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422363

Sigma-Aldrich

Diketene

contains copper sulfate as stabilizer

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About This Item

Empirical Formula (Hill Notation):
C4H4O2
CAS Number:
674-82-8
Molecular Weight:
84.07
Beilstein/REAXYS Number:
104541
EC Number:
211-617-1
MDL number:
MFCD00005173
UNSPSC Code:
12352100
PubChem Substance ID:
24866429

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.

pictograms

FlameSkull and crossbones
GHS02,GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

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

Certificates of Analysis (COA)

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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
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
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
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
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
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