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1459-93-4

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1459-93-4 Usage

General Description

Dimethyl isophthalate (DMI) is an organic chemical compound used frequently as a plasticizer that increases materials' flexibility, transparency, durability, and longevity. With the molecular formula C10H10O4, it belongs to the group of isophthalates along with similar compounds like diethyl isophthalate and bis(2-methylpropyl) isophthalate. It is predominantly used in manufacturing polyvinyl chloride plastics, which can be found in numerous products like film for food packaging, children's toys, and medical devices. DMI is not expected to bio-accumulate in aquatic species given its low potential for environmental persistence. However, due to its wide use, it could pose potential human exposure and health risks, hence some countries regulate its use.

Check Digit Verification of cas no

The CAS Registry Mumber 1459-93-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,5 and 9 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1459-93:
(6*1)+(5*4)+(4*5)+(3*9)+(2*9)+(1*3)=94
94 % 10 = 4
So 1459-93-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H10O4/c1-13-9(11)7-4-3-5-8(6-7)10(12)14-2/h3-6H,1-2H3

1459-93-4 Well-known Company Product Price

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  • Alfa Aesar

  • (B23779)  Dimethyl isophthalate, 98%   

  • 1459-93-4

  • 100g

  • 279.0CNY

  • Detail
  • Alfa Aesar

  • (B23779)  Dimethyl isophthalate, 98%   

  • 1459-93-4

  • 500g

  • 371.0CNY

  • Detail
  • Alfa Aesar

  • (B23779)  Dimethyl isophthalate, 98%   

  • 1459-93-4

  • 2500g

  • 1323.0CNY

  • Detail
  • Sigma-Aldrich

  • (14181)  Dimethylisophthalate  TraceCERT®, certified reference material

  • 1459-93-4

  • 14181-50MG

  • 785.07CNY

  • Detail
  • Sigma-Aldrich

  • (44291)  Dimethylisophthalate  analytical standard

  • 1459-93-4

  • 44291-100MG

  • 458.64CNY

  • Detail

1459-93-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name Dimethyl isophthalate

1.2 Other means of identification

Product number -
Other names Dimethylios-phthalate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
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:1459-93-4 SDS

1459-93-4Synthetic route

methanol
67-56-1

methanol

isophthalic acid
121-91-5

isophthalic acid

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
With boron trifluoride at 65℃; for 0.333333h;100%
With thionyl chloride at 20℃; for 72h;95.7%
With 4-methyl-morpholine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride for 3h;92%
phosgene
75-44-5

phosgene

isophthalic acid
121-91-5

isophthalic acid

A

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

B

benzene-1,3-dicarbonyl dichloride
99-63-8

benzene-1,3-dicarbonyl dichloride

Conditions
ConditionsYield
With pyridine In dichloromethaneA n/a
B 100%
dimethyl 5-pivaloxyisophthalate
1283160-97-3

dimethyl 5-pivaloxyisophthalate

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel(0); (dimethoxy)methylsilane; tricyclohexylphosphine In toluene at 80℃; for 12h; Inert atmosphere;99%
methanol
67-56-1

methanol

1,3-bis-trichloromethyl-benzene
881-99-2

1,3-bis-trichloromethyl-benzene

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
at 20℃; for 6h; UV-irradiation;99%
5-iodo-isophthalic acid dimethyl ester
51839-15-7

5-iodo-isophthalic acid dimethyl ester

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
With Ac-Cys-OMe; bismuth(III) oxide; N-ethyl-N,N-diisopropylamine In dichloromethane for 48h; Irradiation;96%
dimethyl 5-bromoisophthalate
51760-21-5

dimethyl 5-bromoisophthalate

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
With formic acid; tributyl-amine; 10-phenyl-10H-phenothiazine In acetonitrile at 20℃; for 24h; Inert atmosphere; UV-irradiation;94%
methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

3-Fluorosulfonyloxy-benzoic acid methyl ester
141694-38-4

3-Fluorosulfonyloxy-benzoic acid methyl ester

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
With triethylamine; palladium diacetate; 1,3-bis-(diphenylphosphino)propane In dimethyl sulfoxide under 760 Torr; a) room temperature, 15 min, b) 60 deg C, 2 h;92%
methanol
67-56-1

methanol

Isophthalaldehyde
626-19-7

Isophthalaldehyde

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
With Oxone; indium(III) triflate for 1.5h; Reflux;92%
With Oxone at 60℃; for 0.666667h; Sonication;90%
Stage #1: methanol; Isophthalaldehyde With pyridine at 20℃; for 0.0833333h;
Stage #2: With N-Bromosuccinimide at 20℃; for 9h;
100 %Chromat.
3-(5,5-dimethyl-1,3,2-dioxaborinanyl)-1-methoxycarbonylbenzene
585524-77-2

3-(5,5-dimethyl-1,3,2-dioxaborinanyl)-1-methoxycarbonylbenzene

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

methyl iodide
74-88-4

methyl iodide

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
Stage #1: 3-(5,5-dimethyl-1,3,2-dioxaborinanyl)-1-methoxycarbonylbenzene; di-tert-butyl dicarbonate With 4,4'-dimethyl-2,2'-bipyridines; lithium methanolate; copper(l) chloride In N,N-dimethyl acetamide at 30℃; for 6h; Inert atmosphere; Schlenk technique;
Stage #2: methyl iodide In N,N-dimethyl acetamide at 30℃; for 2h; Schlenk technique;
91%
methanol
67-56-1

methanol

Isophthalaldehyde
626-19-7

Isophthalaldehyde

A

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

B

m-formylphenyl benzoic acid
619-21-6

m-formylphenyl benzoic acid

Conditions
ConditionsYield
With dihydrogen peroxide at 20 - 70℃; for 15h; Green chemistry;A 90%
B 8%
isophthalic acid
121-91-5

isophthalic acid

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
With layered double hydroxide - supported L-methionine at 180℃; for 6h; Autoclave; chemoselective reaction;89%
With dimanganese decacarbonyl at 180℃; for 1h; Sealed tube;
tert-butyl methyl ether
1634-04-4

tert-butyl methyl ether

benzene 1,3-dicarboxylic acid monomethyl ester
1877-71-0

benzene 1,3-dicarboxylic acid monomethyl ester

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
With iron(III) trifluoromethanesulfonate at 90℃; Schlenk technique;88%
propynoic acid methyl ester
922-67-8

propynoic acid methyl ester

methyl 5-(N,N-dimethylamino)-2,4-pentadienoate
187808-48-6

methyl 5-(N,N-dimethylamino)-2,4-pentadienoate

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
In xylene for 12h; Heating;87.3%
methanol
67-56-1

methanol

1-bromo-3-chlorobenzene
108-37-2

1-bromo-3-chlorobenzene

carbon monoxide
201230-82-2

carbon monoxide

A

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

B

methyl 3-chlorobenzoate
2905-65-9

methyl 3-chlorobenzoate

C

3-chlorobenzoate
535-80-8

3-chlorobenzoate

Conditions
ConditionsYield
With tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 8h; Irradiation;A 2.5%
B 86%
C 9.5%
methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

1,3-dibromobenzene
108-36-1

1,3-dibromobenzene

A

isophthalic acid
121-91-5

isophthalic acid

B

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

C

methyl 3-bromobenzoate
618-89-3

methyl 3-bromobenzoate

Conditions
ConditionsYield
With tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 14h; Irradiation;A 5%
B 86%
C 8%
1-bromo-3-chlorobenzene
108-37-2

1-bromo-3-chlorobenzene

carbon monoxide
201230-82-2

carbon monoxide

A

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

B

methyl 3-chlorobenzoate
2905-65-9

methyl 3-chlorobenzoate

C

3-chlorobenzoate
535-80-8

3-chlorobenzoate

Conditions
ConditionsYield
With methanol; tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 8h; Irradiation;A 2.5%
B 86%
C 9.5%
carbon monoxide
201230-82-2

carbon monoxide

1,3-dibromobenzene
108-36-1

1,3-dibromobenzene

A

isophthalic acid
121-91-5

isophthalic acid

B

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

C

methyl 3-bromobenzoate
618-89-3

methyl 3-bromobenzoate

Conditions
ConditionsYield
With methanol; tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 14h; Irradiation;A 5%
B 86%
C 8%
methanol
67-56-1

methanol

(1S,4S,8R)-8-(2-Chloro-ethoxy)-3-oxo-2-oxa-bicyclo[2.2.2]oct-5-ene-6-carboxylic acid methyl ester
126717-94-0, 126786-51-4

(1S,4S,8R)-8-(2-Chloro-ethoxy)-3-oxo-2-oxa-bicyclo[2.2.2]oct-5-ene-6-carboxylic acid methyl ester

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
With toluene-4-sulfonic acid for 6h; Heating;83%
methyl coumalate
6018-41-3

methyl coumalate

methyl (2E)-3-methoxy-2-propenoate
5788-17-0

methyl (2E)-3-methoxy-2-propenoate

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
In toluene at 200℃; for 16h; Diels-Alder Cycloaddition; Inert atmosphere; Sealed tube;83%
methyl 8-butoxy-3-oxo-2-oxabicyclo[2.2.2]oct-5-ene-6-carboxylate

methyl 8-butoxy-3-oxo-2-oxabicyclo[2.2.2]oct-5-ene-6-carboxylate

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol at 65℃; for 18h; Catalytic behavior; Reagent/catalyst; Temperature;82%
methanol
67-56-1

methanol

benzene 1,3-dicarboxylic acid monomethyl ester
1877-71-0

benzene 1,3-dicarboxylic acid monomethyl ester

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
With oxygen; potassium carbonate In hexane at 20℃; for 14h; Sonication;72%
methanol
67-56-1

methanol

isophthalic acid
121-91-5

isophthalic acid

A

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

B

dimethyl 5-bromoisophthalate
51760-21-5

dimethyl 5-bromoisophthalate

Conditions
ConditionsYield
Stage #1: isophthalic acid With sulfuric acid; sulfur trioxide; bromine at 150℃; for 7h;
Stage #2: methanol With sulfuric acid at 120℃;
A 26.8%
B 65.1%
4-amino-1-hydroxycyclohexa-3,5-diene-1,3-dicarboxylic acid dimethyl ester
177913-48-3

4-amino-1-hydroxycyclohexa-3,5-diene-1,3-dicarboxylic acid dimethyl ester

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
With BF3 etherate; sodium hydrogencarbonate In dichloromethane; benzene62%
methanol
67-56-1

methanol

m-xylene
108-38-3

m-xylene

A

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

B

1-methoxycarbonyl-3-methylbenzene
99-36-5

1-methoxycarbonyl-3-methylbenzene

C

m-Toluic acid
99-04-7

m-Toluic acid

Conditions
ConditionsYield
Stage #1: m-xylene With manganese(IV) oxide; oxygen; cobalt(II) diacetate tetrahydrate at 156℃; under 7500.75 Torr;
Stage #2: methanol Reagent/catalyst; Temperature; Pressure;
A 8.3%
B 57.7%
C 24.9%
methanol
67-56-1

methanol

(1S,4S,8R)-8-Ethoxy-3-oxo-2-oxa-bicyclo[2.2.2]oct-5-ene-6-carboxylic acid methyl ester
95536-87-1, 126786-50-3

(1S,4S,8R)-8-Ethoxy-3-oxo-2-oxa-bicyclo[2.2.2]oct-5-ene-6-carboxylic acid methyl ester

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
With toluene-4-sulfonic acid for 6h; Heating;51%
methanol
67-56-1

methanol

isophthalic acid
121-91-5

isophthalic acid

A

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

B

benzene 1,3-dicarboxylic acid monomethyl ester
1877-71-0

benzene 1,3-dicarboxylic acid monomethyl ester

Conditions
ConditionsYield
With sulfuric acid In tetrahydrofuran at 65℃;A n/a
B 42%
4-methoxycarbonyl-3a,4-dihydrophthalide
96600-64-5

4-methoxycarbonyl-3a,4-dihydrophthalide

propynoic acid methyl ester
922-67-8

propynoic acid methyl ester

A

4-methoxycarbonyl-phthalide
65399-15-7

4-methoxycarbonyl-phthalide

B

phthalic acid dimethyl ester
131-11-3

phthalic acid dimethyl ester

C

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
In xylene for 40h; Heating;A 37%
B 10%
C 41%
isophthalic acid
121-91-5

isophthalic acid

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Conditions
ConditionsYield
With diethyl ether
methanol
67-56-1

methanol

benzene-1,3-dicarbonyl dichloride
99-63-8

benzene-1,3-dicarbonyl dichloride

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

isophthalic acid ; disilver (I)-compound
57664-97-8, 64803-72-1

isophthalic acid ; disilver (I)-compound

methyl iodide
74-88-4

methyl iodide

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

isophthalic dihydrazide
2760-98-7

isophthalic dihydrazide

Conditions
ConditionsYield
With hydrazine hydrate In methanol at 70℃; for 4h;100%
With hydrazine hydrate In methanol91%
With hydrazine hydrate In ethanol Reflux;86%
dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

dimethyl amine
124-40-3

dimethyl amine

N,N-dimethylisophthalamic acid methyl ester
69383-71-7

N,N-dimethylisophthalamic acid methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; methanol at 20℃; for 2h;100%
dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

benzene 1,3-dicarboxylic acid monomethyl ester
1877-71-0

benzene 1,3-dicarboxylic acid monomethyl ester

Conditions
ConditionsYield
With potassium hydroxide In methanol at 20℃; for 15h;99.2%
With sodium hydroxide In methanol; acetone at 20℃; for 24h; Substitution;98%
Stage #1: dimethyl Isophthalate With methanol; sodium hydroxide In acetone at 20℃; for 25h; Inert atmosphere;
Stage #2: With hydrogenchloride; water pH=1;
98%
dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

1,3-dimethanol benzene
626-18-6

1,3-dimethanol benzene

Conditions
ConditionsYield
With C24H38Cl2N3PRu; hydrogen; sodium methylate In tetrahydrofuran at 25℃; under 38002.6 Torr; for 16h; Autoclave;99%
With C24H38Cl2N3PRu; hydrogen; sodium methylate In tetrahydrofuran at 25℃; under 37503.8 Torr; for 16h;99%
With lithium borohydride In tetrahydrofuran at 20℃; for 23h;95%
dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

dimethyl 5-(pinacolboryl)isophthalate
944392-68-1

dimethyl 5-(pinacolboryl)isophthalate

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1-(4,4'-di-tert-butyl-[2,2'-bipyridin]-6-yl)-2-(dimethyl(phenyl)silyl)-2,3-dihydro-1H-benzo[d][1,3,2]diazaborole Inert atmosphere; Schlenk technique; Sealed tube;99%
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; cyclopentyl methyl ether; 1,1'-di(pyridin-2-yl)-1,1',3,3'-tetrahydro-2,2'-bibenzo[d][1,3,2]diazaborole at 100℃; for 16h; Schlenk technique; Inert atmosphere;95%
Stage #1: bis(pinacol)diborane With C24H28ClIrN2O In n-heptane; isopropyl alcohol at 75℃; for 1h; Sealed tube; Inert atmosphere;
Stage #2: dimethyl Isophthalate In n-heptane; isopropyl alcohol Sealed tube; Inert atmosphere;
91%
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE
36768-62-4

4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamide
42774-15-2

N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamide

Conditions
ConditionsYield
With sodium methylate In methanol at 60 - 110℃; for 1.5h; Temperature; Inert atmosphere; Large scale;98.5%
In octane at 150 - 160℃; under 6750.68 - 8250.83 Torr; for 15h; Pressure; Solvent; Temperature; Autoclave; Inert atmosphere;97%
With solid supported catalyst C1 In acetonitrile at 20 - 70℃; for 15h; Reagent/catalyst;96.7%
at 190 - 230℃; for 7h; Large scale;93.5%
at 190 - 230℃; for 7h; Large scale;93.5%
2-propynyl 2,3:4,6-di-O-isopropylidene-α-D-mannopyranoside
854261-90-8

2-propynyl 2,3:4,6-di-O-isopropylidene-α-D-mannopyranoside

dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

1,3-bis-[1,7-di-O-(2,3:4,6-di-O-isopropylidene-α-D-mannopyranosyl)hep-2,5-diyn-1,4,7-triol-4-yl]benzene
854261-97-5

1,3-bis-[1,7-di-O-(2,3:4,6-di-O-isopropylidene-α-D-mannopyranosyl)hep-2,5-diyn-1,4,7-triol-4-yl]benzene

Conditions
ConditionsYield
Stage #1: 2-propynyl 2,3:4,6-di-O-isopropylidene-α-D-mannopyranoside With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 1h;
Stage #2: dimethyl Isophthalate In tetrahydrofuran; hexane at 20℃; for 24h;
98%
dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

ethylenediamine
107-15-3

ethylenediamine

Conditions
ConditionsYield
In methanol at 25℃; for 12h;98%
In acetonitrile for 5h; Reflux;31.3%
dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

Trimethylenediamine
109-76-2

Trimethylenediamine

1,3-bis-[N-((N'-3-aminopropyl)propyl-3-amine)methylamine]benzene
819883-45-9

1,3-bis-[N-((N'-3-aminopropyl)propyl-3-amine)methylamine]benzene

Conditions
ConditionsYield
In methanol at 25℃; for 12h;98%
dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

1,4-diaminobutane
110-60-1

1,4-diaminobutane

C16H26N4O2
1104610-46-9

C16H26N4O2

Conditions
ConditionsYield
In methanol at 25℃; for 12h;98%
dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

dibutyldimethoxytin
1067-55-6

dibutyldimethoxytin

2,2-dimethoxyethylamine
22483-09-6

2,2-dimethoxyethylamine

N,N'-bis(2,2-dimethoxyethyl)isophthalamide

N,N'-bis(2,2-dimethoxyethyl)isophthalamide

Conditions
ConditionsYield
94%
dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

Conditions
ConditionsYield
With iron(III) chloride; Nitrogen dioxide; ozone In 1,2-dichloro-ethane at 5℃; for 1.5h; Product distribution; Further Variations:; Solvents; Reagents;92%
With sulfur dioxide; dinitrogen pentoxide 1.) -78 to -11 deg C, 2 h, 2.) -11 deg C, 2 h;90%
With sulfuric acid; sulfur trioxide; nitric acid
dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

dimethyl cyclohexane-1,3-dicarboxylate
62638-06-6

dimethyl cyclohexane-1,3-dicarboxylate

Conditions
ConditionsYield
With hydrogen; W-2 Raney nickel In tetrahydrofuran at 130℃; under 87915.2 Torr; for 30h;91%
With hydrogen; Rh/Al2O3 under 2585.7 Torr;85%
With hydrogen; tetra(n-butyl)ammonium hydrogensulfate; di-μ-chlorobis(norbornadiene)dirhodium(I) In phosphate buffer; cyclohexane at 60℃; under 2585.74 Torr; for 24h; pH=7.4; Catalytic hydrogenation;82.1%
With hydrogen; W 2 Raney nickel In tetrahydrofuran; methanol at 100 - 105℃; under 82743.7 Torr; for 15h;80%
With hydrogen; Rh/Al2O3
dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

5-iodo-isophthalic acid dimethyl ester
51839-15-7

5-iodo-isophthalic acid dimethyl ester

Conditions
ConditionsYield
With sodium periodate; sulfuric acid; iodine at 36℃; for 12h; Inert atmosphere;91%
With sodium periodate; sulfuric acid; iodine at 20℃;76%
With sodium periodate; sulfuric acid; iodine at 30℃;61%
dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

N,N’-bis(3-hydroxypropyl)isophthalamide
42089-95-2

N,N’-bis(3-hydroxypropyl)isophthalamide

Conditions
ConditionsYield
at 120 - 140℃; for 2.5h;90%
dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

3-acetylenephenylamine
54060-30-9

3-acetylenephenylamine

C17H13NO3

C17H13NO3

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -78℃; Inert atmosphere;90%
dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

hexadecylmagnesium halogenide

hexadecylmagnesium halogenide

17,17'-(1,3-phenylene)ditritriacontan-17-ol
1350559-68-0

17,17'-(1,3-phenylene)ditritriacontan-17-ol

Conditions
ConditionsYield
In diethyl ether at 20℃; for 12h;89%

1459-93-4Relevant articles and documents

Berson,Salomon

, p. 4620 (1971)

Surface-enhanced infrared absorption of DMIP on gold-germanium substrates coated by self-assembled monolayers

Domingo,García-Ramos,Sánchez-Cortés,Aznarez

, p. 419 - 427 (2003)

Gold islands coated with self-assembled monolayers of three enough different thiols - thiophenol, propanethiol and octadecanethiol - are shown to enable the detection of molecules without polar groups, such as dimehylisophthalate (DMIP), using Surface enhanced infrared absorption (SEIRA). Binding of thiols was studied using SERS and SEIRA. The careful comparison of the transmission and p-polarized external reflection SEIRA spectra of DMIP taken using the modified substrates, with the corresponding spectra taken on the uncoated gold-Ge and bare Ge and CaF2 surfaces, has allowed to elucidate the role played by the underlayer substrate and the different thiols in the total observed enhancement effect. Furthermore, the DMIP orientation with respect to the gold surface for each thiol-coating has also been deduced, confirming that the surface selection rule in our case applies both to reflection and transmission SEIRA spectra. No SERS spectra of DMIP, either on the modified or on the uncoated gold substrates, were revealed.

Electrochemical Reduction of Pyridine- and Benzene-Substituted n-Alkyl Esters and Thioic S-Esters in Acetomtrile

Webster, Richard D.,Bond, Alan M.

, p. 1779 - 1787 (1997)

Bulk controlled potential electrolysis experiments have been performed on a wide range of n-alkyl- substituted esters and thioic S-esters of pyridine and benzene in dry acetonitrile with tetraalkylammonium salts as the supporting electrolyte. In most cases, the bulk one-electron reduction of oxygen esters results in unstable or semistable radicals being formed that decompose via loss of the alkyl radical to leave the carboxylate anion in high yield (ca. 70-100%). Benzoate and dinicotinate esters are the exception to this where the final decomposition products are numerous and complicated. For the thioic S-esters, two types of decomposition mechanism have been identified as operating depending on the stability of their anion radicals. Thioic S-ester radical anions that are very unstable (lifetimes in the order of several milliseconds) decompose with loss of the thiolate ion to leave a neutral acyl radical that undergoes aromatic substitution reactions with other acyl radicals to form, among other products, γ-lactones. Thioic S-esters radical anions that are stable for many minutes to hours ultimately decompose via reaction with molecular oxygen to form carboxylate anions.

Novel Isophthalohydrazide-cDB24C8 cryptand derivative for the selective recognition of fluoride ion: An experimental and DFT study

Bora, Sankar Jyoti,Dutta, Rakesh,Kalita, Dhruba Jyoti,Chetia, Bolin

, p. 225 - 231 (2018)

A highly selective and sensitive novel Isophthalohydrazide-cDB24C8 cryptand derivative was developed for fluoride recognition at a very low concentration of 2.31 × 10?10 M. The binding was established by UV–Vis, fluorescence and 1H NMR titration. The receptor formed very strong H-bonded complex with fluoride, furnished a sharp new UV–Vis absorption peak at 280 nm which was also supported by the DFT-study. The fluorescence emission spectra showed large quenching up to 79.13% upon addition of fluoride.

Br?nsted acid-catalyzed chlorination of aromatic carboxylic acids

Yu, Zhiqun,Yao, Hongmiao,Xu, Qilin,Liu, Jiming,Le, Xingmao,Ren, Minna

supporting information, p. 685 - 689 (2021/04/09)

The chlorination of aromatic carboxylic acids with SOCl2 has been effectively performed by reacting with a Br?nsted acid as the catalyst. Based on this discovery, an efficient catalytic method that is cheaper than traditional catalytic methods was developed. 20 substrates were chlorinated offering excellent yields in a short reaction time. And the SOCl2/Br?nsted acid system has been used in a larger scale preparative reaction. A dual activation mechanism was proposed to prove the irreplaceable system of SOCl2/Br?nsted acid.

Mild Copper-Catalyzed Addition of Arylboronic Esters to Di- tert -butyl Dicarbonate: An Easy Access to Methyl Arylcarboxylates

Xu, Jin-Di,Su, Xiao-Bo,Wang, Cai,Yao, Li-Wei,Liu, Jing-Hui,Hu, Guo-Qin

supporting information, p. 833 - 837 (2021/02/26)

An efficient copper-catalyzed addition of arylboronic esters to (Boc) 2O was developed. The reaction can be conducted under exceedingly mild conditions and is compatible with a variety of synthetically relevant functional groups. It therefore represents a useful alternative route for the synthesis of methyl arylcarboxylates. A preliminary mechanistic study indicated the involvement of an addition-elimination mechanism.

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