Butyl lactate

Butyl lactate Basic information
Description References
Product Name:Butyl lactate
Synonyms:FEMA 2205;BUTYL 2-HYDROXYPROPANOATE;BUTYL 2-HYDROXYPROPIONATE;BUTYL LACTATE;Butyl α-hydroxypropionate;N-BUTYL LACTATE;Butyl2-hydroxypropionicacid;butylalpha-hydroxypropionate
CAS:138-22-7
MF:C7H14O3
MW:146.18
EINECS:205-316-4
Product Categories:C6 to C7;Carbonyl Compounds;Esters
Mol File:138-22-7.mol
Butyl lactate Structure
Butyl lactate Chemical Properties
Melting point -28 °C (lit.)
Boiling point 185-187 °C (lit.)
density 0.984 g/mL at 25 °C (lit.)
vapor density 5.04 (vs air)
vapor pressure 0.4 mm Hg ( 20 °C)
refractive index n20/D 1.421(lit.)
FEMA 2205 | BUTYL LACTATE
Fp 157 °F
storage temp. Sealed in dry,Room Temperature
form Liquid
pka13.06±0.20(Predicted)
color Clear colorless
Odorat 100.00 %. green fruity apple kiwi melon rind lactonic waxy winey apple skin soapy
Odor Typegreen
Water Solubility 42 g/L (25 ºC)
JECFA Number932
LogP0.88
CAS DataBase Reference138-22-7(CAS DataBase Reference)
NIST Chemistry ReferencePropanoic acid, 2-hydroxy-, butyl ester(138-22-7)
EPA Substance Registry Systemn-Butyl lactate (138-22-7)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 2
RTECS OD4025000
HS Code 29155090
Hazardous Substances Data138-22-7(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Butyl lactate English
ACROS English
SigmaAldrich English
ALFA English
Butyl lactate Usage And Synthesis
DescriptionButyl lactate is a kind of lactate derived ester. As a kind of alpha-hydroxy acid ester, its applications in cosmetic, food and pharmaceutical formulations have significantly increased due to their hygroscopic, emulsifying and exfoliating properties. It is used as a food additive because of its flavoring effect. In industry, it can be used as solvent and chemical feedstock. As a bio-based solvent, it can be used as extractant for removing 1-butanol from the aqueous fermentation broths. It can be generally manufactured through the action of lipase from various origins.
References[1]Zheng, Shaohua, et al. "Feasibility of bio-based lactate esters as extractant for biobutanol recovery:(Liquid+ liquid) equilibria." The Journal of Chemical Thermodynamics 93 (2016): 127-131.
[2]Pirozzi, Domenico, and Guido Greco. "Activity and stability of lipases in the synthesis of butyl lactate." Enzyme and microbial technology 34.2 (2004): 94-100.
[3]Koutinas, Athanasios, et al. "Economic evaluation of technology for a new generation biofuel production using wastes." Bioresource technology 200 (2016): 178-185.

Chemical PropertiesCLEAR COLOURLESS LIQUID
Chemical PropertiesButyl lactate has a faintly sweet, pleasant odor with buttery, creamy, milky, sweet, mushroom undertones. Two optically active and one racemic form of butyl lactate are known.
OccurrenceReported found in cognac, cider and white wine.
Usesn-Butyl lactate is used as a food and feed additive.
UsesButyl lactate has been used:
  • in the preparation of solid lipid nanoparticles by a solvent emulsification–diffusion technique
  • in the synthesis of nanoparticles of griseofulvin from water dilutable microemulsions by the solvent diffusion technique
  • as cosurfactant on the preparation of microemulsions with anionic surfactant
UsesSolvent for nitrocellulose, ethyl cellulose, oils, dyes, natural gums, many synthetic polymers, lac- quers, varnishes, inks, stencil pastes, antiskin- ning agent, chemical (intermediate), perfumes, dry- cleaning fluids, adhesives.
DefinitionChEBI: Butyl lactate is a carboxylic ester.
Production Methodsn-Butyl lactate may be prepared via esterification of lactic acid and n-butyl alcohol.
PreparationThe racemic d-form is prepared by reacting zinc ammonium l-lactate with n-butyl alcohol in the presence of concentrated H2SO4; the l-form is prepared by reacting zinc ammonium d-lactate with n-butyl alcohol in the presence of HCl; the racemic form is prepared by several methods, one being from calcium or sodium lactate and n-butyl alcohol in benzene in the presence of H2SO4, with subsequent azeotropic distillation of the mixture.
Taste threshold valuesTaste characteristic at 100 ppm: harsh and sulfuraceous with fruit notes.
General DescriptionA clear colorless liquid with a mild odor. Flash point 168°F. Less dense than water and insoluble in water. Vapors heavier than air. Used as a solvent, and to make other chemicals.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileButyl lactate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Avoid contact with strong oxidizing agents and strong bases. Will not polymerize [USCG, 1999].
HazardToxic. Upper respiratory tract irritant.
Health HazardVAPOR: Headache, coughing, possible sleepiness, nausea or vomiting, or dizziness may result. LIQUID: Irritating to skin and eyes.
Safety ProfilePoison by intraperitoneal route. A skin irritant. Toxic concentration in air for humans is about 4 ppm. Flammable when exposed to heat or flame; can react with oxidizing materials. To fight fire, use alcohol foam, foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS, n-BUTYL ALCOHOL, and LACTIC ACID.
Potential ExposureButyl lactate is a liquid. Molecular weight 5 146.19; boiling point 5 170C @ 760 mmHg; freezing/melting point 5 243C; flash point 5 71C(oc). Autoignition temperature 5 340382C. Hazard identification (based on NFPA-704 M Rating System): Health 1; flammability 2; reactivity 0 ?. Slightly soluble in water.
ShippingA UN1993 Flammable liquids, n.o.s., Hazard Class: 3; Labels: 3—Flammable liquid, Technical Name Required.
IncompatibilitiesMay form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides
Waste DisposalDissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.
Butyl lactate Preparation Products And Raw materials
Raw materials1-Butanol-->Calcium lactate-->Zinc lactate-->L-Lactide-->dextrolactic acid
Preparation ProductsButyl butyryllactate-->Furfural
STEARYL TARTRATE RORIDIN A Acetyl tributyl citrate Homatropine Hydrobromide 3-Quinuclidinyl benzilate RETRORSINE HARRINGTONINE (S)-(-)-BUTYL LACTATE,BUTYL LACTATE, 97+% HOMATROPINE HYDROCHLORIDE L-(+)-TARTARIC ACID DI-N-BUTYL ESTER Butyric acid, ester with butyl lactate LABOTEST-BB LT00440873 PLATYPHYLLINE BITARTRATE (-)-4,5-O-CYCLOHEXYLIDENEQUINIC ACID LACTONE TRI-N-AMYL CITRATE EUCATROPINE HYDROCHLORIDE ALPHA,BETA-GLUCOOCTANOIC GAMMA-LACTONE CYCLANDELATE

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