2-Propynoyl chloride, 3-cyclopropyl- (9CI)

Base Information

• Chemical Name: 2-Propynoyl chloride, 3-cyclopropyl- (9CI)
• CAS No.: 268542-56-9
• Molecular Formula: C₆H₅ClO
• Molecular Weight: 128.558
• Mol file: 268542-56-9.mol

Synonyms:2-Propynoyl chloride, 3-cyclopropyl- (9CI)

Chemical Property of 2-Propynoyl chloride, 3-cyclopropyl- (9CI)

Chemical Property:

• Boiling Point: 56.5 °C (6.90055 mmHg)
• PSA: 17.07000
• LogP: 1.16520

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Propynoyl chloride, 3-cyclopropyl- (9CI)

There total 3 articles about 2-Propynoyl chloride, 3-cyclopropyl- (9CI) 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: 76.0%

3‐cyclopropyl‐2‐propynoic acid (7358-93-2) → cyclopropyl-propynoyl chloride (268542-56-9)

Guidance literature:

With phosphorus pentachloride; In tetrachloromethane;

DOI:10.1002/(SICI)1521-3765(20000403)6:7<1224::AID-CHEM1224<3.3.CO;2-8

Reference yield:

Cyclopropylacetylene (6746-94-7) → cyclopropyl-propynoyl chloride (268542-56-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -80 °C

1.2: 82 percent / hexane; tetrahydrofuran / -80 - 20 °C

2.1: 86 percent / aq. NaOH / ethanol / 1.5 h

3.1: 76 percent / PCl₅ / CCl₄

With sodium hydroxide; n-butyllithium; phosphorus pentachloride; In tetrahydrofuran; tetrachloromethane; ethanol; hexane; 1.1: Metallation / 1.2: Substitution / 2.1: Hydrolysis / 3.1: Substitution;

DOI:10.1002/(SICI)1521-3765(20000403)6:7<1224::AID-CHEM1224<3.3.CO;2-8

Reference yield:

3-Cyclopropyl-2-propinsaeure-methylester (80866-48-4) → cyclopropyl-propynoyl chloride (268542-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / aq. NaOH / ethanol / 1.5 h

2: 76 percent / PCl₅ / CCl₄

With sodium hydroxide; phosphorus pentachloride; In tetrachloromethane; ethanol; 1: Hydrolysis / 2: Substitution;

DOI:10.1002/(SICI)1521-3765(20000403)6:7<1224::AID-CHEM1224<3.3.CO;2-8

upstream raw materials:

3‐cyclopropyl‐2‐propynoic acid

Cyclopropylacetylene

3-Cyclopropyl-2-propinsaeure-methylester

Refernces

• 1、 Herges, Rainer,Geuenich, Daniel,Bucher, Goetz,Toenshoff, Christina. "Ethynylogization of a coarctate fragmentation". . p. 1224 - 1228. Retrieved 2007/10/03.