3-Benzylidene-2,4-pentanedione

Base Information

• Chemical Name: 3-Benzylidene-2,4-pentanedione
• CAS No.: 4335-90-4
• Molecular Formula: C12H12 O2
• Molecular Weight: 188.226
• Hs Code.: 2914399090
• European Community (EC) Number: 224-382-5
• NSC Number: 35140
• DSSTox Substance ID: DTXSID3063419
• Nikkaji Number: J65.576G
• Mol file: 4335-90-4.mol

Synonyms:3-Benzylidene-2,4-pentanedione;4335-90-4;3-benzylidenepentane-2,4-dione;Benzalacetylacetone;Benzylidene acetylacetone;3-Benzylideneacetylacetone;2,4-Pentanedione, 3-(phenylmethylene)-;1,1-Diacetyl-2-phenylethylene;(2,2-Diacetylvinyl)benzene;2-Acetyl-1-phenyl but-1-en-3-one;2,4-Pentanedione, 3-benzylidene-;3-Benzylidene acetylacetone;NSC 35140;3-(Phenylmethylene)pentane-2,4-dione;EINECS 224-382-5;BRN 0972849;AI3-07406;3-Acetyl-4-phenyl-3-buten-2-one;4-07-00-02355 (Beilstein Handbook Reference);3-benzylidene-pentane-2,4-dione;2, 3-benzylidene-;starbld0000268;2, 3-(phenylmethylene)-;SCHEMBL979463;DTXSID3063419;NSC35140;MFCD00014990;NSC-35140;3-Benzylidene-2,4-pentanedione 97%;AKOS005206858;3-(phenylmethylidene)pentane-2,4-dione;3-Benzylidene-2,4-pentanedione, 97%;LS-101678;CS-0133571;FT-0615097;D97761

Chemical Property of 3-Benzylidene-2,4-pentanedione

Chemical Property:

• Vapor Pressure: 1.58E-05mmHg at 25°C
• Melting Point: 169 °C
• Refractive Index: n20/D 1.583(lit.)
• Boiling Point: 185-188 °C15 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 34.14000
• Density: 1.081 g/mL at 25 °C(lit.)
• LogP: 2.24800
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 188.083729621
• Heavy Atom Count: 14
• Complexity: 242

Purity/Quality:

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

3-Benzylidene-2,4-pentanedione 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(=CC1=CC=CC=C1)C(=O)C
• Uses: 3-Benzylidene-2,4-pentanedione may be used in the preparation of:Five membered cyclic oxyphosphoranes by reacting with phosphonite esters.5-Hydroxy-N-substituted-2H-pyrrol-2-ones by reacting with alkyl isocyanides.3-Benzylidene-2,4-bis (trimethylsilyloxy)-1,4-pentadiene via trimethylsilylation.

Technology Process of 3-Benzylidene-2,4-pentanedione

There total 28 articles about 3-Benzylidene-2,4-pentanedione 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: 98.0%

benzaldehyde (100-52-7) + acetylacetone (123-54-6,81235-32-7) → 3-benzylidene acetylacetone (4335-90-4)

Guidance literature:

With copper dichloride; In tetrahydrofuran; for 60h; Ambient temperature;

Reference yield: 93.0%

benzaldehyde p-toluenesulfonylhydrazone (1666-17-7) + acetylacetone (123-54-6,81235-32-7) → 3-benzylidene acetylacetone (4335-90-4)

Guidance literature:

With copper dichloride; In tetrahydrofuran; for 72h; Ambient temperature;

Reference yield: 92.0%

Diacetyldiazomethan (29397-21-5) + benzaldehyde (100-52-7) → 3-benzylidene acetylacetone (4335-90-4)

Guidance literature:

With tributylstibine; copper(l) iodide; In benzene; at 80 ℃; for 6h;

DOI:10.1016/S0040-4039(00)97988-7

upstream raw materials:

piperidine

benzaldehyde

acetylacetone

3-acetyl-4-chloro-4-phenyl-2-butanone

Downstream raw materials:

3-(α-piperidino-benzyl)-pentane-2,4-dione

3-(α-p-toluidino-benzyl)-pentane-2,4-dione

ethyl 5-acetyl-2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3-carboxylate

3-benzylidene-pentane-2,4-dione monosemicarbazone

Refernces

• 1、 Uehara et al.. "". . p. 1566. Retrieved 1973.
• 2、 Raman, Natarajan,Pravin, Narayanaperumal. "Lasing the DNA fragments through β-diketimine framed Knoevenagel condensed Cu(II) and Zn(II) complexes - An in vitro and in vivo approach". . p. 867 - 882. Retrieved 2014.
• 3、 Pravin, Narayanaperumal,Utthra, Ponnukalai Ponya,Kumaravel, Ganesan,Raman, Natarajan. "Effective DNA binding and cleaving tendencies of malonic acid coupled transition metal complexes". . p. 162 - 170. Retrieved 2016.
• 4、 Naikwadi, Dhanaji R.,Bankar, Balasaheb D.,Ravi, Krishnan,Biradar, Ankush V.. "Efficient and recyclable solid acid-catalyzed alkylation of active methylene compound via oxonium intermediate for atom economical synthesis of organic compounds". . p. 3691 - 3703. Retrieved 2021/06/12.
• 5、 Kim, Minjune,Ronchetti, Silvia,Onida, Barbara,Ichikuni, Nobuyuki,Fukuoka, Atsushi,Kato, Hideki,Nakajima, Kiyotaka. "Lewis Acid and Base Catalysis of YNbO4 Toward Aqueous-Phase Conversion of Hexose and Triose Sugars to Lactic Acid in Water". . p. 350 - 359. Retrieved 2019/11/14.