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DIMETHYL 2,6-NAPHTHALENEDICARBOXYLATE is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

840-65-3

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840-65-3 Usage

Uses

Dimethyl naphthalene-2,6-dicarboxylate is used as a pharmaceutical intermediate.

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 840-65-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,4 and 0 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 840-65:
(5*8)+(4*4)+(3*0)+(2*6)+(1*5)=73
73 % 10 = 3
So 840-65-3 is a valid CAS Registry Number.
InChI:InChI=1/C14H12O4/c1-17-13(15)11-5-3-10-8-12(14(16)18-2)6-4-9(10)7-11/h3-8H,1-2H3

840-65-3 Well-known Company Product Price

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  • Alfa Aesar

  • (L17689)  Dimethyl naphthalene-2,6-dicarboxylate, 99+%   

  • 840-65-3

  • 5g

  • 223.0CNY

  • Detail
  • Alfa Aesar

  • (L17689)  Dimethyl naphthalene-2,6-dicarboxylate, 99+%   

  • 840-65-3

  • 25g

  • 1031.0CNY

  • Detail
  • Alfa Aesar

  • (L17689)  Dimethyl naphthalene-2,6-dicarboxylate, 99+%   

  • 840-65-3

  • 100g

  • 2546.0CNY

  • Detail

840-65-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name Dimethyl naphthalene-2,6-dicarboxylate

1.2 Other means of identification

Product number -
Other names 2,6-Naphthalenedicarboxylic acid, dimethyl ester

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:840-65-3 SDS

840-65-3Synthetic route

methanol
67-56-1

methanol

2,6-Naphthalenedicarboxylic acid
1141-38-4

2,6-Naphthalenedicarboxylic acid

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

Conditions
ConditionsYield
With sulfuric acid for 24h; Reflux;89%
With sulfuric acid Reflux;
methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

2-methoxycarbonyl-6-naphthol p-toluenesulfonate

2-methoxycarbonyl-6-naphthol p-toluenesulfonate

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

Conditions
ConditionsYield
With sodium tetracarbonyl cobaltate; potassium carbonate; ethyl bromoacetate at 45℃; for 1.5h;60%
methyl 2-(4-carbomethoxybenzylidene)-3-buten-1-oate
116503-70-9

methyl 2-(4-carbomethoxybenzylidene)-3-buten-1-oate

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

Conditions
ConditionsYield
5% Pd on active carbon In various solvent(s) for 5h;55%
Pd on carbon In ethyl acetate; 1-Methylnaphthalene
methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

naphthalene-2,6-diyl bis(4-methylbenzenesulfonate)

naphthalene-2,6-diyl bis(4-methylbenzenesulfonate)

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

Conditions
ConditionsYield
With sodium tetracarbonyl cobaltate; potassium carbonate; ethyl bromoacetate at 45℃; for 1.5h;50%
2,6-Naphthalenedicarboxylic acid
1141-38-4

2,6-Naphthalenedicarboxylic acid

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

Conditions
ConditionsYield
With diethyl ether
methanol
67-56-1

methanol

2,6-dichloroformyl naphthalene
2351-36-2

2,6-dichloroformyl naphthalene

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

dimethyl tricyclo<4.2.2.02,5>deca-3,7,9-triene-9,10-dicarboxylate
25733-20-4

dimethyl tricyclo<4.2.2.02,5>deca-3,7,9-triene-9,10-dicarboxylate

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

Conditions
ConditionsYield
(pyrolysis);
4-((Z)-3,3-Dimethoxy-2-methoxycarbonyl-but-1-enyl)-benzoic acid methyl ester
123207-12-5

4-((Z)-3,3-Dimethoxy-2-methoxycarbonyl-but-1-enyl)-benzoic acid methyl ester

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

Conditions
ConditionsYield
at 475 - 500℃; vapor-phase pyrolysis; Yield given;
methanol
67-56-1

methanol

2,6-dichloroformyl naphthalene
2351-36-2

2,6-dichloroformyl naphthalene

A

naphthalene-2,6-dicarboxylic acid monomethyl ester
7568-08-3

naphthalene-2,6-dicarboxylic acid monomethyl ester

B

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

Conditions
ConditionsYield
With pyridine In dichloromethane
2,6-Naphthalenedicarboxylic acid
1141-38-4

2,6-Naphthalenedicarboxylic acid

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: thionyl chloride, pyridine / CH2Cl2
2: pyridine / CH2Cl2
View Scheme
methanol
67-56-1

methanol

polyethylene naphthalate

polyethylene naphthalate

2,6-Naphthalenedicarboxylic acid
1141-38-4

2,6-Naphthalenedicarboxylic acid

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

Conditions
ConditionsYield
Product distribution / selectivity;
2,6-bis-(4-methyl-benzenesulfonyl)-naphthalene

2,6-bis-(4-methyl-benzenesulfonyl)-naphthalene

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

2,6-Naphthalenedicarboxylic acid
1141-38-4

2,6-Naphthalenedicarboxylic acid

Conditions
ConditionsYield
Stage #1: dimethyl 2,6-naphthalenedicarboxylate With sodium hydroxide; water; butan-1-ol at 20 - 85℃; for 1h; Heating / reflux;
Stage #2: With sulfuric acid In water Conversion of starting material;
100%
Stage #1: dimethyl 2,6-naphthalenedicarboxylate With polyethyleneglycol 4000; sodium hydroxide; water In xylene at 20 - 90℃; for 3.5h; Heating / reflux;
Stage #2: With sulfuric acid In water Conversion of starting material;
99.5%
Stage #1: dimethyl 2,6-naphthalenedicarboxylate With sodium hydroxide; water; isopropyl alcohol at 80 - 81℃; for 2h;
Stage #2: With sulfuric acid In water at 80℃; for 0.5h; Conversion of starting material;
99%
dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

naphthalene-2,6-dimethanol
5859-93-8

naphthalene-2,6-dimethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 69.84℃; for 3h; Inert atmosphere; Cooling with ice;97%
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 24h;93%
With C13H34BFeNOP2; hydrogen In tetrahydrofuran at 100℃; under 22502.3 Torr; for 18h; Autoclave; Inert atmosphere;92%
dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

naphthalene-2,6-dicarboxylic acid monomethyl ester
7568-08-3

naphthalene-2,6-dicarboxylic acid monomethyl ester

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane; methanol at 80℃; for 2h;96%
With lithium hydroxide In tetrahydrofuran for 26h; Heating / reflux;94%
Stage #1: dimethyl 2,6-naphthalenedicarboxylate With potassium hydroxide In 1,4-dioxane; methanol at 80℃; for 4h;
Stage #2: With hydrogenchloride In water pH=3;
82%
ethanolamine
141-43-5

ethanolamine

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

C16H18N2O4

C16H18N2O4

Conditions
ConditionsYield
at 120℃; for 3h; Inert atmosphere; Dean-Stark;93.2%
dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

2,6-naphthalene dicarbohydrazide
4073-74-9

2,6-naphthalene dicarbohydrazide

Conditions
ConditionsYield
With hydrazine hydrate In methanol; chloroform Heating;87%
With hydrazine hydrate In methanol at 20℃; for 29h; Reflux;83%
With hydrazine hydrate In methanol; water for 12h;82%
With hydrazine hydrate In ethanol; chloroform for 4h; Reflux;6.01 g
1-octadecanol
112-92-5

1-octadecanol

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

distearyl naphthalene-2,6-dicarboxylate

distearyl naphthalene-2,6-dicarboxylate

Conditions
ConditionsYield
Stage #1: 1-octadecanol; dimethyl 2,6-naphthalenedicarboxylate With Fascat 4100 In 5,5-dimethyl-1,3-cyclohexadiene at 160 - 180℃; for 20h; Inert atmosphere; Dean-Stark;
Stage #2: In 5,5-dimethyl-1,3-cyclohexadiene at 180℃; under 1 - 2 Torr; for 0.166667h;
86%
4-phenyl-1-butylamine
13214-66-9

4-phenyl-1-butylamine

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

N,N'-Bis-(4-phenylbutyl)-naphthalene-2,6-dicarboxamide
141914-83-2

N,N'-Bis-(4-phenylbutyl)-naphthalene-2,6-dicarboxamide

Conditions
ConditionsYield
at 120℃; for 6h;80%
dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

dimethyl 1 ,2,3,4-tetrahydronaphthalene-2,6-dicarboxylate
23985-75-3

dimethyl 1 ,2,3,4-tetrahydronaphthalene-2,6-dicarboxylate

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen; acetic acid In isopropyl alcohol at 40℃; for 48h;79%
With 5%-palladium/activated carbon; hydrogen In water; isopropyl alcohol at 100℃; under 7500.75 Torr; for 7h; Autoclave;70%
With {RuCl(p-cymene)[(S,S)-(R,R)-phtrap]}Cl; hydrogen; caesium carbonate In 1,4-dioxane at 60℃; under 37503.8 Torr; for 24h;
With 5%-palladium/activated carbon; hydrogen; isopropyl alcohol at 170℃; under 7500.75 - 37503.8 Torr; for 1h; Time; Temperature; Pressure; Autoclave; Inert atmosphere;
trimethylsilyltributyltin
17955-46-3

trimethylsilyltributyltin

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

methyl 6-(tributylstannyl)-2-naphthoate
1325730-39-9

methyl 6-(tributylstannyl)-2-naphthoate

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel(0); potassium fluoride; 1,3-bis-(diphenylphosphino)propane; lithium chloride In toluene at 170℃; for 48h; Inert atmosphere; Glovebox;74%
dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

methyl 6-hydroxymethyl-2-naphthalenecarboxylate
55343-77-6

methyl 6-hydroxymethyl-2-naphthalenecarboxylate

Conditions
ConditionsYield
With diisobutylaluminium hydride In tetrahydrofuran; toluene at 0℃; for 0.5h;65%
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 3h;31%
With methanol; sodium tetrahydroborate In tetrahydrofuran at 60℃; for 6h;
With diisobutylaluminium hydride In tetrahydrofuran at 0℃; for 0.5h;
With methanol; sodium tetrahydroborate In tetrahydrofuran at 60℃; for 6h;
aqueous sodium potassium (+)-tartrate

aqueous sodium potassium (+)-tartrate

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

methyl 6-hydroxymethyl-2-naphthalenecarboxylate
55343-77-6

methyl 6-hydroxymethyl-2-naphthalenecarboxylate

Conditions
ConditionsYield
In toluene65%
dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

A

O,O-dimethyl naphthalene-2,6-dicarbothioate
1243191-39-0

O,O-dimethyl naphthalene-2,6-dicarbothioate

B

methyl 6-methoxythiocarbonylnaphthalene-2-carboxylate
1243191-38-9

methyl 6-methoxythiocarbonylnaphthalene-2-carboxylate

Conditions
ConditionsYield
With Lawessons reagent In chlorobenzene for 6h; Reflux;A 65%
B 7%
dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

2,6-naphthalenedicarbaldehyde
5060-65-1

2,6-naphthalenedicarbaldehyde

Conditions
ConditionsYield
Stage #1: dimethyl 2,6-naphthalenedicarboxylate With lithium aluminium tetrahydride In tetrahydrofuran for 3h;
Stage #2: With pyridinium chlorochromate In tetrahydrofuran; dichloromethane at 0℃; for 4h;
65%
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 69.84 °C / Inert atmosphere; Cooling with ice
2: pyridinium chlorochromate / dichloromethane / 4 h / 49.84 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 3.67 h / 19.99 - 69.84 °C / Inert atmosphere
2: pyridinium chlorochromate / dichloromethane / 4 h / 49.84 °C / Inert atmosphere
View Scheme
4-(2-thiophenyl)morpholine
19983-19-8

4-(2-thiophenyl)morpholine

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

C44H48N4O4S4*2ClHO4

C44H48N4O4S4*2ClHO4

Conditions
ConditionsYield
Stage #1: 4-(2-thiophenyl)morpholine With n-butyllithium In 1,4-dioxane; hexane at -15 - 0℃;
Stage #2: dimethyl 2,6-naphthalenedicarboxylate With perchloric acid In 1,4-dioxane; hexane for 8h; Heating;
61%
acetonitrile
75-05-8

acetonitrile

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

methyl 6-(2-cyanoacetyl)-2-naphthalenecarboxylate

methyl 6-(2-cyanoacetyl)-2-naphthalenecarboxylate

Conditions
ConditionsYield
Stage #1: acetonitrile; dimethyl 2,6-naphthalenedicarboxylate With sodium t-butanolate at 60℃; for 1.5h;
Stage #2: With sulfuric acid In water at 25℃; for 1h;
60%
allyl-trimethyl-silane
762-72-1

allyl-trimethyl-silane

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

dimethyl (2RS,2aSR,3SR,4SR,8bRS)-1,2,2a,3,4,8b-hexahydro-2,4-methanocyclobutanaphthalene-3,7-dicarboxylate

dimethyl (2RS,2aSR,3SR,4SR,8bRS)-1,2,2a,3,4,8b-hexahydro-2,4-methanocyclobutanaphthalene-3,7-dicarboxylate

Conditions
ConditionsYield
In methanol; acetonitrile Ambient temperature; Irradiation;55%
2-(prop-2-ynyloxy)ethanol
3973-18-0

2-(prop-2-ynyloxy)ethanol

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

bis[2-(prop-2-yn-1-yloxy)ethyl] naphthalene-2,6-dicarboxylate

bis[2-(prop-2-yn-1-yloxy)ethyl] naphthalene-2,6-dicarboxylate

Conditions
ConditionsYield
Stage #1: 2-(prop-2-ynyloxy)ethanol With sodium hydride In tetrahydrofuran; mineral oil Schlenk technique; Inert atmosphere;
Stage #2: dimethyl 2,6-naphthalenedicarboxylate In tetrahydrofuran; mineral oil at 130℃; for 0.75h; Schlenk technique; Inert atmosphere;
42%
acetone
67-64-1

acetone

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

1,1'-(2,6-naphthylene)bisbutane-1,3-dione

1,1'-(2,6-naphthylene)bisbutane-1,3-dione

Conditions
ConditionsYield
With sodium amide In diethyl ether at -0.16 - 24.84℃; for 4h; Claisen condensation;37%
dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

A

naphthalene-2,6-dimethanol
5859-93-8

naphthalene-2,6-dimethanol

B

methyl 6-hydroxymethyl-2-naphthalenecarboxylate
55343-77-6

methyl 6-hydroxymethyl-2-naphthalenecarboxylate

Conditions
ConditionsYield
With dichloro(benzene)ruthenium(II) dimer; 2-((di-p-tolylphosphino)methyl)-1-methyl-1H-imidazole; potassium tert-butylate; hydrogen In tetrahydrofuran at 100℃; under 37503.8 Torr; for 4.5h;A 31%
B 18%
ethanol
64-17-5

ethanol

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

diethyl naphthalene-2,6-dicarboxylate
15442-73-6

diethyl naphthalene-2,6-dicarboxylate

Conditions
ConditionsYield
With potassium cyanide25%
2-(2-(prop-2-ynyloxy)ethoxy)ethanol
7218-43-1

2-(2-(prop-2-ynyloxy)ethoxy)ethanol

dimethyl 2,6-naphthalenedicarboxylate
840-65-3

dimethyl 2,6-naphthalenedicarboxylate

bis{2-[2-(prop-2-yn-1-yloxy)ethoxy]ethyl} naphthalene-2,6-dicarboxylate

bis{2-[2-(prop-2-yn-1-yloxy)ethoxy]ethyl} naphthalene-2,6-dicarboxylate

Conditions
ConditionsYield
Stage #1: 2-(2-(prop-2-ynyloxy)ethoxy)ethanol With sodium hydride In tetrahydrofuran; mineral oil Schlenk technique; Inert atmosphere;
Stage #2: dimethyl 2,6-naphthalenedicarboxylate In tetrahydrofuran; mineral oil at 130℃; for 0.75h; Schlenk technique; Inert atmosphere;
14%

840-65-3Relevant academic research and scientific papers

Preparation method of dimethyl 2, 6-naphthalate

-

, (2021/06/02)

The invention discloses a preparation method of dimethyl 2, 6-naphthalate. Specifically, the preparation method of the dimethyl 2, 6-naphthalate disclosed by the invention comprises the following steps: carrying out esterification reaction on 2, 6-naphthalic acid and methanol under a pressurization condition in the presence of a catalyst, and filtering without further purification to obtain the dimethyl 2, 6-naphthalate, wherein the mass ratio of the methanol to the 2, 6-naphthalic acid is (3: 1)-(25: 1), the reaction temperature ranges from 100 DEG C to 150 DEG C. According to the preparation method disclosed by the invention, the operation is simplified, the yield of the dimethyl 2, 6-naphthalate is improved, and meanwhile, the purity of the dimethyl 2, 6-naphthalate is maintained.

A containing double (2-substituted-sulfonyl -1, 3, 4-oxadiazol-5-yl) heterocyclic compound and use thereof

-

Paragraph 0102; 0103; 0104, (2017/01/19)

The invention belongs to the field of chemical engineering and pesticides, and particularly relates to a heterocyclic compound containing bis(2-substituted sulfonyl-1,3,4-oxadiazole-5-radical) and application thereof. The structure of the heterocyclic compound is shown in the specification. In a general formula, R is hydrogen, C1-C5 alkyl radicals, C1-C5 halogenated alkyl radicals, C2-C5 alkenyl, and ester, benzyl or substituted benzyl of C2-C5, and Z is hydrocarbyl or substituted hydrocarbon thereof, phenyl, substituted phenyl, biphenylyl, substituted biphenylyl, naphthyl, substituted naphthyl, diphenyl hydrocarbyl, substituted diphenyl hydrocarbyl, and diphenyl ether or substituted diphenyl ether. The heterocyclic compound has very good inhibitory activity on rhizoctonia solani, fusarium asiaticum, borrytis cinerea, physalospora piricala, helminthossporium oryzae, tobacco bacterial wilt and rice brown blotches, can be applied to prevention and control of plant diseases and has wide application prospect.

Primary coloured electrochromism of aromatic oxygen and sulfur diesters

Xu, Xiuhui,Webster, Richard D.

, p. 18100 - 18107 (2014/05/20)

Eleven aromatic diesters and thioic S,S′-diesters were synthesized and investigated using electrochemical (cyclic voltammetry and controlled potential electrolysis) and UV-vis spectroscopic techniques over a range of temperatures. Nine of the compounds exhibited vibrant colour changes from a colourless state in their neutral forms to brightly coloured upon one-electron electrochemical reduction in acetonitrile. The compounds were found to display either red, green or blue colours in their one-electron reduced states. The electrochromic properties of 3 of the compounds that displayed the most vibrant colour changes were examined in solution using a gold micro-mesh electrode laminated inside a polymer film.

Recycling polyethylene naphthalate containing materials in a process to produce diesters

-

Page/Page column 8-9, (2008/06/13)

A process for preparing a dialkylester of a naphthalenedicarboxylic acid comprising directing a liquid phase reaction mixture comprising a low molecular weight alcohol, a naphthalenedicarboxylic acid, a dialkylester of a naphthalenedicarboxylic acid, and a polyethylene naphthalate containing material, at a given temperature and pressure through series arranged reaction zones and subsequently removing a product comprising a dialkylester formed by the reaction of the naphthalenedicarboxylic acid and the polyethylene naphthalate containing material with the low molecular weight alcohol from a reaction zone. This invention is also directed to a process for preparing a purified dialkylester of a naphthalenedicarboxylic acid comprising a series of crystallization and distillation steps, and combinations thereof.

Catalyst for carbonylating naphthalene mono- and disulfonates and process using said catalyst

-

, (2008/06/13)

A cobalt based catalyst, and the method for preparing it, are disclosed. The catalyst is obtained from the reaction between NaCo(CO)4 and s-trichloro triazine and is advantageously used in the processes of carbonylation of naphthalene mono- and disulfonates in order to yield naphthalene esters and acids.

Catalyst for carbonylating naphthalene mono- and disulfonates and process using said catalyst

-

, (2008/06/13)

A cobalt based catalyst, and the method for preparing it, are disclosed. The catalyst is obtained from the reaction between NaCo(CO)4 and s-trichloro triazine and is advantageously used in the processes of carbonylation of naphthalene mono- and disulfonates in order to yield naphthalene esters and acids.

Cobalt-catalyzed methoxycarbonylation of naphthalene mono- and di-sulfonates to naphthalene mono- and di-esters

Cometti, Giuseppe,vosel, Annick Du,Francalanci, Franco,Santi, Roberto,Cabri, Walter,Foa, Marco

, p. C13 - C14 (2007/10/02)

The methoxycarbonylation of naphthalene mono- and di-sulfonates under mild reaction conditions catalyzed by cobalt complexes generated in situ from either -/Me2SO4 or -/BrCH2COOEt is reported.

Intramolecular quenching of excited singlet states by stable nitroxyl radicals

Green,Simpson,Zhou,Ho,Blough

, p. 7337 - 7346 (2007/10/02)

Absorbance and steady-state and time-resolved fluorescence measurements were employed to examine the mechanism(s) of excited singlet state quenching by nitroxides in a series of nitroxide-fluorophore adducts. This work establishes the following: (1) the absorption and emission energies of the fluorophores are unaffected by the presence of the nitroxide substituent(s), and the residual emission that is observed from the adducts arises from the locally excited singlet of the fluorophore, not from charge recombination; (2) rate constants for intramolecular quenching by the nitroxides (k) are high (108-1010s-1) and decrease significantly with increasing nitroxide to fluorophore distance-however, relatively high rates of quenching (>108 s-1) are observed over distances as great as 12 ?; (3) F?rster energy transfer does not contribute significantly to the quenching due to the low values for the spectral overlap integrals; (4) the kq's do not increase proportionally to the solvent-dependent increases in the Dexter overlap integral, indicating that energy transfer by the Dexter mechanism is not responsible for the quenching; (5) the values of kq show no obvious correlation with the calculated free energies for photoinduced electron transfer, suggesting that this quenching pathway is also unimportant; (6) for hematoporphyrin-nitroxide adducts, which contain a fluorophore whose singlet energy is below that of the first excited state energy of the nitroxide (thus precluding energy transfer), significant rates of quenching are still observed; (7) for compounds with similar nitroxide-fluorophore distance, an approximately linear correlation is observed between the kq's of the paramagnetic compounds and the nonradiative rate constants of the diamagnetic reference compounds, suggesting that the nitroxide moiety catalyses a preexisting nonradiative pathway in the fluorophore. These results indicate that the quenching arises through electron exchange which causes relaxation of the (local) singlet state to the triplet and/or ground state of the fluorophore.

Sequential Acetalization-Pyrolysis of α-Acetylcinnamates and α-Acetylbenzalacetones. A Method for the Generation of 2-Carbonyl-Subsituted Naphthalenes

Zoeller, Joseph R.,Sumner, Charles E.

, p. 319 - 324 (2007/10/02)

Substituted 2-acetonaphthones and 2-naphthoate methyl esters can be generated from benzaldehydes in a sequence of three reaction steps.Knoevenagel condensation of a benzaldehyde with 2,4-pentandione of methyl acetoacetate yields α-carbonyl-substituted benzalacetones.The α-carbonyl-substituted benzalacetones are then cyclized to generate the α-carbonyl-substituted naphthalenes by a sequential acetalization with trimethyl orthoformate followed by subsequent pyrolysis of the dimethyl acetal either in the vapor phase at 475 deg C or by being heated in boiling 1-methylnaphthalene. 2-Acetonaphthones are obtained when 2,4-pentanedione is used and 2-naphthoate methyl esters are obtained from methyl acetoacetate.

Thermal Ring Annulation of α-Vinylcinnamate Methyl Esters. A Method for the Generation of 3,4-Dihydro-2-naphthoate and 2-Naphthoate Methyl Esters

Zoeller, Joseph R.

, p. 4716 - 4719 (2007/10/02)

Ring annulation of methyl-2-benzylidene-3-buten-1-oates (methyl α-vinylcinnamates) to generate a series of methyl 3,4-dihydro-2-naphthoates has been accomplished by a thermal reaction.The thermolysis is performed either in the vapor phase at 425 deg C or by heating the compound in a high-boiling solvent for an extended period of time.Regiochemistry is entirely predictible with para- and ortho-substituted methyl α-vinylcinnamates generating exclusively 6-substituted and 8-substituted 3,4-dihydro-2-naphthoates,respectively.Meta-substituted α-vinylcinnamates generate a mixture of 5-and 7-substituted 3,4-dihydro-2-naphthoates. 2-Naphthoate methyl esters can also be obtained by including a palladium on carbon catalyst in the liquid-phase version of this thermolysis.

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