Ethyl 4-phenylbutanoate

Base Information

• Chemical Name: Ethyl 4-phenylbutanoate
• CAS No.: 10031-93-3
• Molecular Formula: C12H16 O2
• Molecular Weight: 192.258
• Hs Code.: 2916399090
• European Community (EC) Number: 600-062-4
• NSC Number: 163318
• UNII: BU9R7P5U55
• DSSTox Substance ID: DTXSID90143132
• Nikkaji Number: J81.451B
• Wikidata: Q27274890
• Metabolomics Workbench ID: 44991
• Mol file: 10031-93-3.mol

Synonyms:Ethyl 4-phenylbutanoate;10031-93-3;Ethyl 4-phenylbutyrate;Benzenebutanoic acid, ethyl ester;Ethyl 4-phenyl butyrate;Ethyl benzenebutanoate;Benzenebutanoic Acid Ethyl Ester;Ethyl gamma-phenylbutyrate;Butyric acid, 4-phenyl-, ethyl ester;FEMA No. 2453;UNII-BU9R7P5U55;BU9R7P5U55;4-phenylbutyric acid ethyl ester;4-phenyl-butyric acid ethyl ester;NSC-163318;AI3-34131;4-Phenylbutyric acid ethyl;Ethyl 4-phenylbutanoate #;Ethyl .gamma.-phenylbutyrate;SCHEMBL260297;FEMA 2453;DTXSID90143132;CHEBI:179907;AR3071;BBL104183;LMFA07010871;MFCD00026923;NSC163318;STL557997;AKOS005216724;ETHYL 4-PHENYLBUTYRATE [FHFI];CS-W010703;NSC 163318;AS-45517;E1027;FT-0636619;A18005;Q27274890

Chemical Property of Ethyl 4-phenylbutanoate

Chemical Property:

• Vapor Pressure: 0.00476mmHg at 25°C
• Refractive Index: 1.4910 to 1.4950
• Boiling Point: 276.6°Cat760mmHg
• Flash Point: 114.4°C
• PSA: 26.30000
• Density: 1.002g/cm³
• LogP: 2.57240
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 160

Purity/Quality:

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

Benzenebutanoic Acid Ethyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCCC1=CC=CC=C1
• Uses: Benzenebutanoic Acid Ethyl Ester is used in the synthesis of thiazolium salts with potent antimalarial activity. Also used in the preparation of novel lactate dehydrogenase A inhibitors. This compound is suitable for lactate dehydrogenase (LDH) related research.

Technology Process of Ethyl 4-phenylbutanoate

There total 72 articles about Ethyl 4-phenylbutanoate 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%

ethanol (64-17-5) + 4-Phenylbutyric acid (1821-12-1) → ethyl 4-phenylbutyrate (10031-93-3)

Guidance literature:

With thionyl chloride; for 4h; Heating;

DOI:10.1021/jm00047a006

Reference yield: 99.9%

ethyl 4-phenylbut-2-enoate (54966-42-6) → ethyl 4-phenylbutyrate (10031-93-3)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethyl acetate; at 20 ℃;

DOI:10.1021/ol2016675

Reference yield: 90.0%

iodobenzene (591-50-4) + ethyl 4-(iodozincio)butanoate (104089-17-0) → biphenyl (92-52-4,1594-86-1) + ethyl 4-phenylbutyrate (10031-93-3)

Guidance literature:

dichlorobis(tri-O-tolylphosphine)palladium; In N,N-dimethyl acetamide; benzene; at 60 ℃; for 1h; Product distribution; further catalysts and reaction time;

DOI:10.1016/S0040-4039(00)84147-7

upstream raw materials:

ethyl 3-benzoylpropanoate

ethanol

4-Phenylbutyric acid

2,2-diethoxy-5-phenyl-2,3-dihydro-furan

Downstream raw materials:

4-(4-propionyl-phenyl)-butyric acid ethyl ester

4-(4-acetylphenyl)butyric acid ethyl ester

phenethyl-oxalacetic acid diethyl ester

phenethyl-fumaric acid

Refernces

• 1、 Bertini, Vincenzo,Lucchesini, Francesco,Pocci, Marco,Alfei, Silvana,De Munno, Angela. "Reductive cleavage of 1,3-dithiane systems anchored on polymers useful for supported organic syntheses". . p. 1201 - 1203. Retrieved 2003.
• 2、 Kumar, Punit. "Synthesis of Substituted 1-Tetralones". . p. 477 - 480. Retrieved 1997.
• 3、 Kang,Hong,Cho,Koh. "Reductive decyanation of α-cyano and α-alkoxycarbonyl substituted nitriles promoted by samarium(II) iodide". . p. 7661 - 7664. Retrieved 1995.
• 4、 Liu. "". . p. 3209. Retrieved 1977.
• 5、 Kurono, Nobuhito,Inoue, Tomio,Tokuda, Masao. "Facile preparation of organozinc bromides using electrogenerated highly reactive zinc and its use in cross-coupling reaction". . p. 11125 - 11131. Retrieved 2005.
• 6、 Jumbam, Ndze D.,Maganga, Yamkela,Masamba, Wayiza,Mbunye, Nomthandazo I.,Mgoqi, Esethu,Mtwa, Sphumusa. "Unprecedented alkylation of carboxylic acids by boron trifluoride etherate". . p. 387 - 392. Retrieved 2018.
• 7、 Giedyk, Maciej,Goliszewska, Katarzyna,ó Proinsias, Keith,Gryko, Dorota. "Cobalt(i)-catalysed CH-alkylation of terminal olefins, and beyond". . p. 1389 - 1392. Retrieved 2016.
• 8、 Zelechonok, Yury,Silverman, Richard B.. "Mechanism for the Reaction of Tributyltin Radicals with Aldehydes". . p. 5785 - 5787. Retrieved 1992.
• 9、 Rhee et al.. "". . p. 361,367. Retrieved 1967.
• 10、 Wang, Sheow-Fong,Chuang, Che-Ping,Lee, Wan-Hua. "Free radical reaction of ω-allylsulfonylalkyl substituted aromatic derivatives". . p. 6109 - 6118. Retrieved 1999.