4-(2-chlorophenyl)butanoic Acid

Base Information

• Chemical Name: 4-(2-chlorophenyl)butanoic Acid
• CAS No.: 68449-31-0
• Molecular Formula: C₁₀H₁₁ClO₂
• Molecular Weight: 198.649
• European Community (EC) Number: 858-893-5
• DSSTox Substance ID: DTXSID001304906
• Mol file: 68449-31-0.mol

Synonyms:4-(2-chlorophenyl)butanoic Acid;68449-31-0;4-(2-CHLORO-PHENYL)-BUTYRIC ACID;2-Chlorobenzenebutanoic acid;2-Chloro-benzenebutanoic acid;MFCD00624878;2-Chloro-benzenebutanoicacid;SCHEMBL2316238;JNJQMOCBSVJQSM-UHFFFAOYSA-N;DTXSID001304906;AKOS013529304;NS-02013;CS-0031171;E80302;EN300-132836;Z1209411177

Chemical Property of 4-(2-chlorophenyl)butanoic Acid

Chemical Property:

• PSA: 37.30000
• LogP: 2.74730
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 198.0447573
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

98% ^*data from raw suppliers

4-(2-chlorophenyl)butanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-(2-chlorophenyl)butanoic Acid

There total 8 articles about 4-(2-chlorophenyl)butanoic Acid 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:

1-Chloro-2-(2-propenyl)benzene (1587-07-1) + benzene-1,3,5-triyl triformate → 2-chlorophenylbutyric acid (188014-56-4) + 3-(2-chlorophenyl)-2-methylpropanoic acid (880653-63-4) + 4-(2-chlorophenyl)butanoic acid (68449-31-0)

Guidance literature:

With formic acid; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; at 100 ℃; Overall yield = 78 %; Overall yield = 59.3 mg; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.9b02047

Reference yield:

4-(2-chlorophenyl)but-3-enoic acid → 4-(2-chlorophenyl)butanoic acid (68449-31-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1002/anie.201303527

Reference yield:

2-Chlorobenzeneboronic acid (3900-89-8) → 4-(2-chlorophenyl)butanoic acid (68449-31-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; palladium diacetate / toluene / 3 h / 90 °C / Inert atmosphere

2: formic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)] / tetrahydrofuran / 100 °C / Inert atmosphere; Sealed tube

With formic acid; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; palladium diacetate; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; toluene; 1: |Suzuki Coupling;

DOI:10.1021/acs.orglett.9b02047

upstream raw materials:

1-chloro-2-(3-chloro-propyl)-benzene

sodium cyanide

carbon dioxide

1-chloro-2-(3-bromopropyl)benzene

Downstream raw materials:

5-chloro-3,4-dihydro-1(2H)-naphthalenone

5-chloro-1-(2-methoxy-phenyl)-1,2,3,4-tetrahydro-[1]naphthol

8-chloro-4-o-tolyl-1,2-dihydro-naphthalene

1-chloro-5-o-tolyl-naphthalene