2-Benzylacryloyl chloride

Base Information

• Chemical Name: 2-Benzylacryloyl chloride
• CAS No.: 88320-94-9
• Molecular Formula: C10H9ClO
• Molecular Weight: 180.634
• DSSTox Substance ID: DTXSID301288806
• Mol file: 88320-94-9.mol

Synonyms:2-benzylacryloyl chloride;88320-94-9;SCHEMBL2589135;DTXSID301288806;I+/--Methylenebenzenepropanoyl chloride

Chemical Property of 2-Benzylacryloyl chloride

Chemical Property:

• PSA: 17.07000
• LogP: 2.55070
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 180.0341926
• Heavy Atom Count: 12
• Complexity: 180

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Benzylacryloyl chloride

There total 9 articles about 2-Benzylacryloyl 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%

2-Benzyl-2-propenoic acid (5669-19-2) → 2-benzylpropenoyl chloride (88320-94-9)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; for 1.5h;

DOI:10.1016/S0040-4039(03)01865-3

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + aqueous dimethylamine + 2-Benzyl-2-propenoic acid (5669-19-2) + 2-benzylmalonic acid (616-75-1) → 2-benzylpropenoyl chloride (88320-94-9)

Guidance literature:

With thionyl chloride; In water;

Reference yield:

2-benzylmalonic acid (616-75-1) → 2-benzylpropenoyl chloride (88320-94-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethyl amine / Reflux

2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 20 °C

With oxalyl dichloride; dimethyl amine; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1021/ol2006083

upstream raw materials:

2-Benzyl-2-propenoic acid

benzene

formaldehyd

2-benzylmalonic acid

Downstream raw materials:

2-benzyl-acrylic acid [(S)-1-ethoxycarbonyl-ethyl]ester

2-benzyl-2-{[hydroxy(phenyl)phosphinoyl]methyl}pent-4-enoic acid

allyl 2-benzylacrylate

C₁₉H₁₉NO