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1622-32-8 - 2-Chloroethanesulfonyl chloride, 98% - 2-Chloroethylsulfonyl chloride - A15377 - Alfa Aesar

A15377 2-Chloroethanesulfonyl chloride, 98%

Numéro CAS
1622-32-8
Synonymes
2-Chloroethylsulfonyl chloride

Dimensions Prix ($) Quantité Disponibilité
10g 42,10
50g 179,00
100g 302,00
250g 755,00
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2-Chloroethanesulfonyl chloride, 98%

MDL
MFCD00007461
EINECS
216-594-1

Propriétés chimiques

Formule
C2H4Cl2O2S
Poids formulaire
163.02
Point d'ébullition
203°
Point d'éclair
>110°(230°F)
Densité
1.560
Indice de réfraction
1.4915
Sensibilité
Moisture Sensitive
Solubilité
Reacts with water.

Applications

2-Chloroethanesulfonyl chloride was used in one-pot sulfonylation/intramolecular thia-Michael protocol for the synthesis of 1,5,2-dithiazepine 1,1-dioxides. It was also used in synthesis of vinyl sulfonamides with a furan, carbocyclic, semi cyclic or acyclic 1,3-diene moiety.

Notes

Moisture sensitive. Store under inert gas. Store away from moisture, oxidizing agents. Store in refrigerator.

Références bibliographiques

James Frederick King; Kishan Chand Khemani. The mechanism of hydrolysis of 2-hydroxyethanesulfonyl chloride: the intermediacy of 1,2-oxathietane 2,2-dioxide (β-sultone). Canadian Journal of Chemistry. 1989, 67 (12), 2162-2172.

C. W. Huffman. Formylation of Amines. J. Org. Chem. 1958, 23 (5), 727-729.

In the presence of a base, converts alcohols to vinyl sulfonates: J. Am. Chem. Soc., 68, 1797 (1946); Angew. Chem. Int. Ed., 4, 300 (1965). These electrophilic alkenes readily undergo conjugate addition reactions with various nucleophiles:

Reaction with pentafluorophenol, in the presence of Et3N, gives PFP vinylsulfonate, which can be converted to a sulfonamide via tin-mediated radical addition of alkyl halides to the olefinic bond, followed by displacement of the PFP group with an amine: Org. Lett., 42549 (2002).

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H301-H330-H314-H318

Toxic if swallowed. Fatal if inhaled. Causes severe skin burns and eye damage. Causes serious eye damage.

Mentions de prudence: P260-P284-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Wear respiratory protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Specific treatment is urgent (see label). Rinse mouth. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
1751202
Classe de danger
6.1
Groupe d'emballage
I
Code tarifaire harmonisé
2904.90
TSCA
Yes
RTECS
KI8060000

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