Chloromethyl chlorosulfate

Base Information

• Chemical Name: Chloromethyl chlorosulfate
• CAS No.: 49715-04-0
• Molecular Formula: CH2Cl2O3S
• Molecular Weight: 164.997
• Hs Code.: 29049090
• European Community (EC) Number: 256-442-1
• UNII: N615783BNF
• DSSTox Substance ID: DTXSID70197991
• Nikkaji Number: J320.008F
• Wikidata: Q27284597
• Mol file: 49715-04-0.mol

Synonyms:chloromethyl chlorosulfate;CMCS cpd

Chemical Property of Chloromethyl chlorosulfate

Chemical Property:

• Appearance/Colour: Clear colourless to yellow liquid
• Vapor Pressure: 0.267mmHg at 25°C
• Refractive Index: n 20/D 1.448
• Boiling Point: 192.6 °C at 760 mmHg
• Flash Point: 70.3 °C
• PSA: 51.75000
• Density: 1.733 g/cm³
• LogP: 1.76370
• Storage Temp.: Store at 2-8C
• Water Solubility.: reacts
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 163.9101705
• Heavy Atom Count: 7
• Complexity: 120

Purity/Quality:

99% ^*data from raw suppliers

ChloromethoxysulfonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C; T+
• Hazard Codes: C,T+
• Statements: 22-34-26
• Safety Statements: 26-36/37/39-45-28A

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(OS(=O)(=O)Cl)Cl
• Recent ClinicalTrials: A Study to Assess the Safety, Tolerability, PK and PD of AM1030-CREAM in Patients With Atopic Dermatitis
• Uses: Reagent for chloromethylation of Fmoc-protected amino acids without the generation of carcinogenic bis(chloromethyl)ether.

Technology Process of Chloromethyl chlorosulfate

There total 25 articles about Chloromethyl chlorosulfate 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: 85.0%

dichloromethane (75-09-2) → chlorosulfuric acid chloromethyl ester (49715-04-0) + [(chlorosulfonyl)oxy]methyl sulfurochloridate (92975-18-3)

Guidance literature:

With sulfuric acid; boron tribromide; at 20 - 30 ℃; for 4h; Temperature;

Reference yield: 33.0%

dichloromethane (75-09-2) → chlorosulfuric acid chloromethyl ester (49715-04-0)

Guidance literature:

With Trimethyl borate; sulfur trioxide; at 20 ℃; for 0.166667h;

DOI:10.1039/b403338h

Reference yield: 30.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) → chlorosulfuric acid chloromethyl ester (49715-04-0)

Guidance literature:

formaldehyd; With chlorosulfonic acid; at 20 - 80 ℃;

With thionyl chloride; at 60 ℃; Product distribution / selectivity;

upstream raw materials:

formaldehyd

bis(2-chloromethyl)ether

bischloromethyl sulfate

dichloromethane

Downstream raw materials:

N-[(1,1-dimethylethoxy)carbonyl]glycine chloromethyl ester

N-[(1,1-dimethylethoxy)carbonyl]-L-alanine chloromethyl ester

chloromethyl octanoate

Z-Alanyl-D-glutamyl-α-benzyl-γ-chlormethylester