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Methyl lactate

April 12, 2024

Methyl lactate, also known as lactic acid methyl ester, is the organic compound with the formula CH3CH(OH)CO2CH3. It is the methyl ester of lactic acid. A colorless liquid, it is the simplest chiral ester. Being naturally derived, it is readily available as a single enantiomer.

Methyl DL-Lactate
Names
IUPAC name
Methyl 2-hydroxypropanoate
Other names
2-Hydroxy- Methyl Ester Propanoic Acid; 2-Hydroxypropanoic Acid, Methyl Ester; Lactic Acid, Methyl Ester
Identifiers
  • 547-64-8 (racemate)(L-isomer) Y
  • 27871-49-4 (L-isomer) Y
  • 17392-83-5 (D-isomer) Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 13839235 Y
ECHA InfoCard 100.008.119
  • 11040
RTECS number
  • OD5670000
UNII
  • H10S91526X (racemate Y
  • 0379G9C44S (L-isomer) Y
  • 45MZ1T3TBV (D-isomer) Y
  • DTXSID0027197
  • InChI=1S/C4H8O3/c1-3(5)4(6)7-2/h3,5H,1-2H3
    Key: LPEKGGXMPWTOCB-UHFFFAOYSA-N
  • CC(C(=O)OC)O
Properties
C4H8O3
Molar mass 104.105 g·mol−1
Appearance colourless clear liquid
Density 1.093 g/cm3
Melting point −66 °C (−87 °F; 207 K)
Boiling point 144 to 145 °C (291 to 293 °F; 417 to 418 K)
Miscible
Solubility in ethanol
and most alcohols 		Miscible
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Irritant (Xi)
GHS labelling:[1]
Warning
H226, H319, H335
P210, P305+P351+P338
NFPA 704 (fire diamond)
Health 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
2
0
Flash point 49 °C (120 °F; 322 K)
Safety data sheet (SDS) MSDS [1]
Related compounds
Related compounds
 Lactic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)

Uses edit

It is a solvent for nitrocellulose, cellulose acetate, cellulose acetobutyrate and cellulose acetopropionate. It is used in the manufacture of lacquers and dopes where it contributes high tolerance for diluents, good flaw and blush resistance.[2]

The synthesis of 1,2-propanediol from methyl lactate has been commercialized using a MACHO catalyst.[3]

See also edit

References edit

  1. ^ GHS: Record of Methyl lactate in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  2. ^ "Industrial Solvents Handbook" by Ernest W. Flick. 5th Edition. William Andrew Inc., 1998. ISBN 0-8155-1413-1, ISBN 978-0-8155-1413-8
  3. ^ Dub, Pavel A.; Gordon, John C. (2018). "The role of the metal-bound N–H functionality in Noyori-type molecular catalysts". Nature Reviews Chemistry. 2 (12): 396–408. doi:10.1038/s41570-018-0049-z. S2CID 106394152.

April 12, 2024
methyl, lactate, also, known, lactic, acid, methyl, ester, organic, compound, with, formula, ch3ch, co2ch3, methyl, ester, lactic, acid, colorless, liquid, simplest, chiral, ester, being, naturally, derived, readily, available, single, enantiomer, methyl, lact. Methyl lactate also known as lactic acid methyl ester is the organic compound with the formula CH3CH OH CO2CH3 It is the methyl ester of lactic acid A colorless liquid it is the simplest chiral ester Being naturally derived it is readily available as a single enantiomer Methyl DL Lactate NamesIUPAC name Methyl 2 hydroxypropanoateOther names 2 Hydroxy Methyl Ester Propanoic Acid 2 Hydroxypropanoic Acid Methyl Ester Lactic Acid Methyl EsterIdentifiersCAS Number 547 64 8 racemate L isomer Y27871 49 4 L isomer Y17392 83 5 D isomer Y3D model JSmol Interactive imageChemSpider 13839235 YECHA InfoCard 100 008 119PubChem CID 11040RTECS number OD5670000UNII H10S91526X racemate Y0379G9C44S L isomer Y45MZ1T3TBV D isomer YCompTox Dashboard EPA DTXSID0027197InChI InChI 1S C4H8O3 c1 3 5 4 6 7 2 h3 5H 1 2H3Key LPEKGGXMPWTOCB UHFFFAOYSA NSMILES CC C O OC OPropertiesChemical formula C 4H 8O 3Molar mass 104 105 g mol 1Appearance colourless clear liquidDensity 1 093 g cm3Melting point 66 C 87 F 207 K Boiling point 144 to 145 C 291 to 293 F 417 to 418 K Solubility in water MiscibleSolubility in ethanol and most alcohols MiscibleHazardsOccupational safety and health OHS OSH Main hazards Irritant Xi GHS labelling 1 PictogramsSignal word WarningHazard statements H226 H319 H335Precautionary statements P210 P305 P351 P338NFPA 704 fire diamond 120Flash point 49 C 120 F 322 K Safety data sheet SDS MSDS 1 Related compoundsRelated compounds Lactic acidExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox referencesUses editIt is a solvent for nitrocellulose cellulose acetate cellulose acetobutyrate and cellulose acetopropionate It is used in the manufacture of lacquers and dopes where it contributes high tolerance for diluents good flaw and blush resistance 2 The synthesis of 1 2 propanediol from methyl lactate has been commercialized using a MACHO catalyst 3 See also editEthyl lactate a more commonly used ester of lactic acidReferences edit GHS Record of Methyl lactate in the GESTIS Substance Database of the Institute for Occupational Safety and Health Industrial Solvents Handbook by Ernest W Flick 5th Edition William Andrew Inc 1998 ISBN 0 8155 1413 1 ISBN 978 0 8155 1413 8 Dub Pavel A Gordon John C 2018 The role of the metal bound N H functionality in Noyori type molecular catalysts Nature Reviews Chemistry 2 12 396 408 doi 10 1038 s41570 018 0049 z S2CID 106394152 Retrieved from https en wikipedia org w index php title Methyl lactate amp oldid 1064283632, wikipedia, wiki, book, books, library,

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