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542-05-2

Basic Information
CAS No.: 542-05-2
Name: 1,3-Acetonedicarboxylic acid
Article Data: 61
Cas Database
Molecular Structure:
Molecular Structure of 542-05-2 (1,3-Acetonedicarboxylic acid)
Formula: C5 H6O5
Molecular Weight: 146.1
Synonyms: Glutaricacid, 3-oxo- (8CI);Glutaric acid, b-oxo- (4CI);1,3-Dicarboxyacetone;3-Ketoglutaric acid;3-Oxoglutaric acid;3-Oxopentanedioic acid;Acetone-1,3-dicarboxylic acid;s-Acetonedicarboxylic acid;b-Ketoglutaric acid;b-Oxoglutaric acid;3-oxopentanedioic acid;
EINECS: 208-797-9
Density: 1.499 g/cm3
Melting Point: 133 °C (dec.)(lit.)
Boiling Point: 408.4 °C at 760 mmHg
Flash Point: 214.9 °C
Solubility: Soluble in water
Appearance: 44-36/37/38
Hazard Symbols: IrritantXi
Risk Codes: 44-36/37/38
Safety: 22-24/25-37/39-26
Transport Information: N/A
PSA: 91.67000
LogP: -0.49510
Synthetic route
152294-13-8

2-methoxypropane-1,3-dicarboxylic acid

542-05-2

acetonedicarboxylic acid

Conditions
ConditionsYield
Stage #1: 2-methoxypropane-1,3-dicarboxylic acid With sodium nitrate; lead(IV) tetraacetate at 36℃; for 2.5h;
Stage #2: With zinc(II) oxalate at 36℃; for 2h; Temperature;
98.2%
77-92-9

citric acid

542-05-2

acetonedicarboxylic acid

Conditions
ConditionsYield
With sulfuric acid at -3 - 30℃; for 7h;93.1%
With potassium bromate; hydrogenchloride; water Rate constant; Thermodynamic data; kobs vs. substrate concentration at 35 deg C and vs. HCl concentration at 40 deg C; ΔH(excit), ΔS(excit) (temp.-range 30-45 deg C);
With potassium bromate; cerium (IV) sulfate In water at 26℃; oscillatory reaction, effect of the storing time;

3-amino-3-amido-glutaric acid

542-05-2

acetonedicarboxylic acid

Conditions
ConditionsYield
With aluminum oxide; hypochlorous acid phenyl ester; sodium chloride In 5,5-dimethyl-1,3-cyclohexadiene at 6 - 55℃; for 4.5h; Temperature;91%
53798-96-2

1,5-dimethyl citrate

542-05-2

acetonedicarboxylic acid

Conditions
ConditionsYield
With sulfuric acid
115996-74-2

2-hydroxypropane-1,2,3-tricarboxylic acid

542-05-2

acetonedicarboxylic acid

Conditions
ConditionsYield
With sulfuric acid 1 h 20 deg C, then 3 h 50 deg C;
105-50-0

diethyl 1,3-acetonedicarboxylate

542-05-2

acetonedicarboxylic acid

Conditions
ConditionsYield
With potassium bromate; sulfuric acid; cerous nitrate at 25 - 35℃; Thermodynamic data; activation energy, dual frequency oscillating reaction;
77-92-9

citric acid

A

64-18-6

formic acid

B

542-05-2

acetonedicarboxylic acid

Conditions
ConditionsYield
With cerium (IV) sulfate; phosphoric acid In water at 25℃; Kinetics; Mechanism; Thermodynamic data; CH3COOH, other neutral salts and temperatures, ΔE(activ.);
77-92-9

citric acid

A

542-05-2

acetonedicarboxylic acid

B

124-38-9

carbon dioxide

Conditions
ConditionsYield
With ruthenium trichloride; perchloric acid; bromate salt; sulfuric acid; mercury(II) diacetate In water at 19.9 - 39.9℃; Rate constant;
With potassium bromate; perchloric acid; mercury(II) diacetate In acetic acid at 29.84℃; Kinetics; Further Variations:; Reagents;
7664-93-9

sulfuric acid

77-92-9

citric acid

542-05-2

acetonedicarboxylic acid

7664-93-9

sulfuric acid

77-92-9

citric acid

KMnO4

KMnO4

542-05-2

acetonedicarboxylic acid

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  • Acetonedicarboxylic acid

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    Acetonedicarboxylic acid

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Chemistry


IUPAC Name: 3-Oxopentanedioic acid
Molecular Formula: C5H6O5
Molecular Weight: 146.10 g/mol
Canonical SMILES: C(C(=O)CC(=O)O)C(=O)O
InChI: InChI=1/C5H6O5/c6-3(1-4(7)8)2-5(9)10/h1-2H2,(H,7,8)(H,9,10)
EINECS: 208-797-9
Product Categories: Pharmaceutical Intermediates; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; API intermediates
Water Solubility: soluble
Sensitive: Hygroscopic
XLogP3-AA: -0.7
H-Bond Donor: 2
H-Bond Acceptor: 5
Rotatable Bond Count: 4
Tautomer Count: 5
Exact Mass; 146.021523
MonoIsotopic Mass: 146.021523
Topological Polar Surface Area: 91.7
Heavy Atom Count: 10
Complexity: 153
Molar Volume: 97.4 cm3
Polarizability: 11.24×10-24 cm3
Surface Tension: 67.9 dyne/cm
Density: 1.499 g/cm3
Flash Point: 214.9 °C
Enthalpy of Vaporization: 72.46 kJ/mol
Boiling Point: 408.4 °C at 760 mmHg
Storage temperature: 2-8 °C
Melting Point: 133 °C (dec.)(lit.)
Vapour Pressure of 1,3-Acetonedicarboxylic acid (CAS NO.542-05-2): 8.2E-08 mmHg at 25 °C

Uses

  1,3-Acetonedicarboxylic acid (CAS NO.542-05-2) may be used as a building block in organic chemistry.

Production

Use citric acid as raw material, in the presence of concentrated sulphuric acid , 1,3-Acetonedicarboxylic acid (CAS NO.542-05-2) is obtain from de-formic acid .

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 44-36/37/38 
R44: Risk of explosion if heated under confinement. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-37/39-26-36 
S22: Do not breathe dust. 
S24/25: Avoid contact with skin and eyes. 
S37/39: Wear suitable gloves and eye/face protection. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing.
WGK Germany of 1,3-Acetonedicarboxylic acid (CAS NO.542-05-2): 3

Specification

 1,3-Acetonedicarboxylic acid (CAS NO.542-05-2), its Synonyms are 3-Ketoglutaric acid ; 3-Oxoglutaric acid ; 3-Oxopentanedioic acid ; Pentanedioic acid, 3-oxo- . It is white to off-white powder.