Benzylideneacetone (HCID 637759)

개요

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.

이름 및 식별자

우선 이름: Benzylideneacetone
IUPAC: (E)-4-phenylbut-3-en-2-one
현지명: (E)-4-페닐-3-부텐-2-온
영어명: trans-4-Phenyl-3-buten-2-one
분자식: C10H10O
분자량: 146.19

이름 및 동의어

BenzylideneacetoneBenzalacetoneAcetocinnamoneBenzylidene acetoneStyryl methyl ketoneBenzalaceton4-PhenylbutenoneBenzilideneacetoneBenzilidene acetone2-Phenylvinyl methyl ketoneKetone, methyl styrylMethyl 2-phenylvinyl ketone

이름 더 보기

(E)-4-페닐-3-부텐-2-온BARBENZYLIDENACETONETRANS-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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP: 2.1
극성 표면적: 17.1 Å²
수소 결합 공여자 수: 0
수소 결합 수용자 수: 1
회전 가능 결합 수: 2
무거운 원자 수: 11
형식 전하: 0
복잡도: 152

실험 및 물리화학적 성질

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

물리화학적 성질

녹는점: 39 · 39-42 °C(lit.)
끓는 점: 260 · 260-262 °C(lit.)
밀도: 1 · 1,038 g/cm3
증기압: 0.01 mm · 0.01 mm Hg ( 25 °C)
굴절률: 1.5836 · 1.5836 (estimate)
FEMA: 2881 · 2881 | 4-PHENYL-3-BUTEN-2-ONE
인화점: 150 °F · 150 °F
저장 조건: Keep in dark place,Sealed in dry,Room Temperature
용해도: 알코올: 자유롭게 용해됨(lit.)
물리적 상태: 결정질 물질
색상: 노란색
수용성: 실질적으로 불용성
Merck: 14 · 14,1137
InChI: 1S/C10H10O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-8H,1H3/b8-7+
InChIKey: BWHOZHOGCMHOBV-BQYQJAHWSA-N
SMILES: CC(=O)\C=C\c1ccccc1
NIST: 3 · 3-Buten-2-one, 4-phenyl-, (E)-(1896-62-4)

화학적 성질

light yellow low melting crystalline mass or

안전 및 규제

GHS 분류

GHS Classification · 6건

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

유해성 정보

Regulatory Information · 3건

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 · 2건

Skin Irrit. 2 (97.7%)

Skin Irrit. 2 (84.2%)

독성 정보

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.

Carcinogen Classification · 6건

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

안전 데이터

wgk: 3
rtecs: EN0330050
ridadr: UN 3077 9/PG III
독성: mma-sat 300 mg/plate FCTOD7 20,427,82
HS 번호: 29143990
risk_code: 36/37/38-43-42/43
hazard_code: Xn,Xi
safety_code: 7-26-36/37/39-37/39
포장분류: III
위험 등급: 9
F 고인화성물질: 8
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

약리 정보

Cellular LocationsCytoplasm

용도 및 제조

UsesUsed in perfumes and flavors and as a reagent; [Merck Index]

IFRA Fragrance Standards · 6건

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

응용 분야

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

일반 설명trans-4-Phenyl-3-buten-2-one forms trans-4-(4-hydroxyphenyl)-3-buten-2-one (4-OH-PBO) as a metabolite when incubated with liver microsomes of untreated rats in the presence of NADPH.

상·하류 제품 정보

하류 제품

벤질아세톤 2,6-디메틸아세토페논 5-페닐사이클로헥산-1,3-디온 trans,trans-Dibenzylideneacetone 4-Phenyl-2-butanol 2-하이드록시-6-메틸-4-페닐피리딘 Methyl 2-(1-methyl-3-phenyl-2-propenylidene)-1-hydrazinecarboxylate 1H-Pyrazole, 4,5-dihydro-3-methyl-5-phenyl-

공급사50 곳

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]

추가 설명

정의ChEBI: 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.