beta-BUTYROLACTONE

HCID 18303CAS 3068-88-0

Substructure search Find similar structures

Basic information

Standard SMILES: CC1CC(=O)O1
InChIKey: GSCLMSFRWBPUSK-UHFFFAOYSA-N
Molecular formula: C4H6O2
Average molar mass: 86.09 g/mol
Monoisotopic mass: 86.03677943

Overview

beta-Butyrolactone can cause cancer according to an independent committee of scientific and health experts.

Names & identifiers

Preferred name: beta-BUTYROLACTONE
IUPAC: 4-methyloxetan-2-one
English name: BETA-BUTYROLACTONE
Molecular formula: C4H6O2
Molecular weight: 86.09

Names & synonyms

beta-Butyrolactone3068-88-02-Oxetanone, 4-methyl-4-METHYL-2-OXETANONEHydroxybutyric acid lactoneDTXSID10202238BB68V31MTDTXCID50223RefChem:119217DL-BETA-BUTYROLACTONE221-330-3253-093-7

Show more names

β-BUTYROLACTONE4-methyl-2-oxetanonb-Methyl-b-propiolactone3-BUTANOLIDE3-ButyrolactoneSS-BUTYROLACTONEbeta-Butyrolakton

4-Methyloxetan-2-one(+/-)-b-Butyrolactoneb-Butyrolactone.beta.-Butyrolactone36536-46-6beta-MethylpropiolactoneDL-.beta.-ButyrolactoneMFCD00005170

Database identifiers

CAS: 3068-88-0、36536-46-6
PubChem CID: 18303
DTXSID: DTXSID1020223
ChEMBL: CHEMBL1361205
ChEBI: CHEBI:82296
UNII: 8BB68V31MT
EC Number: 221-330-3、253-093-7
Nikkaji: J10.579A、J3.731.997J

Properties

Computed structural properties

XLogP: 0.3
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 6
Formal charge: 0
Complexity: 77.6

Experimental & physicochemical properties

Chemical Classes · 2 items

Other Classes -> Lactones

Carcinogens

Density1.0555 at 68 °F (NTP, 1992) - Denser than water; will sink

Solubilitygreater than or equal to 100 mg/mL at 73 °F (NTP, 1992)

Flash Point140 °F (NTP, 1992)

Boiling Point160 to 163 °F at 29 mmHg (NTP, 1992)

Melting Point-46.3 °F (NTP, 1992)

Physicochemical properties

Melting point: 43.5 °C · −43.5 °C(lit.)
Boiling point: 71 · 71-73 °C29 mm Hg(lit.)
Density: 1.056 g/mL · 1.056 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.411(lit.)
Flash point: 140 °F · 140 °F
storage temp.: 2 · Storage temp. 2-8°C
color: Colorless to Almost colorless
Water Solubility: 132.7 g/L · 132.7g/L(18 ºC)
Stability: Stable. Incompatible with strong bases, strong oxidizing agents. Flammable.
Major Application: cleaning productscosmeticsflavors and fragrancesfood and beveragespersonal care
InChI: InChI=1S/C4H6O2/c1-3-2-4(5)6-3/h3H,2H2,1H3
InChIKey: GSCLMSFRWBPUSK-UHFFFAOYSA-N
SMILES: O1C(C)CC1=O
CAS DataBase Reference: 3068 · 3068-88-0(CAS DataBase Reference)
EWG's Food Scores: 2 · 2
FDA UNII: 8 BB68V31MT · 8BB68V31MT
Proposition 65 List: beta-Butyrolactone
IARC: 2 B · 2B (Vol. 11, Sup 7, 71) 1999
EPA Substance Registry System: .beta.-Butyrolactone (3068-88-0)
UNSPSC Code: 85151701 · 85151701
NACRES: 24 · NA.24
Symbol(GHS): 2 · GHS02,GHS07,GHS08
Signal word: Warning
Hazard statements: 226 · H226-H315-H319-H351
Precautionary statements: 201 · P201-P210-P302+P352-P305+P351+P338-P308+P313
Hazard Codes: Xn
Risk Statements: 36 · 36/38-40
Safety Statements: 26 · 26-36
RIDADR: 1993 · UN 1993 3/PG 3
WGK Germany: 3 · 3
RTECS: 8050000 · RQ8050000
TSCA: TSCA listed
HS Code: 2932.2 · 2932.20.5050
HazardClass: 3.2 · 3.2
PackingGroup: III
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 2 Eye · Carc. 2Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P203, P210, P233, P240, P241, P242, P243, P264, P264+P265, P280, P302+P352, P303+P361+P353, P305+P351+P338, P318, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

Hazard information

Regulatory Information · 4 items

Chemical: 2-Oxetanone, 4-methyl-

Hazard Traits - Carcinogenicity

2-Oxetanone, 4-methyl-: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - 2-Oxetanone, 4-methyl-: Human health tier II assessment

DOT LabelFlammable Liquid

Fire HazardsThis chemical is combustible. (NTP, 1992)

Health HazardsSYMPTOMS: Symptoms of exposure to this compound include irritation of the skin, eyes, mucous membranes and upper respiratory tract.

Hazards Summary · 1 item

Highly flammable; A skin, eye, mucous membrane, and upper respiratory tract irritant; Harmful by ingestion, inhalation, and skin absorption; [CAMEO] A moderate skin irritant; [RTECS] A skin and strong eye irritant; Suspected carcinogen; [Sigma-Aldrich MSDS] See Butyrolactone.

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)

First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Isolation and EvacuationExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:

Personal Protective Equipment (PPE)MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves.

Toxicology

Adverse EffectsNeurotoxin - Acute solvent syndrome

Carcinogen Classification · 5 items

beta-Butyrolactone

Group 2B: Possibly carcinogenic to humans

Volume 11: (1976) Cadmium, Nickel, Some Epoxides, Miscellaneous Industrial Chemicals and General Considerations on Volatile Anaesthetics

1999

1998

RAIS Toxicity Values · 4 items

0.00029

CALEPA

Safety data

wgk: 3
tsca: TSCA listed
rtecs: RQ8050000
ridadr: UN 1993 3/PG 3
hs_code: 2932.20.5050
risk_code: 36/38-40
Signal word: Warning
Symbol(GHS): GHS02,GHS07,GHS08
hazard_code: Xn
safety_code: 26-36
hazard_class: 3.2
Storage Class: 3 - Flammable liquids
packing_group: III
Hazard statements: H226-H315-H319-H351
Hazard Classifications: Carc. 2Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2
Precautionary statements: P201-P210-P302+P352-P305+P351+P338-P308+P313

Chemistry & industry

Uses & manufacturing

General Manufacturing Information2-Oxetanone, 4-methyl-: ACTIVE

Applications · 3 items

Usesβ-Butyrolactone was used in the preparation of (3- O -[oligo-(3-hydroxybutyrate ester)] fluorescein, fluorescein derivative of poly(3-hydroxybutyrate) via anionic polymerization.

Usesβ-Butyrolactone was used in the preparation of (3-O-[oligo-(3-hydroxybutyrate ester)] fluorescein, fluorescein derivative of poly(3-hydroxybutyrate) via anionic polymerization.

General DescriptionClear colorless liquid with an acetone-like odor.