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2,7-Dimethoxynaphthalene

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Name

2,7-Dimethoxynaphthalene

EINECS 222-433-6
CAS No. 3469-26-9 Density 1.097 g/cm3
PSA 18.46000 LogP 2.85700
Solubility N/A Melting Point 137-139 °C(lit.)
Formula C12H12O2 Boiling Point 311.2 °C at 760 mmHg
Molecular Weight 188.226 Flash Point 130.3 °C
Transport Information N/A Appearance off-white to brown crystalline powder
Safety 26-36/37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 3469-26-9 (2,7-Dimethoxynaphthalene) Hazard Symbols Xi
Synonyms

NSC 28991;Naphthalene, 2,7-dimethoxy-;

Article Data 39

2,7-Dimethoxynaphthalene Synthetic route

582-17-2

2,7-Dihydroxynaphthalene

77-78-1

dimethyl sulfate

3469-26-9

2,7-Dimethoxynaphthalene

Conditions
ConditionsYield
With potassium carbonate In acetone for 10h; Reflux;98.3%
With sodium hydroxide97%
With sodium hydroxide for 2h;96.5%

1-Iodo-2,7-dimethoxynaphthalene

3469-26-9

2,7-Dimethoxynaphthalene

Conditions
ConditionsYield
With 9-N-methylamino-1-oxophenalene; potassium tert-butylate; potassium In 1,4-dioxane; dimethyl sulfoxide at 20℃; for 24h; Inert atmosphere; Glovebox;93%
67-56-1

methanol

582-17-2

2,7-Dihydroxynaphthalene

A

3469-26-9

2,7-Dimethoxynaphthalene

B

5060-82-2

7-methoxy-2-naphthol

Conditions
ConditionsYield
With hydrogenchloride for 72h; Ambient temperature;A n/a
B 71%
582-17-2

2,7-Dihydroxynaphthalene

74-88-4

methyl iodide

3469-26-9

2,7-Dimethoxynaphthalene

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 24h;68%
With methanol; potassium carbonate
With potassium carbonate In N,N-dimethyl-formamide at 50 - 60℃; under 46 Torr;
71094-89-8

1-acetyl-2,6-dimethoxynaphthalene

3469-26-9

2,7-Dimethoxynaphthalene

Conditions
ConditionsYield
With sulfuric acid at 20℃; for 0.666667h;68%
71094-89-8

1-acetyl-2,6-dimethoxynaphthalene

A

3469-26-9

2,7-Dimethoxynaphthalene

B

53307-81-6

3-methyl-4,9-dimethoxyphenalenone

C

86358-73-8

2-acetyl-3,6-dimethoxynaphthalene

Conditions
ConditionsYield
With PPA at 45℃; for 3.5h;A 18%
B 4%
C 59%
1121-37-5

dicyclopropyl ketone

2,7-dimethoxynaphthalene radical anion

A

3469-26-9

2,7-Dimethoxynaphthalene

B

dicyclopropyl ketone radical anion

Conditions
ConditionsYield
In N,N-dimethyl-formamide Kinetics; Electrolysis;
582-17-2

2,7-Dihydroxynaphthalene

3469-26-9

2,7-Dimethoxynaphthalene

Conditions
ConditionsYield
potassium carbonate; dimethyl sulfate In water; acetone
582-17-2

2,7-Dihydroxynaphthalene

584-08-7

potassium carbonate

3469-26-9

2,7-Dimethoxynaphthalene

Conditions
ConditionsYield
With dimethyl sulfate In water; acetone
74-83-9

methyl bromide

582-17-2

2,7-Dihydroxynaphthalene

3469-26-9

2,7-Dimethoxynaphthalene

Conditions
ConditionsYield
With potassium carbonate

2,7-Dimethoxynaphthalene Specification

This product is an organic compound with the formula C12H12O2. The systematic name of this chemical is 2,7-Dimethoxynaphthalene. It belongs to the product categories of Fine Chemical & Intermediates; Naphthalene derivatives; API intermediates; Ethers; Organic Building Blocks; Oxygen Compounds. Its EINECS number is 222-433-6. With the CAS registry number 3469-26-9, it is also named as Naphthalene,2,7-dimethoxy-. In addition, the molecular weight is 188.22. It is stable at common pressure and temperature, and it should be sealed and stored in a cool, ventilated and dry place. Moreover, it should be protected from light. It is used as a pharmaceutical intermediate.

Physical properties of 2,7-Dimethoxynaphthalene are: (1)ACD/LogP: 3.28; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.28; (4)ACD/LogD (pH 7.4): 3.28; (5)ACD/BCF (pH 5.5): 183.06; (6)ACD/BCF (pH 7.4): 183.06; (7)ACD/KOC (pH 5.5): 1449.33; (8)ACD/KOC (pH 7.4): 1449.33; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.584; (14)Molar Refractivity: 57.45 cm3; (15)Molar Volume: 171.5 cm3; (16)Polarizability: 22.77×10-24cm3; (17)Surface Tension: 37.4 dyne/cm; (18)Density: 1.097 g/cm3; (19)Flash Point: 130.3 °C; (20)Enthalpy of Vaporization: 53.01 kJ/mol; (21)Boiling Point: 311.2 °C at 760 mmHg; (22)Vapour Pressure: 0.00105 mmHg at 25°C.

Preparation of 2,7-Dimethoxynaphthalene: this chemical can be prepared by 1-acetyl-2,6-dimethoxynaphthalene at the temperature of 20 °C. This reaction will need reagent conc. H2SO4 with the reaction time of 45 min. The yield is about 68%.

2,7-Dimethoxynaphthalene can be prepared by 1-acetyl-2,6-dimethoxynaphthalene at the temperature of 20 °C

Uses of 2,7-Dimethoxynaphthalene: it can be used to produce 1-(3,6-dimethoxy-[2]naphthyl)-ethanone at the temperature of 45 °C. It will need reagent polyphosphoric acid with the reaction time of 8 hours. The yield is about 62%.

2,7-Dimethoxynaphthalene can be used to produce 1-(3,6-dimethoxy-[2]naphthyl)-ethanone at the temperature of 45 °C

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O(c1cc2c(cc1)ccc(OC)c2)C
(2)Std. InChI: InChI=1S/C12H12O2/c1-13-11-5-3-9-4-6-12(14-2)8-10(9)7-11/h3-8H,1-2H3
(3)Std. InChIKey: PPKHAIRFQKFMLE-UHFFFAOYSA-N 

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