112160-39-1

Basic information

• Product Name: 2,2,5,7,8-PENTAMETHYLCHROMAN-6-SULFONYL CHLORIDE
• Synonyms: PMC-CHLORIDE;PMC-CL;2,2,5,7,8-PENTAMETHYLCHROMAN-6-SULFONYL CHLORIDE;2,2,5,7 8-PENTAMETHYLCHROMAN-6-SULPHONYL CHLORIDE;2,2,5,7,8-PENTAMETHYL-CHROMANE-6-SULFONYL CHLORIDE;2,2,5,7,8-PENTAMETHYLCHROMANE-6-SULFONYL;3,4-dihydro-2,2,5,7,8-pentamethyl-2h-1-benzopyran-6-sulfonyl chloride;2,2,5,7,8-pentamethyl-6-chromansulfonyl chloride
• CAS NO: 112160-39-1
• Molecular Formula: C₁₄H₁₉ClO₃S
• Molecular Weight: 302.82
• Mol File: 112160-39-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 77-82 °C
• Boiling Point: 410.9 °C at 760 mmHg
• Flash Point: 202.3 °C
• Appearance: /
• Density: 1.205 g/cm³
• Vapor Pressure: 1.39E-06mmHg at 25°C
• Refractive Index: 1.526
• Storage Temp.: −20°C
• BRN: 4488701
• CAS DataBase Reference: 2,2,5,7,8-PENTAMETHYLCHROMAN-6-SULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,5,7,8-PENTAMETHYLCHROMAN-6-SULFONYL CHLORIDE(112160-39-1)
• EPA Substance Registry System: 2,2,5,7,8-PENTAMETHYLCHROMAN-6-SULFONYL CHLORIDE(112160-39-1)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 112160-39-1(Hazardous Substances Data)

Usage

General Description

2,2,5,7,8-Pentamethylchroman-6-sulfonyl chloride is a chemical compound with the molecular formula C15H21ClO3S. It is a sulfonyl chloride derivative of pentamethylchroman, a type of organic compound known for its antioxidant properties. This specific compound is used in organic synthesis as a reagent for the preparation of various other organic compounds. It is a highly reactive and versatile chemical that can be used in the production of pharmaceuticals, agrochemicals, and other specialty chemicals. The sulfonyl chloride group makes it a valuable reagent in the formation of carbon-carbon and carbon-heteroatom bonds, making it a useful tool in organic and medicinal chemistry.

InChI:InChI=1/C14H19ClO3S/c1-8-9(2)13(19(15,16)17)10(3)11-6-7-14(4,5)18-12(8)11/h6-7H2,1-5H3

Upstream product

• 55646-01-0 2,2,5,7,8-pentamethyl-chromane 
• 78-79-5 isoprene 
• 697-82-5 2,3,5-trimethylphenol 

Downstream Products

• 1026189-64-9 (S)-3-(3-Cyano-phenyl)-2-(2,2,5,7,8-pentamethyl-chroman-6-sulfonylamino)-propionic acid methyl ester 
• 1246617-30-0 C₆₅H₉₇N₃O₁₆S₂ 
• 1246617-26-4 C₄₃H₆₄N₂O₁₁S 
• 137043-71-1 N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)arginine 
• 137043-73-3 N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylglycylglycine methyl ester tosylate 
• 137043-77-7 N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylleucinyl-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylglycylglycine methyl ester tosylate 
• 112160-37-9 N^G-2,2,5,7,8-pentamethylchroman-6-sulfonyl-L-arginine 
• 112160-36-8 N^α-benzyloxycarbonyl-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylglycylglycine methyl ester 
• 119831-72-0 Fmoc-Arg(Pbf)-OH 
• 112160-34-6 N^α-benzyloxycarbonyl-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylleucinyl-N^G-(2,2,5,7,8-pentamethylchroman-6 sulphonyl)-arginylglycylglycine methyl ester 
• 161357-49-9 2,2,5,7,8-Pentamethyl-chroman-6-sulfonic acid [(S)-1-(3-cyano-benzyl)-2-(4-methanesulfonyl-piperazin-1-yl)-2-oxo-ethyl]-amide 
• 1026547-34-1 (S)-3-(3-Cyano-phenyl)-2-(2,2,5,7,8-pentamethyl-chroman-6-sulfonylamino)-propionic acid 

Relevant articles and documents

Enantioselective total synthesis of (-)-dehydrobatzelladine C

The oxidation of two tethered Biginelli adducts was examined as a potential key step in total syntheses of highly oxidized batzelladine and crambescidin alkaloids. Although angular hydroxyl substitution could not be introduced, dehydrogenation was readily accomplished. This latter conversion is a key step in the first total synthesis of dehydrobatzelladine C.

Bioactive peptides

The present invention provides a modified lactoferrin peptide which is cytotoxic, 7 to 25 amino acids in length, with three or more cationic residues and which has one or more extra bulky and lipophilic amino acids as compared to the native lactoferrin sequence, as well as esters, amides, salts and cyclic derivatives thereof as well as methods of preparing such peptides, pharmaceutical compositions containing such peptides and use of the peptides as medicaments, particularly as antibacterials or anti-tumoural agents.

NG-2,2,5,7,8-PENTAMETHYLCHROMAN-6-SULPHONYL-L-ARGININE: A NEW ACID LABILE DERIVATIVE FOR PEPTIDE SYNTHESIS

A new acid labile protecting group for the guanido side chain functionality of arginine has been developed.NG-(2,2,5,7,8-Pentamethylchroman-6-sulphonyl)-L-arginine, prepared from Nα-benzyloxycarbonyl-L-arginine and 2,2,5,7,8-pentamethylchroman-6-sulphonyl chloride, is cleaved rapidly in trifluoroacetic acid (TFA) or 50percent TFA in dichloromethane at room temperature.