2-Butyn-1-yl chloroformate

Base Information

• Chemical Name: 2-Butyn-1-yl chloroformate
• CAS No.: 202591-85-3
• Molecular Formula: C5H5 Cl O2
• Molecular Weight: 132.546
• Hs Code.: 2915900090
• European Community (EC) Number: 623-662-8
• DSSTox Substance ID: DTXSID70399690
• Wikidata: Q82202379
• Mol file: 202591-85-3.mol

Synonyms:2-Butyn-1-yl chloroformate;202591-85-3;But-2-yn-1-yl carbonochloridate;but-2-ynyl carbonochloridate;Carbonochloridic acid, 2-butyn-1-yl ester;But-2-ynyl Chloroformate;2-BUTYN-1-YL CHLOROFORMATE, 98%;SCHEMBL649854;DTXSID70399690;BUT-2-YN-1-YL CHLOROFORMATE;AKOS016009148;A879751;J-013156

Chemical Property of 2-Butyn-1-yl chloroformate

Chemical Property:

• Vapor Pressure: 4.22mmHg at 25°C
• Refractive Index: n20/D 1.452(lit.)
• Boiling Point: 156 °C(lit.)
• Flash Point: 140 °F
• PSA: 26.30000
• Density: 1.169 g/mL at 25 °C(lit.)
• LogP: 1.38510
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 131.9978071
• Heavy Atom Count: 8
• Complexity: 139

Purity/Quality:

97% ^*data from raw suppliers

2-BUTYN-1-YL CHLOROFORMATE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC#CCOC(=O)Cl

Technology Process of 2-Butyn-1-yl chloroformate

There total 2 articles about 2-Butyn-1-yl chloroformate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

phosgene (75-44-5) + methyl propargyl alcohol (764-01-2) → but-2-ynyl-1-oxycarbonyl chloride (202591-85-3)

Guidance literature:

With N,N-dimethyl-aniline; In ethyl acetate; toluene; for 1h;

DOI:10.1021/jm00020a012

Reference yield:

methyl propargyl alcohol (764-01-2) + bis(trichloromethyl) carbonate (32315-10-9) → but-2-ynyl-1-oxycarbonyl chloride (202591-85-3)

Guidance literature:

In diethyl ether; for 12h;

DOI:10.1016/j.tet.2007.06.066

Reference yield: 93.0%

6-[({[(Z)-(4-methyl-1,2,5-thiadiazol-3-yl)(phenyl)methylene]amino}oxy)-methyl]pyridin-2-amine (1229214-49-6) + but-2-ynyl-1-oxycarbonyl chloride (202591-85-3) → but-2-yn-1-yl {6-[({[(Z)-(4-methyl-1,2,5-thiadiazol-3-yl)(phenyl)methylidene]-amino}oxy)methyl]pyridin-2-yl}carbamate (1229213-51-7)

Guidance literature:

With pyridine; In 1,4-dioxane; at 20 ℃; for 18h;

upstream raw materials:

phosgene

methyl propargyl alcohol

bis(trichloromethyl) carbonate

Downstream raw materials:

but-2-ynyl-N-phenylcarbamate

(4-chloro-3-(5-chloro-benzothiazol-2-yl)-phenyl)-carbamic acid but-2-ynyl ester

but-2-yn-1-yl {6-[({[(Z)-(4-methyl-1,2,5-thiadiazol-3-yl)(phenyl)methylidene]-amino}oxy)methyl]pyridin-2-yl}carbamate

Refernces

• 1、 Vigroux, Alain,Bergon, Michel,Zedde, Chantal. "Cyclization-Activated Prodrugs: N-(Substituted 2-hydroxyphenyl and 2-hydroxypropyl)carbamates Based on Ring-Opened Derivatives of Active Benzoxazolones and Oxazolidinones as Mutual Prodrugs of Acetaminophen". . p. 3983 - 3994. Retrieved 2007/10/03.