3,3-Diphenylacrylaldehyde

Base Information

• Chemical Name: 3,3-Diphenylacrylaldehyde
• CAS No.: 1210-39-5
• Deprecated CAS: 1428758-17-1
• Molecular Formula: C15H12O
• Molecular Weight: 208.26
• Hs Code.: 2912299000
• European Community (EC) Number: 214-913-9
• NSC Number: 87895
• UNII: UT7JVZ5FZQ
• DSSTox Substance ID: DTXSID2049210
• Nikkaji Number: J56.230K
• ChEMBL ID: CHEMBL3182992
• Mol file: 1210-39-5.mol

Synonyms:3,3-Diphenylacrylaldehyde;1210-39-5;beta-Phenylcinnamaldehyde;3,3-Diphenylacrolein;3,3-diphenylprop-2-enal;2-Propenal, 3,3-diphenyl-;Acrolein, 3,3-diphenyl-;3,3-diphenylpropenal;UT7JVZ5FZQ;beta,beta-Diphenylacrolein;3,3-diphenyl-2-propenal;.beta.-Phenylcinnamaldehyde;.beta.,.beta.-Diphenylacrolein;DTXSID2049210;EINECS 214-913-9;NSC 87895;NSC-87895;2-Propenal,3,3-diphenyl-;diphenylacrolein;NSC87895;Acrolein,3-diphenyl-;UNII-UT7JVZ5FZQ;2-Propenal,3-diphenyl-;beta-phenyl-cinnamaldehyde;3,3-diphenyl-acrylaldehyde;b-PHENYLCINNAMALDEHYDE;3,3-di(phenyl)prop-2-enal;SCHEMBL376723;3,3-DIPHENYL-PROPENAL;CHEMBL3182992;DTXCID4029066;MWAFWBDWAWZJGK-UHFFFAOYSA-;BAA21039;Tox21_202800;MFCD00006996;AKOS015967370;CS-W007723;DS-6112;NCGC00260346-01;CAS-1210-39-5;AM20080963;FT-0636941;FT-0654363;A804644

Chemical Property of 3,3-Diphenylacrylaldehyde

Chemical Property:

• Vapor Pressure: 3.31E-05mmHg at 25°C
• Melting Point: 44-46 °C(lit.)
• Refractive Index: 1.624
• Boiling Point: 331.8 °C at 760 mmHg
• Flash Point: 136.2 °C
• PSA: 17.07000
• Density: 1.072 g/cm³
• LogP: 3.31720
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 208.088815002
• Heavy Atom Count: 16
• Complexity: 222

Purity/Quality:

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

β-Phenylcinnamaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N
• Statements: 43-51/53
• Safety Statements: 36/37-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=CC=O)C2=CC=CC=C2

Technology Process of 3,3-Diphenylacrylaldehyde

There total 107 articles about 3,3-Diphenylacrylaldehyde 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: 100.0%

1,1-diphenyl-2-propyn-1-ol (3923-52-2) → 3,3-diphenyl-2-propenal (1210-39-5)

Guidance literature:

With sulfuric acid; In 1,4-dioxane; water; for 0.0833333h; Heating;

DOI:10.1071/CH05062

Reference yield: 99.9%

(E)-3-phenylpropenal (14371-10-9) + iodobenzene (591-50-4) → 3,3-diphenyl-2-propenal (1210-39-5)

Guidance literature:

With tetrabutylammomium bromide; sodium acetate; palladium diacetate; In N,N-dimethyl-formamide; at 120 ℃; for 24h; Temperature; Time;

DOI:10.1021/op058013q

Reference yield: 96.0%

3,3-diphenylprop-2-en-1-ol (4801-14-3) → 3,3-diphenyl-2-propenal (1210-39-5)

Guidance literature:

With oxygen; Mg₆Al₂Ru_0.5(OH)16CO₃; In toluene; at 60 ℃; for 5h;

DOI:10.1021/jo971965c

upstream raw materials:

3,3-diphenylprop-2-en-1-ol

(3,3-diphenyl-allyl)-dimethyl-amine

1,1-diphenyl-2-propyn-1-ol

1,1-Diphenylethylene

Downstream raw materials:

(E)-buta-1,3-diene-1,1,4-triyltribenzene

9-(3,3-diphenyl-allylidene)-fluorene

3,3-diphenyl-acrylaldehyde-semicarbazone

3,3-diphenylacrylic acid

Refernces

• 1、 Aggarwal, Varinder K.,Staubitz, Anne C.,Owen, Martin. "Optimization of the Mizoroki-Heck reaction using Design of Experiment (DoE)". . p. 64 - 69. Retrieved 2006.
• 2、 Bangar, Pronnoy G.,Nahide, Pradip D.,Meroliya, Heena K.,Waghmode, Shobha A.,Iyer, Suresh. "Oxime ligands for Pd catalysis of the Mizoroki–Heck reaction, Suzuki–Miyaura coupling & annulation reactions". . p. 308 - 316. Retrieved 2021.
• 3、 Toda et al.. "". . p. 567. Retrieved 1969.
• 4、 Tomar, Vijesh,Upadhyay, Yachana,Srivastava, Avinash K.,Nemiwal, Meena,Joshi, Raj K.,Mathur, Pradeep. "Selenated NHC-Pd(II) catalyzed Suzuki-Miyaura coupling of ferrocene substituted β-chloro-cinnamaldehydes, acrylonitriles and malononitriles for the synthesis of novel ferrocene derivatives and their solvatochromic studies". supporting information. . Retrieved 2021/04/05.
• 5、 Bangar, Pronnoy G.,Jawalkar, Priyanka R.,Dumbre, Swapnil R.,Raut, Pallavi K.,Patil, Dharmaraj J.,Tv, Neethu,Sudhakaran, Shana,Iyer, Suresh. "Mizoroki–Heck reaction of 1,2-disubstituted aryl alkenes: Variables of synthesis, solvent and ligand modulation of reactivity". supporting information. p. 3796 - 3803. Retrieved 2020/09/01.