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4-Methoxyphenylessigsäure

4-Methoxyphenylacetic Acid

HCID 7690
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Grundinformationen

CAS
104-01-8
Standard-SMILES
COc1ccc(CC(=O)O)cc1
InChIKey
NRPFNQUDKRYCNX-UHFFFAOYSA-N
Summenformel
C9H10O3
Durchschnittliche Molmasse
166,17 g/mol
Monoisotopische Masse
166,06299418

Überblick

4-methoxyphenylacetic acid appears as pale yellow or off white colored flakes. Severely irritates skin and eyes. May be toxic by ingestion.

Namen und Bezeichner

Bevorzugter Name
4-Methoxyphenylacetic Acid
IUPAC
2-(4-methoxyphenyl)acetic acid
Lokaler Name
4-Methoxyphenylessigsäure
Englischer Name
4-Methoxyphenylacetic acid
Summenformel
C9H10O3
Molmasse
166.17

Namen und Synonyme

4-Methoxyphenylacetic acid104-01-82-(4-methoxyphenyl)acetic acidHomoanisic acidBenzeneacetic acid, 4-methoxy-p-Methoxyphenylacetic acid(4-Methoxyphenyl)acetic acid4-Methoxybenzeneacetic acid2-(p-Anisyl)acetic acid(p-Methoxyphenyl)acetic acidp-Anisylacetic acidHomoanisate
Weitere Namen anzeigen
4MPAAASISCHEM D13364RARECHEM AL BO 01334-Methoxyphenylacetip-Methioxy-toluicacid4-Methoxyphenylacetic
NSC 27799EINECS 203-166-4Acetic acid, (p-methoxyphenyl)-4-methoxyphenylacetatep-Methoxy-alpha-toluic acidAJP2V8U5K6Homo-p-anisic acidAcetic acid, p-methoxyphenyl-

Datenbank-Bezeichner

CAS
104-01-8
PubChem CID
7690
DTXSID
DTXSID1059288
ChEMBL
CHEMBL1760597

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
1,4
Polarare Oberfläche (TPSA)
46,5 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
3
Schwere Atome
12
Formalladung
0
Komplexität
148

Experimentelle und physikochemische Eigenschaften

SpringerMaterials PropertiesChemical shift
LogP · 2 Einträge

1.42

1.48

Solubility18 mg/mL
Boiling Point138.00 to 140.00 °C. @ 3.00 mm Hg
Melting Point87 °C
Physical Description · 2 Einträge

4-methoxyphenylacetic acid appears as pale yellow or off white colored flakes. Severely irritates skin and eyes. May be toxic by ingestion.

Solid

Collision Cross Section · 2 Einträge

122.84 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

137.4 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

Physikochemische Eigenschaften

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (> 99.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1334 reports by companies from 8 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: Benzeneacetic acid, 4-methoxy-

Status: Cease Manufacture Update: 30-06-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/18981

4-Methoxphenylacetic Acid: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Benzeneacetic acid, 4-methoxy-: Human health tier I assessment
DOT LabelCorrosive
Fire HazardsExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Health HazardsExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Reactive GroupAcids, Carboxylic
Reactivity Profile · 1 Eintrag

Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in it to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing InformationBenzeneacetic acid, 4-methoxy-: ACTIVE

Anwendungen

Verwenden4-Methoxyphenylacetic Acid is a compound that was found from microbial phenolic metabolites in human feces after the consumption of gin, red wine and dealcholized red wine.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

4-MethoxyacetophenonPiperazine hexahydrateBenzyl (4-methoxyphenyl)acetatetert-butyl 2-(4-methoxyphenyl)acetate

Nachgelagerte Produkte

2-Chloro-5-(4-methoxyphenyl)pyrimidine4-Methoxyphenylacetyl chloride3-chloro-4-methoxyphenylacetic acidN-Ethyl-p-methoxy-α-methylphenethylamin1-(2-Bromethyl)-4-methoxybenzol2-p-Anisyl-1,3-indandione(4-Methoxy-3-nitrophenyl)acetic acid

Zugehörige Reaktionen

1.382
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 6727
HRID 6727als Eduktuspto-grants-2006_08
Reaktionsgleichung von HRID 91467
HRID 91467als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 94876
HRID 94876als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 95181
HRID 95181als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 101882
HRID 101882als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 104320
HRID 104320als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 136341
HRID 136341als EduktTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
Reaktionsgleichung von HRID 150254
HRID 150254als EduktTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
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ChEBI
CHEBI:55501
UNII
AJP2V8U5K6
EC Number
203-166-4
Nikkaji
J10.116H
Schmelzpunkt
84 · 84-86 °C(lit.)
Siedepunkt
140 °C3 · 140 °C3 mm Hg(lit.)
Dichte
1.1708 · 1.1708 (rough estimate)
Dampfdruck
0.071 Pa · 0.071Pa at 25℃
Brechungsindex
1.5101 · 1.5101 (estimate)
Flammpunkt
193 °C · 193°C
storage temp.
30 °C · Store below +30°C.
Löslichkeit
6 g/l · 6g/l
Aggregatzustand
Crystalline Powder and Chunks
pka
1 · pK1:4.358 (25°C)
Farbe
White to light yellow
Wasserlöslichkeit
6 g/L · 6 g/L (20 ºC)
BRN
1101737 · 1101737
InChI
1S/C9H10O3/c1-12-8-4-2-7(3-5-8)6-9(10)11/h2-5H,6H2,1H3,(H,10,11)
InChIKey
NRPFNQUDKRYCNX-UHFFFAOYSA-N
SMILES
COc1ccc(CC(O)=O)cc1
LogP
1.295 at · 1.295 at 25℃
CAS Datenbank
104 · 104-01-8(CAS DataBase Reference)
NIST chemische Informationen
4 · Benzeneacetic acid, 4-methoxy-(104-01-8)
EPA chemische Informationen
4 · Benzeneacetic acid, 4-methoxy- (104-01-8)
Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
Hazard Classes and CategoriesAcute Tox. 4 (> 99.9%)

Sicherheit und Schutzausrüstung

Fire FightingExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
First AidExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Nonfire Spill ResponseExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Personal Protective Equipment (PPE)Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

Sicherheitsdaten

wgk
3
tsca
TSCA listed
hs_code
29189090
RTECS-Nr.
AI8960000
risk_code
22-36/37/38-20/21/22
hazard_code
Xn,Xi
hazard_note
Irritant
safety_code
26-36
Speicherklasse
11 - Combustible Solids
Hazard Classifications
Eye Dam. 1
Ethyl-4-methoxyphenylacetat
Methyl-4-methoxyphenylacetat
(3-Iodo-4-methoxyphenyl)acetic acid
5-Acetonyl-2-methoxybenzenesulphonylchloride

Ergänzende Hinweise

DefinitionChEBI: A monocarboxylic acid that is phenylacetic acid carrying a 4-methoxy substituent. It is used as an intermediate for pharmaceuticals and other organic synthesis. It has been found to inhibit the germination of cress and lettuce seeds.