2-Chloroethyl p-toluenesulfonate

Base Information

• Chemical Name: 2-Chloroethyl p-toluenesulfonate
• CAS No.: 80-41-1
• Deprecated CAS: 56215-02-2,85426-03-5,344310-40-3
• Molecular Formula: C9H11 Cl O3 S
• Molecular Weight: 234.704
• Hs Code.: 29055900
• European Community (EC) Number: 201-277-2
• NSC Number: 6079
• DSSTox Substance ID: DTXSID20883256
• Nikkaji Number: J48.050I
• Wikidata: Q72450136
• ChEMBL ID: CHEMBL166116
• Mol file: 80-41-1.mol

Synonyms:80-41-1;2-Chloroethyl p-toluenesulfonate;2-Chloroethyl 4-methylbenzenesulfonate;2-Chloroethyl tosylate;2-Chloroethyl p-tosylate;2-Tosyloxyethyl chloride;Ethanol, 2-chloro-, 4-methylbenzenesulfonate;2-Chloroethanol p-toluenesulfonate;p-Toluenesulfonic acid, 2-chloroethyl ester;2-CHLOROETHYLP-TOLUENESULFONATE;2-(p-Toluenesulfonyloxy)ethyl chloride;NSC 6079;Ethanol, 2-chloro-, p-toluenesulfonate;2-chloroethyl-p-toluenesulfonate;p-Toluenesulfonic acid-2-chloroethyl ester;beta-Chloroethyl p-toluenesulfonate;2-Chloroethyl toluene-4-sulphonate;EINECS 201-277-2;2-Chloroethanol 4-methylbenzenesulfonate;BRN 1968816;AI3-02279;2-Chlorethylester kyseliny p-toluensulfonove;2-Chloroethyl para-toluenesulfonate;Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate);.beta.-Chloroethyl p-toluenesulfonate;2-Chlorethylester kyseliny p-toluensulfonove [Czech];MFCD00000970;p-TOLUENESULFONIC ACID, beta-CHLOROETHYL ESTER;beta-Chloroethylester kyseliny p-toluensulfonove [Czech];beta-Chloroethylester kyseliny p-toluensulfonove;p-Toluenesulfonic acid, .beta.-chloroethyl ester;.beta.-Chloroethylester kyseliny p-toluensulfonove;4-11-00-00249 (Beilstein Handbook Reference);p-Toluenesulfonic Acid 2-Chloroethyl Ester;chloroethyltosylate;chloroethyl tosylate;chloroethyl-tosylate;2-chloroethanol tosylate;beta-CHLOROETHYL-p-TOLUENE SULFONATE;2-chloro ethanol tosylate;1-chloro-2-tosyloxyethane;WLN: G2OSWR D1;2-chlorethyltoluen-4-sulfonat;SCHEMBL263231;2-chloroethyl-p-toluensulfonate;CHEMBL166116;2-chloroethyl p-toluensulphonate;2-chloroethyl p-toluenesulphonate;2-chloroethyl-p-toluenesulphonate;ZXNMIUJDTOMBPV-UHFFFAOYSA-;2-chloroethyl-p-toluene sulfonate;2-chloroethyl-p-toluene-sulfonate;2-chloroethyl-paratoluenesulfonate;DTXSID20883256;NSC6079;2-Chloroethyl p-toluene sulfonate;beta-chloroethyl p-toluenesulphonate;NSC-6079;1-chloro-2-p-toluenesulfonyloxyethane;AKOS005258286;(2-chloro-ethyl) toluene-4-sulphonate;2-Chloroethyl p-toluenesulfonate, 97%;2-CHLOROETHYL 4-TOLUENESULFONATE;2-Chloroethyl 4-methylbenzenesulfonate #;MS-20213;2-chloroethyl 4-methylbenzene-1-sulfonate;LS-154164;p-toluenesulfonic acid-beta-chloroethylester;toluene-4-sulfonic acid 2-chloroethyl ester;C2380;CS-0130585;FT-0619529;Toluene-4-sulfonic acid 2-chloro-ethyl ester;D71096;4-methyl-benzenesulfonic acid 2-chloro-ethyl ester;A839904

Chemical Property of 2-Chloroethyl p-toluenesulfonate

Chemical Property:

• Appearance/Colour: CLEAR COLOURLESS TO YELLOW LIQUID
• Vapor Pressure: 4.87E-06mmHg at 25°C
• Melting Point: 157-161℃
• Refractive Index: n20/D 1.529(lit.)
• Boiling Point: 153ºC 0.3 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 51.75000
• Density: 1.294 g/mL at 25 °C(lit.)
• LogP: 3.01990
• Storage Temp.: 0-6°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 234.0117431
• Heavy Atom Count: 14
• Complexity: 250

Purity/Quality:

98% ^*data from raw suppliers

2-Chloroethyl4-methylbenzenesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 23-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCCCl
• Uses: 2-Chloroethyl 4-methylbenzenesulfonate is a useful reactant for the synthesis of triphenylethanamine derivatives, and fluorinated carbazole derivatives. 2-Chloroethyl p-toluenesulfonate was used to develop method for the determination of a variety of hydrophobic aromatic sulfonates by micellar electrokinetic chromatography.

Technology Process of 2-Chloroethyl p-toluenesulfonate

There total 9 articles about 2-Chloroethyl p-toluenesulfonate 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: 100.0%

p-toluenesulfonyl chloride (98-59-9) + 2-chloro-ethanol (107-07-3) → 2-chloroethyl tosylate (80-41-1)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 15.08h;

Reference yield: 95.0%

p-toluenesulfonyl chloride (98-59-9) → 2-chloroethyl tosylate (80-41-1)

Guidance literature:

With 2-chloro-ethanol; at 100 ℃;

Reference yield: 68.0%

1-Bromo-2-chloroethane (107-04-0) + methyl p-toluene sulfonate (80-48-8) → 2-chloroethyl tosylate (80-41-1) + 2-bromoethyl p-toluenesulfonate (19263-21-9)

Guidance literature:

With tetrabutylammomium bromide; at 120 - 135 ℃; for 2h; Product distribution; other alkyl halides and alkyl sulfonates;

DOI:10.1021/jo00259a035

upstream raw materials:

p-toluenesulfonyl chloride

2-chloro-ethanol

chloroethyl chlorosulfate

toluene

Downstream raw materials:

(4-chlorobut-1-yn-1-yl)benzene

2-(2-methylphenyl)-1-chloroethane

2-chloro-10-(2'-chloroethyl)-10H-phenothiazine

1-(2-chloroethoxy)-2-methylbenzene

Refernces

• 1、 Deruer, Elsa,Hamel, Vincent,Blais, Samuel,Canesi, Sylvain. "Rapid transformation of sulfinate salts into sulfonates promoted by a hypervalent iodine(III) reagent". supporting information. p. 1203 - 1207. Retrieved 2018/06/04.
• 2、 -. "FUNCTIONALIZED POLYMERS USING PROTECTED THIOLS". Page/Page column 29. . Retrieved 2009/05/28.