Methyl hexanoate

Base Information

• Chemical Name: Methyl hexanoate
• CAS No.: 106-70-7
• Molecular Formula: C7H14O2
• Molecular Weight: 130.187
• Hs Code.: 29159080
• European Community (EC) Number: 203-425-1
• NSC Number: 5023
• UN Number: 1993
• UNII: 246364VPJS
• DSSTox Substance ID: DTXSID0047616
• Nikkaji Number: J43.566J
• Wikipedia: Methyl_hexanoate
• Wikidata: Q3135043
• Metabolomics Workbench ID: 4078
• Mol file: 106-70-7.mol

Synonyms:hexanoic acid methyl ester;methyl caproate;methyl hexanoate

Chemical Property of Methyl hexanoate

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 3.95mmHg at 25°C
• Melting Point: -71 °C(lit.)
• Refractive Index: n20/D 1.405
• Boiling Point: 149.8 °C at 760 mmHg
• Flash Point: 45 °C
• PSA: 26.30000
• Density: 0.882 g/cm³
• LogP: 1.73970
• Storage Temp.: −20°C
• Solubility.: chloroform: soluble100mg/mL, clear
• Water Solubility.: 1.325g/L(20 oC)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 130.099379685
• Heavy Atom Count: 9
• Complexity: 79
• Transport DOT Label: Combustible Liquid

Purity/Quality:

99% ^*data from raw suppliers

Methyl hexanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: R10:
• Statements: 10
• Safety Statements: 43-16-36/37/39-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Esters (
• Canonical SMILES: CCCCCC(=O)OC
• Description: Methyl hexanoate is the methyl ester form of hexanoate with fruity type odor and flavor. It is formed by the esterification between methanol and hexanoate. It can be found in many sources such as wine grapes, melon, raspberry, blackberry, plum, quince, apple brandy, wines, Bourbon vanilla, coffee, black tea, potato, tomato, cheeses, rye bread, meats and other foodstuffs. Its major application is used as cosmetic, flavor and fragrance agents. Methyl hexanoate has an ether-like odor reminiscent of pineapple. May be prepared by reacting methyl alcohol with hexanoic acid at 130 - 140°C in the presence of concentrated H2S04 and distilling the ester from the reaction mixture.
• Uses: Intermediate for caproic acid detergents, emulsifiers, wetting agents, stabilizers, resins, lubricants, plasticizers, flavoring.

Technology Process of Methyl hexanoate

There total 113 articles about Methyl hexanoate 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: 90.0%

C38H48N2O8 → methyl 3-pyridinecarboxylate (93-60-7) + methyl hexanoate (106-70-7) + C20H32O5

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 8h;

DOI:10.1016/j.phytol.2013.01.004

Reference yield: 80.0%

methanol (67-56-1) + hexanal (66-25-1) → methyl 2-bromohexanoate (5445-19-2) + methyl hexanoate (106-70-7)

Guidance literature:

hexanal; With ammonium cerium (IV) nitrate; lithium bromide; In neat liquid;

methanol; In neat liquid; at 35 - 40 ℃; for 3.5h;

DOI:10.1016/j.tetlet.2016.12.036

Reference yield: 49.0%

methanol (67-56-1) + 5-pentyl-3-phenyl-1,2,4-trioxolan (72328-17-7) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + 1,1-dimethoxyhexane (1599-47-9) + methyl hexanoate (106-70-7) + benzaldehyde dimethyl acetal (1125-88-8)

Guidance literature:

With chlorosulfonic acid; for 80h;

upstream raw materials:

methanol

hexanoic acid

methyl phosphite

diazomethane

Downstream raw materials:

N-(4-methylphenyl)hexanamide

n-pentyl methyl ketone

methyl (E)-oct-2-enoate

2-cis octenoic acid methyl ester

Refernces

• 1、 Nakamura,Otsuka. "-". . p. 4529. Retrieved 1973.
• 2、 Berliner, Martin A.,Belecki, Katherine. "Simple, rapid procedure for the synthesis of chloromethyl methyl ether and other chloro alkyl ethers". . p. 9618 - 9621. Retrieved 2005.
• 3、 Khusnutdinov,Shchadneva,Mayakova, Yu. Yu.. "Methylation of Aliphatic and Aromatic Carboxylic Acids with Dimethyl Carbonate under the Influence of Manganese and Iron Carbonyls". . p. 15 - 19. Retrieved 2018.
• 4、 Díaz, Urbano,Moreno, José María,Velty, Alexandra. "MOFs based on 1D structural sub-domains with Br?nsted acid and redox active sites as effective bi-functional catalysts". . p. 3572 - 3585. Retrieved 2020.
• 5、 Jamal, Sajid,Ahmad, Ishtiaque,Agarwal, Rajiv,Ahmad, Mashood,Osman, Sheikh Mohammad. "A NOVEL OXO FATTY ACID IN PLANTAGO OVATA SEED OIL". . p. 3067 - 3069. Retrieved 1987.
• 6、 Vaenttinen, Eero,Kanerva, Liisa T.. "Optimized double kinetic resolution for the preparation of (S)-solketal". . p. 923 - 933. Retrieved 1997.
• 7、 Bianchi et al.. "". . p. 361,362. Retrieved 1977.
• 8、 Arderne, Charmaine,Guzei, Llia A.,Holzapfel, Cedric W.,Bredenkamp, Tyler. "Branched Selectivity in the Pd-Catalysed Methoxycarbonylation of 1-Alkenes". . p. 1084 - 1093. Retrieved 2016.
• 9、 Panwar, Vineeta,Al-Nafiey, Amer,Addad, Ahmed,Sieber, Brigitte,Roussel, Pascal,Boukherroub, Rabah,Jain, Suman L.. "Magnetic Co3O4/reduced graphene oxide nanocomposite as a superior heterogeneous catalyst for one-pot oxidative esterification of aldehydes to methyl esters". . p. 88567 - 88573. Retrieved 2015.
• 10、 Bravo, Anna,Fontana, Francesca,Minisci, Francesco,Serri, Anna. "'Oxenoid' oxygen insertion vs. a radical mechanism in the oxidation of alkanes and alcohols: The case of aromatic peracids". . p. 1843 - 1844. Retrieved 1996.