4-Ethenylphenyl acetate

HCID 75821CAS 2628-16-2

Grundinformationen

Standard-SMILES
C=Cc1ccc(OC(C)=O)cc1
InChIKey
JAMNSIXSLVPNLC-UHFFFAOYSA-N
Summenformel
C10H10O2
Durchschnittliche Molmasse
162,18 g/mol
Monoisotopische Masse
162,06807956

Namen und Bezeichner

Bevorzugter Name
4-Ethenylphenyl acetate
IUPAC
(4-ethenylphenyl) acetate
Englischer Name
4-Acetoxystyrene
Summenformel
C10H10O2
Molmasse
162.19

Namen und Synonyme

4-Acetoxystyrene2628-16-24-Ethenylphenol acetate4-Vinylphenyl acetate4-Ethenylphenyl acetatep-AcetoxystyrenePhenol, 4-ethenyl-, acetatePhenol, 4-ethenyl-, 1-acetatep-Vinylphenol acetateDTXSID2044898Phenol, p-vinyl-, acetateC-908
Weitere Namen anzeigen
ACETOXYSTYRENEVPAC(4-Ethenylphenyl) acetatePhenol, 4-ethenyl-,1-acetateACS/ASM
BRN 1862793DTXCID00248987S21904AYNACETIC ACID P-VINYLPHENYL ESTERJ71.623E4-06-00-03777 (Beilstein Handbook Reference)RefChem:522572434-600-2

Datenbank-Bezeichner

CAS
2628-16-2
PubChem CID
75821
DTXSID
DTXSID2044898
ChEMBL
CHEMBL3186305
UNII
7S21904AYN
EC Number
434-600-2、607-905-5
Nikkaji
J71.623E

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,5
Polarare Oberfläche (TPSA)
26,3 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
3
Schwere Atome
12

Experimentelle und physikochemische Eigenschaften

Physical DescriptionLiquid

Physikochemische Eigenschaften

Schmelzpunkt
7 · 7-8 °C (lit.)
Siedepunkt
260 °C · 260 °C (lit.)
Dichte
1.06 g/mL · 1.06 g/mL at 25 °C (lit.)
Brechungsindex
20 · n20/D 1.538(lit.)
Flammpunkt
190 °F · 190 °F
storage temp.
2 · 2-8°C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P284, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P319, P320, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 171 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

Gefahrenhinweise

Regulatory Information · 4 Einträge

Phenol, 4-ethenyl-, 1-acetate is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 4-ethenyl-, 1-acetate are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Status: Active Update: 16-02-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/24914

Phenol, 4-ethenyl-, acetate: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and Categories · 2 Einträge

Acute Tox. 4 (100%)

Acute Tox. 4 (100%)

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
2810
hs_code
29153900
RTECS-Nr.
SL3784000
risk_code
22-38-43-36/38

Chemie und Industrie

Verwendung und Herstellung

U.S. Production2023: 621,129 lb
Industry UsesIntermediate
General Manufacturing Information · 2 Einträge

Plastics Material and Resin Manufacturing

Phenol, 4-ethenyl-, 1-acetate: ACTIVE

Anwendungen · 2 Einträge

Beschreibung4-Acetoxystyrene can be used to synthesize Poly(p-hydroxystyrene) as the main component of photoresist. The chemically amplified photoresist of the poly(p-hydroxystyrene) series is currently the mainstream photoresist product in the world, and it is one of the key technologies for processing photo-etched integrated circuits and manufacturing chips.

Verwenden4-Acetoxystyrene is a stable Styrene monomer which can be readily polymerized and copolymerized to low, medium and high molecular weight polymers. Undergoes free radical polymerization, similar to styrene.

Darstellung · 1 Eintrag

synthetischeThe preparation of 4-Acetoxystyrene is as follows:Add p-hydroxystyrene (120g) to a 2L four-neck bottle. triethylamine(106g), phenothiazine (1.2g), Methyl tert-butyl ether (480 g), Dry ice-ethanol bath to -5 to 0 °C, acetyl chloride (86g) was added dropwise with stirring. The internal temperature is controlled at -5 to 0 °C. After the completion of the dropwise addition, the temperature was raised at 10 to 20 °C to continue the reaction for 1 hour. Sampling analysis (central control 1, raw material After completion of the reaction, the mixture was filtered, and the cake was washed with methyl t-butyl ether (50 g × 3). The filtrate was quenched by the addition of 4 g of methanol, and the reaction was stirred for 10 minutes. After completion, phenothiazine (1.2 g) was added and the reaction mixture was concentrated.Methyl tert-butyl ether (580 g) was recovered to give a crude product (160 g).The crude product was distilled under reduced pressure to give the product, p-acetoxy styrene (142 g), yield 87.7%, and sampled for analysis (main content >99%).

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