3-methoxy-4-methylbenzyl alcohol
3-methoxy-4-methylbenzaldehyde
Conditions | Yield |
---|---|
With Dess-Martin periodane In dichloromethane at 0℃; for 0.5h; | 100% |
With manganese(IV) oxide In tetrahydrofuran for 2h; | 95% |
With manganese(IV) oxide In dichloromethane for 2h; Heating; | 90% |
3-hydroxy-4-methylbenzaldehyde
dimethyl sulfate
3-methoxy-4-methylbenzaldehyde
Conditions | Yield |
---|---|
With potassium hydroxide at 45℃; | 91% |
With potassium hydroxide | 87% |
3-hydroxy-4-methylbenzaldehyde
methyl iodide
3-methoxy-4-methylbenzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate | 91% |
Stage #1: 3-hydroxy-4-methylbenzaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; | 91% |
Conditions | Yield |
---|---|
Stage #1: 3-methoxy-benzaldehyde With 1-methyl-piperazine; n-butyllithium In tetrahydrofuran; hexane at -20℃; for 0.5h; Stage #2: With sec.-butyllithium In tetrahydrofuran; hexane; cyclohexane for 0.166667h; Stage #3: methyl iodide In tetrahydrofuran; hexane; cyclohexane at -78 - 20℃; Further stages.; | 29% |
Yield given. Multistep reaction; |
Succinimide
(2-Bromo-5-methoxy-4-methyl-phenyl)-methanol
A
2-Brom-5-methoxy-4-methylbenzaldehyd
B
3-methoxy-4-methylbenzaldehyde
C
N-(2-Formyl-4-methoxy-5-methylphenyl)succinimid
Conditions | Yield |
---|---|
With copper(l) iodide; sodium hydride 1) dimethylacetamide, 2.,5-3 h, r.t., 2) 6 h, reflux; Yield given. Multistep reaction. Yields of byproduct given; | |
With copper(l) iodide; sodium hydride 1) dimethylacetamide, 2.5-3 h, r.t., 2) 6 h, reflux; Yield given. Multistep reaction. Yields of byproduct given; | |
With copper(l) iodide; sodium hydride 1) dimethylacetamide, 2.5-3 h, r.t., 2) 6 h, reflux; Yield given. Multistep reaction. Yields of byproduct given; |
Conditions | Yield |
---|---|
(i) aq. NH2OH*HCl, NaOAc, (ii) CuSO4, Na2SO3, aq. NaOAc, (iii) /BRN= 742602/, NaNO2, aq. HCl; Multistep reaction; |
3-methoxy-p-toluic acid
3-methoxy-4-methylbenzaldehyde
Conditions | Yield |
---|---|
(i) SOCl2, (ii) Li; Multistep reaction; | |
Multi-step reaction with 2 steps 1: LiAlH4 / tetrahydrofuran / 20 °C 2: MnO2 / CHCl3 / 3 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: 91 percent / acetic acid / diethyl ether 2: 88 percent / LiAlH4 / diethyl ether / 2.5 h / Heating 3: 90 percent / active MnO2 / CH2Cl2 / 2 h / Heating View Scheme |
methyl iodide
A
3-methoxy-2-methyl-benzaldehyde
B
3-methoxy-4-methylbenzaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium 1) ether, cyclohexane, -72 deg C, 1 h; 2) ether, cyclohexane, -72 deg C --> rt; 3) THF, reflux, 2 h; Yield given. Multistep reaction. Yields of byproduct given; |
3-hydroxy-4-methylbenzoic acid
3-methoxy-4-methylbenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: K2CO3 / acetone / 10 h / Heating 2: LiAlH4 / tetrahydrofuran / 20 °C 3: MnO2 / CHCl3 / 3 h / Heating View Scheme |
4-methyl-3-nitrobenzaldehyde
3-methoxy-4-methylbenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: 91 percent / 33 percent KOH / 45 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 91 percent / KNO3 / H2SO4 3: 91 percent / 33 percent KOH / 45 °C View Scheme |
methyl 4-methyl-3-methoxybenzoate
3-methoxy-4-methylbenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 88 percent / LiAlH4 / diethyl ether / 2.5 h / Heating 2: 90 percent / active MnO2 / CH2Cl2 / 2 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 25 °C 2: manganese(IV) oxide / tetrahydrofuran / 2 h View Scheme | |
Multi-step reaction with 2 steps 1: diisobutylaluminium hydride / tetrahydrofuran / 5.5 h / -78 - 20 °C 2: pyridinium chlorochromate / dichloromethane / 2 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: diisobutylaluminium hydride / tetrahydrofuran / 5 h / -78 - 20 °C 2: pyridinium chlorochromate / dichloromethane / 2 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere 2: manganese(IV) oxide / chloroform / 18 h / 20 °C View Scheme |
2,6-dimethylpyridine
3-methoxy-4-methylbenzoyl chloride
3-methoxy-4-methylbenzaldehyde
Conditions | Yield |
---|---|
palladium In tetrahydrofuran |
malonic acid
3-methoxy-4-methylbenzaldehyde
3-(3-Methoxy-4-methylphenyl)-2-propenoic acid
Conditions | Yield |
---|---|
Stage #1: malonic acid; 3-methoxy-4-methylbenzaldehyde With piperidine; pyridine for 2.5h; Heating / reflux; Stage #2: With hydrogenchloride In water | 100% |
In piperidine; pyridine for 2.5h; Heating / reflux; | 100% |
With piperidine; pyridine for 5h; Heating; | 99.7% |
Conditions | Yield |
---|---|
With piperidine; pyridine for 2.5h; Heating / reflux; Neat (no solvent); | 100% |
With piperidine; pyridine for 2.5h; Heating / reflux; | 100% |
With piperidine; pyridine at 100℃; Condensation; |
malonic acid
3-methoxy-4-methylbenzaldehyde
Conditions | Yield |
---|---|
Stage #1: malonic acid; 3-methoxy-4-methylbenzaldehyde With piperidine; pyridine for 11h; Heating / reflux; Stage #2: With hydrogenchloride In water | 100% |
3-methoxy-4-methylbenzaldehyde
aniline
Conditions | Yield |
---|---|
99% |
3-methoxy-4-methylbenzaldehyde
3-methoxy-4-methylbenzyl alcohol
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol | 98.7% |
Conditions | Yield |
---|---|
With piperidine; acetic acid In benzene for 2h; Knoevenagel Condensation; Dean-Stark; Reflux; | 92% |
3-methoxy-4-methylbenzaldehyde
malonic acid dimethyl ester
Dimethyl 3-Methoxy-4-methylbenzylidenemalonate
Conditions | Yield |
---|---|
With piperidine; benzoic acid In benzene Heating; | 91% |
3-methoxy-4-methylbenzaldehyde
dimedone
β-naphthol
C27H26O3
Conditions | Yield |
---|---|
With (2,3,4,5,6-pentafluorophenyl)ammonium triflate In toluene at 50℃; for 6h; Green chemistry; | 90% |
6-methoxy-1,3-benzothiazole
3-methoxy-4-methylbenzaldehyde
(6-methoxy-1,3-benzothiazol-2-yl)(4-methyl-3-methoxyphenyl)methanol
Conditions | Yield |
---|---|
Stage #1: 6-methoxy-1,3-benzothiazole With n-butyllithium In tetrahydrofuran; hexane for 1h; Cooling with acetone-dry ice; Stage #2: 3-methoxy-4-methylbenzaldehyde In tetrahydrofuran; hexane for 2h; Cooling with acetone-dry ice; | 89% |
3-methoxy-4-methylbenzaldehyde
1-(4-methoxyphenyl)ethanone
Conditions | Yield |
---|---|
Stage #1: 1-(4-methoxyphenyl)ethanone With lithium hydroxide monohydrate In ethanol at 20℃; for 0.25h; Stage #2: 3-methoxy-4-methylbenzaldehyde In ethanol at 20℃; for 24h; | 88% |
Nitroethane
3-methoxy-4-methylbenzaldehyde
1-(3-methoxy-4-methylphenyl)-2-nitropropene
Conditions | Yield |
---|---|
With ammonium acetate for 2.5h; Heating; | 83.5% |
3-methoxy-4-methylbenzaldehyde
methyl chloroacetate
methyl (3-methoxy-4-methylphenyl)glycidate
Conditions | Yield |
---|---|
With sodium methylate In methanol 1) -5 deg C, 2 h, 2) room temperature, 3 h; | 80% |
3-methoxy-4-methylbenzaldehyde
methyl-triphenylphosphonium iodide
2-methoxy-1-methyl-4-vinylbenzene
Conditions | Yield |
---|---|
Stage #1: methyl-triphenylphosphonium iodide With sodium hexamethyldisilazane In tetrahydrofuran at 25℃; for 1h; Inert atmosphere; Stage #2: 3-methoxy-4-methylbenzaldehyde In tetrahydrofuran at 25℃; for 1h; Inert atmosphere; | 80% |
Conditions | Yield |
---|---|
With β‐cyclodextrin In water at 80℃; for 0.633333h; | 78.5% |
3-methoxy-4-methylbenzaldehyde
cyanomethylene triphenylphosphorane
3-(3-methoxy-4-methylphenyl)acrylonitrile
Conditions | Yield |
---|---|
77% |
3-methoxy-4-methylbenzaldehyde
(4-chlorphenyl)magnesium bromide
(4-chlorophenyl)(3-methoxy-4-methylphenyl)methanone
Conditions | Yield |
---|---|
In tetrahydrofuran for 6h; Reflux; | 77% |
nitromethane
3-methoxy-4-methylbenzaldehyde
3-methoxy-4-methyl-1-[(E)-2′-nitrovinyl]benzene
Conditions | Yield |
---|---|
With ammonium acetate In toluene for 18h; Inert atmosphere; Reflux; | 73% |
diethoxyphosphoryl-acetic acid ethyl ester
3-methoxy-4-methylbenzaldehyde
3-(3-methoxy-4-methylphenyl)-2-propenoic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran Inert atmosphere; Stage #2: 3-methoxy-4-methylbenzaldehyde In tetrahydrofuran at 20℃; for 20h; Inert atmosphere; | 63% |
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; hexane for 0.416667h; Inert atmosphere; Stage #2: 3-methoxy-4-methylbenzaldehyde In tetrahydrofuran; hexane at 20℃; for 20.5h; | 63% |
With sodium hydride 1.) toluene, 0 deg C, 1 h, 2.) toluene, THF, RT, 20 h; Yield given. Multistep reaction; |
N-(5,6-Dihydro-4H-cyclopentathiazol-2-yl)-N'-isopropylidene-hydrazine
3-methoxy-4-methylbenzaldehyde
N-(5,6-Dihydro-4H-cyclopentathiazol-2-yl)-N'-[1-(3-methoxy-4-methyl-phenyl)-meth-(E)-ylidene]-hydrazine
Conditions | Yield |
---|---|
In acetic acid for 0.5h; Heating; | 61% |
3-methoxy-4-methylbenzaldehyde
1,4-diacetyl-3-(2,4,5-trimethoxy-3-methylphenylmethyl)-2,5-piperazinedione
(Z)-1-acetyl-3-(3-methoxy-4-methylphenylmethylene)-6-(2,4,5-trimethoxy-3-methylphenylmethyl)-2,5-piperazinedione
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide; tert-butyl alcohol for 24h; Ambient temperature; | 58% |
3-methoxy-4-methylbenzaldehyde
sophoridine
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran; mineral oil at 37℃; for 13h; Reflux; | 49% |
3-methoxy-4-methylbenzaldehyde
3-hydroxy-4-methylbenzaldehyde
Conditions | Yield |
---|---|
With boron tribromide In dichloromethane at -10 - 20℃; for 6h; | 41.4% |
With boron tribromide In dichloromethane at 20℃; for 5h; Cooling with ice; | 41.4% |
3-methoxy-4-methylbenzaldehyde
malononitrile
Conditions | Yield |
---|---|
With L-proline In ethanol at 20℃; for 3h; Knoevenagel Condensation; Inert atmosphere; | 32% |
Conditions | Yield |
---|---|
With potassium carbonate In ethanol at 75℃; for 18h; | 29% |
3-methoxy-4-methylbenzaldehyde
2-hydroxy-4-methyl-5-methoxybenzaldehyde
Conditions | Yield |
---|---|
With palladium diacetate; toluene-4-sulfonic acid; 1-fluoro-2,4,6-trimethylpyridinium trifluoromethanesulfonate; acetic acid; 2-Amino-4-chlorobenzoic acid at 90℃; for 24h; Sealed tube; | 28% |
2-thioxo-4-thiazolidinone
3-methoxy-4-methylbenzaldehyde
5-(3-methoxy-4-methyl-benzylidene)-2-thioxo-thiazolidin-4-one
Conditions | Yield |
---|---|
With sodium acetate In acetic acid Heating; |
Product Name: Benzaldehyde,3-methoxy-4-methyl- (CAS NO.24973-22-6)
Molecular Formula: C9H10O2
Molecular Weight: 150.17g/mol
Mol File: 24973-22-6.mol
Melting Point: 40.5-41.5
Index of Refraction: 1.542
Molar Refractivity: 44.5 cm3
Molar Volume: 141.3 cm3
Surface Tension 36.1 dyne/cm
Density: 1.062 g/cm3
Flash Point: 105.7 °C
Enthalpy of Vaporization: 48.33 kJ/mol
Boiling Point: 246.2 °C at 760 mmHg
Vapour Pressure: 0.0276 mmHg at 25°C
XLogP3-AA: 2.3
H-Bond Donor: 0
H-Bond Acceptor: 2
Structure Descriptors of Benzaldehyde,3-methoxy-4-methyl- (CAS NO.24973-22-6):
IUPAC Name: 3-methoxy-4-methylbenzaldehyde
Canonical SMILES: CC1=C(C=C(C=C1)C=O)OC
InChI: InChI=1S/C9H10O2/c1-7-3-4-8(6-10)5-9(7)11-2/h3-6H,1-2H3
InChIKey: TVDHPUFLDYYBPO-UHFFFAOYSA-N
Product Categories: FINE Chemical & INTERMEDIATES; Aromatic Aldehydes & Derivatives (substituted); Aldehydes; Phenyls & Phenyl-Het; Benzaldehyde; Adehydes, Acetals & Ketones;Anisoles, Alkyloxy Compounds & Phenylacetates; Phenyls & Phenyl-Het
Safety Information of Benzaldehyde,3-methoxy-4-methyl- (CAS NO.24973-22-6):
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
Benzaldehyde,3-methoxy-4-methyl- , its CAS NO. is 24973-22-6, the synonym is 3-Methoxy-4-methylbenzaldehyde .
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