Butyl benzoate

Base Information

• Chemical Name: Butyl benzoate
• CAS No.: 136-60-7
• Molecular Formula: C11H14O2
• Molecular Weight: 206.328
• Hs Code.: 29163100
• European Community (EC) Number: 205-252-7
• NSC Number: 8474
• UNII: 1TGZ0D0O8I
• DSSTox Substance ID: DTXSID8040694
• Nikkaji Number: J2.019B
• Wikidata: Q818506
• Metabolomics Workbench ID: 125207
• ChEMBL ID: CHEMBL1868953
• Mol file: 136-60-7.mol

Synonyms:BUTYL BENZOATE;136-60-7;n-Butyl benzoate;Benzoic acid, butyl ester;Anthrapole AZ;Benzoic Acid Butyl Ester;Dai Cari XBN;Benzoic acid n-butyl ester;Butylester kyseliny benzoove;NSC 8474;HSDB 2089;Butylester kyseliny benzoove [Czech];EINECS 205-252-7;UNII-1TGZ0D0O8I;BRN 1867073;1TGZ0D0O8I;AI3-00521;DTXSID8040694;NSC-8474;4-09-00-00290 (Beilstein Handbook Reference);Butylbenzoate;Butyl ester of benzoic acid;n_butyl benzoate;4-butyl benzoate;benzoic acid butyl;Hipochem B-3-M;Marvanol Carrier BB;MFCD00009439;Butyl benzoate, 99%;benzoic acid-butyl ester;benzoic acid n_butyl ester;Butyl benzoate, >=98%;WLN: 4OVR;SCHEMBL97514;BUTYL BENZOATE [HSDB];BUTYL BENZOATE [INCI];N-BUTYL BENZOATE [MI];CHEMBL1868953;DTXCID6020694;NSC8474;CHEBI:156070;Butyl benzoate, analytical standard;Tox21_300510;STL453779;AKOS009028883;NCGC00163973-01;NCGC00163973-02;NCGC00254500-01;CAS-136-60-7;LS-36348;B0066;FT-0623301;EN300-19222;F71163;A807102;Q818506;J-006874;F8880-4634;Z104473208

Chemical Property of Butyl benzoate

Chemical Property:

• Appearance/Colour: clear yellowish oily liquid
• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: -22 °C
• Refractive Index: n20/D 1.498(lit.)
• Boiling Point: 250.4 °C at 760 mmHg
• Flash Point: 105.3 °C
• PSA: 26.30000
• Density: 1.007 g/cm³
• LogP: 2.64350
• Storage Temp.: room temp
• Solubility.: 0.06g/l
• Water Solubility.: 34.1mg/L at 20℃
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 148

Purity/Quality:

99%, ^*data from raw suppliers

Butyl Benzoate >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Benzoic Acid Derivatives
• Canonical SMILES: CCCCOC(=O)C1=CC=CC=C1
• Uses: Butyl benzoate is used as a solvent for cellulose ether, a dye carrier for textiles, and a perfume ingredient . It occurs naturally as a volatile component of various fruits and vegetables. It has been approved by the FDA as an indirect food additive for use as a component of adhesives.

Technology Process of Butyl benzoate

There total 255 articles about Butyl benzoate 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: 65.0%

phenylacetylene (536-74-3) + butan-1-ol (71-36-3) → n-butyl formate (592-84-7) + benzoic acid, butyl ester (136-60-7)

Guidance literature:

With bis-[(trifluoroacetoxy)iodo]benzene; at 60 ℃; for 15h; Sealed tube;

DOI:10.1021/jo5003517

Reference yield: 40.0%

benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + butan-1-ol (71-36-3) → benzoic acid, butyl ester (136-60-7) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With [bis({2‐[bis(propan‐2‐yl)phosphanyl]ethyl})amine](borohydride)(carbonyl)(hydride)iron(II); at 100 ℃; for 24h;

DOI:10.1002/anie.201810605

Reference yield: 27.0%

sodium benzoate (532-32-1) + 1-butyl-3-methylimidazolium Tetrafluoroborate (174501-65-6) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + 1-Butylimidazole (4316-42-1) + benzoic acid, butyl ester (136-60-7)

Guidance literature:

at 225 ℃; microwave irradiation;

DOI:10.1016/j.tetlet.2004.07.050

upstream raw materials:

pyridine

diethyl ether

chlorosulfurous acid butyl ester

benzoic acid

Downstream raw materials:

Velate 368

2-Ethylhexyl alcohol

propiophenone

butan-1-ol

Refernces

• 1、 Yoo, Woo-Jin,Li, Chao-Jun. "Copper-catalyzed oxidative esterification of alcohols with aldehydes activated by Lewis acids". . p. 1033 - 1035. Retrieved 2007.
• 2、 Komarova, L. I.,Lapina, N. N.,Lokshin, B. V.,Markova, G. D.,Vasnev, V. A.. "STUDY OF INTERMOLECULAR INTERACTIONS IN A SYSTEM FOR EQUILIBRIUM CATALYTIC TRANSESTERIFICATION OF ESTERS. 1. REACTION OF BORON, TITANIUM, AND ARSENIC BUTOXIDES WITH ESTERS ACCORDING TO IR FOURIER SPECTROSCOPIC DATA". . . Retrieved 1990.
• 3、 Li, Yan,Chen, Huan-Huan,Wang, Chu-Fei,Xu, Xiao-Lan,Feng, Yi-Si. "Ligand free palladium catalyzed decarboxylative cross-coupling of aryl halides with oxalate monoester salts". . p. 5796 - 5799. Retrieved 2012.
• 4、 Gedye, Richard,Smith, Frank,Westaway, Kenneth,Ali, Humera,Baldisera, Lorraine,at al.. "THE USE OF MICROWAWE OVENS FOR RAPID ORGANIC SYNTHESIS". . p. 279 - 282. Retrieved 1986.
• 5、 Smith et al.. "". . p. 1555. Retrieved 1976.
• 6、 Maegerlein, Wolfgang,Indolese, Adriano F.,Beller, Matthias. "A more efficient catalyst for the carbonylation of chloroarenes". . p. 2856 - 2859. Retrieved 2001.
• 7、 Lyavinets. "Kinetic features of decomposition of benzoyl peroxide in superbasic media". . p. 759 - 763. Retrieved 2005.
• 8、 Smeyne, Dylan,Verboom, Katherine,Bryan, Maria,LoBue, James,Shaikh, Abid. "Electrochemical esterification via oxidative coupling of aldehydes and alcohols". supporting information. . Retrieved 2021/03/26.
• 9、 Zheng, Lei,Sun, Chen,Xu, Wenhao,Dushkin, Alexandr V.,Polyakov, Nikolay,Su, Weike,Yu, Jingbo. "Mechanically induced solvent-free esterification method at room temperature". . p. 5080 - 5085. Retrieved 2021/02/05.