γ-Methylene-γ-butyrolactone - CAS 10008-73-8

Catalog:	BB000068
Product Name:	γ-Methylene-γ-butyrolactone
CAS:	10008-73-8
Synonyms:	5-methylideneoxolan-2-one

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Computed Properties

IUPAC Name:	5-methylideneoxolan-2-one
Description:	γ-Methylene-γ-butyrolactone (CAS# 10008-73-8) is a useful research chemical.
Molecular Weight:	98.10
Molecular Formula:	C5H6O2
Canonical SMILES:	C=C1CCC(=O)O1
InChI:	InChI=1S/C5H6O2/c1-4-2-3-5(6)7-4/h1-3H2
InChI Key:	SIFBVNDLLGPEKT-UHFFFAOYSA-N
Boiling Point:	186.7 °C at 760 mmHg, 80 °C / 17 mmHg (lit.)
Melting Point:	18 °C
Purity:	95 %
Density:	1.07 g/cm³
Appearance:	Clear colourless to light yellow liquid
MDL:	MFCD00042762
LogP:	0.83710

Publication Number	Title	Priority Date
WO-2015128277-A1	Method for producing polyether ester carbonate polyols	20140226
EP-2865700-A1	Method for manufacturing polyether carbonate polyols	20131023
WO-2015059068-A1	Method for producing polyether carbonate polyols	20131023
EP-2851384-A1	Branched polyether carbonate polyols and method for their preparation	20130920
EP-2845871-A1	Crosslinking of polyether carbonate polyols containing double bonds by the addition of mercaptans	20130905

PMID	Publication Date	Title	Journal
22734694	20120711	Enantioselective conversion of primary alcohols to α-exo-methylene γ-butyrolactones via iridium-catalyzed C-C bond-forming transfer hydrogenation: 2-(alkoxycarbonyl)allylation	Journal of the American Chemical Society
21819049	20110831	Dinuclear silylium-enolate bifunctional active species: remarkable activity and stereoselectivity toward polymerization of methacrylate and renewable methylene butyrolactone monomers	Journal of the American Chemical Society

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GHS Hazard Statement:	H317 (97.44%): May cause an allergic skin reaction [Warning Sensitization, Skin]
Precautionary Statement:	P261, P272, P280, P285, P302+P352, P304+P341, P321, P333+P313, P342+P311, P363, and P501
Signal Word:	Danger

Complexity:	115
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	98.036779430
Formal Charge:	0
Heavy Atom Count:	7
Hydrogen Bond Acceptor Count:	2
Hydrogen Bond Donor Count:	0
Isotope Atom Count:	0
Monoisotopic Mass:	98.036779430
Rotatable Bond Count:	0
Topological Polar Surface Area:	26.3 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	0.6