기본 정보
- CAS
35225-79-7- 표준 SMILES
O=C(/C=C/c1ccccc1)/C=C/c1ccccc1- InChIKey
WMKGGPCROCCUDY-PHEQNACWSA-N- 분자식
- C17H14O
- 평균 분자량
- 234.29 g/mol
- 단동위원소 질량
- 234.10446507
개요
Dibenzylideneacetone or dibenzalacetone, often abbreviated dba, is an organic compound with the formula C17H14O. It is a bright-yellow solid insoluble in water, but soluble in ethanol. Dibenzylideneacetone is used as a sunscreen component and as a ligand in organometallic chemistry, for instance in tris(dibenzylideneacetone)dipalladium(0). In this case, it is a labile ligand that is easily displaced by stronger ligands like triphenylphosphine, hence it serves a useful entry point into palladium(0) chemistry. (L2096)
이름 및 식별자
- 우선 이름
- (1E,4E)-1,5-Diphenyl-1,4-pentadien-3-one
- IUPAC
- (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one
- 영어명
- trans,trans-Dibenzylideneacetone
- 분자식
- C17H14O
- 분자량
- 234.29
이름 및 동의어
35225-79-7trans,trans-DibenzylideneacetoneDibenzalacetoneDistyryl ketone1,5-Diphenyl-1,4-pentadien-3-one(1E,4E)-1,5-Diphenyl-1,4-pentadien-3-one9QXO7BCY9L1,4-Pentadien-3-one, 1,5-diphenyl-, (E,E)-NSC-117234DTXSID401274418RefChem:1049387DTXCID70210790
이름 더 보기
DIBENZAL ACETONEAKOS 213-33Dibenzylidineacetone DBAtrans,trans-Dibenzylideneacetone 98%Dibenzylideneacetontrans,trans-DibenzyLDibenzylideneacetone ,99%
208-697-5Dibenzylideneacetone(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one538-58-9trans,trans-Dibenzalacetone1,4-Pentadien-3-one, 1,5-diphenyl-, (1E,4E)-trans,trans-1,5-Diphenyl-1,4-pentadien-3-oneDibenzalacetone [MI]
데이터베이스 식별자
- CAS
35225-79-7、538-58-9- PubChem CID
- 640180
- DTXSID
DTXSID401274418- ChEMBL
물성
구조 계산 물성
- XLogP
- 4.1
- 극성 표면적
- 17.1 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 1
- 회전 가능 결합 수
- 4
- 무거운 원자 수
- 18
- 형식 전하
- 0
- 복잡도
- 272
실험 및 물리화학적 성질
Chemical ClassesOther Classes -> Aromatic Ketones
Physical DescriptionSolid; [Merck Index] Yellow crystalline powder; [Acros Organics MSDS]
물리화학적 성질
- 녹는점
- 104 · 104-107 °C (lit.)
- 끓는 점
- 336.62 °C · 336.62°C (rough estimate)
- 밀도
- 1.0477 · 1.0477 (rough estimate)
- 굴절률
- 1.5 · 1.5000 (estimate)
- 저장 조건
- Keep in dark place,Sealed in dry,Room Temperature
- 용해도
- 아세톤: 용해성(lit.)
- 물리적 상태
- 결정성 분말
- 색상
- 노란색
- 수용성
- 클로로포름, 아세톤, 알코올(약간 용해됨) 및 뜨거운 메탄올에 용해됩니다. 물에 불용성.
- Merck
- 14 · 14,3006
- BRN
- 608434 · 608434
- InChI
- InChI=1S/C17H14O/c18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16/h1-14H/b13-11+,14-12+
- InChIKey
- WMKGGPCROCCUDY-PHEQNACWSA-N
- SMILES
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
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 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Regulatory InformationChemical: 1,4-Pentadien-3-one, 1,5-diphenyl-
Hazards SummaryMay cause irritation; [Acros Organics MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
독성 정보
Health EffectsDibenzylideneacetone is an irritant.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
안전 데이터
- wgk
- 3
- HS 번호
- 29143990
- safety_code
- 22-24/25
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
용도 및 제조
Uses
Used in sun protection products; [Merck Index]
Dibenzylideneacetone is used as a sunscreen component and as a ligand in organometallic chemistry. (L2096)
General Manufacturing Information1,4-Pentadien-3-one, 1,5-diphenyl-: ACTIVE
응용 분야
용도trans,trans-Dibenzylideneacetone was used as an additive in the copper-catalyzed-arylation of imidazoles. It is a reactant involved in Nazarov-like cyclization, Transfer hydrogenation, Lewis acid mediated condensation, Hetero-Diels-Alder reactions, Asymmetric 1,4-addition reactions and Michael addition reactions.
상·하류 제품 정보
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