trans-4-Phenylbut-3-en-2-on

Benzylideneacetone

HCID 637759CAS 122-57-6
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Grundinformationen

Standard-SMILES
CC(=O)/C=C/c1ccccc1
InChIKey
BWHOZHOGCMHOBV-BQYQJAHWSA-N
Summenformel
C10H10O
Durchschnittliche Molmasse
146,19 g/mol
Monoisotopische Masse
146,07316494

Überblick

Trans-benzylideneacetone is the trans-isomer of benzylideneacetone. It acts as an inhibitor of the enzyme phospholipase A2 (EC 3.1.1.4) of insects like diamond back moth. It has a role as a flavouring agent, a fragrance, an EC 3.1.1.4 (phospholipase A2) inhibitor and a bacterial metabolite.

Namen und Bezeichner

Bevorzugter Name
Benzylideneacetone
IUPAC
(E)-4-phenylbut-3-en-2-one
Lokaler Name
trans-4-Phenylbut-3-en-2-on
Englischer Name
trans-4-Phenyl-3-buten-2-one
Summenformel
C10H10O
Molmasse
146.19

Namen und Synonyme

BenzylideneacetoneBenzalacetoneAcetocinnamoneBenzylidene acetoneStyryl methyl ketoneBenzalaceton4-PhenylbutenoneBenzilideneacetoneBenzilidene acetone2-Phenylvinyl methyl ketoneKetone, methyl styrylMethyl 2-phenylvinyl ketone
Weitere Namen anzeigen
BARBENZYLIDENACETONETRANS-BENZALACETONETpboFEMA 2881TRANS-BENZYLIDENEACETONETC-BAR(e)-4-phenyl-3-buten-2-oneMethyl trans-styryl ketoneTRANS-4-PHENYL-3-BUTENE-2-ONE
(3E)-4-phenylbut-3-en-2-oneMethyl beta-styryl ketone4-Phenyl-3-butene-2-one(3E)-4-Phenyl-3-buten-2-oneFEMA No. 2881t-PBOB03X40BMT5CHEBI:217301

Datenbank-Bezeichner

CAS
122-57-6、1896-62-4
PubChem CID
637759
DTXSID
DTXSID1031626
ChEMBL
CHEMBL73639
ChEBI
CHEBI:78399
UNII
B03X40BMT5
EC Number
204-555-1、217-587-6
Nikkaji
J5.357K、J80.339A

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,1
Polarare Oberfläche (TPSA)
17,1 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
2
Schwere Atome
11

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Aromatic Ketones
SpringerMaterials PropertiesChemical shift
FragrancesFragrance substance (Benzylidene acetone) -> IFRA amendment 40
LogP2.07
Boiling Point262.00 °C. @ 760.00 mm Hg
Melting Point41.5 °C

Physikochemische Eigenschaften

Schmelzpunkt
39 · 39-42 °C(lit.)
Siedepunkt
260 · 260-262 °C(lit.)
Dichte
1 · 1,038 g/cm3
Dampfdruck
0.01 mm · 0.01 mm Hg ( 25 °C)
Brechungsindex
1.5836 · 1.5836 (estimate)
FEMA
2881 · 2881 | 4-PHENYL-3-BUTEN-2-ONE

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 2.6% (50 of 1901) of reports.

Warning

H315 (84.2%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P272, P280, P302+P352, P321, P332+P317, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1901 reports by companies from 22 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

Gefahrenhinweise

Regulatory Information · 3 Einträge

Status: Active Update: 17-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/5367

Benzylideneacetone: Does not have an individual approval but may be used under an appropriate group standard

3-Buten-2-one, 4-phenyl-, (3E)-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryNo evidence of carcinogenicity in mice or rats (dermal exposure); [NTP] An irritant; [Merck Index] An irritant; May cause skin and respiratory sensitization; [Acros Organics MSDS]
Hazard Classes and Categories · 2 Einträge

Skin Irrit. 2 (97.7%)

Skin Irrit. 2 (84.2%)

Toxikologische Informationen

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Carcinogen Classification · 6 Einträge

Methyl trans-Styryl Ketone

TR-572: Toxicology and Carcinogenesis Studies of Methyl trans-Styryl Ketone (CASRN 1896-62-4) in F344/N Rats and B6C3F1 Mice (Feed and Dermal Studies) (2012 )

01/26/11

No Evidence

No Evidence

No Evidence

Sicherheitsdaten

F
8
wgk
3
ridadr
UN 3077 9/PG III
hs_code
29143990
RTECS-Nr.
EN0330050
risk_code
36/37/38-43-42/43

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsCytoplasm

Verwendung und Herstellung

UsesUsed in perfumes and flavors and as a reagent; [Merck Index]
IFRA Fragrance Standards · 6 Einträge

Benzylidene acetone

4-Phenyl-3-buten-2-one; 3-Buten-2-one, 4-phenyl-; Benzilideneacetone; Methyl styryl ketone

IFRA_STD_113.pdf

40

IFRA 51st Amendment - Guidance for the use of IFRA Standards

Prohibition: This material should not be used as a fragrance ingredient

Use ClassificationFlavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Anwendungen

Verwendentrans-4-Phenyl-3-buten-2-one is used in various synthetic preparations.

Vor- und nachgelagerte Produkte

Anbieter50 Anbieter

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
武汉欣扬瑞和化学科技有限公司13720274133 · [email protected]
武汉科美沃化工有限公司+86-2785736489 +8618171418573 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: The trans-isomer of benzylideneacetone. It acts as an inhibitor of the enzyme phospholipase A2 (EC 3.1.1.4) of insects like diamond back moth.

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