Atropasure

Atropic acid

HCID 68114CAS 492-38-6

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Grundinformationen

Standard-SMILES: C=C(C(=O)O)c1ccccc1
InChIKey: ONPJWQSDZCGSQM-UHFFFAOYSA-N
Summenformel: C9H8O2
Durchschnittliche Molmasse: 148,16 g/mol
Monoisotopische Masse: 148,0524295

Namen und Bezeichner

Bevorzugter Name: Atropic acid
IUPAC: 2-phenylprop-2-enoic acid
Lokaler Name: Atropasure
Englischer Name: Atropic acid
Summenformel: C9H8O2
Molmasse: 148.16

Namen und Synonyme

Atropic acidAcrylic acid, 2-phenyl-2-Propenoic acid, 2-phenyl-alpha-Phenyl acrylic acidEINECS 207-753-6NSC 20987NSC-20987TW16UA35S0alpha-Toluic acid, alpha-methylene-ATROPIC ACID [MI].ALPHA.-METHYLENEBENZENEACETIC ACIDalpha-Methylenebenzeneacetic acid

Weitere Namen anzeigen

2-Phenylpropenoic acidAtropic Acid >10029 ATROPIC ACIDCinacalcet ImpurityIΑ-PHENYLACRYLIC ACIDAtropic acid，492-38-6Ipratropium Impurity D

RefChem:560335207-753-62-Phenylacrylic acid492-38-62-phenylprop-2-enoic acidMFCD00046531AtropicacidBenzeneacetic acid, .alpha.-methylene-

Datenbank-Bezeichner

CAS: 492-38-6
PubChem CID: 68114
DTXSID: DTXSID3075418
UNII: TW16UA35S0
EC Number: 207-753-6
Nikkaji: J70.977H

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2
Polarare Oberfläche (TPSA): 37,3 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 2
Schwere Atome: 11
Formalladung: 0
Komplexität: 166

Physikochemische Eigenschaften

Schmelzpunkt: 106 · 106-107°
Siedepunkt: 267 ° · bp ~267° with partial decompn
Dichte: 1.0061 · 1.0061 (rough estimate)
Brechungsindex: 1.5049 · 1.5049 (estimate)
storage temp.: 2 · 2-8°C
Löslichkeit: DMSO (Slightly), Methanol (Slightly)
Aggregatzustand: Solid
pka: 3.86 · 3.86±0.11(Predicted)
Farbe: White to Off-White
Wasserlöslichkeit: 1.3 g/L · 1.3g/L(20 ºC)
Merck: 14 · 14,874
Stabilität: Light Sensitive
Major Application: pharmaceuticalpharmaceutical small molecule
InChI: 1S/C9H8O2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-6H,1H2,(H,10,11)
InChIKey: ONPJWQSDZCGSQM-UHFFFAOYSA-N
SMILES: OC(=O)C(=C)c1ccccc1
CAS Datenbank: 492 · 492-38-6(CAS DataBase Reference)
NIST chemische Informationen: Benzeneacetic acid, «alpha»-methylene-(492-38-6)
EPA chemische Informationen: Benzeneacetic acid, .alpha.-methylene- (492-38-6)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 9 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationStatus: Active Update: 05-09-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/17944

Hazard Classes and CategoriesAcute Tox. 4 (33.3%)

Sicherheitsdaten

wgk: WGK 3
hs_code: 29163990
risk_code: 36/37/38
safety_code: 26-36/37/39
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen

VerwendenAtropic acid is an Impurity of Ipratropium bromide and Atropine Sulfate. Atropic acid and β,β-dimethylatropic acid are plant growth regulators.

Darstellung · 1 Eintrag

synthetischeThe synthesis of atropic acid involves several steps. Firstly, tropic acid is oxidized with hot KMnO4 to form benzoic acid. Secondly, tropic acid reacted with HBr to produce C9H9O2Br. Thirdly, C9H9O2Br is reacted with alcoholic KOH to yield atropic acid, C9H8O2. Finally, atropic acid is catalytically hydrogenated to form hydratropic acid, C9H10O2.