Conditions | Yield |
---|---|
In neat (no solvent) at 20℃; for 0.0333333h; Microwave irradiation; | 100% |
With C6H4MoNO7(1-)*C19H42N(1+); oxygen In water at 100℃; for 18h; Green chemistry; chemoselective reaction; | 98% |
With Merrifield's resin-bound N-aminoimidazolium chlorochromate In dichloromethane for 6.3h; Heating; | 97% |
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With caro's acid; silica gel In dichloromethane for 0.0833333h; Heating; | 100% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone Heating; | 99% |
With potassium carbonate In N,N-dimethyl-formamide at 85℃; for 3.5h; | 95% |
With potassium carbonate In acetone for 2.5h; Reflux; | 94% |
Conditions | Yield |
---|---|
With benzyltriphenylphosphonium peroxodisulfate In acetonitrile for 0.166667h; Heating; | 98% |
With potassium permanganate; montmorillonite K-10 for 0.25h; | 96% |
With (Bu4N)2S2O8 In 1,2-dichloro-ethane at 80℃; for 0.5h; oxidative cleavage; | 90% |
With tribromo-isocyanuric acid In acetonitrile at 20℃; for 4h; | 78% |
2-(2',4'-dimethoxyphenyl)-1,3-dithiane
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
Stage #1: 2-[2',4'-dimethoxyphenyl]-1,3-dithiane With acetyl chloride; sodium nitrite In dichloromethane at 0 - 5℃; for 0.25h; Stage #2: With water In dichloromethane at 0 - 20℃; for 0.5h; | 97% |
2,4-dimethoxybenzaldehyde phenylhydrazone
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With potassium permanganate; montmorillonite K-10 for 0.25h; | 96% |
2,4-dimethoxybenzyl phenylacetate
A
phenylacetic acid
B
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane for 18h; Ambient temperature; Yields of byproduct given; | A 95% B n/a |
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
Stage #1: 2-(2,4-dimethoxy-phenyl)-[1,3]oxathiolane With acetyl chloride; sodium nitrite In dichloromethane at 0 - 5℃; for 0.25h; Stage #2: With water In dichloromethane at 0 - 20℃; for 0.25h; | 95% |
With ammonium bromide; dihydrogen peroxide; vanadia In dichloromethane at 0 - 5℃; for 1.25h; | 85% |
With perchloric acid; dihydrogen peroxide; ammonium bromide; molybdic acid In dichloromethane at 0 - 5℃; for 2.5h; | 80% |
Conditions | Yield |
---|---|
With dihydrogen peroxide In water; acetonitrile at 25℃; for 10h; UV-irradiation; | 95% |
With potassium 12-tungstocobaltate(III) In water; acetonitrile for 0.25h; Microwave irradiation; | 88% |
2,4-dimethoxybenzaldoxime
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With silica gel; iron(III) chloride for 0.00833333h; microwave irradiation; | 93% |
With (Bu4N)2S2O8 In 1,2-dichloro-ethane for 1h; Heating; | 91.8% |
With pyridinium chlorochromate at 20℃; for 4.5h; | 90% |
Conditions | Yield |
---|---|
With oxygen; 2,2,6,6-tetramethyl-piperidine-N-oxyl; copper(I) bromide dimethylsulfide complex; bis(3-(perfluorooctyl)butyl)-2,2'-bipyridine In chlorobenzene at 90℃; for 3h; Oxidation; | 93% |
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil at 0℃; for 18h; | 93% |
2,4-dimethoxybenzaldehyde dimethylacetal
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With aluminum oxide; Oxone for 0.025h; Hydrolysis; Microwave irradiation; | 92% |
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With 1-n-butylpyridinium tetrachloroferrate; pyridinium chlorochromate at 50℃; for 0.233333h; | 92% |
2,4-dimethoxybenzylamine hydrochloride
A
2,4-dimethoxybenzonitrile
B
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide; sodium hypochlorite In ethanol for 0.25h; Ambient temperature; | A 89% B n/a C n/a |
Decanoic acid 2,4-dimethoxy-benzyl ester
A
1-decanoic acid
B
tri(p-bromophenyl)amine
C
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With 2,6-dimethylpyridine; 2a-radical-kation In water; acetonitrile oxidative electrolysis; Yield given; | A 86% B n/a C n/a |
N,N-dimethyl-formamide
1,3-Dimethoxybenzene
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With silica gel; trichlorophosphate for 0.025h; Formylation; Microwave irradiation (300 W); | 85% |
With trichlorophosphate | |
With sodium hydroxide; pyrophosphoryl chloride 1) 100 deg C, 4 h; Yield given. Multistep reaction; |
1-(bis(ethylthio)methyl)-2,4-dimethoxybenzene
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With cetyl(trimethyl)-ammonium tribromide In dichloromethane at 0 - 5℃; for 0.0833333h; | 85% |
With ammonium heptamolybdate; dihydrogen peroxide; ammonium bromide; perchloric acid In dichloromethane; water at 0 - 5℃; for 0.5h; | 82% |
1,3-Dimethoxybenzene
tris(diformylamino)methane
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid In nitromethane at 20℃; for 2.5h; | 84% |
With aluminium trichloride In 1,2-dichloro-ethane at 2℃; for 15h; | 45% |
Stage #1: 1,3-Dimethoxybenzene; tris(diformylamino)methane With aluminium trichloride In 1,2-dichloro-ethane at -13 - 2℃; for 15h; Stage #2: With water | 45% |
With aluminium trichloride In 1,2-dichloro-ethane at -13 - 2℃; for 15h; | 45% |
1-iodo-2,4-dimethoxybenzene
9-methyl-9H-fluorene-9-carbonyl chloride
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; potassium formate; tetra-(n-butyl)ammonium iodide; tricyclohexylphosphine tetrafluoroborate; bis(dibenzylideneacetone)-palladium(0); tri tert-butylphosphoniumtetrafluoroborate In acetonitrile at 80℃; for 18h; Sealed tube; Glovebox; Inert atmosphere; | 84% |
Conditions | Yield |
---|---|
With trichlorophosphate In various solvent(s) at 100℃; for 1h; Vilsmeier formylation; | 83% |
With trichlorophosphate |
Conditions | Yield |
---|---|
With 4,4'-dimethoxyphenyl disulfide; iridium(lll) bis[2-(2,4-difluorophenyl)-5-methylpyridine-N,C20]-4,40-di-tert-butyl-2,20-bipyridine hexafluorophosphate; triphenylphosphine In toluene for 24h; Irradiation; Glovebox; | 81% |
Conditions | Yield |
---|---|
With dihydrogen peroxide In water; acetonitrile at 20℃; under 760.051 Torr; for 5h; | A n/a B 80% |
difluoromethyl phenyl sulfide
1,3-Dimethoxybenzene
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
Stage #1: difluoromethyl phenyl sulfide; 1,3-Dimethoxybenzene 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; | 78% |
cis-3-benzyloxycarbonylamino-1-(2,4-dimethoxybenzyl)-4-methoxycarbonyl-2-azetidinone
A
2,4 dimethoxybenzoic acid
cis-4-(methoxycarbonyl)-2-oxo-3-<<(phenylmethoxy)carbonyl>amino>-1-azetidine
cis-3-benzyloxycarbonylamino-1-(2,4-dimethoxybenzoyl)-4-methoxycarbonyl-2-azetidinone
D
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With dipotassium hydrogenphosphate; dipotassium peroxodisulfate In water; acetonitrile for 2h; Heating; | A 68 mg B 62% C 4.5% D 75% |
2,4-dimethoxy-phenethyl alcohol
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With molecular sieve; pyridinium chlorochromate In dichloromethane at 20℃; for 8h; | 73% |
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With potassium permanganate at 40℃; for 4.2h; Ionic liquid; chemoselective reaction; | 69% |
Dichloromethyl methyl ether
1,3-Dimethoxybenzene
A
2,4-Dimethoxybenzaldehyde
B
2,6-dimethoxybenzaldehyde
Conditions | Yield |
---|---|
Stage #1: 1,3-Dimethoxybenzene With titanium tetrachloride In dichloromethane at 0℃; for 1h; Inert atmosphere; Stage #2: Dichloromethyl methyl ether In dichloromethane at 0℃; for 0.75h; Inert atmosphere; Overall yield = 79 %; | A 61% B 18% |
1-(2-hydroxy-4-methoxyphenyl)ethanone
2,4-Dimethoxybenzaldehyde
(E)-1-(2-hydroxy-4-methoxyphenyl)-3-(2,4-dimethoxyphenyl)prop-2-en-1-one
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol at 20℃; for 16h; Claisen-Schmidt Condensation; | 100% |
With sodium hydroxide In ethanol at 20℃; for 16h; | 94% |
With potassium hydroxide In ethanol at 20℃; Claisen Schmidt condensation; | 90% |
2,4-Dimethoxybenzaldehyde
2,4-dimethoxyphenol
Conditions | Yield |
---|---|
With sulfuric acid; dihydrogen peroxide In methanol; water at 20℃; for 20h; | 100% |
With sulfuric acid; dihydrogen peroxide In methanol at 20℃; for 20h; | 94% |
With dihydrogen peroxide; sulfuric acid In methanol for 14h; Ambient temperature; | 90% |
glycine ethyl ester hydrochloride
2,4-Dimethoxybenzaldehyde
ethyl 2-{[(2,4-dimethoxyphenyl)methyl]amino}acetate
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; triethylamine In 1,2-dichloro-ethane for 17h; | 100% |
With sodium tetrahydroborate; triethylamine In methanol; ethanol for 1h; Ambient temperature; | 59% |
Stage #1: glycine ethyl ester hydrochloride; 2,4-Dimethoxybenzaldehyde With triethylamine In acetonitrile at 20℃; for 1h; Inert atmosphere; Stage #2: With sodium tris(acetoxy)borohydride at 20℃; for 18h; Inert atmosphere; | 49% |
Stage #1: glycine ethyl ester hydrochloride; 2,4-Dimethoxybenzaldehyde With triethylamine In 1,1-dichloroethane for 1h; Stage #2: With water; sodium tris(acetoxy)borohydride In 1,1-dichloroethane for 72h; Stage #3: With sodium hydrogencarbonate In 1,1-dichloroethane; water |
Conditions | Yield |
---|---|
With tri-n-butyl-tin hydride; phenylboronic acid In dichloromethane at 20℃; for 16h; | 100% |
With sodium tetrahydroborate In methanol at 0℃; Inert atmosphere; | 100% |
With water; nickel dichloride; zinc In N,N-dimethyl-formamide for 1.5h; Ambient temperature; | 98% |
3-acetyl-2,4-dihydroxyquinoline
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
100% |
4-methoxy-aniline
2,4-Dimethoxybenzaldehyde
N-(2,4-dimethoxybenzylidene)-4-methoxyaniline
Conditions | Yield |
---|---|
In toluene for 40h; Heating; | 100% |
In toluene at 165℃; for 18h; | |
In chlorobenzene for 1h; Reflux; |
1.3-propanedithiol
2,4-Dimethoxybenzaldehyde
2-(2',4'-dimethoxyphenyl)-1,3-dithiane
Conditions | Yield |
---|---|
With Lewis acid | 100% |
With acetyl chloride at 20℃; for 0.0666667h; | 98% |
With nickel dichloride In methanol; dichloromethane at 20℃; for 0.2h; | 96% |
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; | 100% |
isopropyltriphenylphosphonium iodide
2,4-Dimethoxybenzaldehyde
2,4-dimethoxy-1-(2-methyl-propenyl)-benzene
Conditions | Yield |
---|---|
Stage #1: isopropyltriphenylphosphonium iodide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h; Stage #2: 2,4-Dimethoxybenzaldehyde In tetrahydrofuran; hexane at 20℃; for 4h; | 100% |
2,4-Dimethoxybenzaldehyde
methoxycarbonylmethylamine
(2,4-dimethoxybenzylamino)acetic acid methyl ester
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; triethylamine In 1,2-dichloro-ethane at 20℃; for 24h; | 100% |
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With woollins’ reagent In toluene for 20h; Heating; | 100% |
Conditions | Yield |
---|---|
In toluene Heating; | 100% |
2,4-Dimethoxybenzaldehyde
methylamine
1-(2,4-dimethoxyphenyl)-N-methylmethanamine
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol for 2h; | 100% |
Stage #1: 2,4-Dimethoxybenzaldehyde; methylamine In methanol at 0 - 20℃; for 1h; Stage #2: With sodium tetrahydroborate In methanol at 0 - 20℃; for 12h; | 92% |
Stage #1: 2,4-Dimethoxybenzaldehyde; methylamine In methanol at 20℃; for 1h; Stage #2: With sodium tetrahydroborate In methanol at 0 - 2℃; for 3h; Stage #3: With hydrogenchloride; water; sodium hydrogencarbonate more than 3 stages; | 81% |
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 25℃; |
2-aminophenylacetic acid methyl ester
2,4-Dimethoxybenzaldehyde
C18H19NO4
Conditions | Yield |
---|---|
In methanol at 20℃; for 16h; Inert atmosphere; | 100% |
2'-(propargyloxy)acetophenone
2,4-Dimethoxybenzaldehyde
3-(2,4-dimethoxy-phenyl)-1-(2-prop-2-ynyloxy-phenyl)-propenone
Conditions | Yield |
---|---|
Stage #1: 2'-(propargyloxy)acetophenone With sodium hydroxide In methanol at 25℃; for 0.5h; Claisen-Schmidt condensation; Stage #2: 2,4-Dimethoxybenzaldehyde In methanol at 25℃; Claisen-Schmidt condensation; | 100% |
5-hydroxypentylamine
2,4-Dimethoxybenzaldehyde
5-((2,4-dimethoxybenzyl)amino)pentan-1-ol
Conditions | Yield |
---|---|
Stage #1: 5-hydroxypentylamine; 2,4-Dimethoxybenzaldehyde In toluene for 4h; Reflux; Dean-Stark; Stage #2: With sodium tetrahydroborate In methanol at 0℃; for 0.166667h; | 100% |
Stage #1: 5-hydroxypentylamine; 2,4-Dimethoxybenzaldehyde With acetic acid In methanol at 10℃; for 0.5h; Stage #2: With sodium tetrahydroborate In methanol at -10 - 10℃; for 1.66667h; Stage #3: With sodium hydrogencarbonate In methanol for 0.5h; |
4-chloro-aniline
2,4-Dimethoxybenzaldehyde
4-chloro-N-(2,4-dimethoxybenzylidene)aniline
Conditions | Yield |
---|---|
In toluene at 80℃; for 12h; Inert atmosphere; | 100% |
allylmagnesium bromide
2,4-Dimethoxybenzaldehyde
1-(2,4-dimethoxyphenyl)but-3-en-1-ol
Conditions | Yield |
---|---|
In diethyl ether at 0 - 20℃; | 100% |
In tetrahydrofuran; diethyl ether at 0 - 20℃; |
2,4-Dimethoxybenzaldehyde
Cyclopentamine
N-cyclopentyl-N-(2,4-dimethoxybenzyl)amine
Conditions | Yield |
---|---|
Stage #1: 2,4-Dimethoxybenzaldehyde; Cyclopentamine In methanol at 20℃; for 0.5h; Inert atmosphere; Stage #2: With sodium tetrahydroborate In methanol for 0.5h; | 100% |
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran at 20℃; | 100% |
Conditions | Yield |
---|---|
With pyrrolidine In tetrahydrofuran at 20℃; for 4h; Reagent/catalyst; Solvent; | 100% |
N-methylpropargylamine
2,4-Dimethoxybenzaldehyde
N-(2,4-dimethoxybenzyl)-N-methylprop-2-yn-1-amine
Conditions | Yield |
---|---|
Stage #1: 2,4-Dimethoxybenzaldehyde With acetic acid In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: methyl(propargyl)amine In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #3: With sodium tris(acetoxy)borohydride In dichloromethane at 0℃; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid at 20℃; for 24h; | 99.1% |
basic condition; | |
Claisen-Schmidt Condensation; Alkaline conditions; |
malonic acid
2,4-Dimethoxybenzaldehyde
(E)-3-(2,4-dimethoxyphenyl)-2-propenoic acid
Conditions | Yield |
---|---|
With piperidine; pyridine at 80 - 115℃; for 4h; Knoevenagel Condensation; | 99% |
With piperidine; pyridine at 125℃; for 3.5h; | 98% |
Stage #1: malonic acid; 2,4-Dimethoxybenzaldehyde With pyridine; 3-amino propanoic acid for 1.5h; Reflux; Inert atmosphere; Stage #2: With hydrogenchloride In water at 0℃; Inert atmosphere; | 90% |
2,4-Dimethoxybenzaldehyde
1-(4-methoxyphenyl)ethanone
(E)-3-(2,4-dimethoxyphenyl)-1-(4-methoxyphenyl)-2-propen-1-one
Conditions | Yield |
---|---|
Stage #1: 2,4-Dimethoxybenzaldehyde; 1-(4-methoxyphenyl)ethanone With potassium hydroxide In ethanol; water at 20℃; for 12h; Claisen Schmidt condensation; Stage #2: With hydrogenchloride In ethanol; water pH=3 - 4; | 99% |
With sodium hydroxide In ethanol; water at 0 - 20℃; for 12h; Claisen-Schmidt Condensation; | 98% |
With sodium hydroxide In ethanol; water at 0 - 20℃; for 15h; Claisen-Schmidt Condensation; | 41% |
2,4-Dimethoxybenzylamine
2,4-Dimethoxybenzaldehyde
bis(2,4-dimethoxybenzyl)amine
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride In tetrahydrofuran at 20℃; | 99% |
With sodium tris(acetoxy)borohydride In tetrahydrofuran at 20℃; for 2h; | 92% |
(i) TsOH, toluene, (ii) aq. NaBH4; Multistep reaction; | |
Stage #1: 2,4-Dimethoxybenzylamine; 2,4-Dimethoxybenzaldehyde In ethanol at 20℃; for 2h; Stage #2: With sodium tris(acetoxy)borohydride In ethanol at 20℃; for 1h; | 8 g |
Stage #1: 2,4-Dimethoxybenzylamine; 2,4-Dimethoxybenzaldehyde In methanol at 20℃; for 1h; Stage #2: With methanol; sodium tetrahydroborate at 20℃; |
N-(3-Chloro-phenyl)-2-hydrazono-N'-hydroxy-propionamidine
2,4-Dimethoxybenzaldehyde
N-(3-Chloro-phenyl)-2-{[1-(2,4-dimethoxy-phenyl)-meth-(Z)-ylidene]-hydrazono}-N'-hydroxy-propionamidine
Conditions | Yield |
---|---|
In ethanol 1.) reflux, 2 to 5 min, 2.) RT; | 99% |
2,4-Dimethoxybenzaldehyde
5-phenylfuran-2,3-dione
2-(2,4-Dimethoxy-phenyl)-6-phenyl-[1,3]dioxin-4-one
Conditions | Yield |
---|---|
In benzene for 3h; Heating; | 99% |
The molecular structure of 2,4-Dimethoxybenzaldehyde (CAS NO.613-45-6):
IUPAC Name: 2,4-Dimethoxybenzaldehyde
Molecular Weight: 166.1739 g/mol
Molecular Formula: C9H10O3
Density: 1.114 g/cm3
Melting Point: 67-69 °C(lit.)
Boiling Point: 307.8 °C at 760 mmHg
Flash Point: 124.7 °C
Index of Refraction: 1.534
Molar Refractivity: 46.36 cm3
Molar Volume: 149.1 cm3
Surface Tension: 36.1 dyne/cm
Enthalpy of Vaporization: 54.84 kJ/mol
Vapour Pressure: 0.00071 mmHg at 25 °C
Water Solubility: insoluble
Sensitive: air sensitive
XLogP3: 1.7
H-Bond Acceptor: 3
Rotatable Bond Count: 3
Exact Mass: 166.062994
MonoIsotopic Mass: 166.062994
Topological Polar Surface Area: 35.5
Heavy Atom Count: 12
Canonical SMILES: COC1=CC(=C(C=C1)C=O)OC
InChI: InChI=1S/C9H10O3/c1-11-8-4-3-7(6-10)9(5-8)12-2/h3-6H,1-2H3
InChIKey: LWRSYTXEQUUTKW-UHFFFAOYSA-N
EINECS: 210-342-4
Product Categories: Aromatic Aldehydes & Derivatives (substituted); Benzaldehyde; Aromatics; Aldehydes; C9; Carbonyl Compounds
2,4-Dimethoxybenzaldehyde (CAS NO.613-45-6) is a component of hair dyes. It also can be used as pharmaceutical intermediate.
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
HS Code: 29124900
2,4-Dimethoxybenzaldehyde (CAS NO.613-45-6) is also named as AI3-21269 ; NSC 27023 ; Benzaldehyde, 2,4-dimethoxy- . 2,4-Dimethoxybenzaldehyde (CAS NO.613-45-6) is white solid.
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