2,6-Naphthalenedicarbonyl dichloride supplier

Name
Naphthaline-2,6-dicarbonic acid dichloranhydride
EINECS
CAS No. 2351-36-2
Article Data26
CAS DataBase
Density 1.434 g/cm³
Solubility
Melting Point 185-185.5 °C
Formula C₁₂H₆Cl₂O₂
Boiling Point 383.4 °C at 760 mmHg
Molecular Weight 253.084
Flash Point 206.9 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2,6-Naphthalenedicarbonylchloride (6CI,7CI,8CI);2,6-Naphthalenedicarboxylic acid dichloride;2,6-Naphthalenedicarboxylic dichloride;2,6-Naphthoyl chloride;Naphthalene-2,6-dicarbonyl chloride;
PSA 34.14000
LogP 3.59780

Synthetic route

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

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

Conditions

Conditions	Yield
With thionyl chloride; N-benzyl-N,N,N-triethylammonium chloride In 1,2-dichloro-ethane for 12h; Heating;	94%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 4h; Heating;	94%
With thionyl chloride; N,N-dimethyl-formamide at 90℃; for 12h;	90%

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

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

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

Conditions

Conditions	Yield
In trichlorophosphate	65%

: 2,6-naphthalenedicarboxylic acid dipotassium salt

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

Conditions

Conditions	Yield
With oxalyl dichloride In toluene for 3h; Heating;	56%

: 79-37-8
oxalyl dichloride

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

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

Conditions

Conditions	Yield
In N,N-dimethyl-formamide

: 32586-82-6
sodium dimethyl phosphate

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

: 2,6-naphthalenedicarbonyl bis(dimethyl phosphate)

Conditions

Conditions	Yield
In tetrahydrofuran for 3h; Ambient temperature;	95%

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

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

: 225663-91-2
N,N'-[Bis(3-hydroxypropyl)]-2,6-naphthalenedicarboxamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; methanol at 20℃; for 6h; Acetylation;	88%

: 444315-15-5
3-(3,5,7,9,11,13,15-heptaisobutylpentacyclo[9,5,1,1(3,9),1(7,13),1(5,15)]octasiloxane-1-yl)propylamine

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

: C43H77NO15Si8

Conditions

Conditions	Yield
Stage #1: 3-(3,5,7,9,11,13,15-heptaisobutylpentacyclo[9,5,1,1(3,9),1(7,13),1(5,15)]octasiloxane-1-yl)propylamine; 2,6-dichloroformyl naphthalene With triethylamine In dichloromethane at 20℃; Inert atmosphere; Stage #2: With hydrogenchloride; water pH=2; Inert atmosphere;	87%

: 108-91-8
cyclohexylamine

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

: N,N'-Dicyclohexyl-2,6-naphthalenedicarboxamide

Conditions

Conditions	Yield
With pyridine; triethylamine In N,N-dimethyl-formamide; toluene at 50℃; for 5h;	86.8%
With triethylamine In toluene at 20 - 50℃; for 6.5h; Reagent/catalyst;	75.3%

: [CpFe(CO)2]2

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

: C10H6(CO(C5H5)Fe(CO)2)2

Conditions

Conditions	Yield
With sodium amalgam; mercury In tetrahydrofuran byproducts: NaCl; anaerobic, anhyd. conditions, ambient temp., liquefaction of Na/Hg by addn. of Hg, addn. of THF and CpFe(CO)2, stirring 1 h to get NaCpFe(CO)2, draining excess Na/Hg, filtration, cooling (-78°C, dry ice-acetone bath), addn. of the acid chloride; slowly warming the stirred soln. to room temp. (about 1 h), drying in vac., recrystn., drying in vac., elem. anal., not isolated in analytically pure form;	85%

Yield

With sodium amalgam; mercury In tetrahydrofuran byproducts: NaCl; anaerobic, anhyd. conditions, ambient temp., liquefaction of Na/Hg by addn. of Hg, addn. of THF and CpFe(CO)2, stirring 1 h to get NaCpFe(CO)2, draining excess Na/Hg, filtration, cooling (-78°C, dry ice-acetone bath), addn. of the acid chloride; slowly warming the stirred soln. to room temp. (about 1 h), drying in vac., recrystn., drying in vac., elem. anal., not isolated in analytically pure form;

85%

: 288-88-0
1,2,4-Triazole

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

: naphthalene-2,6-dicarbonyl ditriazole

Conditions

Conditions	Yield
In dichloromethane; N,N-dimethyl-formamide at 50℃; for 1h;	85%

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

: 106-50-3
1,4-phenylenediamine

: N2,N6-bis(4-aminophenyl)naphthalene-2,6-dicarboxamide

Conditions

Conditions	Yield
With pyridine; triphenyl phosphite In 1-methyl-pyrrolidin-2-one at 20 - 100℃; for 14h; Inert atmosphere;	85%

: 6-(2H-tetrazol-5-yl)-2,2'-bipyridine

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

: 2,6-bis[2-(2,2'-bipyridin-6-yl)-1,3,4-oxadiazol-5-yl]naphthalene

Conditions

Conditions	Yield
Stage #1: 6-(2H-tetrazol-5-yl)-2,2'-bipyridine; 2,6-dichloroformyl naphthalene With pyridine at 110℃; for 1h; Heating / reflux; Stage #2: With sodium hydroxide In water at 20℃;	84%

: 1013921-36-2
3,6,9,12-tetraoxapentadec-14-yn-1-amine

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

: N2,N6-di(3,6,9,12-tetraoxapentadec-14-yn-1-yl)naphthalene-2,6-dicarboxamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	84%

: 619-73-8
4-nitrobenzyl chloride

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

: bis(4-nitrobenzyl) naphthalene-2,6-dicarboxylate

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl acetamide at 100℃; for 24h; Cooling with ice; Inert atmosphere;	81.6%

: 78600-10-9
N-p-toluenesulfonyl-1-trioxa-4,10,16-triaza-1,7,13-cyclooctadecane

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

: 78600-11-0
C62H74N6O14S2

Conditions

Conditions	Yield
	80%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

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

: C30H44N4O2

Conditions

Conditions	Yield
With triethylamine; lithium chloride In DMF (N,N-dimethyl-formamide) at 0 - 65℃; for 5h;	76%

: 618-39-3
benzamidin

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

: 1313436-61-1
naphthalene-2,6-dicarboxylic acid bis(1-amino-1-phenylmethylideneamide)

Conditions

Conditions	Yield
Stage #1: benzamidin With triethylamine In dichloromethane at 20℃; for 0.5h; Stage #2: 2,6-dichloroformyl naphthalene In dichloromethane at -10 - 20℃;	76%

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

: 371-40-4
4-fluoroaniline

: N2,N6-di-p-fluorophenylnaphthalenedicarboxamide

Conditions

Conditions	Yield
In toluene at 30℃; for 0.583333h; Sonication;	76%

: C20H40N2

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

: 3,14-diaza-1(2,6)-naphthalenacyclopentadecaphane-2,15-dione

Conditions

Conditions	Yield
Stage #1: C20H40N2; 2,6-dichloroformyl naphthalene In dichloromethane at 75℃; for 6h; Stage #2: With water; sodium hydroxide In dichloromethane for 0.5h;	75%

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

: 2,6-dithionaphthalenedicarboxylic acid

Conditions

Conditions	Yield
With thioacetamide In tetrahydrofuran at 20℃; for 3h;	72%

: 23978-55-4
1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

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

: 75359-90-9
C48H60N4O12

Conditions

Conditions	Yield
	70%

: 462-08-8
pyridin-3-ylamine

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

: N2,N6-di(pyridin-3-yl)naphthalene-2,6-dicarboxamide

Conditions

Conditions	Yield
In tetrahydrofuran; dichloromethane for 12h; Reflux;	70%

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

: 108-95-2
phenol

: 2412-00-2
Naphthalin dicarbonsaeure-(2.6)-diphenylester

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water for 0.5h; Ambient temperature;	62.7%
With pyridine; dmap	30%

: isonicotinoyl hydrazide

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

: 2,6-naphthalene dicarbonyldiisonicotinic acidhydrazide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; N,N-dimethyl-formamide for 24h; Inert atmosphere; Reflux;	60%

: octane-1,8-bis(2,2-dimethylpropan-1-imine)

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

: 3,12-diaza-1(2,6)-naphthalenacyclotridecaphane-2,13-dione

Conditions

Conditions	Yield
Stage #1: octane-1,8-bis(2,2-dimethylpropan-1-imine); 2,6-dichloroformyl naphthalene In dichloromethane at 20℃; for 6h; Inert atmosphere; Glovebox; Stage #2: With water; sodium hydroxide In dichloromethane for 0.5h;	58%

: 78-83-1
2-methyl-propan-1-ol

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

: 259145-00-1
bis(2-methylpropyl) naphthalene-2,6-dicarboxylate

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane at 0 - 20℃; for 5.08333h; Inert atmosphere;	56%

: 349545-18-2
C48H70N6O6

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

: 78600-13-2
C60H74N6O8

Conditions

Conditions	Yield
	55%

: 67-63-0
isopropyl alcohol

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

: 141262-30-8
diisopropyl naphthalene-2,6-dicarboxylate

Conditions

Conditions	Yield
	54%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 4.25h; Inert atmosphere;	615 mg

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

: 100-51-6
benzyl alcohol

: dibenzyl naphthalene-2,6-dicarboxylate

Conditions

Conditions	Yield
	51%

: 17696-62-7
Phenyl 4-hydroxybenzoate

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

: 2,6-bis<(4-phenyloxycarbonyl)phenyloxycarbonyl>naphthalene

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 2h; Heating;	48.8%

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

: 75-65-0
tert-butyl alcohol

: Naphthalene-2,6-dicarboxylic acid di-tert-butyl ester

Conditions

Conditions	Yield
With pyridine; dmap	48%

2,6-Naphthalenedicarbonyl dichloride Specification

The 2,6-Naphthalenedicarbonyl dichloride, with the CAS registry number 4218-81-9, is also known as 2,6-Naphthalenedicarboxylic dichloride. This chemical's molecular formula is C₁₂H₆Cl₂O₂ and molecular weight is 253.08. What's more, its systematic name is naphthalene-2,6-dicarbonyl dichloride.

Physical properties of 2,6-Naphthalenedicarbonyl dichloride are: (1)ACD/LogP: 3.43; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 2; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 2; (6)Polar Surface Area: 34.14 Å²; (7)Index of Refraction: 1.653; (8)Molar Refractivity: 64.58 cm³; (9)Molar Volume: 176.3 cm³; (10)Polarizability: 25.6×10^-24cm³; (11)Surface Tension: 54.3 dyne/cm; (12)Density: 1.434 g/cm³; (13)Flash Point: 206.9 °C; (14)Enthalpy of Vaporization: 63.19 kJ/mol; (15)Boiling Point: 383.4 °C at 760 mmHg; (16)Vapour Pressure: 4.42E-06 mmHg at 25°C.

Preparation of 2,6-Naphthalenedicarbonyl dichloride: this chemical can be prepared by naphthalene-2,6-dicarboxylic acid by heating. This reaction will need reagents (COCl)₂, DMF and solvent CH₂Cl₂ with the reaction time of 4 hours. The yield is about 94%.

2,6-Naphthalenedicarbonyl dichloride can be prepared by naphthalene-2,6-dicarboxylic acid by heating

Uses of 2,6-Naphthalenedicarbonyl dichloride: it can be used to produce naphthalene-2,6-dicarboxylic acid diisopropyl ester. The yield is about 54%.

2,6-Naphthalenedicarbonyl dichloride can be used to produce naphthalene-2,6-dicarboxylic acid diisopropyl ester

You can still convert the following datas into molecular structure:
(1)SMILES: ClC(=O)c1ccc2c(c1)ccc(C(Cl)=O)c2
(2)InChI: InChI=1S/C12H6Cl2O2/c13-11(15)9-3-1-7-5-10(12(14)16)4-2-8(7)6-9/h1-6H
(3)InChIKey: NZZGQZMNFCTNAM-UHFFFAOYSA-N

Product Name

Naphthaline-2,6-dicarbonic acid dichloranhydride

Synthetic route

2,6-Naphthalenedicarbonyl dichloride Specification

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