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Key Documents

219126

Sigma-Aldrich

β-Butyrolactone

98%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C4H6O2
Numero CAS:
Peso molecolare:
86.09
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Livello qualitativo

Saggio

98%

Indice di rifrazione

n20/D 1.411 (lit.)

P. eboll.

71-73 °C/29 mmHg (lit.)

Punto di fusione

−43.5 °C (lit.)

Densità

1.056 g/mL at 25 °C (lit.)

Stringa SMILE

CC1CC(=O)O1

InChI

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

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Descrizione generale

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.

Applicazioni

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

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

140.0 °F - closed cup

Punto d’infiammabilità (°C)

60 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Z Jedliński et al.
International journal of biological macromolecules, 25(1-3), 247-253 (1999-07-23)
Novel feasibility of fuctionalized poly(3-hydroxybutanoic acid), PHB, and its copolymers synthesis via ring-opening of beta-butyrolactone (ROP) mediated by activated anionic initiators or enzymes in vitro is presented. Using these new synthetic approaches, PHB with defined chemical structure of the end
Tatyana V Mahrova et al.
Inorganic chemistry, 48(9), 4258-4266 (2009-04-28)
A series of new yttrium complexes supported by the bulky enediamido dianionic ligand DAB(2-) (DAB(2-) = (2,6-C(6)H(3)iPr(2))NC(Me)=C(Me)N(2,6-C(6)H(3)iPr(2))(2-)), that is, {DAB}Y(THF)(2)(mu-Cl)(2)Li(THF)(2) (1), {DAB}Y(OtBu)(THF)(DME) (2), and {{DAB}Y(BH(4))(2)}{Li(DME)(3)} (3), was synthesized by salt metathesis. The complexes were isolated after recrystallization in 73, 66
Variably isotactic poly(hydroxybutyrate) from racemic beta-butyrolactone: microstructure control by achiral chromium(III) salophen complexes.
Manuela Zintl et al.
Angewandte Chemie (International ed. in English), 47(18), 3458-3460 (2008-04-05)
Pia A Elustondo et al.
PloS one, 8(9), e75812-e75812 (2013-10-03)
Poly(3-hydroxybutyrate) (PHB) is a polyester of 3-hydroxybutyric acid (HB) that is ubiquitously present in all organisms. In higher eukaryotes PHB is found in the length of 10 to 100 HB units and can be present in free form as well
Y Suzuki et al.
Biomacromolecules, 2(2), 541-544 (2001-12-26)
Recently, a variety of aliphatic polyesters have been synthesized using hydrolases such as lipases and PHB depolymerases, and the reaction mechanism for these enzyme-catalyzed polymerization has been discussed. In this paper, we have studied the involvement of the catalytic amino

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