Xenbucin

Base Information

• Chemical Name: Xenbucin
• CAS No.: 959-10-4
• Molecular Formula: C16H16O2
• Molecular Weight: 240.302
• Hs Code.: 2916399090
• European Community (EC) Number: 213-492-9
• NSC Number: 16316
• UNII: R3U09W4H4I
• DSSTox Substance ID: DTXSID80862486
• Nikkaji Number: J7.192G
• Wikidata: Q27287758
• NCI Thesaurus Code: C66663
• ChEMBL ID: CHEMBL2105601
• Mol file: 959-10-4.mol

Synonyms:Xenbucin;Liosol;959-10-4;2-(4-phenylphenyl)butanoic acid;2-(4-Biphenylyl)butyric acid;Liposana;Maggioni 1559;Ethyl-p-xenylacetic acid;M.G. 1559;Xenbucina [DCIT];4-Biphenylylethylacetic acid;4-Diphenylylethylacetic acid;2-(p-Biphenylyl)butyric acid;2-(p-Biphenylyl)butanoic acid;Xenbucinum;Xenbucina;Xenbucine;Xenbucino;Lisol;Xenbucin [USAN:INN];Xenbucine [INN-French];Xenbucinum [INN-Latin];Xenbucino [INN-Spanish];BUTYRIC ACID, 2-(4-BIPHENYLYL)-;alpha-(p-Xenyl)butyric acid;.alpha.-(p-Xenyl)butyric acid;alpha-(4-Biphenylyl)butyric acid;alpha-(4-Diphenylyl)butyric acid;EINECS 213-492-9;NSC 16316;NSC-16316;W 1760;(1',1'-Biphenyl)-4-butanoic acid;alpha-Ethyl-p-phenyl-alpha-toluic acid;4-Biphenylacetic acid, .alpha.-ethyl-;MAGGIONI-1559;MG 1559;arcaterol;BRN 3294506;liofene;UNII-R3U09W4H4I;(+-)-alpha-Ethyl-4-biphenylacetic acid;(4-diphenylyl)ethylacetic acid;R3U09W4H4I;alpha-Ethyl-(1,1'-biphenyl)-4-acetic acid;Acido alpha-(4-difenilil)butirrico [Italian];Acido alpha-(4-difenilil)butirrico;Xenbucin (USAN);4-Biphenylacetic acid, alpha-ethyl-;MG-1559;XENBUCIN [USAN];[1,1'-Biphenyl]-4-acetic acid, alpha-ethyl-;W-1760;4-09-00-02558 (Beilstein Handbook Reference);(1,1'-Biphenyl)-4-acetic acid, alpha-ethyl-, (+-)-;[1',1'-Biphenyl]-4-butanoic acid;alpha-ethyl-[1,1'-biphenyl]-4-acetic acid;(1,1'-Biphenyl)-4-acetic acid, alpha-ethyl-;[1,1'-Biphenyl]-4-acetic acid, .alpha.-ethyl-;(1,1'-BIPHENYL)-4-ACETIC ACID, .ALPHA.-ETHYL-;Xenbufin;XENBUFICIN;Lisol (TN);XENBUCIN [INN];XENBUCIN [MI];[1, .alpha.-ethyl-;XENBUCIN [MART.];WLN: QVY2&R DR;SCHEMBL24134;2-(4-Biphenyl)butyric acid;CHEMBL2105601;2-(4-Biphenylyl)-butanoic acid;DTXSID80862486;CHEBI:134976;NSC16316;.alpha.-(4-Biphenylyl)butyric acid;.alpha.-(4-Diphenylyl)butyric acid;.alpha.-Ethyl-4-biphenylacetic acid;AKOS014791389;2-[1,1'-biphenyl]-4-ylbutanoic acid;LS-47866;2-([1,1'-Biphenyl]-4-yl)butanoic acid;(+-)-.alpha.-Ethyl-4-biphenylacetic acid;.alpha.-Ethyl-p-phenyl-.alpha.-toluic acid;D06337;EN300-1868509;(+-)-.alpha.-Ethyl-[1,1'-biphenyl]-4-acetic acid;Q27287758

Chemical Property of Xenbucin

Chemical Property:

• Vapor Pressure: 4.03E-07mmHg at 25°C
• Melting Point: 123-125°
• Boiling Point: 400.1°C at 760 mmHg
• Flash Point: 296.9°C
• PSA: 37.30000
• Density: 1.112g/cm³
• LogP: 3.93180
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 240.115029749
• Heavy Atom Count: 18
• Complexity: 260

Purity/Quality:

99% ^*data from raw suppliers

2-[1,1'-BIPHENYL]-4-YLBUTANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C1=CC=C(C=C1)C2=CC=CC=C2)C(=O)O

Technology Process of Xenbucin

There total 19 articles about Xenbucin 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: 58.0%

4-allylbiphenyl (20120-35-8) + benzene-1,3,5-triyl triformate → 2-([1,1'-biphenyl]-4-yl)butanoic acid (959-10-4)

Guidance literature:

With formic acid; palladium diacetate; triphenylphosphine; In toluene; at 100 ℃; for 20h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.9b02047

Reference yield: 50.0%

ethyl 2-(p-toluenesulfonyl)-2-(4-biphenylyl)butanoate (447465-08-9) → 2-([1,1'-biphenyl]-4-yl)butanoic acid (959-10-4)

Guidance literature:

ethyl 2-(p-toluenesulfonyl)-2-(4-biphenylyl)butanoate; With magnesium; mercury dichloride; In methanol; at 20 ℃; for 24h;

With potassium hydroxide; In methanol; at 20 ℃; for 24h; Further stages.;

DOI:10.1021/jo025620s

Reference yield: 41.0%

→ 2-([1,1'-biphenyl]-4-yl)butanoic acid (959-10-4)

Guidance literature:

upstream raw materials:

2-biphenyl-4-yl-2-hydroxy-butyric acid

carbon dioxide

1-p-biphenylyl-3-chloropropane

methyl 2-p-biphenylylbutanoate

Downstream raw materials:

2-biphenyl-4-yl-butyryl chloride

Refernces

• 1、 Costa, Ana,Najera, Carmen,Sansano, Jose M.. "Synthetic applications of o- and p-halobenzyl sulfones as zwitterionic synthons: Preparation of Ortho-substituted cinnamates and biarylacetic acids". . p. 5216 - 5225. Retrieved 2007/10/03.
• 2、 Grovenstein, Erling,Lu, Pang-Chia. "Carbanions. 21. Reactions of 2- and 3-p-Biphenylylalkyl Chlorides with Alkali Metals. Preparation of Labile Spiro Anions". . p. 2928 - 2939. Retrieved 2007/10/02.