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26555-40-8 - Methoxycarbonylsulfenyl chloride, 95% - L04350 - Alfa Aesar

L04350 Methoxycarbonylsulfenyl chloride, 95%

Numéro CAS
26555-40-8
Synonymes

Dimensions Prix ($) Quantité Disponibilité
1g 45,70
5g 190,00
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Methoxycarbonylsulfenyl chloride, 95%

MDL
MFCD00013648
EINECS
247-801-3

Propriétés chimiques

Formule
C2H3ClO2S
Poids formulaire
126.56
Point d'ébullition
73-74°/100mm
Point d'éclair
54°(129°F)
Densité
1.398
Indice de réfraction
1.4820
Sensibilité
Moisture Sensitive
Solubilité
Miscible with dichlormethane.

Applications

Methoxycarbonylsulfenyl chloride is used to prepare 3-[(methoxycarbonyl)dithio]-L-alanine by reacting with L-cysteine. Further, it is used in the synthesis of 3-2 pyridinyldithio propanoic acid hydrazide (PDPH). It serves as an important heterobifunctional crosslinker, which is a crosslinker used to make macromolecule-drug conjugates.

Notes

Moisture sensitive. Store in a cool place. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong oxidizing agents.

Références bibliographiques

Reacts with arenes under Friedel-Crafts conditions to give S-aryl thiocarbonates, thus providing a method for the introduction of the thiol group into an aromatic ring: Z. Chem., 17, 411 (1977).

Reagent for the preparation of unsymmetrical disulfides, by successive reaction with different thiols: Helv. Chim. Acta, 56, 1370 (1973):

Reaction of the same intermediate with KO-t-Bu provides a route to trisulfides. Cyclic trisulfides can also be prepared: J. Org. Chem., 44, 4144 (1979).

Kaushik, R.; Kumar, P.; Ghosh, A.; Gupta, N.; Kaur, D.; Arora, S.; Jose, D. A. Alizarin red S-zinc(II) fluorescent ensemble for selective detection of hydrogen sulphide and assay with an H2S donor. RSC Adv. 2015, 5 (97), 79309-79316.

Artaud, I.; Galardon, E. A Persulfide Analogue of the Nitrosothiol SNAP: Formation, Characterization and Reactivity. ChemBioChem 2014, 15 (16), 2361-2364.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H314-H318-H226

Causes severe skin burns and eye damage. Causes serious eye damage. Flammable liquid and vapour.

Mentions de prudence: P210-P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
1849908
Classe de danger
8
Groupe d'emballage
II
Code tarifaire harmonisé
2930.90
TSCA
No

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