4-Vinylbenzoyl chloride

Base Information

• Chemical Name: 4-Vinylbenzoyl chloride
• CAS No.: 1565-41-9
• Molecular Formula: C9H7ClO
• Molecular Weight: 166.607
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID10453366
• Nikkaji Number: J662.637H
• Wikidata: Q82274490
• Mol file: 1565-41-9.mol

Synonyms:4-Vinylbenzoyl chloride;1565-41-9;4-ethenylbenzoyl Chloride;p-vinylbenzoyl chloride;4-vinyl benzoyl chloride;4-vinylbenzoylchloride;p-vinyl benzoyl chloride;para-vinyl benzoyl chloride;4-vinylbenzoic acid chloride;p-vinyl benzoic acid chloride;SCHEMBL362842;DTXSID10453366;DGZXVEAMYQEFHB-UHFFFAOYSA-N;Benzoyl chloride, 4-ethenyl- (9CI);A906565

Chemical Property of 4-Vinylbenzoyl chloride

Chemical Property:

• Boiling Point: 78-81 °C(Press: 0.25 Torr)
• PSA: 17.07000
• Density: 1.174±0.06 g/cm3(Predicted)
• LogP: 2.70860
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 166.0185425
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

95% ^*data from raw suppliers

4-EthenylbenzoylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1=CC=C(C=C1)C(=O)Cl

Technology Process of 4-Vinylbenzoyl chloride

There total 10 articles about 4-Vinylbenzoyl 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: 100.0%

4-ethenylbenzoic acid (1075-49-6) → p-vinylbenzoyl chloride (1565-41-9)

Guidance literature:

With oxalyl dichloride; In chloroform; N,N-dimethyl-formamide; for 5h; Reflux;

DOI:10.1021/ma400590q

Reference yield: 81.0%

4-t-butyloxycarbonylstyrene (84740-98-7) → p-vinylbenzoyl chloride (1565-41-9)

Guidance literature:

With phosphorus trichloride; In acetonitrile; at 80 ℃; for 3h; Schlenk technique;

DOI:10.1177/1747519819898142

Reference yield:

1-bromo-4-ethenyl-benzene (2039-82-9) + butyryl chloride (141-75-3) → p-vinylbenzoyl chloride (1565-41-9)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 100 ℃; for 16h; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.202005891

upstream raw materials:

4-ethenylbenzoic acid

4-bromomethylbenzoic Acid

4-vinylbenzyl chloride

oxalyl dichloride

Downstream raw materials:

3-(p-vinylphenyl)-3-oxopropanenitrile

C₁₆H₁₁NO₂S

C₂₄H₅₂O₇P₂Si₅

N,N-diisopropyl-4-vinylbenzamide

Refernces

• 1、 Cassano, Roberta,Trombino, Sonia,Bloise, Ermelinda,Muzzalupo, Rita,Iemma, Francesca,Chidichimo, Giuseppe,Picci, Nevio. "New broom fiber (Spartium junceum L.) derivatives: Preparation and characterization". . p. 9489 - 9495. Retrieved 2007.
• 2、 Pei, Chunzhe,Zong, Jiarui,Li, Bin,Wang, Baiquan. "Ni-Catalyzed Direct Carboxylation of Aryl C?H Bonds in Benzamides with CO2". supporting information. p. 493 - 499. Retrieved 2021/12/08.
• 3、 Berger, Martin,Kaiser, Daniel,Maulide, Nuno,Spie?, Philipp. "Direct Synthesis of Enamides via Electrophilic Activation of Amides". supporting information. p. 10524 - 10529. Retrieved 2021/07/28.