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219126

β-Butyrolactone

Name: β-Butyrolactone
Brand: ALDRICH

98%

Synonym(s):

beta-Butyrolactone, β-Methyl-β-propiolactone, 3-Hydroxybutyric acid β-lactone, 4-Methyl-2-oxetanone

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About This Item

Empirical Formula (Hill Notation):

C₄H₆O₂

CAS Number:

3068-88-0

Molecular Weight:

86.09

NACRES:

NA.22

PubChem Substance ID:

24853107

UNSPSC Code:

12352100

EC Number:

221-330-3

MDL number:

MFCD00005170

Assay:

98%

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Properties

Quality Level

100

assay

98%

refractive index

n20/D 1.411 (lit.)

bp

71-73 °C/29 mmHg (lit.)

mp

−43.5 °C (lit.)

density

1.056 g/mL at 25 °C (lit.)

functional group

ester

SMILES string

CC1CC(=O)O1

InChI

1S/C4H6O2/c1-3-2-4(5)6-3/h3H,2H2,1H3

InChI key

GSCLMSFRWBPUSK-UHFFFAOYSA-N

Description

General description

β-Butyrolactone undergoes ring opening polymerization in the presence of ethoxy-bridged dinuclear indium catalyst to yield biodegradable polyester poly(hydroxybutyrate). Polymerization of racemic β-butyrolactone in the presence of chiral initiators has been reported. It is versatile building block for organic synthesis.

Application

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

pictograms

GHS02,GHS08,GHS07

signalword

Warning

hcodes

H226,H315,H319,H351

pcodes

P202 - P210 - P233 - P303 + P361 + P353 - P305 + P351 + P338 - P308 + P313

Hazard Classifications

Carc. 2 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

140.0 °F - closed cup

flash_point_c

60 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品

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Stereoelective Polymerization of β-butyrolactone.

Le Borgne A and Spassky A.

Polymer, 30(12), 2312-2319 (1989)

Synthesis of beta-lactones by the regioselective, cobalt and Lewis acid catalyzed carbonylation of simple and functionalized epoxides.

J T Lee et al.

The Journal of organic chemistry, 66(16), 5424-5426 (2001-08-04)

The PPNCo(CO)(4) and BF(3) x Et(2)O catalyzed carbonylation of simple and functionalized epoxides in DME gives the corresponding beta-lactones regioselectively in good to high yields. The carbonylation occurred selectively at the unsubstituted C-O bond of the epoxide ring, and this

Single-site beta-diiminate zinc catalysts for the ring-opening polymerization of beta-butyrolactone and beta-valerolactone to poly(3-hydroxyalkanoates).

Lee R Rieth et al.

Journal of the American Chemical Society, 124(51), 15239-15248 (2002-12-19)

Polymerization of beta-butyrolactone (BBL) and beta-valerolactone (BVL) using the zinc alkoxide initiator (BDI-1)ZnO(i)()Pr [(BDI-1) = 2-((2,6-diisopropylphenyl)amido)-4-((2,6-diisopropylphenyl)imino)-2-pentene] proceeds very rapidly under mild conditions to produce poly(3-hydroxybutyrate) (PHB) and poly(3-hydroxyvalerate) (PHV), respectively. For the monomer-to-initiator ratio 200:1, PHB number-average molecular weights (M(n))

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Global Trade Item Number

SKU	GTIN
219126-10G	04061838775825
219126-50G	04061838775832