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About This Item
Empirical Formula (Hill Notation):
C4H4O2
CAS Number:
Molecular Weight:
84.07
Beilstein:
104541
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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vapor density
2.9 (vs air)
vapor pressure
7.9 mmHg ( 20 °C)
form
liquid
autoignition temp.
590 °F
contains
copper sulfate as stabilizer
refractive index
n20/D 1.439 (lit.)
bp
69-70 °C/100 mmHg (lit.)
density
1.09 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
C=C1CC(=O)O1
InChI
1S/C4H4O2/c1-3-2-4(5)6-3/h1-2H2
InChI key
WASQWSOJHCZDFK-UHFFFAOYSA-N
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Application
Employed in the convenient preparation of acetoacetic acid derivatives and heterocycles.[1]
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 3
Storage Class Code
3 - Flammable liquids
WGK
WGK 1
Flash Point(F)
93.2 °F - closed cup
Flash Point(C)
34 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Identification of essential amino acid residues in clostridium histolyticum collagenase using chemical modification reactions.
M D Bond et al.
Biochemical and biophysical research communications, 102(1), 243-249 (1981-09-16)
S Breda et al.
The journal of physical chemistry. A, 116(9), 2131-2140 (2012-01-26)
Diketene (C(4)H(4)O(2)) monomers were isolated in cryogenic Ar (15 K) and Xe (30 K) matrices. The infrared (IR) spectra of the freshly deposited matrices show that diketene monomers exclusively adopt the 4-methylene-oxetan-2-one form. In situ photochemical transformations of diketene were
Nazariy T Pokhodylo et al.
Journal of combinatorial chemistry, 11(3), 481-485 (2009-04-23)
A convenient synthetic protocol was elaborated for creation of combinatorial libraries of 1-(R(1)-phenyl)-5-methyl-N-R(2)-1H-1,2,3-triazole-4-carboxamides. As starting materials, commercially available or readily prepared azides, amines, and diketene were selected for the reaction which has proceeded in a one-pot system with high yields
Ahmad Shaabani et al.
Journal of combinatorial chemistry, 11(3), 375-377 (2009-03-14)
In this work, 1,2,3,4,5,8-hexahydro-1,3,7-trimethyl-2,4-dioxopyrido[2,3-d]pyrimidine-6-carboxamide derivatives were synthesized in a simple and efficient method from the four-component condensation reaction of diketene, an aliphatic or aromatic amine, an aromatic aldehyde, and 6-amino-1,3-dimethyluracil in the presence of a catalytic amount of p-toluenesulfonic acid
A Jonas et al.
Biochemistry, 24(14), 3508-3513 (1985-07-02)
Discoidal complexes of human apolipoprotein A-I-egg phosphatidylcholine-cholesterol were prepared by the sodium cholate dialysis procedure and were reacted to varying extents with the amino group reagents citraconic anhydride, diketene, and formaldehyde in the presence of sodium borohydride. Modification of positive
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