Benzyl octanoate

Base Information

• Chemical Name: Benzyl octanoate
• CAS No.: 10276-85-4
• Molecular Formula: C15H22 O2
• Molecular Weight: 234.338
• Hs Code.: 2915900090
• European Community (EC) Number: 233-620-7
• NSC Number: 23754
• DSSTox Substance ID: DTXSID30145493
• Nikkaji Number: J161.148H
• Wikidata: Q63409798
• Mol file: 10276-85-4.mol

Synonyms:Benzyl octanoate;10276-85-4;Benzyl caprylate;Octanoic acid, phenylmethyl ester;EINECS 233-620-7;AI3-30977;Octanoic acid, benzyl ester;Benzyl n-octanoate;BENZYLCAPRYLATE;octanoic acid benzyl ester;benzyl caprylate, AldrichCPR;SCHEMBL872955;DTXSID30145493;NSC23754;MFCD00048914;NSC 23754;NSC-23754;B6116;FT-0622837;D95233;Q63409798

Chemical Property of Benzyl octanoate

Chemical Property:

• Vapor Pressure: 0.000535mmHg at 25°C
• Refractive Index: 1.49
• Boiling Point: 312.3°Cat760mmHg
• Flash Point: 108.3°C
• PSA: 26.30000
• Density: 0.971g/cm³
• LogP: 4.09030
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 234.161979940
• Heavy Atom Count: 17
• Complexity: 195

Purity/Quality:

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

Benzyl Octanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCC(=O)OCC1=CC=CC=C1

Technology Process of Benzyl octanoate

There total 34 articles about Benzyl octanoate 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: 99.0%

Octanoic acid (124-07-2) + benzyl alcohol (100-51-6,185532-71-2) → benzyl caprylate (10276-85-4)

Guidance literature:

With [Cl(C₆F₁₃C₂H₄)2SnOSn(C₂H₄C₆F₁₃)2Cl]2; In various solvent(s); at 150 ℃; for 10h;

DOI:10.1002/1521-3773(20021104)41:21<4112::AID-ANIE4112>3.0.CO;2-Y

Reference yield: 97.0%

Octanoic acid (124-07-2) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl caprylate (10276-85-4)

Guidance literature:

With triethylamine; dmap; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)86271-1

Reference yield: 96.0%

Octanal (124-13-0) + benzyl alcohol (100-51-6,185532-71-2) → benzyl caprylate (10276-85-4)

Guidance literature:

With dmap; 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; C₂₃H₁₉Cl₃N₃⁽¹⁺⁾*Cl^(1-); benzoic acid; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1002/anie.202104712

upstream raw materials:

2,2'-dipyridyl carbonate

Octanoic acid

di(succinimido) carbonate

di(1H-benzo[d][1,2,3]triazol-1-yl)carbonate

Downstream raw materials:

n-octylsulfanylbenzene

Octanoic acid

benzyl alcohol

benzyl hexanoate

Refernces

• 1、 Ogawa, Takuji,Hikasa, Tetsuya,Ikegami, Tohru,Ono, Noboru,Suzuki, Hitomi. "Electron-rich Triarylbismuthines as Selective Condensation Reagent under Neutral Conditions. Condensation of Aliphatic Carboxylic Acids with Amines and Alcohols". . p. 815 - 818. Retrieved 1993.
• 2、 Ji, Miran,Wang, Xi,Lim, Yu Na,Kang, Ye-Won,Jang, Hye-Young. "N-heterocyclic carbene catalysed oxidative coupling of aldehydes with alcohols/thiols and one-pot oxidation/esterification of allylic alcohols". . p. 7881 - 7885. Retrieved 2013.
• 3、 Watson, Christopher B.,Kuechle, Adrianna,Bergbreiter, David E.. "Fully recyclable Br?nsted acid catalyst systems". . p. 1266 - 1273. Retrieved 2021.
• 4、 Bergmeier, Stephen C.,Arason, Kristján M.. "A convenient one-step method for the deprotection and esterification of triphenylmethyl ethers". . p. 5799 - 5802. Retrieved 2000.
• 5、 Lopez, Maria Isabel,Esquivel, Dolores,Jimenez-Sanchidrian, Cesar,Romero-Salguero, Francisco Jose. "Application of Sulfonic Acid Functionalised Hybrid Silicas Obtained by Oxidative Cleavage of Tetrasulfide Bridges as Catalysts in Esterification Reactions". . p. 1002 - 1010. Retrieved 2013.
• 6、 Berkessel, Albrecht,Biswas, Animesh,Harnying, Wacharee,Sudkaow, Panyapon. "N-Heterocyclic Carbene/Carboxylic Acid Co-Catalysis Enables Oxidative Esterification of Demanding Aldehydes/Enals, at Low Catalyst Loading". supporting information. p. 19631 - 19636. Retrieved 2021/08/09.