Product Name

  • Name

    Methyl lactate

  • EINECS 208-930-0
  • CAS No. 547-64-8
  • Article Data161
  • CAS DataBase
  • Density 1.085 g/cm3
  • Solubility miscible, hydrolyses with water
  • Melting Point -66°C
  • Formula C4H8O3
  • Boiling Point 145.3 °C at 760 mmHg
  • Molecular Weight 104.106
  • Flash Point 47.1 °C
  • Transport Information UN 3272 3/PG 3
  • Appearance clear colorless liquid
  • Safety 24
  • Risk Codes 10-36/37
  • Molecular Structure Molecular Structure of 547-64-8 (Methyl lactate)
  • Hazard Symbols IrritantXi
  • Synonyms DL-Methyllactate;Methyl 2-hydroxypropanoate;Methyl 2-hydroxypropionate;Methyllactate;Methyl a-hydroxypropionate;NSC 406248;
  • PSA 46.53000
  • LogP -0.45980

Synthetic route

pyruvic acid methyl ester
600-22-6

pyruvic acid methyl ester

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
With magnesium(II) perchlorate; polymer-bound NADH (2a) In acetonitrile; benzene at 80℃; for 120h; Further byproducts given;100%
With carbonylhydrido(tetrahydroborato)[bis(2-diphenylphosphinoethyl)-amino]ruthenium(II); hydrogen; sodium hydrogencarbonate In methanol at 25℃; under 7500.75 Torr; for 12h; Glovebox; Autoclave; chemoselective reaction;98%
With hydrogen; Et4N91%
methanol
67-56-1

methanol

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
tetrabutoxytitanium at 170℃; for 4h; Product distribution / selectivity;99.8%
methanol
67-56-1

methanol

dihydroxyacetone
96-26-4

dihydroxyacetone

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
With tin containing MWW type β-zeolite In decane at 119.84℃; for 24h; Reagent/catalyst;99%
With Y-zeolite H-USY-6 In water at 115℃; for 24h; Inert atmosphere;96%
With Sn(salen) functionalized [OMIm]Br at 160℃; under 15001.5 Torr; for 2h; Inert atmosphere; Autoclave; chemoselective reaction;95.5%
methanol
67-56-1

methanol

Glyceraldehyde
56-82-6

Glyceraldehyde

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
With tin containing MWW type β-zeolite In decane at 119.84℃; for 24h; Reagent/catalyst;99%
With Y-zeolite H-USY-6 In water at 115℃; for 48h; Inert atmosphere;98%
With Sn(salen) functionalized [OMIm]Br at 160℃; under 15001.5 Torr; for 2h; Inert atmosphere; Autoclave; chemoselective reaction;91.7%
acetaldehyde
75-07-0

acetaldehyde

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
98.8%
methanol
67-56-1

methanol

LACTIC ACID
849585-22-4

LACTIC ACID

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
With iron(III) sulfate; sulfuric acid for 3h; Heating;97%
With ethenetetracarbonitrile for 48h; Ambient temperature;88%
at 25 - 72℃; Product distribution / selectivity;87%
methanol
67-56-1

methanol

glycerol
56-81-5

glycerol

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
With phosphotungstic acid at 130℃; for 4h; Reagent/catalyst; Autoclave; Inert atmosphere; Green chemistry;96%
With Na/MgO at 160℃; under 30402 Torr; for 5h; Reagent/catalyst; Inert atmosphere;80%
With magnesium oxide at 300℃; under 150015 Torr; for 1.5h; Reagent/catalyst; Temperature; Inert atmosphere; Sealed tube;23.9 mol
With oxygen at 160℃; under 3750.38 Torr; Reagent/catalyst; Temperature; Autoclave;
With air; AuPd/carbon nanotubes + Sn-MCM-41-XS at 140℃; under 22502.3 Torr; for 4.5h; Catalytic behavior; Reagent/catalyst; Autoclave; Green chemistry;90 %Chromat.
methanol
67-56-1

methanol

n-butyl lactate
138-22-7

n-butyl lactate

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
iodine for 15h; Heating;90%
methanol
67-56-1

methanol

dihydroxyacetone
96-26-4

dihydroxyacetone

A

methyl lactate
547-64-8

methyl lactate

B

2-hydroxy-3-methoxypropionaldehyde
35830-93-4

2-hydroxy-3-methoxypropionaldehyde

Conditions
ConditionsYield
With calcined Sn-modified beta zeolite at 70℃; for 4h;A 86%
B n/a
methanol
67-56-1

methanol

2-hydroxy-propionitrile
78-97-7

2-hydroxy-propionitrile

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
With hydrogenchloride; water at -10 - -5℃; for 4h; Reflux;85.58%
LACTIC ACID
849585-22-4

LACTIC ACID

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
In methanol76%
methanol
67-56-1

methanol

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
Multistep reaction;75%
methanol
67-56-1

methanol

D-Fructose
57-48-7

D-Fructose

A

5-(methoxymethyl)-2-furaldehyde
1917-64-2

5-(methoxymethyl)-2-furaldehyde

B

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
With Sn(salen) functionalized [OMIm]Br at 160℃; under 15001.5 Torr; for 2h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Autoclave; chemoselective reaction;A 5.4%
B 68.9%
1-hydroxy-1-methoxypropan-2-one
107729-20-4

1-hydroxy-1-methoxypropan-2-one

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
Sn-BEA In methanol at 160℃; under 15001.5 Torr; Product distribution / selectivity; Inert atmosphere of argon;66%
methanol
67-56-1

methanol

Sucrose
57-50-1

Sucrose

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
Sn-BEA at 160℃; for 20h; Product distribution / selectivity; Inert atmosphere; autoclave;66%
With Sn(salen) functionalized [OMIm]Br at 160℃; under 15001.5 Torr; for 2h; Inert atmosphere; Autoclave; chemoselective reaction;56%
With tin containing MWW type β-zeolite In decane at 159.84℃; for 20h; Catalytic behavior; Reagent/catalyst; Autoclave;50%
methanol
67-56-1

methanol

inulin

inulin

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
With Sn(salen) functionalized [OMIm]Br at 160℃; under 15001.5 Torr; for 2h; Inert atmosphere; Autoclave; chemoselective reaction;61.8%
methanol
67-56-1

methanol

D-glucose
50-99-7

D-glucose

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
With hierarchical Sn-Beta-H-0.3 zeolite at 160℃; under 3750.38 Torr; for 10h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere;60%
With tin containing MWW type β-zeolite In decane at 159.84℃; for 20h; Catalytic behavior; Reagent/catalyst; Autoclave;44%
Sn-BEA at 160℃; for 20h; Inert atmosphere; autoclave;41%
methanol
67-56-1

methanol

calcium lactate
814-80-2

calcium lactate

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
With carbon dioxide at 180℃; for 7.37h; Temperature; Sealed tube; Green chemistry;58.22%
With sulfuric acid at 60 - 80℃; bei pH 1-1.4;
Sucrose
57-50-1

Sucrose

A

LACTIC ACID
849585-22-4

LACTIC ACID

B

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
With tin(II) chloride dihdyrate; magnesium(II) chloride hexahydrate In methanol; water at 130℃; Time; Temperature; Sealed tube; Large scale;A 29%
B 57%
methanol
67-56-1

methanol

D-fructose
470-23-5

D-fructose

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
With hierarchical Sn-Beta-H-0.3 zeolite at 160℃; under 3750.38 Torr; for 10h; Reagent/catalyst; Temperature; Inert atmosphere;55%
methanol
67-56-1

methanol

dihydroxyacetone
96-26-4

dihydroxyacetone

A

Pyruvic aldehyde dimethyl acetal
6342-56-9

Pyruvic aldehyde dimethyl acetal

B

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
With calcined Sn-modified MCM-41 at 70℃; for 4h;A n/a
B 54%
With titanium containing MWW type zeolite In decane at 119.84℃; for 24h;A 26%
B 17%
tin(ll) chloride at 90℃; for 3h; Product distribution; Further Variations:; Catalysts; reaction time;A 2 % Chromat.
B 89 % Chromat.
methanol
67-56-1

methanol

D-Mannose
3458-28-4

D-Mannose

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
With hierarchical Sn-Beta-H-0.3 zeolite at 160℃; under 3750.38 Torr; for 10h; Reagent/catalyst; Inert atmosphere;54%
With tungsten(VI) oxide at 160℃; under 3750.38 Torr; for 5h; Reagent/catalyst; Inert atmosphere; Autoclave;50 %Chromat.
cellulose

cellulose

A

methyl lactate
547-64-8

methyl lactate

B

methyl 2-hydroxybutyrate
29674-47-3

methyl 2-hydroxybutyrate

C

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With ortho-tungstic acid In methanol for 2h; Solvent; Reagent/catalyst; Autoclave;A 16.1%
B 6.5%
C 48.7%
cellulose

cellulose

A

methyl lactate
547-64-8

methyl lactate

B

levulinic acid methyl ester
624-45-3

levulinic acid methyl ester

C

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With ortho-tungstic acid In ethanol for 2h; Time; Autoclave;A 15.1%
B 8.3%
C 48.7%
methanol
67-56-1

methanol

D-Fructose
57-48-7

D-Fructose

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
With tin containing MWW type β-zeolite In decane at 159.84℃; for 20h; Catalytic behavior; Reagent/catalyst; Autoclave;46%
Sn-BEA at 160℃; for 20h; Product distribution / selectivity; Inert atmosphere; autoclave;43%
With NiO#ZrO2 at 160℃; for 12h; Reagent/catalyst; Temperature;42.57%
cellulose

cellulose

A

methyl lactate
547-64-8

methyl lactate

B

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With ortho-tungstic acid In ethanol at 260℃; for 2h; Temperature; Time; Reagent/catalyst; Autoclave;A 16.2%
B 43.8%
D-glucose
50-99-7

D-glucose

A

LACTIC ACID
849585-22-4

LACTIC ACID

B

methyl lactate
547-64-8

methyl lactate

Conditions
ConditionsYield
With tin(II) chloride dihdyrate; magnesium(II) chloride hexahydrate In methanol; water at 130℃; Reagent/catalyst; Sealed tube; Large scale;A 31%
B 43%
p-benzylphenol
101-53-1

p-benzylphenol

methyl lactate
547-64-8

methyl lactate

methyl 2-(4-benzylphenoxy)propanoate

methyl 2-(4-benzylphenoxy)propanoate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran100%
methyl lactate
547-64-8

methyl lactate

O-benzyl 2,2,2-trichloroacetimidate
81927-55-1

O-benzyl 2,2,2-trichloroacetimidate

2-benzyloxypropionic acid methyl ester
53346-03-5

2-benzyloxypropionic acid methyl ester

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In hexane; dichloromethane at 20℃; for 16h;99%
With trifluorormethanesulfonic acid In dichloromethane; cyclohexane at 20℃; for 40h;72%
methyl lactate
547-64-8

methyl lactate

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine
1550-50-1

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

A

methyl 2-fluoropropanoate
2366-56-5

methyl 2-fluoropropanoate

B

Difluoroacetic acid N,N-dimethylamide
667-50-5

Difluoroacetic acid N,N-dimethylamide

Conditions
ConditionsYield
Stage #1: methyl lactate; 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine at 10 - 40℃; for 5h;
Stage #2: With triethylamine at 0℃;
A 98.92%
B n/a
methyl lactate
547-64-8

methyl lactate

pyruvic acid methyl ester
600-22-6

pyruvic acid methyl ester

Conditions
ConditionsYield
With hydrogenchloride; zinc(II) nitrate; hydroxylamine hydrochloride; oxygen; copper(II) nitrate; sodium hydroxide at 100℃; under 75.0075 Torr; for 8h; Molecular sieve; Autoclave; Green chemistry;98.9%
With p-methoxybenzenetellurinic acid anhydride In neat (no solvent) at 130℃; for 1h;90%
With hydrogenchloride; sodium hypobromide In dichloromethane; water at 25℃; for 5h;90%
methyl lactate
547-64-8

methyl lactate

propylene glycol
57-55-6

propylene glycol

Conditions
ConditionsYield
With trans-RuCl2(PPh3)[PyCH2NH(CH2)2PPh2]; potassium methanolate; hydrogen In tetrahydrofuran at 40℃; under 37503.8 Torr; for 16h;98%
With C24H38Cl2N3PRu; hydrogen; sodium methylate In isopropyl alcohol at 100℃; under 38002.6 Torr; for 2h; Autoclave;97%
With potassium tert-butylate; hydrogen; [tris(μ-chloro)bis((triphos)ruthenium(II))] chloride In methanol at 100℃; under 30003 Torr; for 15h; Product distribution / selectivity; Inert atmosphere; Autoclave;>= 99.9 %Chromat.
methyl lactate
547-64-8

methyl lactate

A

L-Lactic acid
79-33-4

L-Lactic acid

B

(R)-Methyl lactate
17392-83-5

(R)-Methyl lactate

Conditions
ConditionsYield
With marine microbial esterase In aq. phosphate buffer at 37℃; for 1h; pH=7.5; pH-value; Temperature; Solvent; Reagent/catalyst; Time; Resolution of racemate; Enzymatic reaction; enantioselective reaction;A n/a
B 98%
With water; Candida rugosa lipase In aq. phosphate buffer at 45℃; for 8h; pH=7.2; Enzymatic reaction; enantioselective reaction;A n/a
B n/a
methyl lactate
547-64-8

methyl lactate

4-methoxy-phenyl acetic acid methyl ester
23786-14-3

4-methoxy-phenyl acetic acid methyl ester

4-hydroxy-3-(4-methoxyphenyl)-5-methylfuran-2(5H)-one
1019196-87-2

4-hydroxy-3-(4-methoxyphenyl)-5-methylfuran-2(5H)-one

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran for 16h; Heating;97%
methyl lactate
547-64-8

methyl lactate

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

methyl 2-{[(4-methylphenyl)sulfonyl]oxy}propanoate
66648-29-1

methyl 2-{[(4-methylphenyl)sulfonyl]oxy}propanoate

Conditions
ConditionsYield
With trimethylamine hydrochloride; triethylamine In acetonitrile at 0 - 5℃; for 1h;95%
With pyridine
With dmap; triethylamine In toluene at 0 - 50℃; for 1h; Temperature;24.5 g
Propyl isocyanate
110-78-1

Propyl isocyanate

methyl lactate
547-64-8

methyl lactate

2-Propylcarbamoyloxy-propionic acid methyl ester
117508-43-7

2-Propylcarbamoyloxy-propionic acid methyl ester

Conditions
ConditionsYield
In toluene at 100℃; for 4h;95%
methyl lactate
547-64-8

methyl lactate

N-(tert-butyldimethylsilyloxy)-4-methylbenzenesulfonamide
1028432-04-3

N-(tert-butyldimethylsilyloxy)-4-methylbenzenesulfonamide

C17H29NO5SSi
1028432-16-7

C17H29NO5SSi

Conditions
ConditionsYield
Stage #1: methyl lactate; N-(tert-butyldimethylsilyloxy)-4-methylbenzenesulfonamide With triphenylphosphine In tetrahydrofuran; toluene for 0.166667h; Mitsunobu Displacement; Inert atmosphere; Cooling with ice;
Stage #2: With diethylazodicarboxylate In tetrahydrofuran; toluene at 0 - 10℃; Mitsunobu Displacement; Inert atmosphere;
95%
morpholine
110-91-8

morpholine

3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

methyl lactate
547-64-8

methyl lactate

C12H21NO4

C12H21NO4

Conditions
ConditionsYield
Stage #1: morpholine; methyl lactate With pyridinium p-toluenesulfonate In tetrahydrofuran at 10℃; for 3h; pH=10;
Stage #2: 3,4-dihydro-2H-pyran In dichloromethane at 5 - 10℃; for 15h;
95%
4-hydroxy-6-methyl-2-pyron
675-10-5

4-hydroxy-6-methyl-2-pyron

methyl lactate
547-64-8

methyl lactate

methyl 2-((6-methyl-2-oxo-2H-pyran-4-yl)oxy)propanoate

methyl 2-((6-methyl-2-oxo-2H-pyran-4-yl)oxy)propanoate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0℃; Inert atmosphere;95%
methyl lactate
547-64-8

methyl lactate

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

2-(tert-butyl-dimethyl-silanyloxy)-propionic acid methyl ester
119404-55-6

2-(tert-butyl-dimethyl-silanyloxy)-propionic acid methyl ester

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; Inert atmosphere;94%
With 1H-imidazole In dichloromethane at 0 - 20℃; Inert atmosphere;91%
With 1H-imidazole In dichloromethane at 0 - 20℃; Inert atmosphere;
With 1H-imidazole at 20℃; Inert atmosphere; Cooling;
methyl lactate
547-64-8

methyl lactate

nicotinic anhydride
16837-38-0

nicotinic anhydride

Nicotinic acid 1-methoxycarbonyl-ethyl ester
121985-91-9

Nicotinic acid 1-methoxycarbonyl-ethyl ester

Conditions
ConditionsYield
With pyridine93%
methyl lactate
547-64-8

methyl lactate

2-chloroformylthioxanthon

2-chloroformylthioxanthon

methyl 2-(thioxanthon-2-formyloxy)propanoate

methyl 2-(thioxanthon-2-formyloxy)propanoate

Conditions
ConditionsYield
With triethylamine In chlorobenzene at 60 - 70℃; for 5h;93%
2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

methyl lactate
547-64-8

methyl lactate

2-ethyl-hexyl lactate
6283-86-9

2-ethyl-hexyl lactate

Conditions
ConditionsYield
iodine for 15h; Heating;92%
With toluene-4-sulfonic acid unter Entfernen des entstehenden Methanols;
methanol
67-56-1

methanol

methyl lactate
547-64-8

methyl lactate

methyl 2-methoxypropionate
17639-76-8

methyl 2-methoxypropionate

Conditions
ConditionsYield
5% by weight NaH2PO4/SiO2 at 260℃; for 60h; Product distribution / selectivity; Gas phase;91.7%
(3% Li2HPO4, 0.5% MgHPO4 and 0.05% H3PO4)/Al2O3 at 320℃; for 60h; Product distribution / selectivity; Gas phase;88%
With hydrogen; zirconium(IV) oxide at 220℃; under 37503.8 Torr; for 12h; Reagent/catalyst;22%
methyl lactate
547-64-8

methyl lactate

methyl 2-nitrooxypropionate
1860-19-1

methyl 2-nitrooxypropionate

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 0℃; for 3h;91%
With sulfuric acid; nitric acid at 0℃;
methyl lactate
547-64-8

methyl lactate

tropylium tetrafluoroborate
27081-10-3

tropylium tetrafluoroborate

2-(Cyclohepta-2,4,6-trienyloxy)-propionic acid methyl ester
134037-35-7

2-(Cyclohepta-2,4,6-trienyloxy)-propionic acid methyl ester

Conditions
ConditionsYield
With triethylamine In acetonitrile91%
methyl lactate
547-64-8

methyl lactate

4-thioxanthonecarbonyl chloride
100540-38-3

4-thioxanthonecarbonyl chloride

methyl 2-(thioxanthon-4-formyloxy)propanoate

methyl 2-(thioxanthon-4-formyloxy)propanoate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In chlorobenzene at 80 - 90℃; for 4h; Reagent/catalyst; Temperature;91%
methanol
67-56-1

methanol

LACTIC ACID
849585-22-4

LACTIC ACID

methyl lactate
547-64-8

methyl lactate

methyl 2-methoxypropionate
17639-76-8

methyl 2-methoxypropionate

Conditions
ConditionsYield
(0.1% CaHPO4 and 5% K2HPO4)/SiO2 at 300℃; for 60h; Product distribution / selectivity; Gas phase;90%
Conditions
ConditionsYield
With ammonia In methanol Cooling with ice;90%

METHYL LACTATE Chemical Properties

Synonyms: METHYL DL-LACTATE;METHYL (+/-) LACTATE;METHYL LACTATE;LACTIC ACID METHYL ESTER;DL-METHYL LACTATE;2-HYDROXYPROPANOIC ACID METHYL ESTER;1-hydroxyethanecarboxylicacid,methylester;2-hydroxy-propanoicacimethylester
EINECS: 208-930-0
METHYL LACTATE is the chemical compound with the formula C4H8O3.Its Molecular Weight is 104.1.
Boiling point:35 °C (6 mmHg) 
density:1.093 g/mL at 20 °C(lit.)
refractive index:n20/D 1.413
Flash point:49 °C 
storage temp.:Flammables area
Water Solubility:miscible, hydrolyses

METHYL LACTATE Toxicity Data With Reference

1.   

ipr-rat LDLo:>2 g/kg

   JPPMAB    Journal of Pharmacy and Pharmacology. 11 (1959),150.

METHYL LACTATE Consensus Reports

Reported in EPA TSCA Inventory.

METHYL LACTATE Safety Profile

Slightly toxic by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard Codes:Xi
METHYL LACTATE 's Risk Statements:
10:Flammable 
36/37:Irritating to eyes and respiratory system 
METHYL LACTATE 's Safety Statements:
24:Avoid contact with skin 
RIDADR:UN 3272 3/PG 3
WGK Germany:1
RTECS:OD5670000
HazardClass:3.2
PackingGroup:III
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