4-Phenoxybutyric acid

Base Information

• Chemical Name: 4-Phenoxybutyric acid
• CAS No.: 6303-58-8
• Molecular Formula: C10H12O3
• Molecular Weight: 180.203
• Hs Code.: 2918990090
• European Community (EC) Number: 228-603-6
• NSC Number: 64178,43294
• UNII: H3M2MNV85P
• DSSTox Substance ID: DTXSID40959508
• Nikkaji Number: J81.184J
• Wikidata: Q82940292
• ChEMBL ID: CHEMBL190723
• Mol file: 6303-58-8.mol

Synonyms:4-Phenoxybutanoic acid;4-PHENOXYBUTYRIC ACID;6303-58-8;Butanoic acid, 4-phenoxy-;Butyric acid, 4-phenoxy-;4-Phenoxy-butyric acid;gamma-Phenoxybutyric acid;4-phenoxy-n-butyric acid;4-phenoxy-butanoic acid;Butanoic acid, phenoxy-;EINECS 228-603-6;NSC 43294;NSC 64178;.gamma.-Phenoxybutyric acid;BRN 1640610;CHEMBL190723;MFCD00042656;NSC-43294;NSC-64178;38669-42-0;4-06-00-00645 (Beilstein Handbook Reference);4-(phenoxy)butanoic acid;4-Phenoxybutanoic acid #;4-phenoxy-1-butanoic acid;H3M2MNV85P;SCHEMBL295889;YKYVPFIBWVQZCE-UHFFFAOYSA-;DTXSID40959508;NSC43294;NSC64178;STR05150;BDBM50168284;STK946131;AKOS000104436;2-[(Furan-2-carbonyl)amino]pentanoicacid;LS-48143;4-Phenoxybutyric acid, >=98.0% (HPLC);BB 0218432;CS-0204225;FT-0619371;P1285;EN300-21410;D78433;A834168;W-104938;F3095-3195;Z104496174

Chemical Property of 4-Phenoxybutyric acid

Chemical Property:

• Vapor Pressure: 1.74E-05mmHg at 25°C
• Melting Point: 63-65 °C
• Refractive Index: 1.526
• Boiling Point: 349.6 °C at 760 mmHg
• PKA: 4.56±0.10(Predicted)
• Flash Point: 140.5 °C
• PSA: 46.53000
• Density: 1.143 g/cm³
• LogP: 1.93020
• Solubility.: ethanol: 0.1 g/mL, clear
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 150

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-PhenoxybutanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 4-Phenoxybutyric acid

There total 31 articles about 4-Phenoxybutyric 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: 95.0%

carbon dioxide (124-38-9,18923-20-1) + allyl phenyl ether (1746-13-0) → 4-phenyloxybutanoic acid (6303-58-8)

Guidance literature:

allyl phenyl ether; With 9-borabicyclo[3.3.1]nonane dimer; In 2-methyltetrahydrofuran; at 70 ℃; for 24h; Sealed tube;

carbon dioxide; With copper(l) iodide; cesium fluoride; sodium t-butanolate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; In 2-methyltetrahydrofuran; at 120 ℃; for 24h; regioselective reaction; Sealed tube;

DOI:10.1002/cssc.201903224

Reference yield: 92.0%

5-phenoxypentane-1,2-diol → 4-phenyloxybutanoic acid (6303-58-8)

Guidance literature:

With oxygen; sodium methylate; silver trifluoromethanesulfonate; In tetrahydrofuran; methanol; at 37 ℃; for 6h; under 760.051 Torr; Reagent/catalyst; Solvent; Temperature; Catalytic behavior; Sealed tube;

DOI:10.1002/anie.201711531

Reference yield: 86.0%

methyl 2-methyl-3-phenoxybutanoate (21273-27-8) → 4-phenyloxybutanoic acid (6303-58-8)

Guidance literature:

With sodium hydroxide; for 1h; Reflux;

DOI:10.1002/anie.201912489

upstream raw materials:

4-phenoxybutyronitrile

4-(4-nitrophenoxy)butanoic acid

sodium phenoxide

diethyl 2-phenoxyethyl-propanedioate

Downstream raw materials:

4-phenoxybutan-1-ol

Hydroxy-butyl-cyclohexyl-ether

4-bromophenyl butyl ether

4-Phenoxy-butyl-trimethylsilylaether

Refernces

• 1、 Gao, Cheng-Long,Hou, Gui-Ge,Liu, Jin,Ru, Tong,Xu, Ya-Zhou,Zhao, Shun-Yi,Ye, Hui,Zhang, Lu-Yong,Chen, Kai-Xian,Guo, Yue-Wei,Pang, Tao,Li, Xu-Wen. "Synthesis and Target Identification of Benzoxepane Derivatives as Potential Anti-Neuroinflammatory Agents for Ischemic Stroke". supporting information. p. 2429 - 2439. Retrieved 2020/01/03.
• 2、 Bellotti, Peter,Glorius, Frank,Patra, Tuhin,Strieth-Kalthoff, Felix. "Photosensitized Intermolecular Carboimination of Alkenes through the Persistent Radical Effect". supporting information. p. 3172 - 3177. Retrieved 2020/02/05.