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About This Item
Empirical Formula (Hill Notation):
C4H4O2
CAS Number:
Molecular Weight:
84.07
EC Number:
211-617-1
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
104541
MDL number:
Form:
liquid
InChI key
WASQWSOJHCZDFK-UHFFFAOYSA-N
InChI
1S/C4H4O2/c1-3-2-4(5)6-3/h1-2H2
SMILES string
C=C1CC(=O)O1
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
Application
Employed in the convenient preparation of acetoacetic acid derivatives and heterocycles.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 3
Storage Class
3 - Flammable liquids
wgk
WGK 1
flash_point_f
93.2 °F - closed cup
flash_point_c
34 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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R Scandurra et al.
FEBS letters, 231(1), 192-196 (1988-04-11)
Horse liver phosphopantothenoylcysteine decarboxylase (EC 4.1.1.36) is rapidly inactivated by N-acetoacetylation with diketene following a pseudo-first-order kinetics: the presence of substrate quantitatively protects against this inactivation. Histidine photo-oxidation with methylene blue or rose bengal brings about the total loss of
K Tanizawa et al.
Chemical & pharmaceutical bulletin, 37(3), 824-825 (1989-03-01)
Compounds having a structural analogy with diketene have been synthesized and their potencies as beta-lactamase inhibitors have been studied. Among six compounds so far tested, alpha-phenyl-beta-benzylidene-3-propanolide was shown to be an irreversible inhibitor of the enzyme. The availability of simple
A Fotedar et al.
Clinical and experimental immunology, 49(2), 317-324 (1982-08-01)
Two acetoacetylated derivatives of Mycobacterium leprae with variable hapten groups and a conjugate with tetanus toxoid were prepared. These were tested as antigens along with unmodified M. leprae in the leucocyte migration inhibition response of leucocytes from clinically, bacteriologically and
P Roch et al.
Biochimica et biophysica acta, 983(2), 193-198 (1989-08-07)
The hemolytic activity exhibited by the coelomic fluid of the Annelid Eisenia fetida andrei is mediated by two lipoproteins of mass 40 and 45 kDa, each of them capable of hemolysis. Such an activity is not inhibited by zymosan, inulin
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
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