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2,6-Naphthalenedicarbonyl dichloride
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Name

2,6-Naphthalenedicarbonyl dichloride

 EINECS N/A
CAS No. 2351-36-2 Density 1.434 g/cm3
PSA 34.14000 LogP 3.59780
Solubility N/A 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 N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 2351-36-2 (Naphthaline-2,6-dicarbonic acid dichloranhydride) Hazard Symbols N/A
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;

Article Data 26

2,6-Naphthalenedicarbonyl dichloride Synthetic route

1141-38-4

2,6-Naphthalenedicarboxylic acid

2351-36-2

2,6-dichloroformyl naphthalene

Conditions
ConditionsYield
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
ConditionsYield
In trichlorophosphate65%

2,6-naphthalenedicarboxylic acid dipotassium salt

2351-36-2

2,6-dichloroformyl naphthalene

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

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

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