1,3-Acetonedicarboxylic acid

Product Information

Molecular Formula:
C5H6O5
Molecular Weight:
146.1
Description
3-Oxoglutaric acid is an oxo carboxylic acid.
Synonyms
1,3-Acetonedicarboxylic acid
IUPAC Name
3-oxopentanedioic acid
Canonical SMILES
C(C(=O)CC(=O)O)C(=O)O
InChI
InChI=1S/C5H6O5/c6-3(1-4(7)8)2-5(9)10/h1-2H2,(H,7,8)(H,9,10)
InChI Key
OXTNCQMOKLOUAM-UHFFFAOYSA-N
Boiling Point
185.67°C (rough estimate)
Melting Point
133 °C (dec.)(lit.)
Purity
technical
Density
1.499 g/cm3
Appearance
white to off-white powder
Application
Used in organic synthesis.
Storage
<0℃
Refractive Index
1.3920 (estimate)

Safety Information

Hazards
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
Precautionary Statement
P264:
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:
IF ON SKIN:
Wash with plenty of soap and water.
P332+P313:
If skin irritation occurs:
Get medical advice/attention.
P337+P313:
If eye irritation persists:
Get medical advice/attention.
P362+P364:
Take off contaminated clothing. [As modified by IV ATP].
And wash it before reuse. [Added by IV ATP].

Computed Properties

XLogP3
-0.7
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
4
Exact Mass
146.02152329 g/mol
Monoisotopic Mass
146.02152329 g/mol
Topological Polar Surface Area
91.7Ų
Heavy Atom Count
10
Formal Charge
0
Complexity
153
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
CN-113846133-A Method for preparing tropine through biological enzyme catalysis 2021-10-21
CN-113637053-A Recombinant protein structural domain, coding DNA (deoxyribonucleic acid), enhanced TET (telomerase) and whole genome DNA methylation detection method thereof 2021-10-18
CN-113637053-B Recombinant protein structural domain, coding DNA (deoxyribonucleic acid), enhanced TET (telomerase) and whole genome DNA methylation detection method thereof 2021-10-18
CN-113956456-A Preparation method of reversible crosslinking water-soluble polyester with side chain containing sulfydryl 2021-10-18
CN-113981049-A Buffer solution for enhancing TET enzyme activity 2021-10-18
CN-113980259-A Method for preparing polycarbonate by using 1,1,3,3,4,4,6, 6-octamethyltetrahydropentene-2, 5-diol 2021-10-14
CN-113834887-A Method for determining content of acetone dicarboxylic acid in sodium citrate solution 2021-09-14
CN-113621593-A Polyketide synthases EnPKS1 and EnPKS2 from coca, genes and uses thereof 2021-08-03
KR-102345035-B1 Eco-friendly Composition of Soil Concrete 2021-06-14
CN-113354572-A Debenzylation method of 1-benzyl-3-piperidinol 2021-06-09

Literatures

PMID Publication Date Title Journal
21728297 2011-08-05 Ru-catalyzed asymmetric hydrogenation of 3-oxoglutaric acid derivatives via solvent-assisted pinpoint recognition of carbonyls in close chemical propinquity Organic letters
21201756 2008-08-16 Methyl 6-methoxy-carbonyl-methyl-2-oxo-4-phenyl-1,2,3,4-tetra-hydro-pyrimidine-5-carboxyl-ate Acta crystallographica. Section E, Structure reports online
17850048 2007-10-11 Carbon dioxide evolution in a Belousov-Zhabotinsky type oscillating reaction with acetonedicarboxylic acid The journal of physical chemistry. A
17240383 2007-07-13 Retention studies on uranium, thorium and lanthanides with amide modified reverse phase support and its applications Journal of chromatography. A
16842010 2006-07-24 Photoreactivity of iron(III)-aerobactin: photoproduct structure and iron(III) coordination Inorganic chemistry
16323843 2005-12-09 Efficient synthesis of a trisubstituted 1,6-naphthyridone from acetonedicarboxylate and regioselective Suzuki arylation The Journal of organic chemistry
12026999 2002-05-01 Photodegradation of a ternary iron(III)-uranium(VI)-citric acid complex Environmental science & technology
11852054 2002-02-13 2-Oxoglutarate increases the binding affinity of the NtcA (nitrogen control) transcription factor for the Synechococcus glnA promoter FEBS letters
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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