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2,5-Dimethylterephthalic acid, a derivative of terephthalic acid with the molecular formula C10H10O4, is a chemical compound characterized by the presence of two methyl groups attached to the terephthalic acid molecule. This structural modification endows it with enhanced heat stability and resistance to degradation, making it a valuable component in the production of various polymers.

6051-66-7

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6051-66-7 Usage

Uses

Used in Plastics and Resin Industry:
2,5-Dimethylterephthalic acid is used as a monomer for the production of polyesters, which are essential in creating textiles, packaging materials, and engineering plastics. Its heat stability and resistance to degradation contribute to the performance and durability of these end products.
Used in Textile Industry:
In the textile industry, 2,5-Dimethylterephthalic acid is used as a key component in the synthesis of polyester fibers. These fibers are known for their strength, flexibility, and resistance to various environmental factors, making them suitable for a wide range of applications, from clothing to upholstery.
Used in Packaging Materials Industry:
2,5-Dimethylterephthalic acid is utilized in the production of packaging materials, where its properties of heat resistance and durability are crucial for protecting packaged goods during transportation and storage.
Used in Engineering Plastics Industry:
As a monomer in the synthesis of engineering plastics, 2,5-Dimethylterephthalic acid contributes to the development of high-performance materials with excellent mechanical properties, thermal stability, and chemical resistance, suitable for use in demanding applications such as automotive and electronics components.
Used in Liquid Crystal Polymers Production:
2,5-Dimethylterephthalic acid shows potential for use in the production of liquid crystal polymers, which are known for their exceptional strength, heat resistance, and chemical stability. These polymers are valuable in high-performance applications where conventional materials may not suffice.

Check Digit Verification of cas no

The CAS Registry Mumber 6051-66-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,0,5 and 1 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 6051-66:
(6*6)+(5*0)+(4*5)+(3*1)+(2*6)+(1*6)=77
77 % 10 = 7
So 6051-66-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H10O4/c1-5-3-8(10(13)14)6(2)4-7(5)9(11)12/h3-4H,1-2H3,(H,11,12)(H,13,14)

6051-66-7SDS

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 2,5-Dimethylterephthalic acid

1.2 Other means of identification

Product number -
Other names 2,5-DIMETHYLTEREPHTHALIC ACID

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:6051-66-7 SDS

6051-66-7Synthetic route

1,2,4,5-tetrahydro-p-xylene-3,6-dicarboxylic acid
106353-74-6

1,2,4,5-tetrahydro-p-xylene-3,6-dicarboxylic acid

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

Conditions
ConditionsYield
With palladium on activated charcoal93%
tetrahydrofuran
109-99-9

tetrahydrofuran

2,5-dibromo-p-xylene
1074-24-4

2,5-dibromo-p-xylene

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

Conditions
ConditionsYield
Stage #1: tetrahydrofuran; 2,5-dibromo-p-xylene With magnesium at 60℃; Schlenk technique; Inert atmosphere; Glovebox;
Stage #2: With iodine at 60℃; Schlenk technique; Inert atmosphere;
54%
carbon dioxide
124-38-9

carbon dioxide

Potassium benzoate
582-25-2

Potassium benzoate

A

terephthalic acid
100-21-0

terephthalic acid

B

2-methylterephthalic acid
5156-01-4

2-methylterephthalic acid

C

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

D

2,3,5-trimethyl-1,4-dicarboxybenzene
18087-49-5

2,3,5-trimethyl-1,4-dicarboxybenzene

E

2,3,5,6-tetramethyl-1,4-benzenedicarboxylic acid
14458-05-0

2,3,5,6-tetramethyl-1,4-benzenedicarboxylic acid

Conditions
ConditionsYield
With potassium acetate; potassium phthalate; zinc(II) oxide at 450℃; under 25858.1 Torr; Henkel Reaction;A 50%
B n/a
C n/a
D n/a
E n/a
carbon dioxide
124-38-9

carbon dioxide

2,5-dibromo-p-xylene
1074-24-4

2,5-dibromo-p-xylene

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

Conditions
ConditionsYield
Stage #1: 2,5-dibromo-p-xylene With N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium In tetrahydrofuran; pentane at -70℃; for 2.5h;
Stage #2: carbon dioxide at -70℃; Further stages.;
40%
Stage #1: 2,5-dibromo-p-xylene With n-butyllithium In tetrahydrofuran; pentane at -70℃; for 2.5h; Inert atmosphere;
Stage #2: carbon dioxide In tetrahydrofuran; pentane Cooling with acetone-dry ice;
1,2,4,5-tetramethylbenzene
95-93-2

1,2,4,5-tetramethylbenzene

A

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

B

4,6-dimethylisophthalic acid
2790-09-2

4,6-dimethylisophthalic acid

Conditions
ConditionsYield
With nitric acid
2,5-dimethylbenzene-1,4-dicarbonitrile
39095-25-5

2,5-dimethylbenzene-1,4-dicarbonitrile

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

Conditions
ConditionsYield
With sulfuric acid
With potassium hydroxide In diethylene glycol Heating;
2,4,5-trimethylbenzoic acid
528-90-5

2,4,5-trimethylbenzoic acid

A

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

B

4,6-dimethylisophthalic acid
2790-09-2

4,6-dimethylisophthalic acid

Conditions
ConditionsYield
With permanganate(VII) ion
2,5-dimethyl-4-ethylacetophenone
40920-67-0

2,5-dimethyl-4-ethylacetophenone

A

1,2,4,5-benzenetetracarboxylic acid
89-05-4

1,2,4,5-benzenetetracarboxylic acid

B

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

Conditions
ConditionsYield
With nitric acid at 140 - 150℃; im Rohr;
1,2,4,5-tetramethylbenzene
95-93-2

1,2,4,5-tetramethylbenzene

nitric acid
7697-37-2

nitric acid

A

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

B

4,6-dimethylisophthalic acid
2790-09-2

4,6-dimethylisophthalic acid

C

2,4,5-trimethylbenzoic acid
528-90-5

2,4,5-trimethylbenzoic acid

2.4.5-trimethyl-phenylglyoxylic acid

2.4.5-trimethyl-phenylglyoxylic acid

A

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

B

2.4.5-trimethyl-benzoic acid , 4.6-dimethyl-isophthalic acid

2.4.5-trimethyl-benzoic acid , 4.6-dimethyl-isophthalic acid

Conditions
ConditionsYield
With nitric acid
2.4.5-trimethyl-phenylglyoxylic acid

2.4.5-trimethyl-phenylglyoxylic acid

A

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

B

2,4,5-trimethylbenzoic acid
528-90-5

2,4,5-trimethylbenzoic acid

Conditions
ConditionsYield
With nitric acid
(2,4,5-trimethyl-phenyl)-glyoxylic acid
412035-54-2

(2,4,5-trimethyl-phenyl)-glyoxylic acid

nitric acid
7697-37-2

nitric acid

A

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

B

4,6-dimethylisophthalic acid
2790-09-2

4,6-dimethylisophthalic acid

1,2,4,5-tetramethylbenzene
95-93-2

1,2,4,5-tetramethylbenzene

A

5-methyl-1,2,4-benzenetricarboxylic acid
34240-10-3

5-methyl-1,2,4-benzenetricarboxylic acid

B

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

C

4,6-dimethylisophthalic acid
2790-09-2

4,6-dimethylisophthalic acid

D

2,4,5-trimethylbenzoic acid
528-90-5

2,4,5-trimethylbenzoic acid

Conditions
ConditionsYield
With water; oxygen; bromide; cobalt(II) acetate; manganese(II) acetate In acetic acid at 95℃; atmospheric pressure; Further byproducts.;
2,5-dibromo-p-xylene
1074-24-4

2,5-dibromo-p-xylene

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 81 percent / dimethylformamide / 48 h / Heating
2: KOH / bis-(2-hydroxy-ethyl) ether / Heating
View Scheme
2-ethyl-p-xylene
1758-88-9

2-ethyl-p-xylene

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aluminium chloride; carbon disulfide
2: nitric acid / 140 - 150 °C / im Rohr
View Scheme
1-(2,5-dimethylphenyl)-1-ethanone
2142-73-6

1-(2,5-dimethylphenyl)-1-ethanone

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: amalgamated zinc; hydrochloric acid
2: aluminium chloride; carbon disulfide
3: nitric acid / 140 - 150 °C / im Rohr
View Scheme
1,2,4,5-tetramethylbenzene
95-93-2

1,2,4,5-tetramethylbenzene

A

1,2,4,5-benzenetetracarboxylic acid
89-05-4

1,2,4,5-benzenetetracarboxylic acid

B

5-methyl-1,2,4-benzenetricarboxylic acid
34240-10-3

5-methyl-1,2,4-benzenetricarboxylic acid

C

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

Conditions
ConditionsYield
With oxygen; zirconium(IV) sulfate; cobalt(II) acetate; manganese(II) acetate; 2,6-dihydroxypyrrolo[3,4-f]isoindolo-1,3,5,7(2H,6H)tetrone In acetic acid at 80 - 120℃; under 15001.5 Torr; for 2h; Product distribution / selectivity;A 8 %Chromat.
B 50 %Chromat.
C 23 %Chromat.
1,2,4,5-tetramethylbenzene
95-93-2

1,2,4,5-tetramethylbenzene

A

5-methyl-1,2,4-benzenetricarboxylic acid
34240-10-3

5-methyl-1,2,4-benzenetricarboxylic acid

B

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

Conditions
ConditionsYield
With oxygen; zirconium(IV) sulfate; cobalt(II) acetate; manganese(II) acetate; 2,6-dihydroxypyrrolo[3,4-f]isoindolo-1,3,5,7(2H,6H)tetrone In acetic acid at 80 - 120℃; under 15001.5 Torr; for 2h; Product distribution / selectivity;A 50 %Chromat.
B 25 %Chromat.
1,2,4,5-tetramethylbenzene
95-93-2

1,2,4,5-tetramethylbenzene

A

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

B

2,4,5-trimethylbenzoic acid
528-90-5

2,4,5-trimethylbenzoic acid

Conditions
ConditionsYield
With oxygen; zirconium(IV) sulfate; cobalt(II) acetate; manganese(II) acetate; 2,6-dihydroxypyrrolo[3,4-f]isoindolo-1,3,5,7(2H,6H)tetrone In acetic acid at 60 - 70℃; under 6000.6 Torr; for 2h; Product distribution / selectivity;A 15 %Chromat.
B 50 %Chromat.
methanol
67-56-1

methanol

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

2,5-dimethylterephthalic acid, dimethyl ester
54100-53-7

2,5-dimethylterephthalic acid, dimethyl ester

Conditions
ConditionsYield
With thionyl chloride for 3h; Heating / reflux;99%
With thionyl chloride at 0℃; Reflux; Inert atmosphere;99%
With sulfuric acid
With sulfuric acid Heating;
With methanesulfonic acid for 10h; Heating; Yield given;
2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

2,5-dimethylterephthalic acid, dimethyl ester
54100-53-7

2,5-dimethylterephthalic acid, dimethyl ester

Conditions
ConditionsYield
Stage #1: 2,5-dimethylterephthalic acid; diazomethyl-trimethyl-silane In methanol; hexanes; diethyl ether at 0 - 20℃; for 0.5h;
Stage #2: With acetic acid In methanol; hexanes; diethyl ether
93%
cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

tris[4-( pyridin-4-yl)-phenyl]amine
1366291-62-4

tris[4-( pyridin-4-yl)-phenyl]amine

[Co(tris(4-(pyridin-4-yl)phenyl)amine)(2,5-dimethyl-1,4-benzenedicarboxylate)0.5Cl]n

[Co(tris(4-(pyridin-4-yl)phenyl)amine)(2,5-dimethyl-1,4-benzenedicarboxylate)0.5Cl]n

Conditions
ConditionsYield
In methanol; N,N-dimethyl-formamide at 60℃; for 48h;86%
ethanol
64-17-5

ethanol

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

K(2 - x)(NMe4)x[I2Mo10O10S10(OH)10(H2O)5]·20H2O

K(2 - x)(NMe4)x[I2Mo10O10S10(OH)10(H2O)5]·20H2O

(NMe4)2[Mo12O12S12(OH)12(H2O)2DMT]·21H2O·EtOH

(NMe4)2[Mo12O12S12(OH)12(H2O)2DMT]·21H2O·EtOH

Conditions
ConditionsYield
Stage #1: 2,5-dimethylterephthalic acid; K(2 - x)(NMe4)x[I2Mo10O10S10(OH)10(H2O)5]·20H2O With potassium hydroxide In water at 50℃; for 0.5h; pH=4.5;
Stage #2: ethanol; tetramethlyammonium chloride In water at 20℃;
85%
ammonium cerium (IV) nitrate
16774-21-3

ammonium cerium (IV) nitrate

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

water
7732-18-5

water

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

N,N-dimethyl-formamide

6C10H8O4(2-)*22H2O*4C3H7NO*[Ce6O4(OH)4](12+)

6C10H8O4(2-)*22H2O*4C3H7NO*[Ce6O4(OH)4](12+)

Conditions
ConditionsYield
at 100℃; for 0.25h; High pressure; Sealed tube;85%
2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

cesium chloride

cesium chloride

K(2 - x)(NMe4)x[I2Mo10O10S10(OH)10(H2O)5]·20H2O

K(2 - x)(NMe4)x[I2Mo10O10S10(OH)10(H2O)5]·20H2O

Cs1.94(NMe4)0.06[Mo12O12S12(OH)12(H2O)2DMT]·21H2O

Cs1.94(NMe4)0.06[Mo12O12S12(OH)12(H2O)2DMT]·21H2O

Conditions
ConditionsYield
Stage #1: 2,5-dimethylterephthalic acid; K(2 - x)(NMe4)x[I2Mo10O10S10(OH)10(H2O)5]·20H2O With potassium hydroxide In water at 50℃; for 0.5h; pH=4.5;
Stage #2: cesium chloride In water at 20℃;
81%
zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

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

N,N-dimethyl-formamide

poly[tris(μ4-2,5-dimethylbenzene-1,4-dicarboxylato)bis(N,N-dimethylformamide)-μ4-oxido-tetrazinc(II)]

poly[tris(μ4-2,5-dimethylbenzene-1,4-dicarboxylato)bis(N,N-dimethylformamide)-μ4-oxido-tetrazinc(II)]

Conditions
ConditionsYield
at 119.84℃; for 24h; High pressure; Sealed tube;80%
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

[Ni2(2,5-dimethyl-1,4-benzenedicarboxylate)2(1,4-diazabicyclo[2,2,2]octane)]

[Ni2(2,5-dimethyl-1,4-benzenedicarboxylate)2(1,4-diazabicyclo[2,2,2]octane)]

Conditions
ConditionsYield
Stage #1: 1,4-diaza-bicyclo[2.2.2]octane; nickel(II) chloride hexahydrate; 2,5-dimethylterephthalic acid In N,N-dimethyl-formamide for 24h;
Stage #2: In N,N-dimethyl-formamide at 120℃; for 48h; Sealed tube;
79%
2,5-bis(pyridine-4-yl)thiazolo[5,4-d]thiazole
97193-46-9

2,5-bis(pyridine-4-yl)thiazolo[5,4-d]thiazole

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

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

N,N-dimethyl-formamide

0.5C14H8N4S2*0.5C10H8O4(2-)*C3H7NO*0.5Zn(2+)

0.5C14H8N4S2*0.5C10H8O4(2-)*C3H7NO*0.5Zn(2+)

Conditions
ConditionsYield
at 100℃; for 48h; Autoclave;78%
zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

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

N,N-dimethyl-formamide

[Zn3(2,5-dimethylterephthalate)3(N,N-dimethylformamide)2]n

[Zn3(2,5-dimethylterephthalate)3(N,N-dimethylformamide)2]n

Conditions
ConditionsYield
With 1,3-di(4-pyridyl)propane at 120℃; for 48h; High pressure;59%
at 20 - 110℃; for 79.5h;35.92%
zirconocene dichloride
1291-32-3

zirconocene dichloride

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

water
7732-18-5

water

[(zirconium)12(μ3-O)4(μ2-OH)12(Cp)12(2,5-dimethylbenzene-1,4-dicarboxylic acid)6]Cl4

[(zirconium)12(μ3-O)4(μ2-OH)12(Cp)12(2,5-dimethylbenzene-1,4-dicarboxylic acid)6]Cl4

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 65℃; for 8h;59%
zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

N,N-dimethyl acetamide
127-19-5

N,N-dimethyl acetamide

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

2C4H9NO*3Zn(2+)*3C10H8O4(2-)

2C4H9NO*3Zn(2+)*3C10H8O4(2-)

Conditions
ConditionsYield
at 20 - 110℃; for 79.5h;58.93%
zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

[Zn(μ3-OH)4(μ4-2,5-dimethylbenzenedicarboxylate)(μ5-2,5-dimethylbenzenedicarboxylate)2]n

[Zn(μ3-OH)4(μ4-2,5-dimethylbenzenedicarboxylate)(μ5-2,5-dimethylbenzenedicarboxylate)2]n

Conditions
ConditionsYield
With NaOH; HNO3 In water High Pressure; the carboxylic acid and 2 equiv. of NaOH were dissolved in H2O, pH was adjusted to 7 with HNO3, 1 equiv. of Zn-salt was added, teflon-lined steel autoclave, heating to 170 °C with 0.2 °C/min rate, keeping at this temp. for 3 d; slow cooling to room temp. (0.1 °C/min), crystals were filtered off, washed with H2O, dried in air, elem. anal.;57%
2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

(3S,4S)-N3,N4-bis(((1S,2R)-2-phenylcyclopropyl)carbamoyl)pyrrolidine-3,4-dicarboxamide hydrochloride

(3S,4S)-N3,N4-bis(((1S,2R)-2-phenylcyclopropyl)carbamoyl)pyrrolidine-3,4-dicarboxamide hydrochloride

(3S,3’S,4S,4’S)-1,1’-(2,5-dimethylterephthaloyl)-bis(N3,N4-bis((1S,2R)-2-phenylcyclopropyl)pyrrolidine-3,4-dicarboxamide).

(3S,3’S,4S,4’S)-1,1’-(2,5-dimethylterephthaloyl)-bis(N3,N4-bis((1S,2R)-2-phenylcyclopropyl)pyrrolidine-3,4-dicarboxamide).

Conditions
ConditionsYield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 23℃; for 18h;55%
zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

Zn4O(2,5-dimethylbenzene-1,4-dicarboxylate)3

Zn4O(2,5-dimethylbenzene-1,4-dicarboxylate)3

Conditions
ConditionsYield
at 99.84℃; for 24h; High pressure; Sealed tube;52%
zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

benzene-1,3,5-triacrylic acid
41009-88-5

benzene-1,3,5-triacrylic acid

Zn4O(2,5-dimethyl-1,4-benzenedicarboxylic acid)(benzene-1,3,5-triacrylic acid)4/3

Zn4O(2,5-dimethyl-1,4-benzenedicarboxylic acid)(benzene-1,3,5-triacrylic acid)4/3

Conditions
ConditionsYield
In ethanol; N,N-dimethyl-formamide at 85℃; for 24h;43%
pyridine
110-86-1

pyridine

1-methyl-pyrrolidin-2-one
872-50-4

1-methyl-pyrrolidin-2-one

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

{[Zn(2,5-dimethylbenzene-1,4-dicarboxylic acid)(pyridine)]·N-methylpyrrolidone}2n

{[Zn(2,5-dimethylbenzene-1,4-dicarboxylic acid)(pyridine)]·N-methylpyrrolidone}2n

Conditions
ConditionsYield
at 90℃; for 3h;33.04%
zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

[Zn(μ4-2,5-dimethylbenzenedicarboxylate)]n

[Zn(μ4-2,5-dimethylbenzenedicarboxylate)]n

Conditions
ConditionsYield
With NaOH; HNO3 In water High Pressure; the carboxylic acid and 2 equiv. of NaOH were dissolved in H2O, pH was adjusted to 7 with HNO3, 1 equiv. of Zn-salt was added, teflon-lined steel autoclave, heating to 150 °C with 0.2 °C/min rate, keeping at this temp. for 3 d; slow cooling to room temp. (0.1 °C/min), crystals were filtered off, washed with H2O, dried in air, elem. anal.;31%
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

Zn2(2,5-dimethyl-1,4-benzenedicarboxylate)2(diazabicyclo[2.2.2]octane)

Zn2(2,5-dimethyl-1,4-benzenedicarboxylate)2(diazabicyclo[2.2.2]octane)

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 120℃; for 24h;25.3%
In N,N-dimethyl-formamide at 20℃; for 4h; Alkaline conditions;
zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

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

N,N-dimethyl-formamide

3C10H8O4(2-)*2C3H7NO*C2H7N*4Zn(2+)*O(2-)

3C10H8O4(2-)*2C3H7NO*C2H7N*4Zn(2+)*O(2-)

Conditions
ConditionsYield
With water at 20 - 110℃; for 79.5h;21%
2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

2,5-dimethyl-terephthaloyl dichloride
4693-44-1

2,5-dimethyl-terephthaloyl dichloride

Conditions
ConditionsYield
With phosphorus pentachloride
With phosphorus pentachloride; benzene
2,5-dimethylterephthalic acid
6051-66-7

2,5-dimethylterephthalic acid

4-(N-isopropylamidino)-1,2-phenylene diamine
148344-30-3

4-(N-isopropylamidino)-1,2-phenylene diamine

1,4-bis(5-amidino-2-benzimidazolyl)-2,5-dimethylbenzene

1,4-bis(5-amidino-2-benzimidazolyl)-2,5-dimethylbenzene

Conditions
ConditionsYield
With PPA 1.) 110 deg C, 45 min, 2.) from 110 to 200 deg C, 2 h;

6051-66-7Relevant academic research and scientific papers

A Charged Coordination Cage-Based Porous Salt

Gosselin, Aeri J.,Decker, Gerald E.,Antonio, Alexandra M.,Lorzing, Gregory R.,Yap, Glenn P. A.,Bloch, Eric D.

, p. 9594 - 9598 (2020)

Metal-organic frameworks and porous coordination cages have shown incredible promise as a result of their high tunability. However, syntheses pursuing precisely targeted mixed functionalities, such as multiple ligand types or mixed-metal compositions are often serendipitous, require postsynthetic modification strategies, or are based on complex ligand design. Herein, we present a new method for the controlled synthesis of mixed functionality metal-organic materials via the preparation of porous salts. More specifically, the combination of porous ionic molecules of opposite charge affords framework-like materials where the ratio between cationic cage and anionic cage is potentially tunable. The resulting doubly porous salt displays the spectroscopic signatures of the parent cages with increased gas uptake capacities as compared to starting materials. This approach will be widely applicable to all families of porous ions and represents a new and powerful method for the synthesis of porous solids with tailored functionalities.

BIS-BENZIMIDAZOLE COMPOUNDS AND METHODS OF USING SAME

-

Paragraph 00976-00978, (2019/06/05)

Provided herein are compounds and methods for modulating abnormal repeat expansions of gene sequences. More particularly, provided are inhibitors of RNA and the uses of such inhibitors in regulating nucleotide repeat expansions, e.g., to treat Myotonic Dystrophy Type 1 (DM1 ), Myotonic Dystrophy Type 2 (DM2), Fuchs dystrophy, Huntington Disease, Amyotrophic Lateral Sclerosis, or Frontotemporal Dementia.

PROCESS FOR PRODUCING AROMATIC POLYCARBOXYLIC ACID

-

Page/Page column 13-14, (2011/04/18)

A process for producing an aromatic polycarboxylic acid in which all alkyl groups are converted into carboxyl groups in a high yield by decreasing a residual amount of an intermediate product is provided. The process comprises oxygen-oxidizing an aromatic compound having a plurality of alkyl groups (e.g., durene) in the presence of a catalyst containing a cyclic imino unit having an N—OR group (wherein R represents a hydrogen atom or a protecting group for a hydroxyl group) and a transition metal co-catalyst (e.g., a cobalt compound, a manganese compound, and a zirconium compound) under heating in a lower-temperature zone and a higher-temperature zone to produce an aromatic polycarboxylic acid in which a plurality of alkyl groups are oxidized into carboxyl groups. In an initial stage of the reaction, the reaction may be conducted in a first lower-temperature zone (a reaction temperature of 60 to 120° C. and a second lower-temperature zone (an intermediate temperature zone) (a reaction temperature of 100 to 140° C.); and then, in a latter stage of the reaction, the reaction may be conducted in a higher-temperature zone (a reaction temperature of 110 to 150° C.).

ALKYL CARBOXYLATE SALTS AS SOLVENTS FOR HENKEL-RELATED PROCESSES

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Page/Page column 6-7, (2008/06/13)

Disclosed is the use of one or more molten salts or a mixture thereof for use as a reaction medium in a process for the preparation of an aromatic diacid which comprises heating an alkali metal salt of an aromatic monocarboxylic acid or asymmetrical aromatic dicarboxylic acid under pressure with carbon dioxide gas in the presence of a catalyst at suitable reaction conditions. The molten salt reaction medium provides advantages in a disproportionation reaction to produce, for example, purified terephthalic acid. In another aspect of the invention, novel methylated diacids are produced.

The complex synergy of water in the metal/bromide autoxidation of hydrocarbons caused by benzylic bromide formation

Partenheimer, Walt

, p. 297 - 306 (2007/10/03)

One of the most active and selective catalysts in homogeneous liquid phase oxidation using molecular oxygen (O2) is a mixture of cobalt, manganese and bromide salts in acetic acid. It has been used to produce hundreds of different carboxylic acids in high yield and purity including the commercial production of terephthalic acid from p-xylene. Water is normally a by-product in these reactions and it is shown here that its concentration is an important reaction variable. In anhydrous acetic acid, with reagents with sufficiently strong electron-withdrawing substitutents (toluene, 4-carboxytoluene, 4-chlorotoluene), all of the active bromide becomes inactive via benzylic bromide formation. The Co/Mn/ Br catalyst is therefore converted to a Co/Mn catalyst which is dubbed 'catalyst failure' because of its undesirable characteristics of lower activity, decreased selectivity especially towards over-oxidation and color formation. For 4-chlorotoluene, increasing the water concentration to 5 weight % initially decreases the rate of reaction but eventually is more active and selective because the oxidation and hydrolysis of the benzylic bromide allows for sufficient active catalytic bromide. It is shown that benzylic bromides do not 'promote' the reaction and that both oxidation and solvolysis of the benzylic bromide occurs during autoxidation. During polymethylbenzene oxidation, benzylic bromide formation occurs only with the most reactive methyl group. The complex factors during metal/bromide autoxidation -some favored by increased water concentration and others detrimental - are outlined.

Minor groove DNA binders as antimicrobial agents. 1. Pyrrole tetraamides are potent antibacterials against vancomycin resistant Enteroccoci and methicillin resistant Staphylococcus aureus

Dyatkina, Natalia B.,Roberts, Christopher D.,Keicher, Jesse D.,Dai, Yuqin,Nadherny, Joshua P.,Zhang, Wentao,Schmitz, Uli,Kongpachith, Ana,Fung, Kevin,Novikov, Alexander A.,Lou, Lillian,Velligan, Mark,Khorlin, Alexander A.,Chen, Ming S.

, p. 805 - 817 (2007/10/03)

A new series of short pyrrole tetraamides are described whose submicromolar DNA binding affinity is an essential component for their strong antibacterial activity. This class of compounds is related to the linked bis-netropsins and bis-distamycins, but here, only one amino-pyrrole-carboxamide unit and an amidine tail is connected to either side of a central dicarboxylic acid linker. The highest degree of DNA binding, measured by compound-induced changes in UV melting temperatures of an AT-rich DNA oligomer, was observed for flat, aromatic linkers with no inherent bent, i.e., terephthalic acid or 1,4-pyridine-dicarboxylic acid. However, the antibacterial activity is critically linked to the size of the N-alkyl substiutent of the pyrrole unit. None of the tetraamides with the commonly used methyl-pyrrole showed antibacterial activity. Isoamyl- or cyclopropylmethylene-substituted dipyrrole derivatives have the minimum inhibitory concentrations in the submicromolar range. In vitro toxicity against human T-cells was studied for all compounds. The degree to which compounds inhibited cell growth was neither directly correlated to DNA binding affinity nor directly correlated to antibacterial activity but seemed to depend strongly on the nature of the N-alkyl pyrrole substituents.

A Selective Receptor for Arginine Derivatives in Aqueous Media. Energetic Consequences of Salt Bridges That Are Highly Exposed to Water

Ngola, Sarah M.,Kearney, Patrick C.,Mecozzi, Sandro,Russell, Keith,Dougherty, Dennis A.

, p. 1192 - 1201 (2007/10/03)

Quantitative measures of salt-bridge-type interactions in a highly exposed aqueous environment have been obtained by modifying the well-studied cyclophane platform 1 to include carboxylates in close proximity to bound, cationic guests, producing hosts 2 and 3. Many guests show significantly enhanced binding to 2 and 3, but cations of the RNMe3+ type show little or no enhancement. We propose that the latter observations result from the fact that RNMe3+ compounds have very diffuse positive charges. Guests that show enhanced binding have focused regions of large, positive electrostatic potential. The highly charged 3 is able to bind very polar, very well-solvated guests, including a series of arginine-based dipeptides. Neutral, water-soluble host 4 was prepared and found to show a decreased affinity for cationic guests. We propose a novel induced dipole mechanism to rationalize these results.

Novel Dimerisation Reaction of Hydrocarbons with Cs-K-Na Alloy

Sengupta, Dibyendu,Quest, Dean E.,Grovenstein, Erling

, p. 187 - 188 (2007/10/02)

m-Xylene undergoes dimerisation with Cs-K-Na alloy at -48 deg C to give 1,1',4,4'-tetrahydro-3,3',5,5'-tetramethylbiphenyl (3) while o- and p-xylenes do not follow such a reaction under identical conditions.

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