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L(+)-Lactic acid

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Name

L(+)-Lactic acid

EINECS 201-196-2
CAS No. 79-33-4 Density 1.276 g/cm3
PSA 57.53000 LogP -0.54820
Solubility 10 mg/mL, clear, colorless in water Melting Point 52-54 °C
Formula C3H6O3 Boiling Point 227.6 °C at 760 mmHg
Molecular Weight 90.0788 Flash Point 109.9 °C
Transport Information N/A Appearance crystalline solid
Safety 26-39-45-36/37/39-36 Risk Codes 38-41-34-36/37/38
Molecular Structure Molecular Structure of 79-33-4 (L(+)-Lactic acid) Hazard Symbols IrritantXi,CorrosiveC
Synonyms

Lacticacid, L- (8CI);Propanoic acid, 2-hydroxy-, (S)-;(+)-Lactic acid;(S)-(+)-Lactic acid;(S)-2-Hydroxypropanoic acid;(S)-Lactic acid;Espiritin;HiPure 90;Propanoic acid,2-hydroxy-, (2S)-;L-(+)-a-Hydroxypropionic acid;L-Lactic acid;Paralactic acid;Sarcolactic acid;Tisulac;d-Lactic acid;

Article Data 224

L(+)-Lactic acid Synthetic route

547-64-8

methyl lactate

A

79-33-4

L-Lactic acid

B

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
50-99-7

D-glucose

79-33-4

L-Lactic acid

Conditions
ConditionsYield
With Candida utilis NBRC0988 Cupdc1Δ4-LDH2 mutant at 35℃; for 33h; Microbiological reaction;95.1%
bei der Vergaerung durch Streptococcus lactis unter verschiedenen Bedingungen;
With Sn-beta catalyst In water at 200℃; under 30003 Torr; for 0.5h; Catalytic behavior; Solvent; Inert atmosphere; Autoclave; Green chemistry;
67-56-1

methanol

A

79-33-4

L-Lactic acid

B

(1-methoxy-1-oxopropane-2-yl)-2-hydroxypropionate

Conditions
ConditionsYield
With C11H19AlN2 In dichloromethane at 20℃; for 24h; Reagent/catalyst; Schlenk technique;A n/a
B 89%
27871-49-4

(S)-Methyl lactate

79-33-4

L-Lactic acid

Conditions
ConditionsYield
With lithium hydroxide monohydrate In tetrahydrofuran; water at 0 - 20℃; for 48h; Inert atmosphere;80%
With lithium hydroxide In methanol at 20℃;
With water at 100℃; for 6h; Product distribution / selectivity;
With water; Amberlyst-36 at 100℃; for 1h;
With water at 100℃; for 1h;7 g

(S)-2-Hydroxy-1-((S)-2-methoxymethyl-2,3-dihydro-indol-1-yl)-propan-1-one

79-33-4

L-Lactic acid

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane for 3h; Heating;73%
67-56-1

methanol

170945-09-2

(2S)-2-(hydroxymethyl)-1-[(2R)-2-hydroxypropanoyl]pyrrolidine

79-33-4

L-Lactic acid

Conditions
ConditionsYield
With sulfuric acid Heating;71%
56-41-7

L-alanin

79-33-4

L-Lactic acid

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite In water at 0℃; for 12h;65%
With tert.-butylnitrite In 1,4-dioxane; water at 20℃; for 1h; Inert atmosphere;58%
bei der Einw. von Oidium lactis;
124-38-9

carbon dioxide

75-07-0

acetaldehyde

A

79-33-4

L-Lactic acid

B

127-17-3

2-oxo-propionic acid

Conditions
ConditionsYield
With pyruvate decarboxylase; thiamine pyrophosphate; L-lactic dehydrogenase; 1,4-dihydronicotinamide adenine dinucleotide for 1h; pH=9.5; Enzymatic reaction;A 51%
B 14%
With pyruvate decarboxylase; thiamine pyrophosphate; L-lactic dehydrogenase; 1,4-dihydronicotinamide adenine dinucleotide for 1h; pH=10.5; Enzymatic reaction;A 27%
B 28%
113-24-6

sodium pyruvate

79-33-4

L-Lactic acid

Conditions
ConditionsYield
With Fructose 1,6-bisphosphate; piperazine*HCl buffer; sodium formate; nicotinamide adenine dinucleotide; diothiothreitol pH 6.0, lyophilized formate dehydrogenase, lactate dehydrogenase from Bacillus stearothermophilus (BSLDH Q102R/C97G);45%
With lipoamide; DTTox; NAD; xanthin; PAN gel Electrochemically, Enzymatic, 3.5 d; Multistep reaction;
97-64-3, 2676-33-7

ethyl 2-hydroxypropionate

A

79-33-4

L-Lactic acid

B

10326-41-7

D-Lactic acid

C

7699-00-5

(R)-Ethyl lactate

Conditions
ConditionsYield
With ammonium hydroxide at 30℃; pH=6.9;A n/a
B n/a
C 34.5%

L(+)-Lactic acid Consensus Reports

Reported in EPA TSCA Inventory.

L(+)-Lactic acid Specification

The L(+)-Lactic acid, with the CAS registry number 79-33-4,is also known as Kerosine (petroleum), hydrodesulfurized. It belongs to the product categories of petrochemical industry. This chemical's molecular formula is C3H6O3 and molecular weight is 90.08.Its EINECS number is 201-196-2. What's more,Its systematic name is L(+)-Lactic acid. It is a Crystalline Solid which occurs in small quantities in the blood and muscle fluid of man and animals. The lactic acid concentration increases in muscle and blood after vigorous activity. L(+)-Lactic acid is also present in liver, kidney, thymus gland, human amniotic fluid.

Physical properties about L(+)-Lactic acid are:
(1)ACD/LogP:  -0.85; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  -2.92; (4)ACD/LogD (pH 7.4):  -4.40; (5)ACD/BCF (pH 5.5):  1.00; (6)ACD/BCF (pH 7.4):  1.00; (7)ACD/KOC (pH 5.5):  1.00; (8)ACD/KOC (pH 7.4):  1.00; (9)#H bond acceptors:  3; (10)#H bond donors:  2; (11)#Freely Rotating Bonds:  2; (12)Index of Refraction:  1.451; (13)Molar Refractivity:  19.006 cm3; (14)Molar Volume:  70.564 cm3; (15)Surface Tension:  49.7639999389648 dyne/cm; (16)Density:  1.277 g/cm3; (17)Flash Point:  109.936 °C; (18)Enthalpy of Vaporization:  53.96 kJ/mol; (19)Boiling Point:  227.561 °C at 760 mmHg; (20)Vapour Pressure:  0.0149999996647239 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:O=NOC(C)C;
(2)Std. InChI:InChI=1S/C3H7NO2/c1-3(2)6-4-5/h3H,1-2H3;
(3)Std. InChIKey:SKRDXYBATCVEMS-UHFFFAOYSA-N.

Safety Information of L(+)-Lactic acid:
The L(+)-Lactic acid is irritating to eyes, respiratory system and skin and risk of serious damage to the eyes. And it causes burns. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) .When you use it ,wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 

The toxicity data of L(+)-Lactic acid are as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 3194mg/kg (3194mg/kg)   Toxicology. Vol. 62, Pg. 203, 1990.

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