Acetone, dicinnamylidene-

Base Information

• Chemical Name: Acetone, dicinnamylidene-
• CAS No.: 622-21-9
• Molecular Formula: C21H18O
• Molecular Weight: 286.373
• Hs Code.: 29141990
• NSC Number: 6245
• Mol file: 622-21-9.mol

Synonyms:Acetone, dicinnamylidene-;NSC 6245;EINECS 210-724-0;AI3-63083;1,3,6,8-Nonatetraen-5-one, 1,9-diphenyl-;NSC6245;NSC-6245;1,6,8-Nonatetraen-5-one, 1,9-diphenyl-

Chemical Property of Acetone, dicinnamylidene-

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 3.5E-09mmHg at 25°C
• Melting Point: 144-145 °C(lit.)
• Refractive Index: 1.643
• Boiling Point: 474.8 °C at 760 mmHg
• Flash Point: 208.7 °C
• PSA: 17.07000
• Density: 1.075 g/cm³
• LogP: 5.09470
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 286.135765193
• Heavy Atom Count: 22
• Complexity: 387

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dicinnamalacetone >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC=CC(=O)C=CC=CC2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C=C/C(=O)/C=C/C=C\C2=CC=CC=C2
• Uses: Dicinnamalacetone was used as an indicator in measuring the surface acidity of homoionic montmorillonites by titrating certain Hammett indicators adsorbed on the clay with n-butylamine. It was also used as an indicator (yellow to bright red) for detection of excess hydrogen halides in many organic solvents (except alcohols).

Technology Process of Acetone, dicinnamylidene-

There total 14 articles about Acetone, dicinnamylidene- 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: 93.0%

3-phenyl-propenal (104-55-2) + acetone (67-64-1) → 1,9-diphenylnona-1,3,6,8-tetraen-5-one (622-21-9)

Guidance literature:

With thionyl chloride; In ethanol; for 2h; cooling;

Reference yield: 90.0%

(E)-3-phenylpropenal (14371-10-9) + acetone (67-64-1) → dicinnamylideneacetone (622-21-9)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃;

DOI:10.1248/cpb.56.162 DOI:10.1016/j.bmcl.2007.12.068

Reference yield: 57.0%

3-phenyl-propenal (104-55-2) + acetone (67-64-1) → dicinnamylideneacetone (622-21-9)

Guidance literature:

With lithium perchlorate; triethylamine; at 20 ℃; for 0.5h;

DOI:10.1055/s-2006-926346

upstream raw materials:

1-phenyl-1,3-hexadien-5-one

3-phenyl-propenal

acetone

(E)-3-phenylpropenal

Downstream raw materials:

1,9-dicyclohexyl-nonane

1,2,3,4,6,7,8,9-octabromo-1,9-diphenyl-nonan-5-one

1,9-diphenylnonan-5-one

1t,9t-diphenyl-nona-1,3t,6t,8-tetraen-5-one-(2,4-dinitro-phenylhydrazone)

Refernces

• 1、 Vimalraj,Vijayalakshmi,Umayaparvathi. "Synthesis and conformational studies of newly synthesized cis-2r,6c-distyryltetrahydro thiopyran-4-one and its oxime: Comparison of experimental and theoretical NMR spectral data". . p. 8 - 13. Retrieved 2013.
• 2、 Chen, Rener,Gao, Yejun,Ma, Yongmin. "Synthesis of Asymmetrical 2,6-Diarylpyridines from Linear α,β,γ,δ-Unsaturated Ketones by Addition of Ammonium Formate Followed by Annulation". . p. 3875 - 3882. Retrieved 2019/10/11.
• 3、 Carapina da Silva, Caroline,Pacheco, Bruna Silveira,das Neves, Raquel Nascimento,Dié Alves, Mirna Samara,Sena-Lopes, ?ngela,Moura, Sidnei,Borsuk, Sibele,de Pereira, Claudio Martin Pereira. "Antiparasitic activity of synthetic curcumin monocarbonyl analogues against Trichomonas vaginalis". . p. 367 - 377. Retrieved 2019/01/03.