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
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°C
Refractive Index
1.3920 (estimate)
Safety Information
Hazards
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
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].
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 |
