Diallyl phthalate

Base Information

• Chemical Name: Diallyl phthalate
• CAS No.: 131-17-9
• Deprecated CAS: 124743-27-7,143318-73-4,98513-23-6
• Molecular Formula: C14H14O4
• Molecular Weight: 246.263
• Hs Code.: 29173400
• European Community (EC) Number: 205-016-3
• ICSC Number: 0430
• NSC Number: 7667
• UN Number: 3082
• UNII: F79L0UL6ST
• DSSTox Substance ID: DTXSID7020392
• Nikkaji Number: J60.333C
• Wikidata: Q2161731
• Metabolomics Workbench ID: 155993
• ChEMBL ID: CHEMBL1329372
• Mol file: 131-17-9.mol

Synonyms:diallyl phthalate

Chemical Property of Diallyl phthalate

Chemical Property:

• Appearance/Colour: clear colourless to light yellow liquid
• Vapor Pressure: 2.3 mm Hg ( 150 °C)
• Melting Point: -70 °C
• Refractive Index: n20/D 1.519(lit.)
• Boiling Point: 329.066 °C at 760 mmHg
• Flash Point: 164.836 °C
• PSA: 52.60000
• Density: 1.112 g/cm³
• LogP: 2.37220
• Storage Temp.: Refrigerator
• Solubility.: 0.18g/l
• Water Solubility.: 6 g/L (20 ºC)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 246.08920892
• Heavy Atom Count: 18
• Complexity: 290
• Transport DOT Label: Class 9

Purity/Quality:

99%min ^*data from raw suppliers

Diallyl Phthalate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-50/53
• Safety Statements: 24/25-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Phthalate Esters
• Canonical SMILES: C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.
• Effects of Short Term Exposure: If this liquid is swallowed, aspiration into the lungs may result in chemical pneumonitis.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization.
• Uses: Diallyl Phthalate is used as a reagent in ring-closing ruthenium based reactions.

Technology Process of Diallyl phthalate

There total 11 articles about Diallyl 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: 100.0%

phthalic anhydride (85-44-9) + allyl alcohol (107-18-6) → diallyl phthalate (131-17-9,143318-73-4,25053-15-0)

Guidance literature:

With 3,3′-(2,2-bis(hydroxymethyl)propane-1,3-diyl)bis(1-methyl-1H-imidazol-3-ium) hydrogen sulfate; for 2h; Dean-Stark; Reflux;

DOI:10.1016/j.molliq.2016.11.121

Reference yield: 95.0%

Phthalic acid 1-allyl ester 2-prop-2-ynyl ester (182342-88-7) → diallyl phthalate (131-17-9,143318-73-4,25053-15-0)

Guidance literature:

With indium; In ethanol; for 40h; Heating;

DOI:10.1021/jo010262z

Reference yield: 91.7%

benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5) + 3-chloroprop-1-ene (107-05-1) → diallyl phthalate (131-17-9,143318-73-4,25053-15-0)

Guidance literature:

benzene-1,2-dicarboxylic acid; With copper; sodium iodide; In water; for 1h; under 760.051 Torr; Green chemistry;

3-chloroprop-1-ene; In water; for 6h; under 760.051 Torr; Concentration; Time; Temperature; Reflux; Green chemistry;

DOI:10.4067/S0717-97072013000100013

upstream raw materials:

phthalic anhydride

allyl alcohol

allyl bromide

benzene-1,2-dicarboxylic acid

Downstream raw materials:

4-Phenylbut-1-ene

3,4,5,6-tetrahydrobenzo[c][1,6]dioxecine-1,8-dione

C₁₂H₁₀O₄

ethene

Refernces

• 1、 -. "Preparation method of water phase synthesized diallyl phthalate". Paragraph 0013-0016. . Retrieved 2019/03/08.
• 2、 Fareghi-Alamdari, Reza,Niri, Mehri Nadiri,Hazarkhani, Hassan. "A novel hydrogen-bonded silica-supported acidic ionic liquid: An efficient, recyclable and selective heterogeneous catalyst for the synthesis of diesters". . . Retrieved 2018/05/28.