3,4-Dihydroxy-3-cyclobuten-1,2-dion

Squaric acid

HCID 17913CAS 2892-51-5
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Grundinformationen

Standard-SMILES
O=c1c(O)c(O)c1=O
InChIKey
PWEBUXCTKOWPCW-UHFFFAOYSA-N
Summenformel
C4H2O4
Durchschnittliche Molmasse
114,06 g/mol
Monoisotopische Masse
113,99530854

Namen und Bezeichner

Bevorzugter Name
Squaric acid
IUPAC
3,4-dihydroxycyclobut-3-ene-1,2-dione
Lokaler Name
3,4-Dihydroxy-3-cyclobuten-1,2-dion
Englischer Name
Squaric acid
Summenformel
C4H2O4
Molmasse
114.06

Namen und Synonyme

Squaric acid2892-51-5Quadratic acid3,4-dihydroxycyclobut-3-ene-1,2-dioneQuadratsaeure1,2-Diketo-3,4-dihydroxycyclobuteneDihydroxycyclobutenedioneDTXSID9049409SVR9D0VODWNSC-125692DTXCID8029369CHEBI:52141
Weitere Namen anzeigen
Squaric2-dioneNSC 624671squaricaciSQUARC ACIDobutene-1,2-dione
RefChem:185166220-761-43,4-Dihydroxy-3-cyclobutene-1,2-dione3-Cyclobutene-1,2-dione, 3,4-dihydroxy-dihydroxycyclobut-3-ene-1,2-dioneCyclobutenedione, dihydroxy-1,2-Dihydroxycyclobutene-3,4-dioneMFCD00001334

Datenbank-Bezeichner

CAS
2892-51-5、31150-56-8
PubChem CID
17913
DTXSID
DTXSID9049409
ChEBI
CHEBI:52141
UNII
SVR9D0VODW
EC Number
220-761-4、693-144-4
Nikkaji
J13.719G

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-0,7
Polarare Oberfläche (TPSA)
74,6 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
0
Schwere Atome
8

Experimentelle und physikochemische Eigenschaften

Physical DescriptionSolid; [Merck Index] Gray crystalline solid; [Sigma-Aldrich MSDS]

Physikochemische Eigenschaften

Schmelzpunkt
300 °C · >300 °C(lit.)
Siedepunkt
250.96 °C · 250.96°C
Dichte
1.82 g/cm3 · 1.82 g/cm3
Brechungsindex
1.58 · 1.5800 (estimate)
Flammpunkt
190 °C · 190 °C
storage temp.
Inert atmosphere,Room Temperature

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Warning

H315 (72.1%): Causes skin irritation [Warning Skin corrosion/irritation]；H317 (86.9%): May cause an allergic skin reaction [Warning Sensitization, Skin]；H319 (72.1%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (70.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 61 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；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.

Gefahrenhinweise

Regulatory Information1,2-Dihydroxy-3,4-cyclobutenedione: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA skin and strong eye irritant; May cause skin sensitization; [Sigma-Aldrich MSDS] Search for (2892-51-5[EC/RN Number]) AND (dermatitis OR allergic OR sensitizer OR sensitization): no reports of skin sensitization; [PubMed]
Hazard Classes and Categories · 2 Einträge

Skin Irrit. 2 (72.1%)；Skin Sens. 1 (86.9%)；Eye Irrit. 2 (72.1%)；STOT SE 3 (70.5%)

Skin Irrit. 2 (100%)；Skin Sens. 1 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (100%)

Regulatorische Informationen

Regulatory Information1,2-Dihydroxy-3,4-cyclobutenedione: Does not have an individual approval but may be used under an appropriate group standard

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
3261
hs_code
29144090
RTECS-Nr.
GU1800000
risk_code
36/37/38-43

Chemie und Industrie

Verwendung und Herstellung

UsesUsed to make pharmaceutical intermediates, squarylium dyes, and photoconducting squaraines; The dibutylester is used as a contact sensitizer in the treatment of alopecia and warts; [Merck Index]
General Manufacturing Information3-Cyclobutene-1,2-dione, 3,4-dihydroxy-: ACTIVE
Anwendungen · 1 Eintrag

VerwendenSquaric acid used as intermediate for squaraine dyes and heterocycles. Squaric acid is an immunotherapy used to treat common warts. This treatment is non-toxic, and easy to use. The treatment activated your immune system to combat the warts and therefore it may cause an allergic reaction , similar to poison oak. This reaction can be managed with a topical cortisone cream. Blistering and lightening of the skin may occur, but rarely.Squaric acid derivatives – synthetic targets for ring expansion reactions

Vor- und nachgelagerte Produkte

Anbieter50 Anbieter

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]
镇江中智化学科技有限公司0511-15050866711; 15050866711 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: A carbon oxoacid that consists of 1,2-diketocyclobut-3-ene bearing two enolic hydroxy substituents at positions 3 and 4.

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