1026-92-2

Usage

Uses

Used in Plasticizer Industry:
TEREPHTHALIC ACID DIALLYL ESTER is used as a plasticizer for [application reason] to enhance the flexibility, workability, and processability of various polymers, particularly in the production of polyvinyl chloride (PVC) products. Its compatibility with PVC and its ability to improve the material's properties make it a valuable additive in the plasticizer industry.
Used in Organotin Polymers Preparation:
TEREPHTHALIC ACID DIALLYL ESTER is used as a key component in the preparation of organotin polymers for [application reason] to create materials with unique properties, such as improved thermal stability, flame retardancy, and mechanical strength. These organotin polymers find applications in various industries, including electronics, automotive, and aerospace, where high-performance materials are required.

InChI:InChI=1/C14H14O4/c1-3-9-17-13(15)11-5-7-12(8-6-11)14(16)18-10-4-2/h3-8H,1-2,9-10H2

Synthetic route

allyl alcohol (107-18-6) + terephthaloyl chloride (100-20-9) → diallyl terephthalate (1026-92-2)

terephthalic acid (100-21-0) + allyl bromide (106-95-6) → diallyl terephthalate (1026-92-2)

Conditions	Yield
With potassium hydroxide; tetrabutylammomium bromide 1.) 60 deg C, 0.1 Torr, 6 h, 2.) 85 deg C, 60 h; Yield given. Multistep reaction;

1,4-benzenedicarboxylic acid dimethyl ester (120-61-6) → diallyl terephthalate (1026-92-2)

sodium tungstate (VI) dihydrate (10213-10-2) + diallyl terephthalate (1026-92-2) + Aliquat 336 (5137-55-3) → terephthalic acid diglycidyl ester (7195-44-0)

Conditions	Yield
With phosphoric acid; dihydrogen peroxide In water; toluene	85%

diallyl terephthalate (1026-92-2) → C36H30O12

Conditions	Yield
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane at 45℃; for 22h;	60%

dimethylmonochlorosilane (1066-35-9) + diallyl terephthalate (1026-92-2) → Terephthalic acid 1-allyl ester 4-[3-(chloro-dimethyl-silanyl)-propyl] ester (20083-45-8)

Conditions	Yield
With dihydrogen hexachloroplatinate In isopropyl alcohol

diallyl terephthalate (1026-92-2) → Terephthalic acid 1-allyl ester 4-[3-(methoxy-dimethyl-silanyl)-propyl] ester (20083-48-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: H2PtCl6 / propan-2-ol 2: urea / benzene View Scheme

Reaxys ID: 12665026 + dibenzyl maleate (622-06-0) + vinyl benzoate (769-78-8) + diallyl terephthalate (1026-92-2) → Reaxys ID: 12664759

Conditions	Yield
1,1,3,3-tetramethyl butyl-1-peroxy 2-ethylhexanoate at 50 - 90℃; for 24h; Product distribution / selectivity;

Reaxys ID: 12665026 + vinyl benzoate (769-78-8) + diallyl terephthalate (1026-92-2) → Reaxys ID: 12664754

Conditions	Yield
1,1,3,3-tetramethyl butyl-1-peroxy 2-ethylhexanoate at 50 - 90℃; for 24h; Product distribution / selectivity;

diallyl terephthalate (1026-92-2) + diethyltin dihydride (871-33-0) → {C6H4COO(CH2)3Sn(C2H5)2(CH2)3OCO}

2,2′-((propane-2,2-diylbis(2,6-dibromo-4,1-phenylene))bis(oxy)) bis(ethan-1-ol) (4162-45-2) + diallyl terephthalate (1026-92-2) → poly(2,2-bis[4-(2-hydroxyethoxy)-3,5-dibromophenyl]propane-co-diallyl terephthalate) + allyl alcohol (107-18-6)

Conditions	Yield
With dibutyltin oxide at 180℃; under 0.975098 - 9.976 Torr; for 1h;

Upstream product

• 107-18-6 allyl alcohol 
• 100-20-9 terephthaloyl chloride 
• 120-61-6 1,4-benzenedicarboxylic acid dimethyl ester 
• 100-21-0 terephthalic acid 
• 106-95-6 allyl bromide 

Downstream Products

• 107-18-6 allyl alcohol 
• 7195-44-0 terephthalic acid diglycidyl ester 
• 20083-48-1 Terephthalic acid 1-allyl ester 4-[3-(methoxy-dimethyl-silanyl)-propyl] ester 
• 20083-45-8 Terephthalic acid 1-allyl ester 4-[3-(chloro-dimethyl-silanyl)-propyl] ester 

Relevant academic research and scientific papers

Efficient synthesis of macrocyclic paracyclophanes by ring-closing metathesis dimerization and trimerization reactions

(Matrix presented) Ring-closing metathesis reactions of para-disubstituted aromatic substrates produced macrocyclic [n.n]-, and [n.n.n]paracyclophanes efficiently through dimerization and trimerization reactions. Sufficiently long alkyl chains allowed direct monocyclizations to yield [n]paracyclophanes. A small library of paracyclophanes were generated by the combinatorial cross-metathesis approach.

Di(aromatic) compounds and their use in human and veterinary medicine and in cosmetics

Di(aromatic) compounds corresponding to the following formula: STR1 in which: Ar represents either STR2 n=1 or 2 or: STR3 X represents a divalent radical, Z represents O, S or a divalent radical, and R1, R2, R3, R4 and R5 represent a hydrogen atom or various organic radicals, and the salts of the compounds of formula (I) when R1 is a carboxylic acid function. Use in human and veterinary medicine and in cosmetics.

Method for producing diallyl ester of aromatic dicarboxylic acid

A novel method for producing a diallyl ester of an aromatic dicarboxylic acid, particularly a diallyl ester of an aromatic symmetrical dicarboxylic acid by ester-exchange of a dialkyl ester of the aromatic dicarboxylic acid with allyl alcohol in the co-presence of two kinds of catalysts is disclosed. The obtained diallyl ester of an aromatic dicarboxylic acid according to the present invention is excellent in transmissivity.