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Product FOB Price Min.Order Supply Ability Supplier
Terephthalic acid
Cas No: 100-21-0
No Data No Data No Data Boc Sciences Contact Supplier
[Hydroxyl(4-Phenylbutyl)Phosphinyl] Acetic Acid
Cas No: 100-21-0
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-10 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
High quality Pta supplier in China
Cas No: 100-21-0
No Data 1 Kilogram 30 Metric Ton/Month Simagchem Corporation Contact Supplier
Terephthalic acid
Cas No: 100-21-0
USD $ 1.0-2.0 / Metric Ton 1 Metric Ton 100 Metric Ton/Week Hebei yanxi chemical co.,LTD. Contact Supplier
High Quality 99% Terephthalic acid 100-21-0 ISO Producer
Cas No: 100-21-0
USD $ 0.1-0.1 / Gram 1 Gram 100 Metric Ton/Year Xi'an Xszo Chem Co., Ltd. Contact Supplier
Factory Supply Terephthalic acid
Cas No: 100-21-0
No Data 1 1 Ality Chemical Corporation Contact Supplier
Terephthalic acid
Cas No: 100-21-0
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
Benzene-1,4-dicarboxylic acid
Cas No: 100-21-0
USD $ 5.0-5.0 / Kilogram 1 Kilogram 1000 Kilogram/Month Enke Pharma-tech Co.,Ltd. (Cangzhou, China ) Contact Supplier
Terephthalic acid CAS:100-21-0
Cas No: 100-21-0
USD $ 1.0-2.0 / Metric Ton 5 Metric Ton 1000 Metric Ton/Year Henan Sinotech Import&Export Corporation Contact Supplier
POTASSIUM AZELOYL DIGLYCINATE
Cas No: 100-21-0
No Data 1 Kilogram 100 Kilogram/Day Henan Tianfu Chemical Co., Ltd. Contact Supplier

100-21-0 Usage

Description

Terephthalic acid is the organic compound with formula C6H4(COOH)2. This colourless solid is a commodity chemical, used principally as a precursor to the polyester PET, used to make clothing and plastic bottles. Several million tones are produced annually. It is one of three isomeric phthalic acids.

Chemical Properties

Terephthalic acid is poorly soluble in water and alcohols, consequently up until around 1970 most crude terephthalic acid was converted to the dimethyl ester for purification. It sublimates when heated.

Production Methods

Terephthalic acid is produced by oxidation of p-xylene by oxygen in air: This reaction proceeds through a p-toluic acid intermediate which is then oxidized to terephthalic acid. In p-toluic acid, deactivation of the methyl by the electron withdrawing carboxylic acid group makes the methyl one tenth as reactive as xylene itself, making the second oxidation significantly more difficult . The commercial process utilizes acetic acid as solvent and a catalyst composed of cobalt and manganese salts, with a bromide promoter.

Reactivity Profile

Terephthalic acid is a carboxylic acid. Terephthalic acid donates hydrogen ions if a base is present to accept them. This "neutralization" generates substantial amounts of heat and produces water plus a salt. Insoluble in water but even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in Terephthalic acid to corrode or dissolve iron, steel, and aluminum parts and containers. May react with cyanide salts to generate gaseous hydrogen cyanide. Will react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by reaction with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. React with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. May initiate polymerization reactions; may catalyze (increase the rate of) chemical reactions.

Synthesis Reference(s)

Chemistry Letters, 15, p. 299, 1986Journal of the American Chemical Society, 82, p. 2876, 1960 DOI: 10.1021/ja01496a051The Journal of Organic Chemistry, 44, p. 4727, 1979 DOI: 10.1021/jo00393a063

Production Methods

Benzoic acid, phthalic acid and other benzene-carboxylic acids in the form of alkali-metal salts, comprise the chargestock. In a first step, the alkali-metal salts (usually potassium) are converted to terephthalates when heated to a temperature exceeding 350 °C (662 °F). The dried potassium salts (of benzoic acid or o- or isophthalic acid) are heated in anhydrous form to approximately 420 °C (788 °F) in an inert atmosphere (CO2) and in the presence of a catalyst (usually cadmium benzoate, phthalate, oxide, or carbonate). The corresponding zinc compounds also have been used as catalysts. In a following step, the reaction products are dissolved in H2O and the terephthalic acid precipitated out with dilute H2SO4. The yield of terephthalic acid ranges from 95 to 98%.

General Description

White powder.

Chemical Properties

TPA is a white crystalline solid.

Safety Profile

Moderately toxic by intravenous and intraperitoneal routes. Mildly toxic by ingestion. An eye irritant, Can explode during preparation. When heated to decomposition it emits acrid smoke and irritating fumes.

Definition

ChEBI: A benzenedicarboxylic acid carrying carboxy groups at positions 1 and 4. One of three possible isomers of benzenedicarboxylic acid, the others being phthalic and isophthalic acids.

Potential Exposure

TPA is used primarily in the production of polyethylene terephthalate polymer for the fabrication of polyester fibers and films. A high-volume production chemical in the United States.

Chemical Properties

white powder

Air & Water Reactions

Insoluble in water.

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.

Incompatibilities

Combustible; dust may form an explosive mixture with air. Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water and a salt that may be harmful. Incompatible with arsenic compounds (releases hydrogen cyanide gas), diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides (releasing heat, toxic and possibly flammable gases), thiosulfates and dithionites (releasing hydrogen sulfate and oxides of sulfur). Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

Uses

Terephthalic acid (TPA) is a high-tonnage chemical, widely used in the production of synthetic materials, notably polyester fibers (poly-(ethylene terephthalate)).

Fire Hazard

Flash point data for Terephthalic acid are not available. Terephthalic acid is probably combustible.

Purification Methods

Purify the acid via the sodium salt which, after crystallisation from water, is re-converted to the acid by acidification with mineral acid. Filter off the solid, wash it with H2O and dry it in a vacuum. The S-benzylisothiuronium salt has m 204o (from aqueous EtOH). [Beilstein 9 IV 3301.]

Uses

1,4-benzenedicarboxylic acid is mainly used for the production of poly (ethylene terephthalate). Also production of plasticizer dioctyl phthalate (DOTP) and polyester plasticized agents. 1,4-benzenedicarboxylic acid and polyhydric alcohols have a condensation reaction withd iethylene glycol, triethylene glycol, glycerol, propylene glycol, butylene glycol, etc. preparation of the polyester plasticizer.

History

Terephthalic acid came to prominence through the work of Winfield and Dickson in Britain around 1940. Earlier work by Carothers and coworkers in the United States established the feasibility of producing high molecular weight linear polyesters by reacting diacids with diols, but they used aliphatic diacids and diols. These made polyesters which were unsuitable to be spun into fibers. Winfield and Dickson found that symmetrical aromatic diacids yield high-melting, crystalline, and fiberforming materials; poly(ethylene terephthalate) (PET) has since become the largest volume synthetic fiber.

Uses

Terephthalic acid is a benzenepolycarboxylic acid with potential anti-hemorrhagic properties.

Application

Virtually the entire world's supply of terephthalic acid and dimethyl terephthalate are consumed as precursors to polyethylene terephthalate (PET). World production in 1970 was around 1.75 million tones. By 2006, global purified terephthalic acid (PTA) demand had exceeded 30 million tonnes. There is a smaller, but nevertheless significant, demand for terephthalic acid in the production of poly butylene terephthalate and several other engineering polymers.
InChI:InChI=1/C8H6O4/c1-9-5-13-18(24,15(9)22)7-11(8-21)6-12-14-17(3,4)20(14,26)16(23)10(2)19(12,13)25/h5-6,10,12-14,16,21,23-26H,7-8H2,1-4H3/t10-,12+,13-,14-,16-,18-,19-,20-/m1/s1

100-21-0 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (A12527)  Terephthalic acid, 98+%    100-21-0 250g 201.0CNY Detail
Alfa Aesar (A12527)  Terephthalic acid, 98+%    100-21-0 500g 227.0CNY Detail
Alfa Aesar (A12527)  Terephthalic acid, 98+%    100-21-0 10000g 3646.0CNY Detail
Sigma-Aldrich (40818)  Terephthalicacid  analytical standard 100-21-0 40818-100MG 458.64CNY Detail
Aldrich (185361)  Terephthalicacid  98% 100-21-0 185361-5G 273.78CNY Detail
Aldrich (185361)  Terephthalicacid  98% 100-21-0 185361-100G 329.94CNY Detail
Aldrich (185361)  Terephthalicacid  98% 100-21-0 185361-500G 366.21CNY Detail
Vetec (V900524)  Terephthalicacid  Vetec reagent grade, 98% 100-21-0 V900524-500G 159.12CNY Detail

100-21-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name terephthalic acid

1.2 Other means of identification

Product number -
Other names TEREPHTHALIC ACID FOR SYNTHESIS

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:100-21-0 SDS

100-21-0Synthetic route

para-xylene
106-42-3

para-xylene

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With ammonium acetate; water; hydrogen bromide; oxygen; manganese(II) acetate; cobalt(II) diacetate tetrahydrate; 1-n-butyl-3-methylimidazolim bromide; acetic acid at 200℃; under 30753.1 Torr; for 10h; Time; Temperature; Reagent/catalyst; Concentration; Inert atmosphere;99.9%
With oxovanadium(IV) sulfate; hydrogen bromide; oxygen; acetic acid In water at 100℃; under 750.075 Torr; for 20h;98%
With oxygen; acetic acid; hydrogen bromide; cobalt(II) acetate; manganese(II) acetate In water at 200℃; under 22502.3 Torr; for 0.05h; Product distribution / selectivity; Inert atmosphere;98.3%
p-Toluic acid
99-94-5

p-Toluic acid

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With ammonium acetate; water; hydrogen bromide; oxygen; manganese(II) acetate; cobalt(II) diacetate tetrahydrate; 1-n-butyl-3-methylimidazolim bromide; acetic acid; 3-butyl-1-methylimidazolium acetate at 215℃; under 30753.1 Torr; for 3h; Inert atmosphere;99.1%
With ammonium acetate; water; hydrogen bromide; oxygen; manganese(II) acetate; cobalt(II) diacetate tetrahydrate; 1-n-butyl-3-methylimidazolim bromide; acetic acid; 3-butyl-1-methylimidazolium acetate at 215℃; under 30753.1 Torr; for 3h; Inert atmosphere;99.1%
With oxovanadium(IV) sulfate; hydrogen bromide; oxygen; acetic acid In water at 100℃; under 750.075 Torr; for 20h;97%
para-xylene
106-42-3

para-xylene

A

terephthalic acid
100-21-0

terephthalic acid

B

4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

Conditions
ConditionsYield
With air; hydrogen bromide; acetic acid; cobalt(II) acetate; manganese(II) acetate at 180℃; under 25745 Torr; for 0.166667h;A 98.3%
B 1.4%
With 9,10-Dibromoanthracene; acetic acid; cobalt(II) acetate; cerium(III) acetate at 165℃; under 25745 Torr; for 0.166667h;A 98.2%
B 1.1%
With 9,10-Dibromoanthracene; acetic acid; cobalt(II) acetate; manganese(II) acetate at 170℃; under 25745 Torr; for 0.166667h;A 97.5%
B 1.9%
para-xylene
106-42-3

para-xylene

A

terephthalic acid
100-21-0

terephthalic acid

B

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

C

4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

D

p-Toluic acid
99-94-5

p-Toluic acid

Conditions
ConditionsYield
With hydrogen bromide; oxygen; acetic acid; cobalt(II) acetate; manganese(II) acetate In water at 190℃; under 16501.7 Torr; for 1h; Product distribution / selectivity;A 98.1%
B 0.2%
C 0.4%
D 0.4%
With oxygen; acetic acid; palladium diacetate; antimony(III) acetate In water at 182 - 195℃; under 16501.7 - 20929.4 Torr; for 1 - 1.5h; Product distribution / selectivity;A 50.3%
B 7.2%
C 6.4%
D 6.2%
With hydrogen bromide; oxygen; acetic acid; zirconium oxyacetate; cobalt(II) acetate In water at 190℃; under 16501.7 Torr; for 1h; Product distribution / selectivity;A 4.9%
B 3%
C 1.9%
D 36.9%
terephthalaldehyde,
623-27-8

terephthalaldehyde,

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With NADH oxidase and vanillin dehydrogenase 2 co-expressed in Escherichia coli cells In aq. phosphate buffer at 30℃; for 12h; pH=7; Microbiological reaction;98%
With tris[2-(4,6-difluorophenyl)pyridinato-C2,N]-iridium(III); oxygen In acetonitrile at 20℃; for 24h; Irradiation; Sealed tube; Green chemistry; chemoselective reaction;95%
With sodium perborate In acetic acid at 45 - 50℃;93%
4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With water; ozone In acetonitrile for 5h; Irradiation;98%
With NADH oxidase and vanillin dehydrogenase 2 co-expressed in Escherichia coli cells In aq. phosphate buffer at 30℃; for 3h; pH=7; Microbiological reaction;98%
With C4H11FeMo6NO24(3-)*3C16H36N(1+); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 8h; Green chemistry;97%
carbon monoxide
201230-82-2

carbon monoxide

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With tetrabutylammomium bromide; dicobalt octacarbonyl In sodium hydroxide at 65℃; for 8h;98%
With sodium hydroxide; dicobalt octacarbonyl In water at 65℃; under 1471.02 Torr; for 6h; Product distribution; Irradiation;93.4 % Chromat.
4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With oxygen; 1-hydroxy-pyrrolidine-2,5-dione; cobalt(II) acetate In acetic acid at 60℃; under 12049.9 Torr; for 1h; Product distribution / selectivity;98%
carbon monoxide
201230-82-2

carbon monoxide

1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With sodium hydroxide; cobalt(II) acetate In ethanol at 30℃; under 1520 Torr; for 4h; Irradiation;97.1%
With sodium hydroxide; dicobalt octacarbonyl In ethanol; water at 65℃; under 1471.02 Torr; for 4h; Product distribution; Irradiation;82.5 % Chromat.
p-xylylene glycol
589-29-7

p-xylylene glycol

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With diethylene glycol dimethyl ether at 70℃; for 0.583333h; Sonication;97%
With C24H33IrN4O3; water; sodium hydroxide for 18h; Reflux;96%
With sodium hypochlorite; water at 25℃; for 0.5h;94%
Ethyl 4-bromobenzoate
5798-75-4

Ethyl 4-bromobenzoate

carbon monoxide
201230-82-2

carbon monoxide

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With tetrabutylammomium bromide; dicobalt octacarbonyl In sodium hydroxide; benzene at 65℃; for 1.5h; Irradiation;97%
4-styrylbenzaldehyde
32555-96-7

4-styrylbenzaldehyde

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
Stage #1: 4-styrylbenzaldehyde With tert.-butylhydroperoxide; iron(III) chloride hexahydrate; sodium hydroxide In water at 80℃; for 10h;
Stage #2: With hydrogenchloride In water at 20℃;
97%
3-hydroxymethyl-benzoic acid
3006-96-0

3-hydroxymethyl-benzoic acid

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With C24H33IrN4O3; water; sodium hydroxide for 18h; Reflux;97%
Multi-step reaction with 2 steps
1: recombinant 5-hydroxymethylfurfural oxidase / aq. phosphate buffer / 4 h / 25 °C / pH 8 / Enzymatic reaction
2: recombinant 5-hydroxymethylfurfural oxidase / aq. phosphate buffer / 1 h / 25 °C / pH 8 / Enzymatic reaction
View Scheme
Multi-step reaction with 2 steps
1: recombinant 5-hydroxymethylfurfural oxidase / aq. phosphate buffer / 4 h / 25 °C / pH 8 / Enzymatic reaction
2: recombinant 5-hydroxymethylfurfural oxidase / aq. phosphate buffer / 1 h / 25 °C / pH 8 / Enzymatic reaction
View Scheme
diethyl terephthalate
636-09-9

diethyl terephthalate

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With PPA at 154℃; for 4.2h;96%
With potassium carbonate
para-xylene
106-42-3

para-xylene

A

terephthalic acid
100-21-0

terephthalic acid

B

p-Toluic acid
99-94-5

p-Toluic acid

Conditions
ConditionsYield
With N-hydroxyphthalimide; oxygen; nitric acid at 110℃; under 760.051 Torr; for 6h; Ionic liquid;A 96%
B 3%
Stage #1: para-xylene With N-hydroxyphthalimide; cobalt(II) phthalocyanine; μ-oxo[manganese(III) tetraphenylporphine]2; oxygen at 120℃; under 3750.38 Torr;
Stage #2: With N-hydroxyphthalimide; cobalt(II) phthalocyanine; μ-oxo[manganese(III) tetraphenylporphine]2; oxygen; acetic acid at 232℃; under 16501.7 Torr; for 1.5h; Temperature; Pressure; Reagent/catalyst;
A 90%
B 9.7%
With chromium(VI) oxide; periodic acid In acetonitrile at 20℃; for 1h;A 6%
B 86%
polyethylene terephthalate

polyethylene terephthalate

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
Stage #1: polyethylene terephthalate With sodium hydroxide In octanol at 183℃; for 0.25h; Heating / reflux;
Stage #2: With hydrogenchloride In water Product distribution / selectivity;
96%
Stage #1: polyethylene terephthalate With sodium hydroxide In butan-1-ol at 108℃; for 0.25h;
Stage #2: With sulfuric acid pH=2; Product distribution / selectivity;
96%
Stage #1: polyethylene terephthalate With sodium hydroxide In pentan-1-ol at 124℃; for 0.166667h;
Stage #2: With sulfuric acid pH=2; Product distribution / selectivity;
96%
polyethylene terephthalate

polyethylene terephthalate

A

terephthalic acid
100-21-0

terephthalic acid

B

ethylene glycol
107-21-1

ethylene glycol

Conditions
ConditionsYield
Stage #1: polyethylene terephthalate With sodium hydroxide In propan-1-ol at 89℃; for 0.25h;
Stage #2: With hydrogenchloride In propan-1-ol; water Product distribution / selectivity;
A 96%
B n/a
5-(1-methyl-3,4,5,6,7,7-hexachloro-norborn-4-ene-1)-isophthalic acid dichloride

5-(1-methyl-3,4,5,6,7,7-hexachloro-norborn-4-ene-1)-isophthalic acid dichloride

terephthaloyl chloride
100-20-9

terephthaloyl chloride

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
In 1,2-dimethoxyethane; ethylene glycol96%
4-Methylbenzyl alcohol
589-18-4

4-Methylbenzyl alcohol

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With carbon dioxide; oxygen; 1-hydroxy-pyrrolidine-2,5-dione; cobalt(II) acetate In acetic acid at 22℃; under 44734.5 Torr; for 24h; Product distribution / selectivity;96%
acetic acid
64-19-7

acetic acid

p-Toluic acid
99-94-5

p-Toluic acid

A

terephthalic acid
100-21-0

terephthalic acid

B

3-hydroxymethyl-benzoic acid
3006-96-0

3-hydroxymethyl-benzoic acid

C

p-acetoxymethyl benzoic acid
15561-46-3

p-acetoxymethyl benzoic acid

D

4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

Conditions
ConditionsYield
With N-hydroxyphthalimide; air; cobalt(II) acetate; manganese(II) acetate at 150℃; under 22800 Torr; for 3h;A 95%
B n/a
C n/a
D n/a
carbon dioxide
124-38-9

carbon dioxide

1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With C26H30B10Cl2P2Pd In toluene at 60℃; under 760.051 Torr; for 8h;95%
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 65℃; for 0.333333h; Schlenk technique;
Stage #2: 1.4-dibromobenzene With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 8h; Schlenk technique; Sealed tube;
93%
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 65℃; for 0.416667h; Schlenk technique;
Stage #2: 1.4-dibromobenzene With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 20h; Schlenk technique;
93%
1,4-C6H4(COFp)2
119923-98-7

1,4-C6H4(COFp)2

A

dicarbonylcyclopentadienyliodoiron(II)
12078-28-3, 38979-86-1

dicarbonylcyclopentadienyliodoiron(II)

B

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With iodine In tetrahydrofuran (N2), reaction for 20 min; IR, NMR;A 77%
B 94%
1,4-C6H4(COFp)2
119923-98-7

1,4-C6H4(COFp)2

A

dicarbonylcyclopentadienylbromoiron(II)

dicarbonylcyclopentadienylbromoiron(II)

B

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With bromine In tetrahydrofuran (N2), reaction for 20 min; IR, NMR;A 85%
B 94%
carbon monoxide
201230-82-2

carbon monoxide

para-diiodobenzene
624-38-4

para-diiodobenzene

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With potassium hydroxide; amphiphilic resin-supported phosphine-palladium; water at 25℃; under 760 Torr; for 12h; hydroxycarbonylation;93%
(3-amino-4-ethylphenyl)methanol
5129-22-6

(3-amino-4-ethylphenyl)methanol

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
Stage #1: (3-amino-4-ethylphenyl)methanol With 2,5-dimethyl-2,5-hexanediol at 67℃; for 2.83333h;
Stage #2: With bis(cyclopentadienyl)diphenyltitanium(IV) at 86℃; for 1.5h; Temperature;
93%
para-xylene
106-42-3

para-xylene

A

terephthalic acid
100-21-0

terephthalic acid

B

anthraquinone-2,6-dicarboxylic acid
42946-19-0

anthraquinone-2,6-dicarboxylic acid

Conditions
ConditionsYield
With oxygen; manganese(II) acetate; cobalt(II) bromide In water; acetic acid at 175 - 220℃; under 11400.8 Torr; for 1h; Product distribution / selectivity;A 92.4%
B n/a
1,3,5-triazin-2,4,6[1H,3H,5H]-trion-1N,3N,5N-tri-O-yl acetate
558480-54-9

1,3,5-triazin-2,4,6[1H,3H,5H]-trion-1N,3N,5N-tri-O-yl acetate

cobalt (II) acetate·4 H2O

cobalt (II) acetate·4 H2O

manganese (II) acetate·4 H2O

manganese (II) acetate·4 H2O

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With nitrogen; acetic acid In titanium; para-xylene92%
para-methylacetophenone
122-00-9

para-methylacetophenone

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With oxygen; manganese (II) acetate tetrahydrate; cobalt(II) diacetate tetrahydrate; 1N,3N,5N-trihydroxy-1,3,5-triazin-2,4,6[1H,3H,5H]-trione In acetic acid at 120℃; under 760.051 Torr; for 15h;91%
With nitric acid nachfolgend Oxydation mit Permanganat in verduennter Natronlauge;
With sodium hydroxide; chlorine; 1,2,3-trichlorobenzene at 150 - 200℃; anschliessendes Erhitzen mit wss. Natriumhypochlorit-Loesung;
4-ethenylbenzoic acid
1075-49-6

4-ethenylbenzoic acid

terephthalic acid
100-21-0

terephthalic acid

Conditions
ConditionsYield
With Oxone; 2-iodo-3,4,5,6-tetramethylbenzoic acid In water; acetonitrile for 22h;91%
With Oxone In water; acetonitrile for 19h; Reflux;77%
methanol
67-56-1

methanol

terephthalic acid
100-21-0

terephthalic acid

1,4-benzenedicarboxylic acid dimethyl ester
120-61-6

1,4-benzenedicarboxylic acid dimethyl ester

Conditions
ConditionsYield
Stage #1: methanol; terephthalic acid for 0.5h; Reflux; Inert atmosphere;
Stage #2: With thionyl chloride for 10h; Reflux; Inert atmosphere;
100%
With thionyl chloride Heating;99%
Stage #1: methanol; terephthalic acid for 0.5h; Reflux;
Stage #2: With thionyl chloride for 12h; Reflux;
99%
terephthalic acid
100-21-0

terephthalic acid

terephthaloyl chloride
100-20-9

terephthaloyl chloride

Conditions
ConditionsYield
With thionyl chloride for 2h; Reflux;100%
With aluminum (III) chloride; Methyltrichlorosilane In tetrachloromethane at 70℃; for 13h; Temperature; Reagent/catalyst;99.13%
With thionyl chloride for 5h; Reflux;98%
1-adamantyl bromomethyl ketone
5122-82-7

1-adamantyl bromomethyl ketone

terephthalic acid
100-21-0

terephthalic acid

Terephthalic acid bis-(2-adamantan-1-yl-2-oxo-ethyl) ester
123426-29-9

Terephthalic acid bis-(2-adamantan-1-yl-2-oxo-ethyl) ester

Conditions
ConditionsYield
With triethylamine In acetone for 6h; Heating;100%
terephthalic acid
100-21-0

terephthalic acid

1-dodecylbromide
143-15-7

1-dodecylbromide

bis-dodecyl benzene-1,4-dicarboxylate
18749-84-3

bis-dodecyl benzene-1,4-dicarboxylate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzene for 18h; Esterification; Heating;100%
phosgene
75-44-5

phosgene

terephthalic acid
100-21-0

terephthalic acid

1,4-benzenedicarboxylic acid dimethyl ester
120-61-6

1,4-benzenedicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane100%
[(η(5)-C5H5)2Co][OH]

[(η(5)-C5H5)2Co][OH]

terephthalic acid
100-21-0

terephthalic acid

2((C5H5)2Co)(1+)*(C6H4(COO)2)(2-)*6H2O = [(C5H5)2Co]2[(C6H4(COO)2)]*6H2O

2((C5H5)2Co)(1+)*(C6H4(COO)2)(2-)*6H2O = [(C5H5)2Co]2[(C6H4(COO)2)]*6H2O

Conditions
ConditionsYield
In water mixing; filtn., solvent evpn.;100%
bis(benzene)chromium hydroxide

bis(benzene)chromium hydroxide

terephthalic acid
100-21-0

terephthalic acid

2((C6H6)2Cr)(1+)*(C6H4(COO)2)(2-)*6H2O = [(C6H6)2Cr]2[(C6H4(COO)2)]*6H2O

2((C6H6)2Cr)(1+)*(C6H4(COO)2)(2-)*6H2O = [(C6H6)2Cr]2[(C6H4(COO)2)]*6H2O

Conditions
ConditionsYield
In water mixing; filtn., solvent evpn.;100%
terephthalic acid
100-21-0

terephthalic acid

3-(4-piperidinyl)-1H-indole
17403-09-7

3-(4-piperidinyl)-1H-indole

1,4-phenylenebis((4-(1H-indol-3-yl)piperidin-1-yl)methanone)

1,4-phenylenebis((4-(1H-indol-3-yl)piperidin-1-yl)methanone)

Conditions
ConditionsYield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;100%
terephthalic acid
100-21-0

terephthalic acid

barium terephthalate
46190-30-1

barium terephthalate

Conditions
ConditionsYield
With barium(II) chloride dihydrate; potassium hydroxide In water100%
Stage #1: terephthalic acid With barium(II) nitrate In methanol for 1h;
Stage #2: With pyridine for 3h; Reagent/catalyst; Solvent;
terephthalic acid
100-21-0

terephthalic acid

1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

C16H24N6

C16H24N6

Conditions
ConditionsYield
at 170 - 270℃;100%
terephthalic acid
100-21-0

terephthalic acid

(3S,4S)-N3,N4-dihexylpyrrolidine-3,4-dicarboxamide hydrochloride

(3S,4S)-N3,N4-dihexylpyrrolidine-3,4-dicarboxamide hydrochloride

(3S,3’S,4S,4’S)-1,1’-terephthaloylbis(N3,N4-dihexylpyrrolidine-3,4-dicarboxamide)

(3S,3’S,4S,4’S)-1,1’-terephthaloylbis(N3,N4-dihexylpyrrolidine-3,4-dicarboxamide)

Conditions
ConditionsYield
With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0 - 25℃; for 4.5h;100%
Stage #1: terephthalic acid; (3S,4S)-N3,N4-dihexylpyrrolidine-3,4-dicarboxamide hydrochloride With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole In dichloromethane; N,N-dimethyl-formamide at 0℃; for 0.0833333h;
Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 4.5h;
84%
terephthalic acid
100-21-0

terephthalic acid

3CO3(2-)*2Eu(3+)*4H2O

3CO3(2-)*2Eu(3+)*4H2O

3CO3(2-)*2Gd(3+)*4H2O

3CO3(2-)*2Gd(3+)*4H2O

(Eu0.5Gd0.5)2(benzene-1,4-dicarboxylate)3(H2O)4

(Eu0.5Gd0.5)2(benzene-1,4-dicarboxylate)3(H2O)4

Conditions
ConditionsYield
In neat (no solvent, solid phase) for 2h; Milling; Inert atmosphere;100%
2Sm(3+)*3CO3(2-)*4H2O=Sm2(CO3)3*4H2O

2Sm(3+)*3CO3(2-)*4H2O=Sm2(CO3)3*4H2O

terephthalic acid
100-21-0

terephthalic acid

3CO3(2-)*2Gd(3+)*4H2O

3CO3(2-)*2Gd(3+)*4H2O

(Sm0.5Gd0.5)2(benzene-1,4-dicarboxylate)3(H2O)4

(Sm0.5Gd0.5)2(benzene-1,4-dicarboxylate)3(H2O)4

Conditions
ConditionsYield
In neat (no solvent, solid phase) for 2h; Milling; Inert atmosphere;100%
2Tb(3+)*3CO3(2-)*6H2O=Tb2(CO3)3*6H2O

2Tb(3+)*3CO3(2-)*6H2O=Tb2(CO3)3*6H2O

terephthalic acid
100-21-0

terephthalic acid

3CO3(2-)*2Gd(3+)*4H2O

3CO3(2-)*2Gd(3+)*4H2O

(Tb0.5Gd0.5)2(benzene-1,4-dicarboxylate)3(H2O)4

(Tb0.5Gd0.5)2(benzene-1,4-dicarboxylate)3(H2O)4

Conditions
ConditionsYield
In neat (no solvent, solid phase) for 2h; Milling; Inert atmosphere;100%
[2,2]bipyridinyl
366-18-7

[2,2]bipyridinyl

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

terephthalic acid
100-21-0

terephthalic acid

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

{[Zn(1,4-benzenedicarboxylato)(2,2'-bipyridine)]·N,N-dimethylformamide}n

{[Zn(1,4-benzenedicarboxylato)(2,2'-bipyridine)]·N,N-dimethylformamide}n

Conditions
ConditionsYield
at 80℃; for 96 - 168h;100%
terephthalic acid
100-21-0

terephthalic acid

cyclohexane-1,4-dicarboxylic acid
619-81-8, 619-82-9, 1076-97-7

cyclohexane-1,4-dicarboxylic acid

Conditions
ConditionsYield
With ammonium hydroxide; 1% Pd/C; hydrogen at 90℃; Reagent/catalyst; Temperature;99.9%
With hydrogen In water at 200℃; under 30003 Torr; for 3h; Reagent/catalyst;98.7%
With hydrogen In water at 140℃; under 51716.2 Torr; for 6h; Solvent; Temperature; Autoclave;69.8%
propan-1-ol
71-23-8

propan-1-ol

terephthalic acid
100-21-0

terephthalic acid

di-n-butyl terephthalate
1962-75-0

di-n-butyl terephthalate

Conditions
ConditionsYield
Stage #1: propan-1-ol; terephthalic acid With titanium(IV) isopropylate at 180℃; under 4560.31 Torr; for 3h; Inert atmosphere;
Stage #2: propan-1-ol With toluene-4-sulfonic acid at 200℃; under 4560.31 Torr; for 6h; Reagent/catalyst; Inert atmosphere;
99.6%
2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

terephthalic acid
100-21-0

terephthalic acid

di(2-ethylhexyl)terephthalate
6422-86-2

di(2-ethylhexyl)terephthalate

Conditions
ConditionsYield
With phenol and titanium tetraisopropoxide resin at 200℃; for 4h; Reagent/catalyst; Dean-Stark; Inert atmosphere;99.5%
With titanium(IV) isopropylate at 170 - 200℃; Inert atmosphere; Large scale;99%
With titanium(IV) isopropylate at 170 - 220℃; under 760.051 Torr; for 4.5h; Inert atmosphere; Large scale;99%
propan-1-ol
71-23-8

propan-1-ol

terephthalic acid
100-21-0

terephthalic acid

terephthalic acid dipropyl ester
1962-74-9

terephthalic acid dipropyl ester

Conditions
ConditionsYield
With thionyl chloride Heating;99%
With sulfuric acid
With sulfuric acid Reflux;
terephthalic acid
100-21-0

terephthalic acid

N-[1-(4-Amino-phenyl)-1-phenyl-meth-(E)-ylidene]-benzene-1,4-diamine

N-[1-(4-Amino-phenyl)-1-phenyl-meth-(E)-ylidene]-benzene-1,4-diamine

Polymer; Monomer(s): OPA, terephthalic acid;

Polymer; Monomer(s): OPA, terephthalic acid;

Conditions
ConditionsYield
With pyridine; 1-methyl-pyrrolidin-2-one; lithium chloride; triphenyl phosphite at 80℃;99%
terephthalic acid
100-21-0

terephthalic acid

4,4'‑diamino‑4''‑methoxytriphenylamine
134248-82-1

4,4'‑diamino‑4''‑methoxytriphenylamine

polymer, inherent viscosity 0.79 dl/g, softening temp. 248 deg C; monomer(s): 4,4'-diamino-4''-methoxytriphenylamine; terephthalic acid

polymer, inherent viscosity 0.79 dl/g, softening temp. 248 deg C; monomer(s): 4,4'-diamino-4''-methoxytriphenylamine; terephthalic acid

Conditions
ConditionsYield
With pyridine; triphenyl phosphite; calcium chloride In 1-methyl-pyrrolidin-2-one at 105℃; for 3h;99%
vanadocene

vanadocene

terephthalic acid
100-21-0

terephthalic acid

V(3+)*C5H5(1-)*2OOCC6H4COOH(1-)=(C5H5)V(OCOC6H4COOH)2

V(3+)*C5H5(1-)*2OOCC6H4COOH(1-)=(C5H5)V(OCOC6H4COOH)2

Conditions
ConditionsYield
In toluene byproducts: cyclopentadiene; Ar atmosphere; 20 h at 120°C; ppt. was filtered off, washed with toluene and ether, and dried; elem. anal.;99%
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

ammonium sulfate

ammonium sulfate

terephthalic acid
100-21-0

terephthalic acid

zinc(II) oxide

zinc(II) oxide

[(zinc)2(terephthalate)2(1,4-diazabicyclo[2.2.2]octane)]*(x)(NH4)2SO4 [Zn2(C6H4(COO)2)2(N2(C2H4)3)]*99(NH4)2SO4, hexagonal

[(zinc)2(terephthalate)2(1,4-diazabicyclo[2.2.2]octane)]*(x)(NH4)2SO4 [Zn2(C6H4(COO)2)2(N2(C2H4)3)]*99(NH4)2SO4, hexagonal

Conditions
ConditionsYield
With DMF In solid mixt. of ZnO, C6H4(COOH)2, N2(C2H4)3 (in stoich. ratio 1:1:0.5), (NH4)2SO4 (12% weight fraction of solid reagents) and DMF ground at room temp. for 30 min; detd. by XRD;99%
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

terephthalic acid
100-21-0

terephthalic acid

sodium sulfate
7757-82-6

sodium sulfate

zinc(II) oxide

zinc(II) oxide

[(zinc)2(terephthalate)2(1,4-diazabicyclo[2.2.2]octane)]*(x)Na2SO4 [Zn2(C6H4(COO)2)2(N2(C2H4)3)]*99Na2SO4, hexagonal

[(zinc)2(terephthalate)2(1,4-diazabicyclo[2.2.2]octane)]*(x)Na2SO4 [Zn2(C6H4(COO)2)2(N2(C2H4)3)]*99Na2SO4, hexagonal

Conditions
ConditionsYield
With DMF In solid mixt. of ZnO, C6H4(COOH)2, N2(C2H4)3 (in stoich. ratio 1:1:0.5), Na2SO4 (12% weight fraction of solid reagents) and DMF ground at room temp. for30 min; detd. by XRD;99%
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

potassium sulfate

potassium sulfate

terephthalic acid
100-21-0

terephthalic acid

zinc(II) oxide

zinc(II) oxide

[(zinc)2(terephthalate)2(1,4-diazabicyclo[2.2.2]octane)]*(x)K2SO4 [Zn2(C6H4(COO)2)2(N2(C2H4)3)]*99K2SO4, hexagonal

[(zinc)2(terephthalate)2(1,4-diazabicyclo[2.2.2]octane)]*(x)K2SO4 [Zn2(C6H4(COO)2)2(N2(C2H4)3)]*99K2SO4, hexagonal

Conditions
ConditionsYield
With DMF In solid mixt. of ZnO, C6H4(COOH)2, N2(C2H4)3 (in stoich. ratio 1:1:0.5), K2SO4 (12% weight fraction of solid reagents) and DMF ground at room temp. for 30 min; detd. by XRD;99%
terephthalic acid
100-21-0

terephthalic acid

isopropyl bromide
75-26-3

isopropyl bromide

terephthalic acid diisopropyl ester
6422-84-0

terephthalic acid diisopropyl ester

Conditions
ConditionsYield
With triethylamine at 60℃; for 2h; Inert atmosphere; Ionic liquid;99%
terephthalic acid
100-21-0

terephthalic acid

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

zinc(II) oxide

zinc(II) oxide

[Zn(1,4-benzenedicarboxylate)(H2O)]*DMF
213275-65-1

[Zn(1,4-benzenedicarboxylate)(H2O)]*DMF

Conditions
ConditionsYield
With H2O In neat (no solvent) grinding C6H4(COOH)2 with ZnO and DMF (with H2O content of 10 % v/v) for30 min; detd. by XRD;99%
In neat (no solvent) grinding C6H4(COOH)2 with ZnO and DMF for 20 min; H. Li et al., J. Am. Chem. Soc. 1998, 120, 8571; detd. by XRD;

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