 2012/01/12.
• 2、 -. "Process for preparation of oxyglutaric acid ester derivatives". . . Retrieved 2008/06/13.