35718-08-2

Basic information

• Product Name: PROPARGYL CHLOROFORMATE
• Synonyms: PROPARGYL CHLOROFORMATE;PROPARGYL CHLOROFORM;Prop-2-ynyl carbonochloridate;Propargyloxycarbonyl chloride;2-Propynyl chloroformate;Carbonochloridic acid,2-propyn-1-yl ester
• CAS NO: 35718-08-2
• Molecular Formula: C₄H₃ClO₂
• Molecular Weight: 118.52
• Product Categories: Acid Halides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 35718-08-2.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 118-122 °C(lit.)
• Flash Point: 30 °C
• Appearance: /
• Density: 1.215 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.65 psi ( 20 °C)
• Refractive Index: n20/D 1.435(lit.)
• Storage Temp.: 2-8°C
• Solubility: Chloroform
• BRN: 1745399
• CAS DataBase Reference: PROPARGYL CHLOROFORMATE(CAS DataBase Reference)
• NIST Chemistry Reference: PROPARGYL CHLOROFORMATE(35718-08-2)
• EPA Substance Registry System: PROPARGYL CHLOROFORMATE(35718-08-2)

Safety Data

• Hazard Codes: T
• Statements: 10-22-23/24-34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3390 6.1/PG 1
• WGK Germany: 3
• F: 19
• Hazardous Substances Data: 35718-08-2(Hazardous Substances Data)

Usage

Uses

Propargyl chloroformate can be utilized as a linker for various screening applications.

InChI:InChI=1/C4H3ClO2/c1-2-3-7-4(5)6/h1H,3H2

Upstream product

• 75-44-5 phosgene 
• 107-19-7 propargyl alcohol 
• 109-89-7 diethylamine 
• 503-38-8 trichloromethyl chloroformate 
• 32315-10-9 bis(trichloromethyl) carbonate 

Downstream Products

• 265669-10-1 3-[4-(prop-2-ynyloxycarbonylamino)phenoxy]-1-(N-tert-butoxycarbonyl)isopropylaminopropan-2-ol 
• 123477-58-7 piperidine-1-carboxylic acid prop-2-ynyl ester 
• 484064-96-2 propargyl carbonate N-hydroxysuccinimide ester 
• 904704-08-1 3-[3-(2-methoxycarbonyl-2-prop-2-ynyloxycarbonylamino-ethyl)-phenyl]-2-prop-2-ynyloxycarbonylaminopropionic acid methyl ester 
• 918411-15-1 8-(2-methoxycarbonyl-ethyl)-5-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid prop-2-ynyl ester 
• 423754-94-3 (4-chloro-3-oxazolo[4,5,b]pyridin-2-yl-phenyl)-carbamic acid prop-2-ynyl ester 
• 139191-60-9 2-propargyloxycarbonyloxyethyl methacrylate 
• 1364322-20-2 prop-2-yn-1-yl 2-oxoazetidine-1-carboxylate 
• 1449483-29-7 28-O-acetyl-3-O'-propargyloxycarbonylbetulin 
• 1449483-16-2 28-O-propargyloxycarbonylbetulin 
• 1449483-20-8 3,28-O,O'-di(propargyloxycarbonyl)betulin 

Relevant articles and documents

Design and Catalyzed Activation of Tak-242 Prodrugs for Localized Inhibition of TLR4-Induced Inflammation

Tak-242 (resatorvid), a Toll-like Receptor 4 (TLR4) inhibitor, has been identified as a potent suppressor of innate inflammation. As a strategy to target Tak-242 to select tissue, four TLR4-inactive prodrugs were synthesized for activation via two different release mechanisms. Two nitrobenzyl Tak-242 prodrugs released the parent drug upon exposure to the exogenous enzyme nitroreductase, while the two propargyl prodrugs were converted to Tak-242 in the presence of Pd0.

Synthesis of Supramolecular Iridium Catalysts and Their Use in Enantioselective Visible-Light-Induced Reactions

Iridium complexes were prepared which are covalently linked via a bipyridine ligand to a chiral octahydro-1H-4,7-methanoisoindol-1-one skeleton. The skeleton allows for two-point hydrogen bonding to prochiral lactams, which can be processed in iridium-catalyzed photochemical reactions. Attempts to use the iridium complexes in reactions, which typically involve photoinduced electron transfer, failed to provide the desired enantioselectivity. If employed as triplet sensitizers the complexes showed an improved performance and moderate enantioselectivities (up to 29% ee) were achieved in a photochemical epoxide rearrangement.

Thiol-yne radical reaction mediated site-specific protein labeling via genetic incorporation of an alkynyl-l-lysine analogue

Three alkyne-containing pyrrolysine derivatives were synthesized and genetically encoded into proteins by a mutant PylRS-tRNA pair with high efficiencies. With these alkyne handles, site-specific dual labeling of proteins can be achieved via a bioorthogonal thiol-yne ligation reaction.