3-Oxo-2-phenylprop-2-enoyl chloride

Base Information

• Chemical Name: 3-Oxo-2-phenylprop-2-enoyl chloride
• CAS No.: 17118-70-6
• Molecular Formula: C9H5ClO2
• Molecular Weight: 180.59
• DSSTox Substance ID: DTXSID10444653
• Nikkaji Number: J266.805J
• Mol file: 17118-70-6.mol

Synonyms:3-oxo-2-phenylprop-2-enoyl chloride;17118-70-6;2-Phenyl-3-oxoacrylic acid chloride;Phenyl(chloroformyl)ketene;chlorocarbonyl phenyl ketene;phenyl chlorocarbonyl ketene;SCHEMBL9343793;DTXSID10444653;ZEHCNHDIBSTCCY-UHFFFAOYSA-N;alpha-carbonyl-phenylacetyl chloride;3-oxo-2-phenylprop-2-enoylchloride;EN300-768781

Chemical Property of 3-Oxo-2-phenylprop-2-enoyl chloride

Chemical Property:

• PSA: 34.14000
• LogP: 1.66700
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 179.9978071
• Heavy Atom Count: 12
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

(CHLOROCARBONYL)PHENYLKETENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=C=O)C(=O)Cl

Technology Process of 3-Oxo-2-phenylprop-2-enoyl chloride

There total 5 articles about 3-Oxo-2-phenylprop-2-enoyl chloride 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: 70.0%

phenylmalonic acid (2613-89-0) → (chlorocarbonyl)phenyl ketene (17118-70-6) + 2-Phenyl-propanedioyl dichloride (37818-48-7)

Guidance literature:

at 60 ℃; for 4h;

Reference yield:

phenylmalonic acid (2613-89-0) → (chlorocarbonyl)phenyl ketene (17118-70-6) + 2-Phenyl-propanedioyl dichloride (37818-48-7)

Guidance literature:

With thionyl chloride; for 48h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Heating;

DOI:10.1021/ja973242g

Reference yield:

phenylmalonic acid (2613-89-0) → (chlorocarbonyl)phenyl ketene (17118-70-6)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / toluene / 24 h

2: Heating

With thionyl chloride; In toluene; 1: Chlorination / 2: Dehydrochlorination;

DOI:10.1080/00397910008086875

upstream raw materials:

phenylmalonic acid

chlorocarbonyl-phenyl-acetic acid

Downstream raw materials:

2-(4-chloro-phenyl)-4,6-dioxo-3,5-diphenyl-5,6-dihydro-4H-[1,3]thiazinium betaine

3-methyl-2-(N-methyl-anilino)-4,6-dioxo-5-phenyl-5,6-dihydro-4H-[1,3]thiazinium betaine

2-(N-methyl-anilino)-4,6-dioxo-3,5-diphenyl-5,6-dihydro-4H-[1,3]thiazinium betaine

2,2-tetramethylene-5-oxo-4-phenyl-2,5-dihydroisoxazol-2-ium-3-olate