基本情報
- CAS
35225-79-7- 標準SMILES
O=C(/C=C/c1ccccc1)/C=C/c1ccccc1- InChIKey
WMKGGPCROCCUDY-PHEQNACWSA-N- 分子式
- C17H14O
- 平均分子量
- 234.29 g/mol
- 単同位体質量
- 234.10446507
概要
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)
名称と識別子
- 優先名称
- (1E,4E)-1,5-Diphenyl-1,4-pentadien-3-one
- IUPAC
- (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one
- 現地名
- trans,trans-1,5-ジフェニル-1,4-ペンタジエン-3-オン
- 英語名
- trans,trans-Dibenzylideneacetone
- 分子式
- C17H14O
- 分子量
- 234.29
名称と別名
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
名称をさらに表示
trans,trans-1,5-ジフェニル-1,4-ペンタジエン-3-オンTRANS,TRANS-ジベンジリデンアセトンtrans,trans-ジスチリルケトンtrans,trans-ベンザルアセトンTRANS,TRANS-1,5-ジフェニルペンタ-1,4-ジエン-3-オン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]
物性
構造計算による物性
- XLogP
- 4.1
- 極性表面積
- 17.1 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 1
- 回転可能結合数
- 4
- 重原子数
- 18
- 形式電荷
- 0
- 複雑度
- 272
実験および物理化学的性質
Chemical ClassesOther Classes -> Aromatic Ketones
Physical DescriptionSolid; [Merck Index] Yellow crystalline powder; [Acros Organics MSDS]
物理化学的性質
- 融点
- 104 · 104-107 °C (lit.)
- 沸点
- 336.62 °C · 336.62°C (rough estimate)
- 比重(密度)
- 1.0477 · 1.0477 (rough estimate)
- 屈折率
- 1.5 · 1.5000 (estimate)
- 貯蔵温度
- Keep in dark place,Sealed in dry,Room Temperature
- 溶解性
- アセトン: 可溶(lit.)
- 外見
- 結晶性粉末
- 色
- 黄色
- 水溶解度
- クロロホルム、アセトン、アルコール（わずか）、熱メタノールに可溶。水に不溶。
- 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
- C(/C1=CC=CC=C1)=C\C(=O)/C=C/C1=CC=CC=C1
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
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.
危険有害性情報
Regulatory InformationChemical: 1,4-Pentadien-3-one, 1,5-diphenyl-
Hazards SummaryMay cause irritation; [Acros Organics MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
毒性情報
Health EffectsDibenzylideneacetone is an irritant.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
安全データ
- wgk
- 3
- hs_code
- 29143990
- safety_code
- 22-24/25
- ストレージクラス
- 11 - Combustible Solids
化学と産業
用途と製造
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
応用分野
用途有機合成原料。
使用trans,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.
上流・下流製品情報
上流原料
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