3-Phenoxypropionyl chloride

Base Information

• Chemical Name: 3-Phenoxypropionyl chloride
• CAS No.: 28317-96-6
• Molecular Formula: C9H9 Cl O2
• Molecular Weight: 184.622
• Hs Code.: 2918990090
• European Community (EC) Number: 248-961-7
• DSSTox Substance ID: DTXSID50182562
• Nikkaji Number: J250.696C
• Wikidata: Q83053273
• Mol file: 28317-96-6.mol

Synonyms:3-phenoxypropanoyl chloride;3-Phenoxypropionyl chloride;28317-96-6;Phenoxypropionyl chloride;EINECS 248-961-7;Propanoyl chloride, 3-phenoxy-;3-phenoxypropanoylchloride;SCHEMBL1308374;DTXSID50182562;MFCD11169653;EN300-225949

Chemical Property of 3-Phenoxypropionyl chloride

Chemical Property:

• Vapor Pressure: 0.00705mmHg at 25°C
• Boiling Point: 269.9°Cat760mmHg
• Flash Point: 100.6°C
• PSA: 26.30000
• Density: 1.191g/cm³
• LogP: 2.22090
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 184.0291072
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

3-phenoxypropanoylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Phenoxypropionyl chloride

There total 6 articles about 3-Phenoxypropionyl 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: 97.0%

3-phenoxypropanoic acid (7170-38-9) → 3-phenoxypropyonic chloride (28317-96-6)

Guidance literature:

With thionyl chloride; at 20 ℃; for 3h;

DOI:10.1021/acs.inorgchem.5b01317

Reference yield:

phenol (108-95-2,27073-41-2) → 3-phenoxypropyonic chloride (28317-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / ethanol / 24 h / Heating

2: SOCl₂ / 1 h / Heating

With sodium hydroxide; thionyl chloride; In ethanol;

DOI:10.1021/jm00037a023

Reference yield:

phenol (108-95-2,27073-41-2) → 3-phenoxypropyonic chloride (28317-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere

2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

With oxalyl dichloride; caesium carbonate; N,N-dimethyl-formamide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acs.orglett.5b02851

upstream raw materials:

3-phenoxypropanoic acid

phenol

3-phenoxypropionic acid ethyl ester

3-phenoxypropionitrile

Downstream raw materials:

1-Chloro-4-phenoxy-2-butanon

S-tetr.-Butyl-3-(phenoxy)thiopropionat

2,3-dihydro-4H-1-benzopyran-4-one

Refernces

• 1、 Chandrabalan, Arundhasa,McPhillie, Martin J.,Morice, Alyn H.,Boa, Andrew N.,Sadofsky, Laura R.. "N-Cinnamoylanthranilates as human TRPA1 modulators: Structure-activity relationships and channel binding sites". supporting information. p. 141 - 156. Retrieved 2019/03/17.
• 2、 Motiwala, Hashim F.,Vekariya, Rakesh H.,Aubé, Jeffrey. "Intramolecular Friedel-Crafts Acylation Reaction Promoted by 1,1,1,3,3,3-Hexafluoro-2-propanol". supporting information. p. 5484 - 5487. Retrieved 2015/11/18.