2,6-Naphthalenedicarboxylicacid, 2,6-dimethyl ester supplier

Name
DIMETHYL 2,6-NAPHTHALENEDICARBOXYLATE
EINECS 212-661-4
CAS No. 840-65-3
Article Data19
CAS DataBase
Density 1.225 g/cm³
Solubility Soluble in hot toluene (very faint turbidity). Insoluble in water.
Melting Point 187-193 °C(lit.)
Formula C₁₄H₁₂O₄
Boiling Point 375.3 °C at 760 mmHg
Molecular Weight 244.247
Flash Point 189.2 °C
Transport Information
Appearance
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Dimethyl2,6-naphthalenedicarboxylate;NSC 59387;2,6-Naphthalenedicarboxylicacid, dimethyl ester (6CI,7CI,8CI,9CI);2,6-Dicarbomethoxynaphthalene;2,6-Naphthalic acid dimethyl ester;Dimethyl 2,6-naphthalate;dimethyl naphthalene-2,6-dicarboxylate;2,6-Naphthalenedicarboxylic acid, dimethyl ester;
PSA 52.60000
LogP 2.41300

Synthetic route

: 67-56-1
methanol

: 1141-38-4
2,6-Naphthalenedicarboxylic acid

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

Conditions

Conditions	Yield
With sulfuric acid for 24h; Reflux;	89%
With sulfuric acid Reflux;

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 2-methoxycarbonyl-6-naphthol p-toluenesulfonate

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

Conditions

Conditions	Yield
With sodium tetracarbonyl cobaltate; potassium carbonate; ethyl bromoacetate at 45℃; for 1.5h;	60%

...Expand

: 116503-70-9
methyl 2-(4-carbomethoxybenzylidene)-3-buten-1-oate

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

Conditions

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

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

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

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

Conditions

Conditions	Yield
With sodium tetracarbonyl cobaltate; potassium carbonate; ethyl bromoacetate at 45℃; for 1.5h;	50%

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 1141-38-4
2,6-Naphthalenedicarboxylic acid

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

Conditions

Conditions	Yield
With diethyl ether

: 67-56-1
methanol

: 2351-36-2
2,6-dichloroformyl naphthalene

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

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

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

Conditions

Conditions	Yield
(pyrolysis);

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

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

Conditions

Conditions	Yield
at 475 - 500℃; vapor-phase pyrolysis; Yield given;

: 67-56-1
methanol

: 2351-36-2
2,6-dichloroformyl naphthalene

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

B: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

Conditions

Conditions	Yield
With pyridine In dichloromethane

...Expand

: 1141-38-4
2,6-Naphthalenedicarboxylic acid

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride, pyridine / CH2Cl2 2: pyridine / CH2Cl2 View Scheme

: 67-56-1
methanol

polyethylene naphthalate: polyethylene naphthalate

: 1141-38-4
2,6-Naphthalenedicarboxylic acid

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

Conditions

Conditions	Yield
Product distribution / selectivity;

...Expand

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

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

: 1141-38-4
2,6-Naphthalenedicarboxylic acid

Conditions

Conditions	Yield
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%

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

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

Conditions

Conditions	Yield
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%

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

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

Conditions

Conditions	Yield
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%

: 141-43-5
ethanolamine

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

: C16H18N2O4

Conditions

Conditions	Yield
at 120℃; for 3h; Inert atmosphere; Dean-Stark;	93.2%

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

: 4073-74-9
2,6-naphthalene dicarbohydrazide

Conditions

Conditions	Yield
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

: 112-92-5
1-octadecanol

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

: distearyl naphthalene-2,6-dicarboxylate

Conditions

Conditions	Yield
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%

: 13214-66-9
4-phenyl-1-butylamine

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

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

Conditions

Conditions	Yield
at 120℃; for 6h;	80%

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

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

Conditions

Conditions	Yield
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;

: 17955-46-3
trimethylsilyltributyltin

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

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

Conditions

Conditions	Yield
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%

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

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

Conditions

Conditions	Yield
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

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

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

Conditions

Conditions	Yield
In toluene	65%

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

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

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

Conditions

Conditions	Yield
With Lawessons reagent In chlorobenzene for 6h; Reflux;	A 65% B 7%

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

: 5060-65-1
2,6-naphthalenedicarbaldehyde

Conditions

Conditions	Yield
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

: 19983-19-8
4-(2-thiophenyl)morpholine

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

: C44H48N4O4S4*2ClHO4

Conditions

Conditions	Yield
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%

: 75-05-8
acetonitrile

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

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

Conditions

Conditions	Yield
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%

: 762-72-1
allyl-trimethyl-silane

: 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

Conditions

Conditions	Yield
In methanol; acetonitrile Ambient temperature; Irradiation;	55%

: 3973-18-0
2-(prop-2-ynyloxy)ethanol

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

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

Conditions

Conditions	Yield
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%

: 67-64-1
acetone

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

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

Conditions

Conditions	Yield
With sodium amide In diethyl ether at -0.16 - 24.84℃; for 4h; Claisen condensation;	37%

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

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

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

Conditions

Conditions	Yield
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%

: 64-17-5
ethanol

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

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

Conditions

Conditions	Yield
With potassium cyanide	25%

: 7218-43-1
2-(2-(prop-2-ynyloxy)ethoxy)ethanol

: 840-65-3
dimethyl 2,6-naphthalenedicarboxylate

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

Conditions

Conditions	Yield
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%

2,6-Naphthalenedicarboxylicacid, 2,6-dimethyl ester Specification

The 2,6-Naphthalenedicarboxylicacid, 2,6-dimethyl ester, with the CAS registry number 840-65-3 and EINECS registry number 212-661-4, has the systematic name of dimethyl naphthalene-2,6-dicarboxylate. It belongs to the following product categories: Naphthalene derivatives; C12 to C63; Carbonyl Compounds; Esters. And the molecular formula of the chemical is C₁₄H₁₂O₄. What's more, while dealing with this chemical, you should not breathe dust and then try to avoid contacting with skin and eyes.

The characteristics of 2,6-Naphthalenedicarboxylicacid, 2,6-dimethyl ester are as followings: (1)ACD/LogP: 3.40; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.4; (4)ACD/LogD (pH 7.4): 3.4; (5)ACD/BCF (pH 5.5): 227.65; (6)ACD/BCF (pH 7.4): 227.65; (7)ACD/KOC (pH 5.5): 1694.13; (8)ACD/KOC (pH 7.4): 1694.13; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 52.6 Å²; (13)Index of Refraction: 1.594; (14)Molar Refractivity: 67.64 cm³; (15)Molar Volume: 199.3 cm³; (16)Polarizability: 26.81×10^-24cm³; (17)Surface Tension: 46.5 dyne/cm; (18)Density: 1.225 g/cm³; (19)Flash Point: 189.2 °C; (20)Enthalpy of Vaporization: 62.28 kJ/mol; (21)Boiling Point: 375.3 °C at 760 mmHg; (22)Vapour Pressure: 7.88E-06 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(OC)c1ccc2c(c1)ccc(C(=O)OC)c2
(2)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
(3)InChIKey: GYUVMLBYMPKZAZ-UHFFFAOYAV

Product Name

DIMETHYL 2,6-NAPHTHALENEDICARBOXYLATE

Synthetic route

2,6-Naphthalenedicarboxylicacid, 2,6-dimethyl ester Specification

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