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Chloromethyl chlorosulfate

Basic information Safety Supplier Related

Chloromethyl chlorosulfate Basic information

Product Name:
Chloromethyl chlorosulfate
Synonyms:
  • Chloro chloromethyl sulfate
  • Chlorosulfuric acid, chloromethyl ester
  • 3HLOROMETHYL CHLOROSULFATE, 98%
  • Chloridosulfuric acid (chloromethyl) ester
  • Chloridosulfuric acid chloromethyl ester
  • Chloromethyl chlorosulfate,98%
  • CHLOROMETHYL CHLOROSULFATE
  • chloromethyl chlorosulphate
CAS:
49715-04-0
MF:
CH2Cl2O3S
MW:
165
EINECS:
256-442-1
Product Categories:
  • Purines
  • API intermediates
  • API
  • 1
Mol File:
49715-04-0.mol
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Chloromethyl chlorosulfate Chemical Properties

Boiling point:
45-50 °C/10 mmHg
Density 
1.631 g/mL at 25 °C
refractive index 
n 20/D 1.448
Flash point:
176 °F
storage temp. 
2-8°C
solubility 
soluble in Chloroform, Ethyl Acetate
form 
Liquid
color 
Clear colorless to yellow
Water Solubility 
reacts
Stability:
Moisture Sensitive
InChI
InChI=1S/CH2Cl2O3S/c2-1-6-7(3,4)5/h1H2
InChIKey
PJBIHXWYDMFGCV-UHFFFAOYSA-N
SMILES
S(Cl)(OCCl)(=O)=O
CAS DataBase Reference
49715-04-0(CAS DataBase Reference)
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Safety Information

Hazard Codes 
C,T+
Risk Statements 
22-34-26
Safety Statements 
26-36/37/39-45-28A
RIDADR 
UN 1760 8/PG 3
WGK Germany 
3
HazardClass 
8
PackingGroup 
II
HS Code 
29049090
Storage Class
5.1B - Oxidizing hazardous materials
Hazard Classifications
Acute Tox. 1 Inhalation
Acute Tox. 4 Oral
Carc. 1A
Skin Corr. 1B

MSDS

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Chloromethyl chlorosulfate Usage And Synthesis

Chemical Properties

Clear colourless to yellow liquid

Uses

Reagent for chloromethylation of Fmoc-protected amino acids without the generation of carcinogenic bis(chloromethyl)ether.

Synthesis

1) reacting liquid sulfur trioxide with methylene chloride for 1 to 24 hours at -50 to 40?? C. in the presence of a catalyst carbonate, a saturated hydrocarbon base carbonate containing saturated hydrocarbon base, a borate salt, and a borate containing saturated hydrocarbon base to produce a mixture of chloromethyl chlorosulfonate and methyldichlorosulfonate;

2) putting sodium bicarbonate or an aqueous sodium bicarbonate solution into the mixture obtained from step 1) above to remove the excessive amount of Sulfur trioxide and the sulfuric acid produced by hygroscopicity, so that the reaction continues;

3) put sodium bicarbonate or an aqueous sodium bicarbonate solution into the mixture obtained in step 2) above, completely remove the excessive sulfur trioxide and the sulfuric acid produced by hygroscopicity, static layering, take the upper organic layer to dry to remove the solvent and distill under reduced pressure, to obtain chloromethyl chlorosulfonate and methyldichlorosulfonate, respectively.

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