2-Chloroethyl methanesulfonate

Base Information

• Chemical Name: 2-Chloroethyl methanesulfonate
• CAS No.: 3570-58-9
• Molecular Formula: C3H7 Cl O3 S
• Molecular Weight: 158.606
• European Community (EC) Number: 222-672-6
• NSC Number: 18016
• UNII: 895H18Q125
• DSSTox Substance ID: DTXSID20189220
• Nikkaji Number: J2.183K
• Wikidata: Q27269999
• ChEMBL ID: CHEMBL275438
• Mol file: 3570-58-9.mol

Synonyms:2-chloroethyl methanesulfonate;2CIEMS

Chemical Property of 2-Chloroethyl methanesulfonate

Chemical Property:

• Vapor Pressure: 0.0144mmHg at 25°C
• Melting Point: 6 °C
• Refractive Index: n20/D 1.456(lit.)
• Boiling Point: 125-126 °C9 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 51.75000
• Density: 1.39 g/mL at 25 °C(lit.)
• LogP: 1.28220
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 157.9804429
• Heavy Atom Count: 8
• Complexity: 133

Purity/Quality:

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

2-Chloroethyl Methanesulfonate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-40
• Safety Statements: 23-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)OCCCl

Technology Process of 2-Chloroethyl methanesulfonate

There total 8 articles about 2-Chloroethyl methanesulfonate 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: 80.0%

methanesulfonyl chloride (124-63-0) + 2-chloro-ethanol (107-07-3) → 2-chloroethyl mesylate (3570-58-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 ℃; for 3h; Inert atmosphere;

Reference yield: 63.0%

methanesulfonic acid (75-75-2,98527-29-8) + 1-dodecyne (765-03-7) + 1,2-dichloro-ethane (107-06-2,52399-93-6) → 2-chloroethyl mesylate (3570-58-9) + 1-chlorododecan-2-one (80520-50-9) + 2-oxododecyl methanesulfonate (1373360-84-9)

Guidance literature:

With 8-methylquinoline 1-oxide; [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); at 20 ℃; for 8h;

DOI:10.1002/adsc.201300855

Reference yield: 26.0%

methanesulfonic acid (75-75-2,98527-29-8) + N, N-dibenzylpent-4-ynylamine (1228425-52-2) + 1,2-dichloro-ethane (107-06-2,52399-93-6) → 2-chloroethyl mesylate (3570-58-9) + C19H22ClNO (1352167-40-8) + C20H25NO4S (1352167-41-9)

Guidance literature:

With 3,5-dicholoropyridine N-oxide; [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); at 20 ℃; for 4h;

DOI:10.1021/ja208860x

upstream raw materials:

oxirane

methanesulfonyl chloride

tris-(2-chloro-ethyl)-sulfonium ; methanesulfonate

2-chloro-ethanol

Downstream raw materials:

1-{2-[2-(2-Chloro-ethoxy)-phenyl]-benzothiazol-3-yl}-ethanone

1,3-dibromo-2-(2-chloroethoxy)-5-fluorobenzene

(2,6-dibromophenyl) (2-chloroethyl) ether

(2-methoxyethyl)[2-(4-nitrophenoxy)ethyl]amine