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Gamma Butyrolactone, Butyrolacton, Oxolanone, GBL, BLO, 96-48-0

Gamma Butyrolactone, Butyrolacton, Oxolanone, GBL, BLO, 96-48-0

GAMMA-BUTYROLACTONE (GBL)

PRODUCT IDENTIFICATION INFORMATION

Parameter Information
Product Name Gamma-Butyrolactone
Chemical Name γ-Butyrolactone
Synonyms (Turkish) Gamabütirolakton, Gama Butirolakton, Butirolakton, GBL
Synonyms (English) Gamma-Butyrolactone, GBL, γ-Butyrolactone, 4-Hydroxybutyric Acid Lactone, 1,4-Lactone, Dihydrofuran-2(3H)-one, Oxolan-2-one, BLO
CAS Number 96-48-0
EC Number 202-509-5
Molecular Formula C₄H₆O₂
Molecular Weight 86.09 g/mol
Appearance Colorless, clear liquid
Odor Mild, characteristic, ester-like odor

CHEMICAL STRUCTURE

Gamma-Butyrolactone Structure:

        O
        ||
    H₂C — C
    |       |
    H₂C — CH₂
        \
         O

Structure Description:

  • Cyclic ester (lactone) with a four-membered carbon ring.

  • Simplest 4-carbon lactone (γ-lactone).

  • Colorless, hygroscopic liquid.

  • Miscible with water and many organic solvents.

  • Used as a precursor to other chemicals (NMP, PVP).

  • Metabolizes to gamma-hydroxybutyrate (GHB) in the body.

SECTION 1: CHEMICAL IDENTITY AND DESCRIPTION

Parameter Information
Product Name Gamma-Butyrolactone
Chemical Name γ-Butyrolactone
Synonyms (Turkish) Gamabütirolakton, Gama Butirolakton, Butirolakton, GBL
Synonyms (English) Gamma-Butyrolactone, GBL, γ-Butyrolactone, 4-Hydroxybutyric Acid Lactone, 1,4-Lactone, Dihydrofuran-2(3H)-one, Oxolan-2-one, BLO, 2-Oxotetrahydrofuran
CAS Number 96-48-0
EC Number 202-509-5
Molecular Formula C₄H₆O₂
Molecular Weight 86.09 g/mol
Chemical Class Lactone; Cyclic ester; Organic solvent; Chemical intermediate
Source Synthetic (hydrogenation of maleic anhydride or succinic acid)
Physical State (20°C) Liquid
Odor Mild, characteristic, ester-like odor
Color Colorless, clear

SECTION 2: PHYSICAL AND CHEMICAL PROPERTIES

Property Value Test Method / Note
Appearance Colorless, clear liquid Visual
Odor Mild, characteristic, ester-like odor Olfactometric
Molecular Weight 86.09 g/mol Calculated
Density (20°C) ~1.12 g/cm³ ASTM D4052
Density (15°C) 1.1286 g/mL
Melting Point -44°C DSC
Boiling Point 204 – 205°C
Flash Point 98 – 101°C (closed cup)
Autoignition Temperature ~455°C
Explosive Limits ~16% (v/v)
Vapor Pressure (20°C) ~0.34 hPa
Solubility in Water Miscible (in all proportions) General Method
Solubility in Ethanol Miscible General Method
Solubility in Acetone Miscible General Method
Solubility in Benzene Miscible General Method
Refractive Index (n20/D) 1.436
pH (100 g/L in water) 4 – 5 pH Meter
Hygroscopicity High (absorbs moisture)
Stability Stable under normal conditions
Acid Value ≤ 1.0 mg KOH/g Titrimetric
Water Content ≤ 0.1% Karl Fischer
Purity ≥ 99.5% GC
Heavy Metals ≤ 10 ppm AAS / ICP

SECTION 3: GBL vs OTHER LACTONES AND SOLVENTS

Property Gamma-Butyrolactone (GBL) 2-Pyrrolidone NMP Propylene Carbonate
CAS Number 96-48-0 616-45-5 872-50-4 108-32-7
Molecular Weight 86.09 g/mol 85.11 g/mol 99.13 g/mol 102.09 g/mol
Boiling Point 204-205°C 245°C 202°C 240°C
Density (20°C) 1.12 g/cm³ 1.12 g/cm³ 1.03 g/cm³ 1.20 g/cm³
Solubility in Water Miscible Miscible Miscible Slightly soluble
Viscosity (25°C) 1.7 cP 13 cP 1.7 cP 2.5 cP
Dielectric Constant 39 28 32 65
Primary Use Solvent, intermediate Intermediate Solvent, intermediate Battery electrolyte, solvent
Regulatory Status Restricted Less restricted Less restricted Less restricted

SECTION 4: MECHANISM OF ACTION

Property Description
Lactone Ring Opening (Hydrolysis) Ring opens in acidic or basic conditions; Hydrolyzes to 4-hydroxybutyric acid; Reversible reaction (lactonization); Forms salts (e.g., sodium gamma-hydroxybutyrate).
Metabolism to GHB Rapidly absorbed and metabolized to gamma-hydroxybutyrate (GHB) in the body; GHB is a central nervous system (CNS) depressant; Acts on GABA receptors; Can cause sedation, euphoria, and amnesia at higher doses.
Ammonolysis Reacts with ammonia or amines to form pyrrolidone derivatives (e.g., 2-pyrrolidone, N-methylpyrrolidone - NMP); Forms corresponding amides and salts.
Polymerization Acts as a monomer in some polymerization reactions; Used as a comonomer in specialty polymers; Ring-opening polymerization to produce polyesters.
Solvent Action Dissolves a wide range of organic compounds (resins, polymers); Excellent solvent for many polar and non-polar compounds; Used in coatings, inks, and cleaning formulations.
Electrochemical Stability High dielectric constant; Excellent solvent for lithium salts; Used in battery electrolytes; Electrochemically stable at high voltages.

SECTION 5: PRODUCTION PROCESS

Industrial Production Methods:

Method 1: Hydrogenation of Maleic Anhydride

Process Flow:
Maleic Anhydride → Hydrogenation (Catalyst: Pd or Cu-based) → Gamma-Butyrolactone → Distillation → Purification → Final Product

Description: Maleic anhydride is hydrogenated in the presence of a palladium or copper-based catalyst. The reaction is carried out at high temperature and pressure. GBL is recovered by distillation and purified to ≥ 99.5% purity.

Method 2: Hydrogenation of Succinic Acid

Process Flow:
Succinic Acid → Hydrogenation (Catalyst: Cu-based) → Gamma-Butyrolactone → Distillation → Purification → Final Product

Description: Succinic acid is hydrogenated in the presence of a copper-based catalyst. GBL is recovered by distillation and purified.

Method 3: Dehydration of 1,4-Butanediol

Process Flow:
1,4-Butanediol → Dehydration → Gamma-Butyrolactone → Distillation → Purification → Final Product

Description: 1,4-Butanediol is dehydrated under specific conditions to form GBL. This is a less common method.

SECTION 6: FUNCTIONAL PROPERTIES

Property Description
Solvent Excellent solvent for a wide range of organic compounds; Dissolves resins, polymers, and many polar compounds; Used in coatings, inks, adhesives, and cleaning products.
Chemical Intermediate Key precursor for pyrrolidone derivatives; Used in production of 2-pyrrolidone, NMP (N-methyl-2-pyrrolidone), NVP (N-vinylpyrrolidone), and PVP (polyvinylpyrrolidone).
Electrolyte Solvent High dielectric constant; Used in lithium battery electrolytes; Stabilizes lithium salts; Improves battery performance.
Extractant Used in petroleum processing as an extractant; Used for separation of aromatics from hydrocarbons.
Dispersant Used in casting binders and coating systems; Improves dispersion of pigments and fillers; Enhances coating properties.
Flavor/Fragrance Found in cheese flavors and wine extracts (low concentrations); Used as a flavoring agent in some food applications (regulated).

SECTION 7: MAIN APPLICATION AREAS

Industry / Application Function Typical Use
Chemical Industry Chemical intermediate, solvent Production of 2-pyrrolidone, NMP, NVP, PVP; Solvent for resins and polymers; Chemical synthesis intermediate.
Electronics & Energy Electrolyte solvent, cleaner Lithium battery electrolytes; Capacitor formulations; Electronic component cleaning; Conductive polymer formulations.
Pharmaceutical Intermediate, excipient GHB precursor (regulated); Pharmaceutical intermediate; Excipient in some formulations (limited).
Coatings & Adhesives Solvent, dispersant Photoresist formulations; Specialty inks; Coating systems; Adhesive formulations; Casting binders.
Petrochemical Extractant Aromatic extraction; Petroleum processing; Hydrocarbon separation.
Flavors & Fragrances Flavoring agent Cheese flavors; Wine extracts; Fruit flavors (low concentrations, regulated).
Polymers & Plastics Solvent, monomer Polymerization solvent; Monomer for specialty polymers; Plastic additive.

SECTION 8: SAMPLE FORMULATIONS

Lithium Battery Electrolyte Formulation:

Component Amount
Gamma-Butyrolactone (GBL) 5 – 20%
Lithium Salt (LiPF₆, LiBF₄) 1 – 2 M
Co-solvents (EC, DEC, PC) To 100%

Instructions: Mix GBL with co-solvents under an inert atmosphere; Add lithium salt slowly with stirring; Store in a dry, inert environment.

Coating/Solvent Formulation:

Component Amount
Gamma-Butyrolactone (GBL) 2 – 10%
Resin (e.g., Polyurethane, Epoxy) As required
Fillers, Pigments As required
Other Solvents To 100%

Instructions: Add GBL to the formulation as a solvent/dispersant; Mix thoroughly; Apply as a coating.

SECTION 9: QUALITY SPECIFICATIONS

Parameter Technical Grade High Purity Grade Battery Grade Test Method
Appearance Colorless clear liquid Colorless clear liquid Colorless clear liquid Visual
Purity (GBL) ≥ 99.0% ≥ 99.5% ≥ 99.9% GC
Water Content ≤ 0.1% ≤ 0.05% ≤ 0.02% Karl Fischer
Acid Value ≤ 1.0 mg KOH/g ≤ 0.5 mg KOH/g ≤ 0.1 mg KOH/g Titrimetric
Color (APHA) ≤ 20 ≤ 10 ≤ 5 Colorimetric
Density (20°C) 1.12 – 1.13 g/cm³ 1.12 – 1.13 g/cm³ 1.12 – 1.13 g/cm³ ASTM D4052
Refractive Index 1.435 – 1.437 1.435 – 1.437 1.435 – 1.437
Heavy Metals ≤ 10 ppm ≤ 5 ppm ≤ 2 ppm AAS / ICP

SECTION 10: TOXICOLOGICAL PROFILE

Parameter Value
Acute Oral Toxicity (LD50, Rat) ~ 1,100 – 1,500 mg/kg (moderate toxicity)
Acute Dermal Toxicity Low toxicity; May cause mild irritation
Skin Irritation May cause irritation
Eye Irritation May cause serious eye irritation (H318)
Inhalation Toxicity May cause respiratory irritation (H335)
Chronic Toxicity May cause liver and kidney damage (high exposure)
Carcinogenicity Not classified as carcinogenic
Mutagenicity Not mutagenic
Reproductive Toxicity No reproductive toxicity at normal levels
Special Toxicity Note Harmful if swallowed (H302); Causes serious eye irritation (H318); May cause respiratory irritation (H335); Metabolized to GHB (CNS depressant) in the body; Risk of serious health effects at high doses; Use with appropriate ventilation and PPE.

SECTION 11: GHS CLASSIFICATION AND LABELING

GHS Classification (in accordance with CLP and UN GHS):

Hazard Class Category H-Statement
Acute Toxicity (Oral) Category 4 H302
Skin Irritation Category 2 H315
Eye Irritation Category 2 H319
Specific Target Organ Toxicity (Single) Category 3 H335
Eye Damage Category 1 H318
Flammable Liquids Category 4 H227

Signal Word: DANGER (H318)

Hazard Pictograms: GHS05 (Corrosive), GHS07 (Exclamation Mark)

Hazard Statements (H-Codes):

Code Statement
H227 Combustible liquid
H302 Harmful if swallowed
H315 Causes skin irritation
H318 Causes serious eye damage
H319 Causes serious eye irritation
H335 May cause respiratory irritation

NFPA 704 Hazard Classification:

Health Flammability Reactivity Special
2 2 0 -
(Moderate health hazard) (Moderate fire hazard) (Stable) (None)

SECTION 12: PRECAUTIONARY STATEMENTS (P-CODES)

Code Statement
P210 Keep away from heat/sparks/open flames/hot surfaces — No smoking
P233 Keep container tightly closed
P240 Ground/bond container and receiving equipment
P241 Use explosion-proof electrical/ventilating/lighting equipment
P242 Use only non-sparking tools
P243 Take precautionary measures against static discharge
P264 Wash hands thoroughly after handling
P270 Do not eat, drink, or smoke when using this product
P280 Wear protective gloves/protective clothing/eye protection/face protection
P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell
P302+P352 IF ON SKIN: Wash with plenty of soap and water
P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and continue rinsing
P310 Immediately call a POISON CENTER/doctor
P332+P313 If skin irritation occurs: Get medical advice/attention
P337+P313 If eye irritation persists: Get medical advice/attention
P362+P364 Take off contaminated clothing and wash it before reuse
P403+P233 Store in a well-ventilated place. Keep container tightly closed
P501 Dispose of contents/container in accordance with local/regional/national/international regulations

SECTION 13: FIRST AID MEASURES

Exposure Route Action to Take
Inhalation Remove to fresh air immediately. If respiratory irritation develops, seek medical attention.
Skin Contact Wash with plenty of soap and water. Remove contaminated clothing. If irritation persists, get medical attention.
Eye Contact Rinse immediately with plenty of water for at least 15 minutes. Keep eyelids open. Remove contact lenses if present. Seek immediate medical attention.
Ingestion DO NOT INDUCE VOMITING. Rinse mouth. Drink plenty of water (only if conscious). Seek immediate medical attention.
Note May metabolize to GHB (CNS depressant); ingestion may cause sedation, respiratory depression, coma; emergency medical attention required.

SECTION 14: FIREFIGHTING MEASURES

Parameter Information
Fire Hazard Combustible liquid. Vapors may form explosive mixtures with air.
Hazards Arising from Fire Thermal decomposition produces carbon monoxide, carbon dioxide, and irritating fumes.
Suitable Extinguishing Media Water spray, CO₂, dry chemical powder, foam (alcohol-resistant).
Unsuitable Extinguishing Media Water jet (may spread burning liquid)
Special Protective Equipment Self-contained breathing apparatus (SCBA), full protective clothing, firefighting goggles.
Special Precautions Evacuate area; Prevent fire-fighting water from entering waterways; Cool fire-exposed containers with water spray; Stop leak if safe.

SECTION 15: STORAGE AND SHELF LIFE

Parameter Information
Storage Conditions Store in a cool, dry, well-ventilated area; PROTECT FROM MOISTURE and HEAT; Keep away from direct sunlight and high temperatures.
Container Requirements Tightly closed, inert containers (stainless steel, HDPE, glass); Avoid contact with moisture.
Materials to Protect From Moisture, heat, strong oxidizing agents, strong acids, strong bases
Shelf Life 12 – 24 months (under proper storage conditions).
Stability Note Stable under recommended storage conditions; Hygroscopic (absorbs moisture); Hydrolyzes in presence of water; Protect from moisture.
Special Storage Requirements Store in a dry, cool place; Avoid exposure to air and moisture; Opened containers must be resealed immediately; Keep away from sources of ignition.

SECTION 16: PACKAGING OPTIONS

Packaging Type Quantity Material
HDPE Drum 25 kg, 50 kg, 100 kg, 200 kg HDPE (chemical-resistant, sealed)
Steel Drum 50 kg, 100 kg, 200 kg Stainless steel or lined steel drum
IBC Container 500 L, 1000 L HDPE or stainless steel IBC
Glass Bottle 1 L, 5 L, 10 L Amber glass bottle (light protection)

SECTION 17: TRANSPORT INFORMATION

Parameter Information
UN Number UN 2810 (Toxic liquid, organic, N.O.S.)
Hazard Class Class 6.1 - Toxic Substances / Class 3 - Flammable (depending on concentration)
Packing Group III
ADR/RID Class 6.1; UN 2810; Packing Group III
IMDG Code Class 6.1; UN 2810; Marine pollutant: No
IATA (Air) Class 6.1; UN 2810; Packing Group III
Transport Label Toxic, Flammable
Marine Pollutant No
Special Transport Requirements Restricted substance in many countries; Requires specialized transport; Emergency response plan required; Driver must have hazardous materials endorsement; Segregation from oxidizing agents and acids.

SECTION 18: REGULATORY STATUS

Region / Authority Status
European Union REACH registered; Regulated as precursor for GHB; Listed as a controlled substance (Regulation (EC) No 273/2004).
USA (TSCA) Listed (TSCA Inventory)
USA (DEA) Listed as a List I Chemical (precursor for GHB); Subject to strict controls and reporting requirements.
Turkey Regulated as controlled chemical precursor; Subject to KKDIK regulation; Ministry of Health and Ministry of Interior controls; Strict reporting and licensing requirements apply.
IARC Not classified (non-carcinogenic)
NTP Not listed
OSHA Regulated as toxic and irritant
California (Prop 65) Not listed

SECTION 19: OTHER NAMES AND SYNONYMS

Type Name
Turkish Names Gamabütirolakton, Gama Butirolakton, Butirolakton, GBL
English Names Gamma-Butyrolactone, γ-Butyrolactone, GBL, BLO, 2-Oxotetrahydrofuran, 4-Hydroxybutyric Acid Lactone, 1,4-Lactone, Dihydrofuran-2(3H)-one, Oxolan-2-one
CAS Number 96-48-0
EC Number 202-509-5
HS Code 2932.20

SECTION 20: SUMMARY TABLE

Parameter Value
Product Gamma-Butyrolactone (GBL)
CAS Number 96-48-0
Molecular Formula C₄H₆O₂
Molecular Weight 86.09 g/mol
Appearance Colorless, clear liquid
Density (20°C) ~1.12 g/cm³
Boiling Point 204-205°C
Flash Point 98-101°C
Solubility Miscible with water, ethanol, acetone, benzene
Primary Functions Solvent, chemical intermediate, electrolyte solvent
Main Application Areas Chemical industry, electronics, pharmaceuticals, coatings, petrochemical, flavors
Shelf Life 12 – 24 months
GHS Signal Word DANGER
UN Number 2810
Hazard Class 6.1 / 3
Packing Group III
Special Properties Lactone; Hygroscopic; Miscible with water; Metabolizes to GHB (CNS depressant); Regulated as a controlled chemical precursor; Strict reporting and licensing requirements.

SECTION 21: CRITICAL WARNINGS AND BEST PRACTICES

CRITICAL WARNINGS:

  • HARMFUL IF SWALLOWED (H302): Toxic; Metabolizes to GHB (CNS depressant) in the body; Can cause sedation, respiratory depression, and coma.

  • CAUSES SERIOUS EYE DAMAGE (H318): Eye contact is extremely dangerous. EYE PROTECTION IS MANDATORY.

  • MAY CAUSE RESPIRATORY IRRITATION (H335): Avoid inhalation of vapors.

  • COMBUSTIBLE LIQUID (H227): Keep away from heat/sparks/open flames/hot surfaces.

  • HYGROSCOPIC: Absorbs moisture from air; hydrolyzes in water. Store in tightly closed containers.

  • RESTRICTED SUBSTANCE: Listed as a controlled chemical precursor in many countries (US DEA List I, EU); Strict reporting and licensing requirements apply.

  • IRRITANT: Causes skin and eye irritation.

  • HIGH SOLVENT POWER: Excellent solvent; dissolves many polymers and resins.

  • PRECURSOR TO GHB: Metabolized to GHB in the body; ingestion may cause intoxication, amnesia, and respiratory depression.

  • POTENTIALLY FATAL: Overdose can be fatal; medical supervision required for ingestion.

BEST PRACTICE RECOMMENDATIONS:

  • Chemical Industry: Use as intermediate and solvent; Production of NMP, 2-pyrrolidone, PVP; Chemical synthesis; Dosage: Stochiometric conversions; Use in closed systems.

  • Electronics & Energy: Use as electrolyte solvent in lithium batteries; Dosage: 5-20% of solvent blend; Dry electrolyte formulations; Use with appropriate lithium salts.

  • Coatings & Adhesives: Use as solvent and dispersant; Photoresist formulations, inks, coatings; Dosage: 2-10% of formulation; Dissolve in oil phase or organic phase.

  • Pharmaceutical: Use as intermediate or excipient (limited); GHB precursor (regulated); Strict regulatory compliance required.

  • Handling: Use in well-ventilated areas; Avoid inhalation of vapors; Use explosion-proof equipment; Grounding and bonding required; Avoid static discharge; Use closed systems.

  • Personal Protective Equipment: MANDATORY: Chemical-resistant gloves (nitrile, neoprene), safety goggles or face shield, protective clothing, vapor/gas respirator (organic vapor cartridge), fire-retardant clothing.

  • Hygiene: Wash hands thoroughly after handling; Do not eat, drink, or smoke while using; Remove contaminated clothing and wash before reuse.

  • Storage: Store in tightly closed, inert containers; Store in cool, dry, well-ventilated area; Protect from moisture and heat; Keep away from sources of ignition; Opened containers must be resealed immediately; Shelf life: 12-24 months under proper conditions.

  • Spill Management: Eliminate all ignition sources; Use spark-proof equipment; Absorb with inert material (sand, vermiculite); Collect in suitable sealed container; Do not allow entry into drains or waterways; Report large spills to authorities.

  • Disposal: Dispose of in accordance with local, regional, and national regulations; Hazardous waste (toxic, flammable); Use authorized disposal facilities; Incineration with energy recovery possible.

DETECTION METHODS:

Method Description Advantages Disadvantages
GC (Gas Chromatography) Quantitative analysis of GBL High sensitivity, accurate, standard method High cost, requires expertise
HPLC High-performance liquid chromatography High sensitivity, specific High cost, requires expertise
FTIR Functional group identification Fast, non-destructive Requires reference spectra
GC-MS Confirmation and identification Definitive identification, high sensitivity High cost, requires expertise
Refractometry Purity indication Simple, rapid Not specific
Density Measurement Purity indication Simple, rapid Not specific

GBL vs ALTERNATIVES COMPARISON:

Product Chemical Name / E Code Application Strength Weakness Status
Gamma-Butyrolactone (GBL) C₄H₆O₂ Solvent, intermediate, electrolyte Versatile, good solvent, high dielectric Toxic, regulated, GHB precursor Restricted/Controlled
NMP N-methyl-2-pyrrolidone Solvent, intermediate Good solvent, high boiling point Toxicity concerns Less restricted
2-Pyrrolidone C₄H₇NO Intermediate More reactive Higher viscosity Less restricted
Propylene Carbonate C₄H₆O₃ Electrolyte solvent Safer, high dielectric Lower solvency Less restricted
Ethyl Lactate C₅H₁₀O₃ Bio-based solvent Renewable, safer Lower solvent power Less restricted

LEGAL DISCLAIMER:
The information provided in this document is based on our current knowledge and experience and is presented in good faith. However, as all conditions of use are beyond our control, it does not constitute a binding specification or warranty. This Technical Data Sheet is for informational purposes only. Users are responsible for testing the suitability for their own applications and for complying with all local, regional, and national regulations. For complete safety, storage, use, handling, waste, and regulatory compliance information, please refer to the official Safety Data Sheet (SDS/MSDS) provided by the manufacturer/supplier. Gamma-Butyrolactone (GBL) is a regulated chemical precursor and a toxic substance; strict handling and safety protocols must be followed at all times. This substance is subject to strict controls in many jurisdictions.

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