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Methyl hexanoate

Methyl hexanoate is the fatty acid methyl ester of hexanoic acid (caproic acid), a colourless liquid organic compound with the chemical formula CH3−(CH2)4COO−CH3. It is found naturally in many foods and has a role as a plant metabolite. It can also be found in the cytoplasm of cells.[1]

Methyl hexanoate
Names
Preferred IUPAC name
Methyl hexanoate
Other names
  • Methyl caproate
  • Methyl hexanate
Identifiers
  • 106-70-7
3D model (JSmol)
  • Interactive image
1744683
ChEBI
  • CHEBI:77322
ECHA InfoCard 100.003.115
EC Number
  • 203-425-1
  • 7824
UNII
  • 246364VPJS
UN number 1993
  • DTXSID0047616
  • InChI=1S/C7H14O2/c1-3-4-5-6-7(8)9-2/h3-6H2,1-2H3
    Key: NUKZAGXMHTUAFE-UHFFFAOYSA-N
  • CCCCCC(=O)OC
Properties[1]
C7H14O2
Molar mass 130.187 g·mol−1
Density 0.8846
Melting point −71.0 °C (−95.8 °F; 202.2 K)
Boiling point 149.5 °C (301.1 °F; 422.6 K)
1.33 mg/mL at 20 °C
Solubility ethanol
1.4049
Related compounds
Related compounds
Ethyl hexanoate, Propyl hexanoate, Butyl hexanoate

Allyl hexanoate

Hazards
GHS labelling:
Warning
H226
P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, P501
Flash point 73 °C; 163 °F; 346 K
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Methyl hexanoate is produced industrially for use as a flavouring agent.[2][3] It can also be used as fragrance for a pineapple smell.[4]

Production edit

Methyl hexanoate is produced in multi-tonne quantities for use as a flavouring agent.[3] It is made by combining methanol with hexanoic acid.[citation needed]

Uses edit

Methyl hexanoate is found naturally in foods like potatoes, tomatoes and cheese and is a constituent of some alcoholic beverages.[2] It can be used to mimic the flavor of pineapple like its related ester ethyl hexanoate.[4]

Safety edit

The LD50 for rats is more than 5 g/kg,[1] indicating low toxicity. When heated to decomposition, methyl hexanoate emits toxic fumes. It can cause burns.

Flammability edit

Methyl hexanoate is flammable. It has a flash point of 163 °F (73 °C).[1]

See also edit

References edit

  1. ^ a b c d "Methyl hexanoate". PubChem. Retrieved 12 August 2020.
  2. ^ a b Maarse, Henk (29 March 1991). Volatile Compounds in Foods and Beverages. ISBN 978-0824783907.
  3. ^ a b "Methyl hexanoate – Substance Information". European Chemicals Agency. Retrieved 12 August 2020.
  4. ^ a b "Methyl hexanoate". The Good Scents Company. Retrieved 15 August 2020.

methyl, hexanoate, fatty, acid, methyl, ester, hexanoic, acid, caproic, acid, colourless, liquid, organic, compound, with, chemical, formula, found, naturally, many, foods, role, plant, metabolite, also, found, cytoplasm, cells, namespreferred, iupac, name, ot. Methyl hexanoate is the fatty acid methyl ester of hexanoic acid caproic acid a colourless liquid organic compound with the chemical formula CH3 CH2 4 COO CH3 It is found naturally in many foods and has a role as a plant metabolite It can also be found in the cytoplasm of cells 1 Methyl hexanoate NamesPreferred IUPAC name Methyl hexanoateOther names Methyl caproateMethyl hexanateIdentifiersCAS Number 106 70 73D model JSmol Interactive imageBeilstein Reference 1744683ChEBI CHEBI 77322ECHA InfoCard 100 003 115EC Number 203 425 1PubChem CID 7824UNII 246364VPJSUN number 1993CompTox Dashboard EPA DTXSID0047616InChI InChI 1S C7H14O2 c1 3 4 5 6 7 8 9 2 h3 6H2 1 2H3Key NUKZAGXMHTUAFE UHFFFAOYSA NSMILES CCCCCC O OCProperties 1 Chemical formula C 7H 14O 2Molar mass 130 187 g mol 1Density 0 8846Melting point 71 0 C 95 8 F 202 2 K Boiling point 149 5 C 301 1 F 422 6 K Solubility in water 1 33 mg mL at 20 CSolubility ethanolRefractive index nD 1 4049Related compoundsRelated compounds Ethyl hexanoate Propyl hexanoate Butyl hexanoate Allyl hexanoateHazardsGHS labelling PictogramsSignal word WarningHazard statements H226Precautionary statements P210 P233 P240 P241 P242 P243 P280 P303 P361 P353 P370 P378 P403 P235 P501Flash point 73 C 163 F 346 KExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references Methyl hexanoate is produced industrially for use as a flavouring agent 2 3 It can also be used as fragrance for a pineapple smell 4 Contents 1 Production 2 Uses 3 Safety 3 1 Flammability 4 See also 5 ReferencesProduction editMethyl hexanoate is produced in multi tonne quantities for use as a flavouring agent 3 It is made by combining methanol with hexanoic acid citation needed Uses editMethyl hexanoate is found naturally in foods like potatoes tomatoes and cheese and is a constituent of some alcoholic beverages 2 It can be used to mimic the flavor of pineapple like its related ester ethyl hexanoate 4 Safety editThe LD50 for rats is more than 5 g kg 1 indicating low toxicity When heated to decomposition methyl hexanoate emits toxic fumes It can cause burns Flammability edit Methyl hexanoate is flammable It has a flash point of 163 F 73 C 1 See also editEthyl hexanoate Propyl hexanoateReferences edit a b c d Methyl hexanoate PubChem Retrieved 12 August 2020 a b Maarse Henk 29 March 1991 Volatile Compounds in Foods and Beverages ISBN 978 0824783907 a b Methyl hexanoate Substance Information European Chemicals Agency Retrieved 12 August 2020 a b Methyl hexanoate The Good Scents Company Retrieved 15 August 2020 Retrieved from https en wikipedia org w index php title Methyl hexanoate amp oldid 1215855901, wikipedia, wiki, book, books, library,

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