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| CAS No.: | 3453-33-6 |
|---|---|
| Name: | 6-Methoxy-2-naphthaldehyde |
| Article Data: | 67 |
| Molecular Structure: | |
|
|
|
| Formula: | C12H10O2 |
| Molecular Weight: | 186.21 |
| Synonyms: | 2-Naphthaldehyde,6-methoxy- (6CI,7CI,8CI);2-Methoxy-6-naphthalenecarboxaldehyde;6-Methoxy-2-naphthalenecarboxaldehyde;MONAL 62;6-Methoxy-2-naphthaldehyde; |
| EINECS: | 222-377-2 |
| Density: | 1.169 g/cm3 |
| Melting Point: | 80-82 °C |
| Boiling Point: | 340.2 °C at 760 mmHg |
| Flash Point: | 162.7 °C |
| Solubility: | 150.1mg/L at 25℃ |
| Appearance: | Slightly yellow crystalline powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36-24/25-37/39 |
| PSA: | 26.30000 |
| LogP: | 2.66090 |
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- 5111-65-9
2-Bromo-6-methoxynaphthalene
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
- 3453-33-6
6-methoxynaphthalene-2-carbaldehyde
| Conditions | Yield |
|---|---|
| With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; | 97% |
| Stage #1: 2-Bromo-6-methoxynaphthalene With n-butyllithium In tetrahydrofuran Stage #2: N,N-dimethyl-formamide | 90% |
| Stage #1: 2-Bromo-6-methoxynaphthalene With n-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 0.25h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; cyclohexane at -78℃; for 0.25h; Further stages.; | 74% |
- 60201-22-1
(6-methoxy-2-naphthyl)methanol
- 3453-33-6
6-methoxynaphthalene-2-carbaldehyde
| Conditions | Yield |
|---|---|
| With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; acetic acid for 4h; Heating; | 95% |
| With 1-hydroxy-1H-1,2,3-benziodoxathiole 1,3,3-trioxide; Oxone; cetyltrimethylammonim bromide In water at 20℃; for 2h; Green chemistry; chemoselective reaction; | 95% |
| With pyridinium chlorochromate In dichloromethane at 20℃; |
- 92190-49-3
(6-methoxynaphthalene-2-yl)methyl acetate
- 3453-33-6
6-methoxynaphthalene-2-carbaldehyde
| Conditions | Yield |
|---|---|
| With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; acetic acid for 4h; Heating; | 95% |
- 3453-33-6
6-methoxynaphthalene-2-carbaldehyde
| Conditions | Yield |
|---|---|
| With (Bu4N)2S2O8 In 1,2-dichloro-ethane at 80℃; for 0.6h; oxidative cleavage; | 94% |
- 201230-82-2
carbon monoxide
- 5111-65-9
2-Bromo-6-methoxynaphthalene
- 3453-33-6
6-methoxynaphthalene-2-carbaldehyde
| Conditions | Yield |
|---|---|
| With N,N,N,N,-tetramethylethylenediamine; hydrogen; palladium diacetate; propyl di-tert-butylphosphinite In toluene at 100℃; under 3750.38 Torr; for 20h; Inert atmosphere; | 93% |
| With N,N,N,N,-tetramethylethylenediamine; hydrogen; palladium diacetate; catacxium A In toluene at 120℃; under 9000.9 Torr; Flow reactor; Green chemistry; | 84% |
| With 4-methoxy-N'-tetramethylethylenediamine; hydrogen; catacxium A; palladium diacetate In toluene at 100℃; under 3750.3 Torr; for 16h; | 99 % Chromat. |
| With N,N,N,N,-tetramethylethylenediamine; hydrogen; catacxium A; palladium diacetate In toluene at 100℃; under 3750.38 Torr; for 16h; | 99 % Chromat. |
- 26386-94-7
2-methyl-6-methoxynaphthalene
- 3453-33-6
6-methoxynaphthalene-2-carbaldehyde
| Conditions | Yield |
|---|---|
| With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; acetic acid for 5h; Heating; | 90% |
| With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; acetic acid for 4h; Heating; | 90% |
| Conditions | Yield |
|---|---|
| With pyridine; 1,3-bis-(diphenylphosphino)propane; hydrogen; palladium diacetate In dimethyl sulfoxide at 120℃; under 7500.75 Torr; for 2h; Flow reactor; | 90% |
| Conditions | Yield |
|---|---|
| With n-butyllithium In tetrahydrofuran; N,N-dimethyl-formamide at -78 - 20℃; for 2h; Inert atmosphere; | 88.6% |
| With n-butyllithium In tetrahydrofuran; hexane; N,N-dimethyl-formamide | |
| With magnesium; acetic acid In tetrahydrofuran; N,N-dimethyl-formamide |
- 3453-33-6
6-methoxynaphthalene-2-carbaldehyde
| Conditions | Yield |
|---|---|
| With (Bu4N)2S2O8 In 1,2-dichloro-ethane for 1.5h; Heating; | 87.5% |
| Conditions | Yield |
|---|---|
| With triethylsilane; dichloro bis(acetonitrile) palladium(II); sodium carbonate; 1,4-di(diphenylphosphino)-butane In N,N-dimethyl-formamide at 20 - 100℃; under 15001.5 Torr; for 20h; Inert atmosphere; Autoclave; | 61% |
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Specification
The 6-Methoxy-2-Naphthaldehyde is an organic compound with the formula C12H10O2. The IUPAC name of this chemical is 6-methoxynaphthalene-2-carbaldehyde. With the CAS registry number 3453-33-6 and EINECS 222-377-2, it is also named as 2-naphthalenecarboxaldehyde, 6-methoxy-. The product's categories are Aromatic Aldehydes & Derivatives (substituted); Aldehydes; C10 to C21; Carbonyl Compounds. It is slightly yellow crystalline powder which is stable under normal temperature and pressure. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.
Physical properties about 6-Methoxy-2-Naphthaldehyde are: (1)ACD/LogP: 2.63; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.63; (4)ACD/LogD (pH 7.4): 2.63; (5)ACD/BCF (pH 5.5): 58.72 ; (6)ACD/BCF (pH 7.4): 58.72; (7)ACD/KOC (pH 5.5): 642.26; (8)ACD/KOC (pH 7.4): 642.26; (9)#H bond acceptors: 2; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.642 ; (12)Molar Refractivity: 57.527 cm3; (13)Molar Volume: 159.218 cm3; (14)Polarizability: 22.805 10-24cm3; (15)Surface Tension: 45.2000007629395 dyne/cm; (16)Density: 1.17 g/cm3; (17)Flash Point: 162.74 °C; (18)Enthalpy of Vaporization: 58.375 kJ/mol; (19)Boiling Point: 340.216 °C at 760 mmHg
Preparation of 6-Methoxy-2-Naphthaldehyde: It can be obtained by methyl-(6-methyl-[2]naphthyl)-ether. This reaction needs reagent 2,3-dichloro-5,6-dicyano-1,4-benzoquinone and solvents acetic acid, H2O by heating. The reaction time is 4.0 hours. The yield is 90%.
.bmp)
Uses of 6-Methoxy-2-Naphthaldehyde: It is used as intermediate of Nabumetone. It is also used for fluorometric assays for isozymes of human alcohol dehydrogenase. What's more, it can react with malonic acid diethyl ester to get (6-methoxy-[2]naphthylmethylene)-malonic acid diethyl ester. This reaction needs reagent piperidine, benzoic acid and solvent benzene by heating. The reaction time is 16 hours. The yield is 81%.
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When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin, so people should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.
People can use the following data to convert to the molecule structure.
1. SMILES:O=Cc1ccc2c(c1)ccc(OC)c2
2. InChI:InChI=1/C12H10O2/c1-14-12-5-4-10-6-9(8-13)2-3-11(10)7-12/h2-8H,1H3
3. InChIKey:VZBLASFLFFMMCM-UHFFFAOYAL