2,7-Dimethoxynaphthalene supplier

Name
2,7-Dimethoxynaphthalene
EINECS 222-433-6
CAS No. 3469-26-9
Article Data39
CAS DataBase
Density 1.097 g/cm³
Solubility
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
Appearance off-white to brown crystalline powder
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms NSC 28991;Naphthalene, 2,7-dimethoxy-;
PSA 18.46000
LogP 2.85700

Synthetic route

: 582-17-2
2,7-Dihydroxynaphthalene

: 77-78-1
dimethyl sulfate

: 3469-26-9
2,7-Dimethoxynaphthalene

Conditions

Conditions	Yield
With potassium carbonate In acetone for 10h; Reflux;	98.3%
With sodium hydroxide	97%
With sodium hydroxide for 2h;	96.5%

: 1-Iodo-2,7-dimethoxynaphthalene

: 3469-26-9
2,7-Dimethoxynaphthalene

Conditions

Conditions	Yield
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

Conditions	Yield
With hydrogenchloride for 72h; Ambient temperature;	A n/a B 71%

...Expand

: 582-17-2
2,7-Dihydroxynaphthalene

: 74-88-4
methyl iodide

: 3469-26-9
2,7-Dimethoxynaphthalene

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With PPA at 45℃; for 3.5h;	A 18% B 4% C 59%

...Expand

: 1121-37-5
dicyclopropyl ketone

: 2,7-dimethoxynaphthalene radical anion

A: 3469-26-9
2,7-Dimethoxynaphthalene

B: dicyclopropyl ketone radical anion

Conditions

Conditions	Yield
In N,N-dimethyl-formamide Kinetics; Electrolysis;

...Expand

: 582-17-2
2,7-Dihydroxynaphthalene

: 3469-26-9
2,7-Dimethoxynaphthalene

Conditions

Conditions	Yield
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

Conditions	Yield
With dimethyl sulfate In water; acetone

: 74-83-9
methyl bromide

: 582-17-2
2,7-Dihydroxynaphthalene

: 3469-26-9
2,7-Dimethoxynaphthalene

Conditions

Conditions	Yield
With potassium carbonate

: 3469-26-9
2,7-Dimethoxynaphthalene

: 75-65-0
tert-butyl alcohol

: 274911-44-3
2,7-di-t-butyl-3,6-dimethoxynaphthalene

Conditions

Conditions	Yield
With sulfuric acid; trifluoroacetic acid at 45℃; for 46h; Alkylation;	99%

: 3469-26-9
2,7-Dimethoxynaphthalene

: 1614-82-0
2,7-dimethoxy-1,4,5,8-tetrahydronaphthalene

Conditions

Conditions	Yield
With ethanol; ammonia; lithium	98%
With ethanol; ammonia; lithium Birch reduction; Cooling with dry ice; Inert atmosphere;	93%
With ethanol; ammonia; lithium Birch reaction; Inert atmosphere; Cooling; Reflux;	93%
With ammonia; sodium In ethanol	91%
With ethanol; ammonia; sodium In tetrahydrofuran at -65℃; for 3h; Birch reduction;	74%

: 1535-67-7
difluoromethyl phenyl sulfide

: 3469-26-9
2,7-Dimethoxynaphthalene

: 51385-93-4
2,7-dimethoxy-1-naphthalenecarbaldehyde

Conditions

Conditions	Yield
Stage #1: difluoromethyl phenyl sulfide; 2,7-Dimethoxynaphthalene With tin(IV) chloride In dichloromethane at 20℃; for 2h; Inert atmosphere; Stage #2: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water; dimethyl sulfoxide at 20℃; for 2h;	97%

: 3469-26-9
2,7-Dimethoxynaphthalene

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

: 51385-93-4
2,7-dimethoxy-1-naphthalenecarbaldehyde

Conditions

Conditions	Yield
With trichlorophosphate for 0.05h; Vilsmeier-Haack reaction; Microwave irradiation;	95%
With trichlorophosphate at 60℃;	95.3%
With trichlorophosphate at 60℃;	75.5%
With toluene; trichlorophosphate anschliessendes Erwaermen mit wss.Natriumacetat;
With trichlorophosphate In toluene	132 g

: 3469-26-9
2,7-Dimethoxynaphthalene

: 51385-93-4
2,7-dimethoxy-1-naphthalenecarbaldehyde

Conditions

Conditions	Yield
With dichloromethyl ether; titanium tetrachloride In dichloromethane at 0℃;	95.3%

: 3469-26-9
2,7-Dimethoxynaphthalene

: 4614-11-3
1-bromo-2,7-dimethoxynaphthalene

Conditions

Conditions	Yield
With bromine at 20℃;	91%
With aluminum tri-bromide; [bis(acetoxy)iodo]benzene In acetonitrile at 23℃;	84%
With N-Bromosuccinimide In dichloromethane at 20℃; for 18h;	81%
With chloroform; bromine
With bromine In chloroform

: 3469-26-9
2,7-Dimethoxynaphthalene

: 4294-57-9
para-methylphenylmagnesium bromide

: 1012085-52-7
2,7-di(p-tolyl)naphthalene

Conditions

Conditions	Yield
With C68H72Cl2N6NiP2 In tetrahydrofuran at 25℃; for 24h; Inert atmosphere;	91%

: 5419-55-6
Triisopropyl borate

: 3469-26-9
2,7-Dimethoxynaphthalene

: C12H13BO4

Conditions

Conditions	Yield
Stage #1: 2,7-Dimethoxynaphthalene With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 1h; Inert atmosphere; Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at -78 - 20℃; for 2h; Inert atmosphere; Stage #3: With hydrogenchloride; water In tetrahydrofuran; hexane at 20℃; Inert atmosphere;	88%

: 3469-26-9
2,7-Dimethoxynaphthalene

: 3013-92-1
1,3-dimethyl-5-fluorouracil

: (6aR,6bS,10aR,10bS)-6b-Fluoro-2,6a-dimethoxy-8,10-dimethyl-6a,10,10a,10b-tetrahydro-6bH-8,10-diaza-benzo[a]biphenylene-7,9-dione

Conditions

Conditions	Yield
With penta-1,3-diene In acetonitrile UV-irradiation;	86%

: 3469-26-9
2,7-Dimethoxynaphthalene

: 6699-93-0
(2-methylphenyl)lithium

: C24H20

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel(0); 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride In toluene at 20℃; for 12h; Schlenk technique; Inert atmosphere;	85%

: 3469-26-9
2,7-Dimethoxynaphthalene

: 1-Iodo-2,7-dimethoxynaphthalene

Conditions

Conditions	Yield
With N-iodo-succinimide at 25℃; Inert atmosphere;	84%
With Iodine monochloride In acetonitrile	72.7%

: 3469-26-9
2,7-Dimethoxynaphthalene

: 111-27-3
hexan-1-ol

: 2,7-bis(hexyloxy)naphthalene

Conditions

Conditions	Yield
With bismuth(lll) trifluoromethanesulfonate In water; 1,2-dichloro-ethane at 110℃; for 24h; Schlenk technique; Inert atmosphere;	84%

: 3469-26-9
2,7-Dimethoxynaphthalene

: 93-61-8
N-methyl-N-phenylformamide

: 51385-93-4
2,7-dimethoxy-1-naphthalenecarbaldehyde

Conditions

Conditions	Yield
With trichlorophosphate In 1,2-dichloro-ethane at 100℃; for 11h;	83%

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

Product Name

2,7-Dimethoxynaphthalene

Synthetic route

2,7-Dimethoxynaphthalene Specification

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