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Ethyl lactate

Basic information Description Chemical properties Uses Production method Usage limit Toxicity Content analysis Hazards & Safety Information Safety Related Supplier

Ethyl lactate Basic information

Product Name:
Ethyl lactate
CAS:
97-64-3
MF:
C5H10O3
MW:
118.13
EINECS:
202-598-0
Mol File:
97-64-3.mol
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Ethyl lactate Chemical Properties

Melting point:
-26°C
alpha 
D14 -10°
Boiling point:
151°C
Density 
1.03
FEMA 
2440 | ETHYL LACTATE
refractive index 
1.4124
Flash point:
46°C
solubility 
Miscible with water (with partial decomposition), ethanol (95%), ether, chloroform, ketones, esters, and hydrocarbons.
pka
13.21±0.20(Predicted)
Odor
Mild characteristic.
optical activity
[α]20/D 10.5°, neat
JECFA Number
931
Merck 
14,3817
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey
LZCLXQDLBQLTDK-UHFFFAOYSA-N
CAS DataBase Reference
97-64-3(CAS DataBase Reference)
NIST Chemistry Reference
Propanoic acid, 2-hydroxy-, ethyl ester(97-64-3)
EPA Substance Registry System
Ethyl lactate (97-64-3)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
10-37-41
Safety Statements 
24-26-39
RIDADR 
1192
WGK Germany 
1
RTECS 
OD5075000
HazardClass 
3.2
PackingGroup 
III
HS Code 
29181100
Hazardous Substances Data
97-64-3(Hazardous Substances Data)

MSDS

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Ethyl lactate Usage And Synthesis

Description

Ethyl lactate is a green solvent derived from processing corn. Ethyl lactate is the ester of lactic acid. Lactate esters solvents are commonly used solvents in the paints and coatings industry and have numerous attractive advantages including being 100% biodegradable, easy to recycle, noncorrosive, noncarcinogenic, and nonozone depleting.
Ethyl lactate is a particularly attractive solvent for the coatings industry as a result of its high solvency power, high boiling point, low vapor pressure, and low surface tension. Other applications of ethyl lactate include being an excellent cleaner for the polyurethane industry. Ethyl lactate has a high solvency power, which means it has the ability to dissolve a wide range of polyurethane resins. The excellent cleaning power of ethyl lactate also means it can be used to clean a variety of metal surfaces, effi ciently removing greases, oils, adhesives, and solid fuels. The use of ethyl lactate is highly variable as it has eliminated the use of chlorinated solvents.
ethyl lactate structure
ethyl lactate structure

Chemical properties

It appears as colorless to light yellow transparent liquid with rum, fruit and cream aroma. The freezing point:-25 ° C; the boiling point: 154 ° C, specific rotation [a] 14d:-10 °. It is easily soluble in ethanol, acetone, ether, esters and other organic solvents; there is some degree of hydrolysis upon being miscible with water. Mouse oral LD50: 2.5g/kg, ADI is subject to no special provisions (FAO/WHO, 1994).

Uses

Ethyl lactate is the food spices allowed in our country, commonly used in modulation of fruit flavor, lactic acid-type food and wine flavor. The dosage is 1000mg/kg in alcoholic beverage, 580-3100mg/kg in chewing gum, 71mg/kg in baked food, 28mg/kg in candy and 17mg/kg in cold drink according to normal production requirement.
GB 2760-96 provides it as allowable food flavors, being the carrier solvent. As a spice, it is mainly used for preparation of rum, milk, butter, grapes, fruit wine, coconut and other type of flavor.
It is used as the solvent for nitrocellulose and cellulose acetate, also used in perfumery industry

Production method

D-dextrorotatory and levorotatory respectively take dextral lactic acid and L-lactic acid as raw materials, in the presence of concentrated sulfuric acid, have azeotropic esterification with ethanol in the benzene for distillation to derive it.
The Racemic is obtained through the boiling of the racemic lactic acid and ethanol in carbon tetrachloride for 24h.
First have acetaldehyde and cyanide hydrogenated into acetaldehyde cyanohydrin, followed by esterification with ethanol to obtain it in the presence of inorganic acid.
(1) Metal halide catalytic method. Apply metal halide instead of the concentrated sulfuric acid for catalytic synthesis of ethyl lactate with a yield of 65%-71%.
(2) Rare earth compound catalytic method. Add 0.22-0.33mol of ethanol, 0.11mol of lactic acid, 25mL of water-carrying agent and 1: 100 molar ratio of rare earth compound to the flask, carry out reflux reaction for 2.5-3 h and distill off the excess alcohol, water-carrying agent and the unreacted lactic acid. The reaction mixture is subjected to distillation under reduced pressure to collect the product in a yield of 74% to 79%.
(3) Sulfuric acid catalytic method. Under the catalysis of sulfuric acid, the lactic acid is subject to esterification with excessive amount ethanol to derive the ethyl lactate; alternatively, it can also be heated for reflux dehydration in carbon tetrachloride for 24 h; then subject to atmospheric distillation of excess amount ethanol; finally apply vacuum distillation to obtain the finished product.
(4) Solid acid catalytic method. NaY molecular sieve is washed with water, dried and calcined at high temperature, and then impregnated with a certain concentration of NH4Cl solution for ion exchange. The NH4Y is filtered, washed, dried and activated at a high temperature of 550 °C to obtain the solid acid HY.
Then, lactic acid, ethanol, benzene and HY were added into the reaction flask. The molar ratio of HY/lactic acid = 25/100 and lactic acid/ethanol (molar ratio) was 1/3. Reflux at 100-160°C for 8-10 hours, and the esterification rate is above 60%.
(5) Distillation esterification method. 225 g of 80% lactic acid, 475 Ml (380 g) of 95% ethanol, 100 mL of benzene, 2 mL of concentrated sulfuric acid and a small amount of zeolite were added to the flask of the distillation apparatus (1000 mL). After adding the reaction solution to boiling, steam (ethanol, benzene and water) is sent into the condenser through the distillation column, separated from the water layer back to the distillation column with the temperature at the column top being maintained at 64.9 ℃. When 240 g of water layer (containing 119 g of ethanol, 99 g of water and 22 g of benzene) was separated, almost no water was separated and the temperature of the column top rose to 68 ° C. After the reaction solution was cooled, 6 g of anhydrous sodium acetate was added to neutralize the sulfuric acid, followed by distillation under reduced pressure. First carry out full reflux for 1h, and then control the reflux ratio of not less than 5 at a vacuum condition of 2.45Kpa with the temperature at the column top being 58 ℃; Distill 226 g clear colorless ethyl lactate with the yield of 96%.

Usage limit

FEMA (mg/mL): Soften drink: 5.4; Cold drinks: 17; Candies 28; baked goods 71; pudding class 8.3; gums 580 to 3100; alcohol 1000; syrup 35.
Take moderate as limit (FDA § 172.515, 2000).

Toxicity

ADI is not subject to specific special provisions (FAO/WHO, 1994).
GRAS (FEMA).
LD50 2500 mg/kg (mouse, oral).

Content analysis

About 0.7 g of the sample was accurately weighed and then assayed as in Method I (OT-18). The equivalent factor (e) in the calculation is 59.07.
Or measured by the nonpolar column method according to GT-10-4;

Hazards & Safety Information

Category Flammable liquids
Toxic classification poisoning
Acute toxicity Oral-Rat LD50: 5000 mg/kg; Oral-mouse LD50: 2500 mg/kg
EXPLOSIVES HAZARDOUS CHARACTERISTICS being explosive when being mixed with air
Flammability and hazard characteristics it is flammable upon coming across fire, high temperature and oxidizer with combustion to stimulate smoke
Storage and transportation characteristics Treasury: ventilated, low temperature and dry; Store separately from oxidant;
Extinguishing agent dry powder, dry sand, carbon dioxide, foam, 1211 extinguishing agent

Chemical Properties

Ethyl lactate is a green solvent derived from processing corn. Ethyl lactate is the ester of lactic acid. Lactate esters solvents are commonly used solvents in the paints and coatings industry and have numerous attractive advantages including being 100% biodegradable, easy to recycle, noncorrosive, noncarcinogenic, and nonozone depleting.
Ethyl lactate is a particularly attractive solvent for the coatings industry as a result of its high solvency power, high boiling point, low vapor pressure, and low surface tension. Other applications of ethyl lactate include being an excellent cleaner for the polyurethane industry. Ethyl lactate has a high solvency power, which means it has the ability to dissolve a wide range of polyurethane resins. The excellent cleaning power of ethyl lactate also means it can be used to clean a variety of metal surfaces, effi ciently removing greases, oils, adhesives, and solid fuels. The use of ethyl lactate is highly variable as it has eliminated the use of chlorinated solvents.

Chemical Properties

Ethyl lactate has a light ethereal, buttery odor.

Occurrence

Reported found in apple, apricot, grape, pineapple, raspberry, chicken, cocoa, plum, blackberry, cabbage, vinegar, rye and wheat bread, butter, beer, cognac, rum, whiskey, sherry, grape wines, fruit brandies and soy sauce.

Uses

Ethyl lactate, for instance, is used in the electronics industry to remove salts and fat from circuit boards; it is also a component in paint strippers.

Uses

As solvent for nitrocellulose and cellulose acetate.

Uses

Ethyl Lactate is a solvent manufactured from l(+) lactic acid which is miscible in water and most organic solvents and is cleared for use as a flavoring agent. it is a naturally occurring constituent of california and spanish sherries. it is a clear, colorless, nontoxic liquid of low volatility, having a ph of 7–7.5. it is used as a food and beverage flavoring agent.

Production Methods

Ethyl lactate is produced by the esterification of lactic acid with ethanol in the presence of a little mineral oil, or by combination of acetaldehyde with hydrocyanic acid to form acetaldehyde cyanhydrin. This is followed by treatment with ethanol (95%) and hydrochloric or sulfuric acid. Purification is achieved using fractional distillation. The commercial product is a racemic mixture.

Preparation

d-Ethyl lactate is obtained from d-lactic acid by azeotropic distillation with ethyl alcohol or benzene in the presence of concentrated H2SO4; the l-form is prepared in a similar fashion starting from l-lactic acid; the racemic product is prepared by boiling for 24 hours optically inactive lactic acid with ethyl alcohol in carbon tetrachloride, or with an excess of ethyl alcohol in the presence of chlorosulfonic acid, or in the presence of benzenesulfonic acid in benzene solution.

Aroma threshold values

Detection: 50 to 250 ppm

Taste threshold values

Taste characteristics at 50 ppm: sweet, fruity, creamy, and pineapplelike with a caramellic brown nuance.

General Description

A clear colorless liquid with a mild odor. Flash point 115°F. Denser than water and soluble in water. Vapors heavier than air.

Air & Water Reactions

Flammable. Soluble in water.

Reactivity Profile

Ethyl 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.

Hazard

Moderate fire risk.

Health Hazard

Inhalation of concentrated vapor may cause drowsiness. Contact with liquid causes mild irritation of eyes and (on prolonged contact) skin. Ingestion may cause narcosis.

Fire Hazard

HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Pharmaceutical Applications

formulationsand recently as a co-solvent in emulsions and microemulsion technologies. It has also been used as a solvent for nitrocellulose, cellulose acetate, cellulose ethers, polyvinyl and other resins. It has been applied topically in the treatment of acne vulgaris,where it accumulates in the sebaceous glands and is hydrolyzed to ethanol and lactic acid, lowering the skin pH and exerting a bactericidal effect.

Safety

Ethyl lactate is used as a flavoring agent in pharmaceutical preparations, and is found in food products. The estimated acceptable daily intake for lactic acid is 12.5 mg/kg body-weight.
In general, lactate esters have an oral LD50 > 2000 mg/kg; and the inhalation LC50 is generally above 5000 mg/m3. They have the potential of causing eye and skin irritation (on prolonged contact), but not sensitization. Ethyl lactate is moderately toxic by intraperitoneal, subcutaneous, and intravenous routes. There is low oral and skin contact toxicity; although ingestion may cause nausea, stomach and throat pain, and narcosis. Inhalation of concentrated vapor of ethyl lactate may cause irritation of the mucous membranes, drowsiness, and narcosis.
LD50 (rat, oral): >5.0 g/kg
LD50 (mouse, oral): 2.5 g/kg
LD50 (mouse, SC): 2.5 g/kg
LD50 (mouse, IV): 0.6 g/kg
LD50 (rabbit, skin): >5.0 g/kg

Veterinary Drugs and Treatments

Ethyl lactate shampoo can be used when an antibacterial shampoo (bacteriostatic and bactericidal) is needed particularly in animals with surface and superficial pyodermas that cannot tolerate benzoyl peroxide. It also has keratoplastic effect, which provides anti-seborrheic activity.
A lipid soluble compound, ethyl lactate penetrates hair follicles and sebaceous glands where bacterial lipases convert it into lactic acid and ethanol, which are responsible for its antibacterial action. It is not as active as benzoyl peroxide against staphylococcal organisms, but is less irritating and drying.

storage

Stable at normal temperature and pressure. Ethyl lactate is a flammable liquid and vapor. Store in a cool, dry, and well-ventilated location away from any fire hazard area, in a tightly closed container.

Incompatibilities

Incompatible with bases or strong alkalis and may cause fire or explosion with strong oxidizing agents.

Regulatory Status

GRAS listed. Reported in the EPA TSCA Inventory.

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Ethyl lactate SupplierMore

YANCHENG HUADE (DANCHENG) BIOL OGICAL ENGINEERING CO.,LTD Gold
Tel:
0515-86512888
Email:
hdswgc@126.com
Products Intro:
Product Name:Ethyl lactate
CAS:97-64-3
Shanghai Ditao Chemical Technology Co., Ltd. Gold
Tel:
021-37122200-
Email:
sales@ditaochem.com;
Products Intro:
Product Name:Ethyl lactate
CAS:97-64-3
Purity:99 Package:1KG/100.00;
Henan xiangduo industry co., ltd Gold
Tel:
Email:
2933561707@qq.com;2933561707@qq.com
Products Intro:
Product Name:Ethyl Lactate; Natural Ethyl Lactate
CAS:97-64-3
Purity:99%
J & K SCIENTIFIC LTD.
Tel:
010-82848833- ;010-82848833-
Email:
jkinfo@jkchemical.com;market6@jkchemical.com
Products Intro:
Product Name:Ethyl lactate, 99%
CAS:97-64-3
Purity:99% Package:25ML;500ML
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel:
21-61259100-
Email:
sh@meryer.com
Products Intro:
Product Name:Ethyl lactate
CAS:97-64-3
Purity:99% Package:500Ml Remarks:B64010
Basic information Description Chemical properties Uses Production method Usage limit Toxicity Content analysis Hazards & Safety Information Safety Related Supplier