ChemicalBook > Product Catalog > Chemical Reagents > Organic reagents > Esters > Lactones > Gamma Butyrolactone
Basic information Chemical properties Uses Production Category Toxicity grading Acute toxicity Hazardous characteristics of the explosive Flammability hazard Storage and transportation properties Extinguishing agent Safety Related Supplier
Gamma Butyrolactone Chemical Properties
- Melting point:−45 °C(lit.)
- Boiling point:204-205 °C(lit.)
- Density 1.12 g/mL at 25 °C(lit.)
- vapor density 3 (vs air)
- vapor pressure 1.5 mm Hg ( 20 °C)
- FEMA 3291 | 4-HYDROXYBUTANOIC ACID LACTONE
- refractive index n
- Flash point:209 °F
- storage temp. 2-8°C
- form neat
- color Clear colorless
- PH Range4 at 100 g/l at 20 °C
- explosive limit16%
- Water Solubility MISCIBLE
- JECFA Number219
- Merck 13,1596
- BRN 105248
- Stability:Stable. Hygroscopic. Incompatible with strong oxidizing agents, strong acids, strong bases, strong reducing agents.
- CAS DataBase Reference96-48-0(CAS DataBase Reference)
- IARC3 (Vol. 11, Sup 7, 71) 1999
- NIST Chemistry Reference«gamma»-Butyrolactone(96-48-0)
- EPA Substance Registry System.gamma.-Butyrolactone (96-48-0)
Gamma Butyrolactone Usage And Synthesis
- Chemical propertiesGamma-Butyrolactone (GBL) is a colorless oily liquid. It is miscible with water and the general organic and slightly soluble in aliphatic hydrocarbons. GBL has been characterized as having an intense bitter taste with faint to pleasant odor.
- UsesGamma-Butyrolactone (GBL) has widespread industrial use. It is a common solvent found in paint strippers, nail polish removers, stain removers and circuit board cleaners. It is also a common intermediate in industrial chemistry including the manufacture of pyrrolidones and in some pharmaceuticals.
Gamma-Butyrolactone is an important organic synthesis intermediate which can be used to synthesize indole butyric acid, butyric acid, succinic acid, α-pyrrolidone, N-methylpyrrolidone, vinyl pyrrolidone, acetyl-γ-butyrolactone, cyclopropylamine, ciprofloxacin, vitamin B1, chlorophyll and so on;
It is a non-toxic high boiling point solvent with high solubility and safe and convenient usage and management;
It is used as an extractant for butadiene, aromatic, advanced grease petroleum processing;
It is used as an acrylonitrile fiber spinning solvent in the chemical fiber industry.
It is a thinner and curing agent commonly used in wool, nylon, acrylonitrile and other fiber dyeing auxiliaries and other chemical industries.
- ProductionMaleic anhydride hydrogenation method is an advanced technology developed in 1970s. It can produce tetrahydrofuran and γ-butyrolactone in any proportion with a hydrogenation reaction, and the usual ratio is tetrachlorofuran: γ-butyrolactone = 3-4:1.
There are many production enterprises, but usually in small scale. The average level is 300t/a. The production capacity account for 30% of the total domestic production capacity. 2.1, 4-butanediol dehydrogenation reactor is a tube array reactor, filled with flake copper catalyst (with zinc oxide as the carrier). The reaction temperature is controlled at 230-240 ° C. The yield of the product is obtained by reduced pressure distillation of and the yield is above 77%.
- CategoryFlammable substance
- Toxicity gradingMiddle
- Acute toxicityoral-rat LD50: 1540 mg/kg; oral-mouse LD50: 1720 mg/kg
- Hazardous characteristics of the explosiveExplosible when react with butanol, 2,4-dichlorophenol and sodium hydroxide
- Flammability hazardFlammable in case of heat, open flame; being able to react with oxidant; releasing toxic pungent smoke when in the process of pyrolysis.
- Storage and transportation propertiesMake sure ventilating, low temperature and drying in the warehouse; separate from the oxidant; prevent fires.
- Extinguishing agentDry powder, carbon dioxide, foam
- DescriptionDihydro-2(3H)-furanone. An endogenous neuroregulator made from gamma-amino butyrate and the precursor of gamma hydroxybutyrate. It causes selective increase of brain dopamine by inhibiting its release from nerve terminals. The compound has sedative properties at low doses and produces surgical anesthesia at high doses. It is also used as an industrial solvent and precursor.
- Chemical Propertiesγ-Butyrolactone is oily, colorless, clear liquid. It has a faint, sweet, aromatic, slightly buttery odor.
γ-Butyrolactone is a lactone. It is hydrolyzed under basic conditions, for example in a sodium hydroxide solution into sodium gamma-hydroxybutyrate, the sodium salt of gamma-hydroxybutyric acid. Under acidic conditions it forms an equilibrium mixture of both compounds. These compounds then may go on to form a polymer.
- OccurrenceReported found as a constituent in coffee aroma; a volatile flavor component in roasted filberts as well. Also reported found in tomato, potato, soybeans, beans, vinegar, mushrooms, roasted chicken, beef, cider, beer, wine, scallops and clams.
- Usesr-butyrolactone is one kind of important fine chemicalintermediate, simultaneously also is one kind of performance fine highboiling point solvent, ideal antioxidant, plasticizer,extracting agent, absorbent, dispersing agent, solid stain, Coagulation Reagent.
- UsesIntermediate in the synthesis of polyvinylpyrrolidone, DL-methionine, piperidine, phenylbutyric acid, thiobutyric acids. Solvent for polyacrylonitrile, cellulose acetate, methyl methacrylate polymers, polystyrene. Constituent of paint removers, textile aids, drilling oils.
- DefinitionChEBI: A butan-4-olide that is tetrahydrofuran substituted by an oxo group at position 2.
- PreparationFrom acetylene and formaldehyde, also from a number of alternative sources; ethylene chlorohydrin, glutamic acid, γ-hydroxybutyric acid solutions, tetrahydrofuran, vinyl-acetic acid.
- Aroma threshold valuesDetection: 20 to 50 ppm
- Taste threshold valuesTaste characteristic at 75 ppm: milky, creamy with fruity peach-like afternotes.
- General DescriptionClear colorless oily liquid with a pleasant odor.
- Air & Water ReactionsHygroscopic. Soluble in water.
- Reactivity Profilegamma-Butyrolactone can react with oxidizing materials, inorganic acids and bases, alcohols and amines. Rapidly hydrolyzed by bases and slowly hydrolyzed by acids. gamma-Butyrolactone is volatile with steam. . The combination of the lactone, butanol, 2,4-dichlorophenol, and sodium hydroxide in the attempted synthesis of 2,4-dichlorophenoxybutyric acid caused a thermal runaway reaction that eventually exploded, [CISHC Chem. Safety Summ., 1977, 48, 3].
- HazardToxic by ingestion. Questionable carcino- gen.
- Fire Hazardgamma-Butyrolactone is combustible.
- Safety ProfileModerately toxic by ingestion, intravenous, and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. Questionable carcinogen with experimental tumorigenic data by skin contact. Mutation data reported. Less acutely toxic than ppropiolactone. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use foam, alcohol foam, CO2, dry chemical. Potentially explosive reaction with butanol + 2,4 dichlorophenol + sodium hydroxide. When heated to decomposition it emits acrid and irritating fumes.
- Potential ExposureUsed as a chemical intermediate for making other chemicals, including pesticides, cosmetics, and pharmaceuticals; as a solvent for paint, nail polish removers, and industrial chemicals. Used in electronics, drilling and petroleum industries as a stabilizer and solvent. Used as a flavoring agent in various foods and beverages, including grains and breakfast foods, candy, and alcoholic and nonalcoholic drinks. Drug of abuse: the United States Food and Drug Administration has warned the public not to purchase or consume products, containing gamma-butyrolactone (GBL). FDA has also asked the companies that manufacture these products to voluntarily recall them. The agency has received reports of serious health problems—some that are potentially life-threatening—associated with the use of these products. Although labeled as dietary supplements and marketed under various brand names, these products are illegally marketed unapproved new drugs. False advertising claims include building muscles, improved physical performance, enhanced sex, reduced stress and induced sleep
- ShippingListed by some sources as unregulated. UN2810 Toxic liquids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1—Poisonous materials, Technical Name Required.
- Purification MethodsDry the lactone over anhydrous CaSO4, then fractionally distil it. Handle it in a fume cupboard due to its TOXICITY. [Beilstein 17 V 7.]
- Incompatibilities4-Butyrolactone is incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, alcohols, amines, strong and inorganic acids, strong bases. Rapidly hydrolyzed by bases and slowly hydrolyzed by acids. It is hygroscopic and volatile with steam. Combustible; vapor may form explosive mixture with air.
- Waste DisposalUse a licensed professional waste disposal service to dispose of this material. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. It is inappropriate and possibly dangerous to the environment to dispose of expired or waste drugs and pharmaceuticals by flushing them down the toilet or discarding them to the trash. Household quantities of expired or waste pharmaceuticals may be mixed with wet cat litter or coffee grounds, double-bagged in plastic, discard in trash. Larger quantities shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator. All federal, state, and local environmental regulations must be observed.
Gamma Butyrolactone Preparation Products And Raw materials
- Raw materialsTetrahydrofuranHydrogenMaleic anhydride Succinic anhydride1,4-Butanediol
- Preparation ProductsTetrahydrofuran1-Methyl-2-pyrrolidinone METHYL 3-(2,2-DICHLOROVINYL)-2,2-DIMETHYL-(1-CYCLOPROPANE)CARBOXYLATESorbic acidCyclopropylamine1,5-Pentanedioic acidethyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarboxylate Cyclopropanecarboxylic acid4-Phenylbutyric acidGAMMA-CHLOROBUTYROPHENONE3-Acetyl-1-propanol1-Tetralone2-Pyrrolidinone3,3',4,4'-DIPHENYLSULFONETETRACARBOXYLIC DIANHYDRIDE2-AcetylbutyrolactoneD-(+)-Pantothenic acid calcium salt4-(2-OXO-1,3-BENZOXAZOL-3(2H)-YL)BUTANOIC ACID3-Indolebutyric acid2,6-DifluorobenzonitrileALPHA,ALPHA-DIMETHYL-GAMMA-BUTYROLACTONE4-Chlorobutyryl chloride4-Bromo-2,2-diphenylbutyric acid3-[2-chloro-2-(4-chlorophenyl)ethenyl]-2，2-dimethyl cyclopropane carboxylic acidHaloperidol2-Bromo-4-butanolideSODIUM 4-HYDROXYBUTYRATE
- (2S)-2-(2-Oxopyrrolidin-1-yl)butanoic acid L(+)-2-Aminobutyric acid 4-CHLOROBUTYRIC ACID ETHYL 4-CHLOROBUTYRATE (R)-(-)-2-AMINOBUTANAMIDE HYDROCHLORIDE, 97% (S)-3-(4-benzylphenoxy)tetrahydrofuran (2-Chloro-5-iodophenyl)(4-fluorophenyl)methanone (R)-4-CHLORO-1,3-BUTANEDIOL Empagliflozin Impurity 40 Empagliflozin Impurity 4 EMpagliflozin iMpurity 11 Empagliflozin Impurity 20 (3R,4S,5S,6R)-2-[4-chloro-3-[[4-[(3S)-oxolan-3-yl]oxyphenyl]methyl]phenyl]-6-(hydroxymethyl)-2-methoxyoxane-3,4,5-triol Empagliflozin Impurity 17 Empagliflozin Impurity 44 Empagliflozin Impurity 41 Empagliflozin Impurity 5 EMpagliflozin iMpurity 12
- Company Name:Ganzhou neng industrial co. LTD Gold
- Tel:13360690571 0797-3396425-
- Products Intro:CAS:96-48-0
- Company Name:Hefei TNJ Chemical Industry Co.,Ltd. Gold
- Tel:15856988503 551-65418695-
- Products Intro:Product Name:GBL;Gamma-Butyrolactone
Purity:99.9%Min. Package:200kg/galvanized drum, 80 drums/20"FCL (16mt) Remarks:Manufacturer
- Company Name:Shanghai Aladdin Bio-Chem Technology Co.,LTD Gold
- Tel:400-620-6333 021-20337333-801
- Products Intro:Product Name:γ-Butyrolactone
Purity:AR, >=99% Package:250ML/69.00;
- Company Name:Zhejiang Realsun Chemical Industry Co., Ltd Gold
- Products Intro:Product Name:gamma-Butyrolactone
- Company Name:Codow Chemical Co.,Ltd. Gold
- Products Intro:CAS:96-48-0
- Oct 10，2019