2-PROPYNOYL CHLORIDE,3-PHENYL-

Base Information

• Chemical Name: 2-PROPYNOYL CHLORIDE,3-PHENYL-
• CAS No.: 7299-58-3
• Molecular Formula: C9H5ClO
• Molecular Weight: 164.591
• Mol file: 7299-58-3.mol

Synonyms:3-phenylpropynoic acid chloride;3-phenylpropioloyl chloride;2-Propynoyl chloride,3-phenyl;phenylpropargyl acid chloride;phenylpropiolic acid chloride;Propanoyl chloride,phenyl;3-Phenyl-2-propynoyl chloride;Ph-C#C-COCl;phenylacetylenecarboxyl chloride;

Chemical Property of 2-PROPYNOYL CHLORIDE,3-PHENYL-

Chemical Property:

• PSA: 17.07000
• LogP: 1.80350

Purity/Quality:

95% ^*data from raw suppliers

2-PROPYNOYLCHLORIDE,3-PHENYL- 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-PROPYNOYL CHLORIDE,3-PHENYL-

There total 10 articles about 2-PROPYNOYL CHLORIDE,3-PHENYL- 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:

phenylpropynoic acid ethyl ester (2216-94-6) → phenylpropiolyl chloride (7299-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / 0.24 N aq. NaOH / ethanol / 1.5 h

2: thionyl chloride / 16 h

With sodium hydroxide; thionyl chloride; In ethanol;

DOI:10.1021/jo00392a031

Reference yield:

phenylacetylene (536-74-3) → phenylpropiolyl chloride (7299-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: hexane; tetrahydrofuran / cooling

2.1: SOCl₂ / DMF / CHCl₃ / 1 h / 25 °C

With n-butyllithium; thionyl chloride; N,N-dimethyl-formamide; In tetrahydrofuran; hexane; chloroform;

DOI:10.1248/cpb.54.1686

Reference yield:

3,3,3-triethoxy-1-phenyl-1-propyne (79023-44-2) → phenylpropiolyl chloride (7299-58-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1 N aq. HCl / CH₂Cl₂

2: 84 percent / 0.24 N aq. NaOH / ethanol / 1.5 h

3: thionyl chloride / 16 h

With hydrogenchloride; sodium hydroxide; thionyl chloride; In ethanol; dichloromethane;

DOI:10.1021/jo00392a031

upstream raw materials:

thionyl chloride

phenylpropyolic acid

phosphorus pentachloride

phenylpropiolic acid sodium salt

Downstream raw materials:

Tris(phenylethynyl)methyl alcohol

1-(2-methoxy-5-methyl-phenyl)-3-phenyl-propynone

4-methylphenyl 3-phenylpropiolate

1-(3,4-dimethoxyphenyl)-3-phenylprop-2-yn-1-one

Refernces

• 1、 Hapke, Marko,Kral, Karolin,Spannenberg, Anke. "On the synthesis of arylpropiolic acids and investigations towards the formation of vinyl chlorides by HCl addition during esterification reactions". . p. 642 - 652. Retrieved 2011/04/15.
• 2、 Alan Aitken,Bibby, Michael C.,Cooper, Patricia A.,Double, John A.,Laws, Andrea L.,Ritchie, Robert B.,Wilson, David W.J.. "Synthesis and antitumour activity of new derivatives of flavone-8-acetic acid (FAA). Part 4: Variation of the basic structure". . p. 181 - 188. Retrieved 2007/10/03.