4-Butylbenzoic acid

Base Information

• Chemical Name: 4-Butylbenzoic acid
• CAS No.: 20651-71-2
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• Hs Code.: 29163990
• European Community (EC) Number: 243-940-9
• DSSTox Substance ID: DTXSID8066638
• Nikkaji Number: J150.373A
• Wikidata: Q72514039
• ChEMBL ID: CHEMBL116157
• Mol file: 20651-71-2.mol

Synonyms:4-Butylbenzoic acid;20651-71-2;4-n-Butylbenzoic acid;Benzoic acid, 4-butyl-;4-Butyl-benzoic acid;p-n-Butylbenzoic acid;4-n-butyl benzoic acid;p-Butylbenzoic acid;25651-71-2;EINECS 243-940-9;MFCD00002571;p-Butyl benzoic acid;p-n-butyl benzoic acid;4-Butylbenzoic acid, 99%;SCHEMBL181230;CHEMBL116157;DTXSID8066638;STL197591;AKOS000200682;CS-W017317;NCGC00339428-01;AC-18363;SY033870;TS-00187;AM20030315;B0241;FT-0617944;FT-0695636;EN300-14998;AB01109231-03;W-107603;Z57169481

Chemical Property of 4-Butylbenzoic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.000507mmHg at 25°C
• Melting Point: 100-113 °C(lit.)
• Refractive Index: 1.5201 (estimate)
• Boiling Point: 300.2 °C at 760 mmHg
• PKA: 4.36±0.10(Predicted)
• Flash Point: 141.6 °C
• PSA: 37.30000
• Density: 1.062 g/cm³
• LogP: 2.72740
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 148.2mg/L(temperature not stated)
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

4-Butylbenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 22-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=CC=C(C=C1)C(=O)O
• Uses: Intermediates of Liquid Crystals

Technology Process of 4-Butylbenzoic acid

There total 30 articles about 4-Butylbenzoic 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: 96.0%

carbon dioxide (124-38-9,18923-20-1) + 4-butyliodobenzene (20651-67-6) → 4-butyl benzoic acid (20651-71-2)

Guidance literature:

With 3,4-benzo-1,1,2,2-tetraethyl-1,2-disilacyclobut-3-ene; cesium fluoride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h; under 760.051 Torr;

DOI:10.1021/acs.orglett.5b02645

Reference yield: 92.0%

allyl 4-butylbenzoate → 4-butyl benzoic acid (20651-71-2)

Guidance literature:

With tert.-butylhydroperoxide; [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); 1,1,3,3-Tetramethyldisiloxane; In ethanol; at 20 ℃; for 4h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.1c03185

Reference yield: 91.0%

(4-butylphenyl)acetylene (79887-09-5) → 4-butyl benzoic acid (20651-71-2)

Guidance literature:

With methyl 3,5-bis((1H-1,2,4-triazol-1-yl)methyl)benzoate; oxygen; sodium acetate; nickel dibromide; at 120 ℃; for 48h; under 760.051 Torr;

DOI:10.1039/c5cc00750j

upstream raw materials:

oxalyl dichloride

1-butylbenzene

p-bromobutylbenzene

4-(4-butylphenyl)-4-oxobutanoic acid

Downstream raw materials:

4'-heptylphenyl-4-butylbenzoate

4-Butyl-benzoic acid 4-butoxy-phenyl ester

methyl 4-(n-butyl)benzoate

4-n-butylbenzoic acid 2,2-dichloroethyl ester

Refernces

• 1、 Miyoshi, Norikazu,Matsuo, Tsuyoshi,Mori, Mariko,Matsui, Aki,Kikuchi, Makoto,Wada, Makoto,Hayashi, Masahiko. "A new synthetic method for para alkylation of benzoic acids using metallic strontium and alkyl iodide". . p. 996 - 997. Retrieved 2009.
• 2、 Li, Nan,Gui, Yizhen,Chu, Mengqi,You, Mengdi,Qiu, Xiaohan,Liu, Hejia,Wang, Shiang,Deng, Meng,Ji, Baoming. "Cobalt-Catalyzed Deprotection of Allyl Carboxylic Esters Induced by Hydrogen Atom Transfer". supporting information. p. 8460 - 8464. Retrieved 2021/11/13.
• 3、 Okura, Keisho,Shirakawa, Eiji. "Single-Electron-Transfer-Induced Coupling of Alkylzinc Reagents with Aryl Iodides". supporting information. p. 3043 - 3046. Retrieved 2016/07/14.