3-Cyclobutene-1,2-dione, 3,4-dimethoxy- (HCID 123227)

Namen und Bezeichner

Bevorzugter Name: 3-Cyclobutene-1,2-dione, 3,4-dimethoxy-
IUPAC: 3,4-dimethoxycyclobut-3-ene-1,2-dione
Englischer Name: 3,4-Dimethoxy-3-cyclobutene-1,2-dione
Summenformel: C6H6O4
Molmasse: 142.11

Namen und Synonyme

3,4-Dimethoxy-3-cyclobutene-1,2-dione5222-73-1Dimethyl squarate3-Cyclobutene-1,2-dione, 3,4-dimethoxy-DTXSID40200269RefChem:500663DTXCID90122760627-380-63,4-dimethoxycyclobut-3-ene-1,2-dionedimethoxycyclobut-3-ene-1,2-dioneMFCD001013163,4-Dimethoxy-cyclobut-3-ene-1,2-dione

Weitere Namen anzeigen

SQUARIC ACID DIMETHYL ESTER3,4-Dimethoxy-3-cyclSquaric acid dimethyl e3,4-DIMETHOXYCYCLOBUTANE-1,2-DIONE1,2-Dimethoxy-1-cyclobutene-3,4-dione

1,2-dimethoxycyclobutene-3,4-dioneDimethoxycyclobutenedione3-Cyclobutene-1,2-dione,3,4-dimethoxy-SCHEMBL239276CHEMBL5399800SZBNZTGCAMLMJY-UHFFFAOYSA-STR09811BBL011281

Datenbank-Bezeichner

CAS: 5222-73-1
PubChem CID: 123227
DTXSID: DTXSID40200269
ChEMBL: CHEMBL5399800
EC Number: 627-380-6
Nikkaji: J256.527G

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -0,1
Polarare Oberfläche (TPSA): 52,6 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 2
Schwere Atome: 10
Formalladung: 0
Komplexität: 202

Physikochemische Eigenschaften

Schmelzpunkt: 55 · 55-57 °C (lit.)
Siedepunkt: 219.65 °C · 219.65°C (rough estimate)
Dichte: 1.3863 · 1.3863 (rough estimate)
Brechungsindex: 1.58 · 1.5800 (estimate)
storage temp.: 2 · 2-8°C
Löslichkeit: DMSO, Methanol (Slightly)
Aggregatzustand: Solid
Farbe: Off-White to Pale Brown
Wasserlöslichkeit: Very soluble in water.
InChI: 1S/C6H6O4/c1-9-5-3(7)4(8)6(5)10-2/h1-2H3
InChIKey: SZBNZTGCAMLMJY-UHFFFAOYSA-N
SMILES: COC1=C(OC)C(=O)C1=O
CAS Datenbank: 5222 · 5222-73-1(CAS DataBase Reference)
NIST chemische Informationen: 3 · 3,4-Dimethoxy-3-cyclobutene-1,2-dione(5222-73-1)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

Danger

H315 (17%): Causes skin irritation [Warning Skin corrosion/irritation]；H317 (97.9%): May cause an allergic skin reaction [Warning Sensitization, Skin]；H319 (17%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H334 (97.9%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]；H335 (12.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P233, P260, P261, P264, P264+P265, P271, P272, P280, P284, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 5 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

Hazard Classes and CategoriesSkin Irrit. 2 (17%)；Skin Sens. 1 (97.9%)；Eye Irrit. 2 (17%)；Resp. Sens. 1 (97.9%)；STOT SE 3 (12.8%)

Sicherheitsdaten

wgk: 3
hs_code: 29145090
risk_code: 42/43
safety_code: 22-24/25-26-36/37/39
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Resp. Sens. 1Skin Sens. 1

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwenden3,4-Dimethoxy-3-cyclobutene-1,2-dione (Dimethyl squarate) finds it uses in the synthesis of chiral squaramides, highly enantioselective catalyst for the Friedel-Crafts reactions of indoles, 3-(hydroxyamino)-4-methoxy-3-cyclobutene-1,2-dione, squarate derivatives of the O-SP-core antigens, methyl squarate derivative of the Ogawa O-SP-core antigen, o-quinodimethanes, benzocyclobutenes, quinones. It is employed as a starting material in the preparation of o-quinodimethanes, benzocyclobutenes, and quinones.