β-Butyrolactone
Product Information
Molecular Formula
C4H6O2
Molecular Weight
86.09
Description
β-Butyrolactone (CAS# 3068-88-0) is a chemical reagent used in the synthesis of polyurethanes and polar monomers.
Synonyms
4-methyloxetan-2-one
IUPAC Name
4-methyloxetan-2-one
SMILES
CC1CC(=O)O1
InChI
InChI=1S/C4H6O2/c1-3-2-4(5)6-3/h3H,2H2,1H3
InChI Key
GSCLMSFRWBPUSK-UHFFFAOYSA-N
Boiling Point
87 °C / 50 mmHg
Melting Point
-44 °C
Flash Point
60 °C
Purity
> 95.0 % (GC)
Density
1.056 g/cm3
Solubility
greater than or equal to 100 mg/mL at 73 °F
Appearance
Clear colorless liquid with an acetone-like odor.
LogP
0.32180
Vapor Pressure
0.5 mmHg at 108 °F ; 5.5 mmHg at 124 °F; 18.5 mmHg at 163 °F
Safety Information
Hazards
H226:
Flammable liquid and vapour.
H315:
Causes skin irritation.
H341:
Suspected of causing genetic defects.
H351:
Suspected of causing cancer.
Flammable liquid and vapour.
H315:
Causes skin irritation.
H341:
Suspected of causing genetic defects.
H351:
Suspected of causing cancer.
Precautionary Statement
P201, P202, P210, P233, P240, P241, P242, P243, P264, P280, P281, P302+P352, P303+P361+P353, P305+P351+P338, P308+P313, P321, P332+P313, P337+P313, P362, P370+P378, P403+P235, P405, and P501
Signal Word
Warning
Computed Properties
XLogP3
0.3
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Exact Mass
86.036779430 g/mol
Monoisotopic Mass
86.036779430 g/mol
Topological Polar Surface Area
26.3Ų
Heavy Atom Count
6
Formal Charge
0
Complexity
77.6
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
1
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114106299-A | Preparation method of lactone and lactide block copolymer | 2021-12-31 |
| JP-3236461-U | Photosensitive resin composition for sandblasting | 2021-12-21 |
| CN-114015030-A | Application of L-ascorbic acid and/or L-sodium ascorbate as catalyst for catalyzing ring-opening polymerization reaction of lactone or lactide | 2021-12-09 |
| CN-113845587-A | Synthetic method of bivalirudin | 2021-12-01 |
| CN-113845587-B | Synthetic method of bivalirudin | 2021-12-01 |
| CN-114085777-A | Method for screening and identifying high-yield polyhydroxybutyrate strain | 2021-11-13 |
| CN-113773474-A | Synthetic method of poly beta-hydroxybutyrate | 2021-10-21 |
| CN-113813939-A | Application of COF material based on C = C bond connection in preparation of chiral chromatography stationary phase | 2021-10-14 |
| CN-113736075-A | Preparation method of polylactone | 2021-08-31 |
| CN-113582928-A | Amino-phenol-oxygen-group zinc complex containing (substituted) pyrazole ring and preparation method and application thereof | 2021-08-26 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22669203 | 2012-07-11 | Highly controlled immortal polymerization of β-butyrolactone by a dinuclear indium catalyst | Chemical communications (Cambridge, England) |
| 21433143 | 2011-01-17 | Supported neodymium catalysts for isoprene and rac-β-butyrolactone polymerization: modulation of reactivity by controlled grafting | Macromolecular rapid communications |
| 20875763 | 2010-12-01 | Demixing of severely overlapped ¹H NMR resonances and interpretation of anomalous intensity pattern of dipolar coupled A₃ spins in a weakly aligning medium | Journal of magnetic resonance (San Diego, Calif. : 1997) |
| 20424735 | 2010-09-28 | Metal-catalyzed immortal ring-opening polymerization of lactones, lactides and cyclic carbonates | Dalton transactions (Cambridge, England : 2003) |
| 20677823 | 2010-08-25 | Carbonylative polymerization of propylene oxide: a multicatalytic approach to the synthesis of poly(3-hydroxybutyrate) | Journal of the American Chemical Society |
| 20631952 | 2010-08-07 | Group 3 metal complexes supported by tridentate pyridine- and thiophene-linked bis(naphtholate) ligands: synthesis, structure, and use in stereoselective ring-opening polymerization of racemic lactide and beta-butyrolactone | Dalton transactions (Cambridge, England : 2003) |
| 20685978 | 2010-08-04 | Basolateral amygdala cdk5 activity mediates consolidation and reconsolidation of memories for cocaine cues | The Journal of neuroscience : the official journal of the Society for Neuroscience |
| 20126703 | 2010-02-21 | Polymerization of racemic beta-butyrolactone using supported catalysts: a simple access to isotactic polymers | Chemical communications (Cambridge, England) |
| 20023847 | 2010-01-01 | Stereocontrolled ring-opening polymerization of cyclic esters: synthesis of new polyester microstructures | Chemical Society reviews |
| 19885529 | 2009-11-28 | Versatile catalytic systems based on complexes of zinc, magnesium and calcium supported by a bulky bis(morpholinomethyl)phenoxy ligand for the large-scale immortal ring-opening polymerisation of cyclic esters | Dalton transactions (Cambridge, England : 2003) |
