Dibenzyl phthalate

Base Information

• Chemical Name: Dibenzyl phthalate
• CAS No.: 523-31-9
• Molecular Formula: C22H18 O4
• Molecular Weight: 346.383
• Hs Code.: 2917349000
• European Community (EC) Number: 208-344-5
• NSC Number: 4057
• UNII: 3W56974NS9
• DSSTox Substance ID: DTXSID80870581
• Nikkaji Number: J6.631A
• Wikidata: Q63399813
• Mol file: 523-31-9.mol

Synonyms:DIBENZYL PHTHALATE;523-31-9;Benzyl phthalate;1,2-Benzenedicarboxylic acid, bis(phenylmethyl) ester;Phthalic acid, dibenzyl ester;dibenzyl benzene-1,2-dicarboxylate;DIBENZYLPHTHALATE-D4;AI3-00364;Phthalic acid, bis-benzyl ester;NSC-4057;EINECS 208-344-5;Phthalic Acid Dibenzyl Ester;Phthalic acid, bis-benzyl ester 100 microg/mL in Acetonitrile;1, bis(phenylmethyl) ester;SCHEMBL50441;Pthalic acid, bis-benzyl ester;DTXSID80870581;NSC4057;NSC 4057;MFCD00014437;AKOS024437919;3W56974NS9;Dibenzyl phthalate, analytical standard;1,2-dibenzyl benzene-1,2-dicarboxylate;AS-57076;CS-0082070;FT-0624644;D82033;Dibenzyl ester of 1,2-benzenedicarboxylic acid;1,2-BENZENEDICARBOXYLIC ACID DIBENZYL ESTER;Q63399813;1,2-Benzenedicarboxylic acid, 1,2-bis(phenylmethyl) ester

Chemical Property of Dibenzyl phthalate

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 6.79E-10mmHg at 25°C
• Melting Point: 40-42°C
• Refractive Index: 1.605
• Boiling Point: 493.8 °C at 760 mmHg
• Flash Point: 248.8 °C
• PSA: 52.60000
• Density: 1.208 g/cm³
• LogP: 4.40060
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 346.12050905
• Heavy Atom Count: 26
• Complexity: 407

Purity/Quality:

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

DibenzylPhthalate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)C2=CC=CC=C2C(=O)OCC3=CC=CC=C3
• Uses: Dibenzyl Phthalate is an plasticizer used in toys that was found to exhibit potential estrogen agonist/ antagonist properties. Dibenzyl phthalate is an plasticizer used in toys that was found to exhibit potential estrogen agonist/ antagonist properties. It is used in PVC, paints, acrylic coatings.

Technology Process of Dibenzyl phthalate

There total 14 articles about Dibenzyl phthalate 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: 92.0%

toluene (108-88-3,15644-74-3,16713-13-6) + o-phthalic dicarboxaldehyde (643-79-8) → dibenzyl phthalate (523-31-9)

Guidance literature:

With tert.-butylhydroperoxide; In decane; at 80 ℃; for 5h; Inert atmosphere;

DOI:10.1039/c5ob01586c

Reference yield: 85.0%

phthalic anhydride (85-44-9) + benzyl alcohol (100-51-6,185532-71-2) → dibenzyl phthalate (523-31-9)

Guidance literature:

With 1-(4-diphenylphosphinitebutyl)-3-methylimidazolium chloride; In neat (no solvent); at 100 ℃; for 14h; Reagent/catalyst;

DOI:10.1007/s13738-011-0065-0

Reference yield: 74.0%

benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5) + toluene (108-88-3,15644-74-3,16713-13-6) → dibenzyl phthalate (523-31-9)

Guidance literature:

With di-tert-butyl peroxide; C₁₁H₂₃N₂⁽¹⁺⁾*Br₄Fe^(1-); at 110 ℃; for 24h;

DOI:10.1021/acs.orglett.7b00148

upstream raw materials:

N,N'-dimethylbenzylamine

phthalic acid dimethyl ester

phthalic anhydride

benzyl alcohol

Downstream raw materials:

benzene-1,2-dicarboxylic acid

dibenzyl ether

benzyl alcohol

Refernces

• 1、 Lu, Bing,Zhu, Fan,Sun, Hong-Mei,Shen, Qi. "Esterification of the Primary Benzylic C-H Bonds with Carboxylic Acids Catalyzed by Ionic Iron(III) Complexes Containing an Imidazolinium Cation". supporting information. p. 1132 - 1135. Retrieved 2017/03/14.
• 2、 Dey, Soumen,Gadakh, Sunita K.,Sudalai. "Titanium superoxide-a stable recyclable heterogeneous catalyst for oxidative esterification of aldehydes with alkylarenes or alcohols using TBHP as an oxidant". . p. 10631 - 10640. Retrieved 2015/11/17.