(E)-p-Methoxycinnamsure

4-Methoxycinnamic Acid

HCID 699414

Grundinformationen

CAS
830-09-1
Standard-SMILES
COc1ccc(/C=C/C(=O)O)cc1
InChIKey
AFDXODALSZRGIH-QPJJXVBHSA-N
Summenformel
C10H10O3
Durchschnittliche Molmasse
178,18 g/mol
Monoisotopische Masse
178,06299418

Überblick

4-methoxycinnamic acid is a methoxycinnamic acid having a single methoxy substituent at the 4-position on the phenyl ring. It is functionally related to a cinnamic acid.

Namen und Bezeichner

Bevorzugter Name
4-Methoxycinnamic Acid
IUPAC
(E)-3-(4-methoxyphenyl)prop-2-enoic acid
Lokaler Name
(E)-p-Methoxycinnamsure
Englischer Name
trans-O-Methyl-p-coumaric acid
Summenformel
C10H10O3
Molmasse
178.18

Namen und Synonyme

4-Methoxycinnamic acid830-09-13-(4-methoxyphenyl)acrylic acid(E)-3-(4-methoxyphenyl)prop-2-enoic acid(2E)-3-(4-methoxyphenyl)prop-2-enoic acid2-Propenoic acid, 3-(4-methoxyphenyl)-3-(4-Methoxyphenyl)-2-propenoic acidNSC-5303NSC-6234376G4ML8401A3-(4-methoxyphenyl)prop-2-enoic acidCHEBI:48541
Weitere Namen anzeigen
(E)-4-Methoxycinnamic acidPMCAAKOS B000181AKOS BB/0034AKOS BBS-00000769TIMTEC-BB SBB005717RARECHEM BK HC T2574-methoxycinmic acidOTAVA-BB BB0123400502
DTXSID4048147RefChem:25958DTXCID4028121212-594-0943-89-5(E)-3-(4-Methoxyphenyl)acrylic acidP-METHOXYCINNAMIC ACIDtrans-4-Methoxycinnamic acid

Datenbank-Bezeichner

CAS
830-09-1、943-89-5
PubChem CID
699414
DTXSID
DTXSID1046059
ChEMBL
CHEMBL95770
ChEBI
CHEBI:48541
UNII
6G4ML8401A
EC Number
212-594-0、213-405-4
Nikkaji
J47.704D、J60.989G

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,8
Polarare Oberfläche (TPSA)
46,5 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
3
Schwere Atome
13

Experimentelle und physikochemische Eigenschaften

Chemical ClassesUV filter
SpringerMaterials PropertiesChemical diffusion
LogP · 2 Einträge

2.68

2.68

Solubility0.712 mg/mL at 25 °C
Melting Point173 - 175 °C
Physical DescriptionSolid

Physikochemische Eigenschaften

Schmelzpunkt
173.5 °C · 173.5 °C(lit.)
Siedepunkt
342.6 · 342.6±17.0 °C(Predicted)
Dichte
1.195 · 1.195±0.06 g/cm3(Predicted)
storage temp.
Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit
Soluble in ethanol, ethyl acetate and other organic solvents.
pka
4.6 · 4.60±0.10(Predicted)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 54 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: 2-Propenoic acid, 3-(4-methoxyphenyl)-

Chemical: 2-Propenoic acid, 3-(4-methoxyphenyl)-, (E)-

Status: Active Update: 26-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22331

2-Propenoic acid, 3-(4-methoxyphenyl)-, (2E)-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and Categories · 2 Einträge

Skin Irrit. 2 (100%)

Skin Irrit. 2 (100%)

Sicherheitsdaten

F
8
wgk
3
tsca
TSCA listed
hs_code
2918.29.7500
RTECS-Nr.
UD3391300
risk_code
36/37/38

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsMembrane

Verwendung und Herstellung

General Manufacturing Information · 2 Einträge

2-Propenoic acid, 3-(4-methoxyphenyl)-: ACTIVE

2-Propenoic acid, 3-(4-methoxyphenyl)-, (2E)-: INACTIVE

Anwendungen · 1 Eintrag

VerwendenEsters derived from trans-4-methoxycinnamic acid are effective absorbers of UV radiation. The starting material was trans-4-methoxycinnamic acid and 3,5dimethoxybenzoic acid methyl ester in isolated avenanthramide alkaloids synthsis. trans-4-Methoxycinnamic acid was converted into its acid chloride (yield 98%) with thionyl chloride. Employed in organic synthesis of pharmaceutical intermediates, synthetic anti-adrenergic drugs esmolol, cosmetics ultraviolet absorption.

Darstellung · 1 Eintrag

synthetische4-methoxycinnamic acid synthesis : In a 25-mL, roundbottomed flask, 4-methoxybenzaldehyde (0.804 mL, 6.61 mmol) (3), malonic acid (1.75 g, 16.8 mmol), and β-alanine (0.10 g, 1.12 mmol) were dissolved in pyridine (3.0 mL, 37.1 mmol) and heated under reflux for 90 minutes. After cooling to room temperature, the reaction mixture was placed in an ice bath and 8.0 mL of concentrated HCl was slowly added. The resulting white precipitate was collected by vacuum filtration, washed with cold water (2 x 10mL) and dried thoroughly. The product was recrystallized from absolute ethanol (~20 mL).Synthesis of 4-methoxycinnamic acid

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湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
上海策嵘生物科技有限公司[email protected]
上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

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