53306-54-0

Basic information

• Product Name: bis(2-propylheptyl) phthalate
• Synonyms: bis(2-propylheptyl) phthalate;DI-(2-PROPYLHEPTYL)PHTHALATE;Bis(2-propylheptyl)phthalat;Phthalic acid bis(2-propylheptyl) ester;1,2-Benzenedicarboxylic Acid 1,2-Bis(2-propylheptyl)ester;NSC 17071;Palatinol 10P
• CAS NO: 53306-54-0
• Molecular Formula: C₂₈H₄₆O₄
• Molecular Weight: 446.66244
• EINECS: 258-469-4
• Product Categories: Aromatics;Metabolites & Impurities
• Mol File: 53306-54-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 425.8 °C at 760 mmHg
• Flash Point: 227.6 °C
• Appearance: /
• Density: 0.964
• Vapor Pressure: 1.86E-07mmHg at 25°C
• Refractive Index: 1.486
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility: 2.2ng/L at 25℃
• CAS DataBase Reference: bis(2-propylheptyl) phthalate(CAS DataBase Reference)
• NIST Chemistry Reference: bis(2-propylheptyl) phthalate(53306-54-0)
• EPA Substance Registry System: bis(2-propylheptyl) phthalate(53306-54-0)

Safety Data

• Hazardous Substances Data: 53306-54-0(Hazardous Substances Data)

Usage

Chemical Properties

Light Yellow Oli

Uses

One of the main metabolite of phthalates.

Production Methods

DPHP is manufactured by the reaction of phthalic anhydride with 2-propylheptanol in the presence of an acid catalyst.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C28H46O4/c1-5-9-11-17-23(15-7-3)21-31-27(29)25-19-13-14-20-26(25)28(30)32-22-24(16-8-4)18-12-10-6-2/h13-14,19-20,23-24H,5-12,15-18,21-22H2,1-4H3

Synthetic route

2-propylheptan-1-ol (10042-59-8) + benzene-1,2-dicarboxylic acid (88-99-3) → di(2-propylheptyl) phthalate (53306-54-0)

Conditions	Yield
With titanium(IV) isopropylate at 170 - 220℃; under 760.051 Torr; for 4.5h; Inert atmosphere; Large scale;	99%
In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 6h; Reagent/catalyst; Solvent; Temperature;

phthalic anhydride (85-44-9) + 2-propylheptan-1-ol (10042-59-8) → di(2-propylheptyl) phthalate (53306-54-0)

Conditions	Yield
With isopropyl n-butyltitanate Product distribution / selectivity; Industry scale;

2-propylheptan-1-ol (10042-59-8) + o-xylene (95-47-6) → di(2-propylheptyl) phthalate (53306-54-0)

Conditions	Yield
Stage #1: o-xylene With oxygen; cobalt(II) acetate; manganese(II) acetate; cerium(III) acetate at 200℃; under 11251.1 Torr; for 1h; Stage #2: 2-propylheptan-1-ol With tetramethoxytitanium at 150℃; for 1h;

2-propylheptan-1-ol (10042-59-8) + phthalic acid dimethyl ester (131-11-3) → di(2-propylheptyl) phthalate (53306-54-0)

Conditions	Yield
With O-phenanthroline titanium In water at 210℃; for 4h; Reagent/catalyst; Temperature;

2-propylheptan-1-ol (10042-59-8) + Diethyl phthalate (84-66-2) → di(2-propylheptyl) phthalate (53306-54-0)

Conditions	Yield
With O-phenanthroline titanium In water at 210℃; for 4h;

2-propylheptan-1-ol (10042-59-8) + Phthalic acid dibutyl ester (84-74-2) → di(2-propylheptyl) phthalate (53306-54-0)

Conditions	Yield
With Ethylenediamine titanium In water at 210℃; for 4h;

Upstream product

• 10042-59-8 2-propylheptan-1-ol 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 84-74-2 Phthalic acid dibutyl ester 
• 84-66-2 Diethyl phthalate 
• 131-11-3 phthalic acid dimethyl ester 
• 95-47-6 o-xylene 
• 85-44-9 phthalic anhydride 

Relevant articles and documents

Method for preparing high-carbon alcohol phthalate through ester exchange under catalytic action of titanium chelates

The invention relates to a method for preparing high-carbon alcohol phthalate through ester exchange under a catalytic action of titanium chelates. Low-carbon alcohol phthalates, such as dimethyl phthalate, dicthyl ortho-phthalate and di-n-butyl phthalate, and high-carbon alcohols, such as isononyl alcohol, isodecano and 2-propyl heptanol, are taken as raw materials; titanium chelates of nitrogen-nitrogen bidentate ligands, such as phenanthroline, 2,2'-dipyridyl, quadrol, N,N- dimethyl ethylenediamine, N,N'- dimethyl ethylenediamine, N,N,N'N'- tetramethylethylenediamine and 1,2-cyclohexanediamine, are taken as catalysts; the dosage of the catalysts is 0.01-0.1% of the mass of the low-carbon alcohol phthalates; the mole ratio of high-carbon alcohols to low-carbon alcohol phthalates is 2-4;the reaction temperature is at 160-220 DEG C; the reaction time is 2-5 hours; the maximal conversion rate of low-carbon alcohol phthalates and the maximal selectivity of high-carbon alcohol phthalateboth can reach up to above 99%. The method disclosed by the invention has the advantages of high stability of raw material storage and transportation, convenience in feeding, few side effects, low consumption of raw materials, no corrosion and less dosage of catalysts, and the like.

A liquid phase oxidation of O-xylene with esterification coupling preparation of phthalic acid diester method

The invention relates to a method for preparation of diester phthalate by o-xylene liquid-phase oxidation and esterification coupling. In the presence of a catalyst, air or oxygen is used as an oxygen source for preparation of the diester phthalate by o-xylene liquid-phase oxidation and esterification coupling. The method has the advantages of mild reaction conditions, safe operation, low raw material and energy consumption, high conversion rate and high selectivity and the like.

METHOD FOR PRODUCING CARBOXYLIC ACID ESTERS

The invention relates to a method for producing carboxylic esters by converting a carboxylic acid or a carboxylic acid anhydride or a mixture thereof with an alcohol in a reaction system comprising one or more reactors, wherein reaction water is distilled as alcohol-water-azeotrope with the vapors, the vapors are at least partially condensed, the condensate is separated into an aqueous phase and an organic phase and said organic phase is supplied at least partially back into said reaction system. Components boiling lower than the alcohol are at least partially removed from said returned organic phase such as wherein components boiling lower than alcohol are evaporated and/or distilled off. An enrichment in the reaction system of by-products boiling lower than alcohol is avoided. Alcohol losses can be minimized by discharge currents.