(6Z)-6-[(2E)-3-Phenylprop-2-en-1-ylidene]-2H-1,3-benzodioxol-5(6H)-one

Base Information

• Chemical Name: (6Z)-6-[(2E)-3-Phenylprop-2-en-1-ylidene]-2H-1,3-benzodioxol-5(6H)-one
• CAS No.: 63194-69-4
• Molecular Formula: C16H12O3
• Molecular Weight: 252.269
• NSC Number: 269116
• DSSTox Substance ID: DTXSID40423012
• Nikkaji Number: J302.683C
• Wikidata: Q82235112
• Mol file: 63194-69-4.mol

Synonyms:63194-69-4;NSC269116;DTXSID40423012;NSC-269116;OBTUSAQUINONE DERIV JURD 2155;6-(3-Phenylallylidene)-1,3-benzodioxole-5(6H)-one;(6Z)-6-[(2E)-3-phenyl-2-propenylidene]-1,3-benzodioxol-5(6H)-one;(6Z)-6-[(2E)-3-Phenylprop-2-en-1-ylidene]-2H-1,3-benzodioxol-5(6H)-one

Chemical Property of (6Z)-6-[(2E)-3-Phenylprop-2-en-1-ylidene]-2H-1,3-benzodioxol-5(6H)-one

Chemical Property:

• Vapor Pressure: 9.26E-09mmHg at 25°C
• Boiling Point: 463.2°Cat760mmHg
• Flash Point: 226°C
• Density: 1.26g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 252.078644241
• Heavy Atom Count: 19
• Complexity: 488

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=CC(=CC=CC3=CC=CC=C3)C(=O)C=C2O1
• Isomeric SMILES: C1OC2=C/C(=C/C=C/C3=CC=CC=C3)/C(=O)C=C2O1

Technology Process of (6Z)-6-[(2E)-3-Phenylprop-2-en-1-ylidene]-2H-1,3-benzodioxol-5(6H)-one

There total 1 articles about (6Z)-6-[(2E)-3-Phenylprop-2-en-1-ylidene]-2H-1,3-benzodioxol-5(6H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 46.0%

C16H14O3 → 3,4-dioxalane-6-(styryl)methylenecyclohexan-2,4-dien-1-one (63194-69-4)

Guidance literature:

With silver(l) oxide; In diethyl ether; at 45 ℃; for 3h; Solvent; Temperature;

DOI:10.1021/acs.orglett.1c03567

Reference yield: 98.0%

3,4-dioxalane-6-(styryl)methylenecyclohexan-2,4-dien-1-one (63194-69-4) → 6,7-methylenedioxy-2-phenyl-1H-chromene (63454-02-4)

Guidance literature:

With benzene-1,3,5-tricarboxylic acid; In acetonitrile; at 50 ℃; for 12h; Reagent/catalyst; Solvent; Green chemistry;

DOI:10.1055/s-0037-1609483

Reference yield: 98.0%

3,4-dioxalane-6-(styryl)methylenecyclohexan-2,4-dien-1-one (63194-69-4) + dimethyl 2-bromomalonate (868-26-8) → dimethyl (S,E)-7-styryl-[1,3]dioxolo[4,5-f]benzofuran-6,6(7H)-dicarboxylate

Guidance literature:

With C₄₅H₄₇N₂O₆⁽¹⁺⁾*Br^(1-); caesium carbonate; In toluene; at -40 ℃; for 120h; Reagent/catalyst; enantioselective reaction;

DOI:10.1039/c7ob00484b

Downstream raw materials:

(7R,8S,E)-7-ethyl-7-phenyl-8-styryl-7,8-dihydro-[1,3]dioxolo[4,5-g]coumarin

Refernces

• 1、 Wang, Xuemei,Zhou, Liang,Zhang, Hongkui,Ren, Xiaoyu,Gao, Guowei,Wang, Tianli. "Enantioselective γ-Addition-Driven Cascade of β,γ-Unsaturated Ketones by Ion-Pair Catalysis: Access to Chiral 1,3-Dioxolochroman Scaffolds". supporting information. p. 38 - 42. Retrieved 2022/01/04.