Acetonedicarboxylic acid

HCID 68328
NotesReactions
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Basic information

CAS
542-05-2
Standard SMILES
O=C(O)CC(=O)CC(=O)O
InChIKey
OXTNCQMOKLOUAM-UHFFFAOYSA-N
Molecular formula
C5H6O5
Average molar mass
146.1 g/mol
Monoisotopic mass
146.02152329

Names & identifiers

Preferred name
Acetonedicarboxylic acid
IUPAC
3-oxopentanedioic acid
English name
1,3-Acetonedicarboxylic acid
Molecular formula
C5H6O5
Molecular weight
146.1

Names & synonyms

3-oxopentanedioic acid3-Oxoglutaric acidAcetonedicarboxylic acidPentanedioic acid, 3-oxo-beta-KETOGLUTARIC ACIDUNII-IH7P7WO21PIH7P7WO21PEINECS 208-797-9.BETA.-KETOGLUTARIC ACIDDTXSID2060252EC 208-797-9ACETONEDICARBOXYLIC ACID [MI]
Show more names
ACETONE-1,3-DICARBOXYLIC ACIDACETONEDIACETIC ACIDBETA-OXOGLUTARIC ACID4-oxo-1,7-heptanedioic acid,3-Acetonedicarboxylic acid1,3-Acetonedicarboxylic acid,96%
3Oxoglutaric acid3Ketoglutaric acidbetaKetoglutaric acid3oxopentanedioic acidPentanedioic acid, 3oxoRefChem:1090041,3Acetonedicarboxylic acidDTXCID2041626

Database identifiers

CAS
542-05-2
PubChem CID
68328
DTXSID
DTXSID2060252
ChEBI
CHEBI:88950
UNII
IH7P7WO21P
EC Number
208-797-9
Nikkaji
J15.072J

Properties

Computed structural properties

XLogP
-0.7
Topological polar surface area
91.7 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
5
Rotatable bonds
4
Heavy atoms
10

Experimental & physicochemical properties

Melting Point138 °C
Physical Description · 2 items

Solid; [Merck Index] Off-white hygroscopic powder; [Acros Organics MSDS]

Solid

Physicochemical properties

Melting point
133 °C · 133 °C (dec.) (lit.)
Boiling point
185.67 °C · 185.67°C (rough estimate)
Density
1.2821 · 1.2821 (rough estimate)
bulk density
400 kg/m3 · 400kg/m3
vapor pressure
0.005 Pa · 0.005Pa at 25℃
refractive index
1.392 · 1.3920 (estimate)

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 13.3% (2 of 15) of reports.

Warning

H315 (86.7%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (86.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (33.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 15 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 2 of 15 reports by companies.；There are 2 notifications provided by 13 of 15 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 3 items

Chemical: Pentanedioic acid, 3-oxo-

Status: Cease Manufacture Update: 22-03-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/10969；Status: Active Update: 19-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24040

Pentanedioic acid, 3-oxo-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay explode if heated under confinement; A skin and strong eye irritant; [Acros Organics MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (86.7%)；Eye Irrit. 2 (86.7%)

Regulatory information

Regulatory Information · 3 items

Chemical: Pentanedioic acid, 3-oxo-

Status: Cease Manufacture Update: 22-03-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/10969；Status: Active Update: 19-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24040

Pentanedioic acid, 3-oxo-: Does not have an individual approval but may be used under an appropriate group standard

Safety data

F
3
wgk
3
tsca
TSCA listed
hs_code
29183000
risk_code
44-36/37/38
Signal word
Warning

Chemistry & industry

Uses & manufacturing

UsesUsed in organic synthesis; [Merck Index]
General Manufacturing InformationPentanedioic acid, 3-oxo-: ACTIVE
Applications · 2 items

Usesβ-Ketoglutaric Acid is used in the synthesis of benzodiazepine derivatives. Also used in the synthesis of orally available hepatitis C virus polymerase inhibitors.

UsesAcetone-1,3-dicarboxylic acid is used as a building block in organic chemistry. It is also used in the synthesis of hetrocyclic rings and in the Weiss-Cook reaction, which involves the preparation of cis-bicyclo[3.3.0]octane-3,7-dione by reacting with diacyl (1,2 ketone). Its presence in human urine is used as a diagnostic test for the overgrowth of harmful gut flora such as Candida albicans.

Upstream & downstream products

Upstream raw materials

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

Additional notes

DefinitionChEBI: 3-Oxoglutaric acid is an oxo carboxylic acid.

Related reactions

73 records
New reaction record

Compound notes

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