CAS 23761-23-1 3-Oxocyclobutane-1-carboxylic acid (HCID 4913358)

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Basic information

CAS: 23761-23-1
Standard SMILES: O=C1CC(C(=O)O)C1
InChIKey: IENOFRJPUPTEMI-UHFFFAOYSA-N
Molecular formula: C5H6O3
Average molar mass: 114.1 g/mol
Monoisotopic mass: 114.03169405

Names & identifiers

Preferred name: 3-Oxocyclobutane-1-carboxylic acid
IUPAC: 3-oxocyclobutane-1-carboxylic acid
English name: 3-Oxocyclobutanecarboxylic acid
Molecular formula: C5H6O3
Molecular weight: 114.1

Names & synonyms

3-oxocyclobutane-1-carboxylic AcidRefChem:504706639-432-53-oxocyclobutanecarboxylic acid23761-23-13-oxo-Cyclobutanecarboxylic acid3-Oxo-CyclobutanecarboxylicacidMFCD00100900C5H6O3(3-OXOCYCLOBUTYL)CARBOXYLIC ACIDCyclobutanecarboxylic acid, 3-oxo-F2124-0041

Show more names

3-oxocyclobutane-1,1-dicarboxylic acid3-OxocycLIFLAB-BB F2124-00411-Carboxy-3-oxocyclobutane3-Oxocyclobutanecarboxylic3-Oxocyclobutanecarboxyli...Oxocyclobutanecarboxylic acid

3-oxocyclobutane-1-carboxylic acid;3-oxocyclobutane-1-carboxylic acid3-Oxo-1-cyclobutanecarboxylic acid3-Oxocyclobutanecarboxylicacidcyclobutanone-3-carboxylic acid3-Oxocylobutanecarboxylic acidSCHEMBL3014953-oxocyclobutane carboxylic acidDTXSID20406767

Database identifiers

CAS: 23761-23-1
PubChem CID: 4913358
DTXSID: DTXSID20406767
EC Number: 639-432-5
Nikkaji: J2.873.806D

Properties

Computed structural properties

XLogP: -0.8
Topological polar surface area: 54.4 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 1
Heavy atoms: 8
Formal charge: 0
Complexity: 131

Physicochemical properties

Melting point: 69 · 69-70℃
Boiling point: 296 °C · 296°C
Density: 1.431 · 1.431
Flash point: 147 °C · 147°C
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
form: Solid
pka: 4.35 · 4.35±0.20(Predicted)
color: Off-white
Water Solubility: Slightly soluble in water.
InChI: InChI=1S/C5H6O3/c6-4-1-3(2-4)5(7)8/h3H,1-2H2,(H,7,8)
InChIKey: IENOFRJPUPTEMI-UHFFFAOYSA-N
SMILES: C1(C(O)=O)CC(=O)C1
CAS DataBase Reference: 23761 · 23761-23-1(CAS DataBase Reference)
UNSPSC Code: 12352106 · 12352106
Symbol(GHS): 7 · GHS07
Signal word: Danger

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 4.3% (2 of 46) of reports.

Danger

H302 (89.1%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 10-05-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/27734

Hazard Classes and CategoriesAcute Tox. 4 (89.1%)

Safety data

wgk: WGK 3
tsca: No
hs_code: 29189900
risk_code: 22
Signal word: Danger
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 26-37-60
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
REACH Registrations: Active
Hazard Classifications: Acute Tox. 4 Oral
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications · 2 items

Description3-Oxocyclobutanecarboxylic acid is an organic common intermediate compound used in pharmaceuticals, organic synthesis and organic light-emitting diode (OLED) intermediates. Abrocitinib, prepared from 3-Oxocyclobutanecarboxylic acid, is approved for the treatment of adult patients with atopic dermatitis (AD), as well as patients with refractory moderate to severe AD who have had limited or minimal response to other systemic medications.

Uses3-Oxocyclobutanecarboxylic Acid (cas# 23761-23-1) is a compound useful in organic synthesis.

Preparation methods · 1 item

PreparationThe target product 3-oxocyclobutanecarboxylic acid is obtained by adopting acetone, bromine, and malononitrile as raw materials, adopting ethanol, DMF (dimethyl formamide), and water as solvents, adopting sodium iodide as an activating agent and tetrabutylammonium bromide (TBAB) as a phase transfer catalyst through three-step reaction.