3,5-dimethoxybenzaldoxime
3,5-dimethoxybenzaldehdye
Conditions | Yield |
---|---|
With benzyltriphenylphosphonium dichromate In acetonitrile for 0.25h; Oxidation; Heating; | 100% |
With 1,4-dichloro-1,4-diazoniabicyclo[2,2,2]octane bischloride In water at 50℃; for 0.333333h; pH=7; | 85% |
With quinolinium chlorochromate(VI) for 0.583333h; | 50% |
Conditions | Yield |
---|---|
With silica-supported Jones reagent In dichloromethane for 0.00269444h; | 99.5% |
With 1,2-dimethyl-3-[6-(methylsulfinyl)hexyl]-1H-imidazolium triflate; oxalyl dichloride; triethylamine In dichloromethane; acetonitrile at -78 - 20℃; Swern oxidation; | 97% |
With Dess-Martin periodane In dichloromethane at 0℃; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 50℃; | 99% |
With potassium carbonate In acetone at 80℃; for 12h; Inert atmosphere; Schlenk technique; | 92% |
With potassium carbonate In acetone Heating; | 90% |
Stage #1: 3,5-dihydroxybenzaldehyde With potassium carbonate In acetone at 20℃; for 0.5h; Inert atmosphere; Stage #2: methyl iodide In acetone for 6h; Reflux; Inert atmosphere; | 69.4% |
2-bromo-3,5-dimethoxybenzyl alcohol
3,5-dimethoxybenzaldehdye
Conditions | Yield |
---|---|
Stage #1: 2-bromo-3,5-dimethoxybenzyl alcohol With water; lead(IV) tetraacetate; potassium nitrate at 37℃; for 1.5h; Stage #2: With rhenium(IV) sulfide at 45℃; for 2h; Temperature; | 98.5% |
Conditions | Yield |
---|---|
With potassium carbonate In chloroform at 20℃; for 24h; Irradiation; Inert atmosphere; | 96% |
With dipotassium peroxodisulfate In water at 90℃; for 12h; Green chemistry; | 62% |
Conditions | Yield |
---|---|
With nickel-doped graphene carbon nitride nanoparticles; air In ethanol at 25℃; for 8h; Irradiation; Green chemistry; | 95% |
Multi-step reaction with 2 steps 1: N-Bromosuccinimide / acetonitrile / 1 h / 25 °C / Inert atmosphere 2: hexamethylenetetramine / water / 12 h / 120 °C / Inert atmosphere View Scheme |
dicobalt octacarbonyl
1-bromo-3,5-dimethoxybenzene
3,5-dimethoxybenzaldehdye
Conditions | Yield |
---|---|
With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium acetate In acetonitrile at 25℃; for 16h; Schlenk technique; Inert atmosphere; | 87% |
Conditions | Yield |
---|---|
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water for 2.5h; Ambient temperature; | A n/a B 86% |
A
3,5-dimethoxybenzaldehdye
B
(3R,4S)-6-Benzyloxy-4-(4-methoxy-benzyloxymethyl)-hexan-3-ol
Conditions | Yield |
---|---|
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; Petroleum ether at 5℃; for 0.08h; | A n/a B 86% |
A
3,5-dimethoxybenzaldehdye
B
(2R,3S,4S)-3,5-Bis-benzyloxy-4-methyl-pentan-2-ol
Conditions | Yield |
---|---|
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water for 0.25h; Ambient temperature; | A n/a B 85% |
A
3,5-dimethoxybenzaldehdye
B
4-methoxy-benzaldehyde
D
(2R,3R,4R)-4-(4-Methoxy-benzyloxy)-3,5-bis-methoxymethoxy-pentan-2-ol
Conditions | Yield |
---|---|
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; Petroleum ether at 5℃; for 0.6h; | A n/a B n/a C 4% D 80% |
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; Petroleum ether at 5℃; for 0.6h; | A n/a B n/a C 4% D 4% |
1-bromo-3,5-dimethoxybenzene
N,N-dimethyl-formamide
3,5-dimethoxybenzaldehdye
Conditions | Yield |
---|---|
Stage #1: 1-bromo-3,5-dimethoxybenzene With n-butyllithium In tetrahydrofuran; hexane for 0.333333h; Inert atmosphere; Cooling; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane for 0.333333h; Cooling; Inert atmosphere; | 78% |
Conditions | Yield |
---|---|
With iodine; triethylamine; triphenylphosphine In toluene at 80℃; Inert atmosphere; Sealed tube; | 77% |
1-(azidomethyl)-3,5-dimethoxybenzene
3,5-dimethoxybenzaldehdye
Conditions | Yield |
---|---|
Stage #1: 1-(azidomethyl)-3,5-dimethoxybenzene With sodium hydride In dimethyl sulfoxide; mineral oil at 20℃; for 4h; Inert atmosphere; Stage #2: With water In dimethyl sulfoxide; mineral oil for 0.25h; Inert atmosphere; | 76% |
A
3,5-dimethoxybenzaldehdye
B
4-methoxy-benzaldehyde
D
(2R,3R)-2-Benzyloxy-4-(4-methoxy-benzyloxy)-3-methoxymethoxy-butan-1-ol
Conditions | Yield |
---|---|
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 5℃; for 1.8h; | A n/a B n/a C 6.5% D 75% |
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 5℃; for 1.8h; | A n/a B n/a C 6.5% D 6.5% |
Conditions | Yield |
---|---|
With quinoline; (1,3-dimesitylimidazolidin-2-yl)copper(I) chloride; oxygen In 1,4-dioxane at 100℃; under 760.051 Torr; for 24h; | A 74% B 61% |
3,5,4'-trimethoxy-trans-stilbene
A
3,5-dimethoxybenzaldehdye
B
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
Stage #1: 3,5,4'-trimethoxy-trans-stilbene With ozone In methanol; dichloromethane at -78℃; Stage #2: With triphenylphosphine In methanol; dichloromethane for 0.5h; | A 60% B 73% |
3,5-dimethoxybenzoyl chloride
3,5-dimethoxybenzaldehdye
Conditions | Yield |
---|---|
With hydrogen; sodium acetate; palladium on activated charcoal under 2427.2 Torr; 1h, then 60 degC, overnight; | 70% |
With tri-n-butyl-tin hydride In 1-methyl-pyrrolidin-2-one at 20℃; Inert atmosphere; | 60% |
With Pd-BaSO4; xylene at 140℃; Hydrogenation; |
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; | 70% |
Conditions | Yield |
---|---|
With quinoline; (1,3-dimesitylimidazolidin-2-yl)copper(I) chloride; oxygen In 1,4-dioxane at 100℃; under 760.051 Torr; for 24h; | A 70% B 67% |
A
3,5-dimethoxybenzaldehdye
B
[(4S,5R)-5-Ethyl-2-(4-methoxy-phenyl)-4-methyl-[1,3]dioxolan-4-yl]-methanol
C
4-Methoxy-benzoic acid (1R,2S)-1-ethyl-2,3-dihydroxy-2-methyl-propyl ester
Conditions | Yield |
---|---|
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; Petroleum ether at 10℃; for 1h; | A n/a B 66% C 5.5% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol at 20℃; for 0.166667h; | 100% |
With sodium tetrahydroborate In methanol at 20℃; for 1h; | 100% |
With sodium tetrahydroborate In ethanol at 20℃; for 0.5h; Inert atmosphere; | 100% |
2-Phenyl-[1,3]dithiane
3,5-dimethoxybenzaldehdye
(3,5-dimethoxyphenyl)(2-phenyl-[1,3]-dithian-2-yl)-methanol
Conditions | Yield |
---|---|
Stage #1: 2-Phenyl-[1,3]dithiane With n-butyllithium In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 3,5-dimethoxybenzaldehdye In tetrahydrofuran at 0 - 20℃; for 1.5h; Further stages.; | 100% |
Stage #1: 2-Phenyl-[1,3]dithiane With n-butyllithium In tetrahydrofuran at 0℃; Stage #2: 3,5-dimethoxybenzaldehdye In tetrahydrofuran at 0 - 20℃; for 1.5h; | 100% |
Stage #1: 2-Phenyl-[1,3]dithiane With n-butyllithium In tetrahydrofuran; cyclohexane at -78℃; Inert atmosphere; Stage #2: 3,5-dimethoxybenzaldehdye In tetrahydrofuran; cyclohexane at -78 - 20℃; Inert atmosphere; | 90% |
carbon tetrabromide
3,5-dimethoxybenzaldehdye
1-(2,2-dibromoethen-1-yl)-3,5-dimethoxybenzene
Conditions | Yield |
---|---|
With triphenylphosphine In dichloromethane at 0℃; for 2h; Inert atmosphere; | 100% |
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: 3,5-dimethoxybenzaldehdye In dichloromethane Inert atmosphere; Schlenk technique; | 97% |
With triphenylphosphine In dichloromethane at 0 - 20℃; for 0.5h; | 96.4% |
diethyl 1-cyanomethylphosphonate
3,5-dimethoxybenzaldehdye
3-(3,5-dimethoxyphenyl)acrylonitrile
Conditions | Yield |
---|---|
Stage #1: diethyl 1-cyanomethylphosphonate With sodium hydride In tetrahydrofuran at 20℃; for 0.25h; Stage #2: 3,5-dimethoxybenzaldehdye In tetrahydrofuran at 20℃; for 17h; | 100% |
Stage #1: diethyl 1-cyanomethylphosphonate With sodium hydride In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #2: 3,5-dimethoxybenzaldehdye In tetrahydrofuran at 28℃; |
pyrrolidine
trimethylsilyl cyanide
3,5-dimethoxybenzaldehdye
2-(3,5-dimethoxyphenyl)-2-(pyrrolidin-1-yl)acetonitrile
Conditions | Yield |
---|---|
With polymer-supported scandium(III) bis(trifluoromethanesulfonate) In acetonitrile at 20℃; for 0.5h; Strecker reaction; Combinatorial reaction / High throughput screening (HTS); chemoselective reaction; | 100% |
trimethylsilyl cyanide
3,5-dimethoxybenzaldehdye
3-Phenylpropan-1-amine
2-(3,5-dimethoxyphenyl)-2-(3-phenylpropylamino)acetonitrile
Conditions | Yield |
---|---|
With polymer-supported scandium(III) bis(trifluoromethanesulfonate) In acetonitrile at 20℃; for 1h; Strecker reaction; Combinatorial reaction / High throughput screening (HTS); chemoselective reaction; | 100% |
3,5-dimethoxybenzaldehdye
trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate
(Z)-methyl 2-[(tert-butoxycarbonyl)amino]-3-(3,5-dimethoxyphenyl)acrylate
Conditions | Yield |
---|---|
With caesium carbonate for 7h; Horner-Wadsworth-Emmons olefination; neat (no solvent, solid phase); stereoselective reaction; | 100% |
t-butoxycarbonylhydrazine
3,5-dimethoxybenzaldehdye
(E)-tert-butyl 2-(3,5-dimethoxybenzylidene)hydrazinecarboxylate
Conditions | Yield |
---|---|
at 20℃; for 1h; Neat (no solvent); Ball-milling; | 100% |
3,5-dimethoxybenzaldehdye
benzoic acid hydrazide
(E)-N'-(3,5-dimethoxybenzylidene)benzohydrazide
Conditions | Yield |
---|---|
at 20℃; for 2h; Neat (no solvent); Ball-milling; | 100% |
In ethanol Reflux; |
3,5-dimethoxybenzaldehdye
toluene-4-sulfonic acid hydrazide
(E)-N′-(3,5-dimethoxybenzylidene)-4-methylbenzenesulfonohydrazide
Conditions | Yield |
---|---|
at 20℃; for 3h; Neat (no solvent); Ball-milling; | 100% |
In methanol at 60℃; for 0.0833333 - 1h; | 95% |
Conditions | Yield |
---|---|
In toluene for 20h; Reflux; Molecular sieve; | 100% |
diethoxyphosphoryl-acetic acid ethyl ester
3,5-dimethoxybenzaldehdye
ethyl 3,5-dimethoxycinnamate
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran for 20h; Horner-Wadsworth-Emmons reaction; Reflux; | 100% |
With sodium tert-pentoxide at 0 - 20℃; for 1h; Horner-Wadsworth-Emmons Olefination; Green chemistry; |
3,5-dimethoxybenzaldehdye
ethane-1,2-dithiol
2-(3,5-dimethoxy-phenyl)-1,3-dithiolane
Conditions | Yield |
---|---|
With diethyl ether; boron trifluoride In dichloromethane for 15h; | 99% |
With amberlyst-15 In acetonitrile for 1h; | 99.93% |
With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 2h; |
1.3-propanedithiol
3,5-dimethoxybenzaldehdye
2-(3,5-dimethoxy-phenyl)-1,3-dithiane
Conditions | Yield |
---|---|
With amberlyst-15 In acetonitrile for 1h; | 99.91% |
With nickel dichloride In methanol; dichloromethane at 20℃; Inert atmosphere; | 90% |
With hydrogenchloride In chloroform for 0.583333h; | 78% |
With hydrogenchloride In chloroform for 18h; Ambient temperature; | 75.8% |
Conditions | Yield |
---|---|
With piperazine In acetonitrile for 1h; Knoevenagel condensation; electroosmos; | 99.9% |
trimethylsilyl cyanide
3,5-dimethoxybenzaldehdye
phenethylamine
2-(3,5-dimethoxyphenyl)-2-(phenethylamino)acetonitrile
Conditions | Yield |
---|---|
With polymer-supported scandium(III) bis(trifluoromethanesulfonate) In acetonitrile at 20℃; for 1h; Strecker reaction; Combinatorial reaction / High throughput screening (HTS); chemoselective reaction; | 99.9% |
Conditions | Yield |
---|---|
With polymer-supported scandium(III) bis(trifluoromethanesulfonate) In acetonitrile at 20℃; for 1h; Strecker reaction; Combinatorial reaction / High throughput screening (HTS); chemoselective reaction; | 99.9% |
3,5-dimethoxybenzaldehdye
ethyl 2-cyanoacetate
3-(3,5-dimethoxyphenyl)-2-cyano-acrylic acid ethyl ester
Conditions | Yield |
---|---|
With 3-(1-piperazino)propyl functionalised silica gel In acetonitrile Knoevenagel condensation; | 99.5% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 5h; Knoevenagel Condensation; | 90% |
With piperidine In ethanol at 20℃; | |
With sodium hydroxide In ethanol for 0.25h; air atmosphere; | |
With piperazine immobilized by 4-benzyl spacer on silica gel In acetonitrile at 20℃; for 0.0833333h; Knoevenagel Condensation; Flow reactor; |
3,5-dimethoxybenzaldehdye
ethyl 2-cyanoacetate
3-(3,5-dimethoxyphenyl)-2-cyano acrylic acid ethyl ester
Conditions | Yield |
---|---|
With 3-(1-piperazino)propyl-functionalised silica gel In acetonitrile Knoevenagel reaction; electroosmotic flow; | 99.5% |
Conditions | Yield |
---|---|
Stage #1: (4-nitrophenyl)ethanone With lithium hydroxide monohydrate In methanol at 20℃; for 1h; Stage #2: 3,5-dimethoxybenzaldehdye In methanol at 20℃; for 3h; | 99.5% |
3,5-dimethoxybenzaldehdye
trimethyl orthoformate
3,5-dimethoxybenzaldehyde dimethyl acetal
Conditions | Yield |
---|---|
With amberlyst-15 In acetonitrile for 1h; electroosmos; | 99.4% |
With amberlyst-15 In acetonitrile for 0.166667h; | 98.4% |
With ammonium chloride In methanol for 24h; | 98% |
With toluene-4-sulfonic acid |
3,5-dimethoxybenzaldehdye
malononitrile
β,β-dicyano-3,5-dimethoxystyrene
Conditions | Yield |
---|---|
With 3-(1-piperazino)propyl functionalised silica gel In acetonitrile Knoevenagel condensation; | 99.2% |
With 3-(1-piperazino)propyl-functionalised silica gel In acetonitrile Knoevenagel reaction; electroosmotic flow; | 99.2% |
With piperazine In acetonitrile for 1h; Knoevenagel condensation; electroosmos; | 99.2% |
trimethylsilyl cyanide
3,5-dimethoxybenzaldehdye
α-(3,5-dimethoxyphenyl)-α-(trimethylsilyloxy)acetonitrile
Conditions | Yield |
---|---|
With C32H39Br2MgN2(1-)*C16H32LiO4(1+) In chloroform-d1 at 20℃; for 3h; Inert atmosphere; Glovebox; | 99% |
With zinc(II) iodide In benzene for 1.5h; Ambient temperature; | 93% |
In acetonitrile at 45℃; for 4h; | 89% |
3,5-dimethoxybenzaldehdye
2-tert-Butoxycarbonyl-1-methoxycarbonylethylidene(triphenyl)phosphorane
2-[1-(3,5-Dimethoxy-phenyl)-meth-(E)-ylidene]-succinic acid 4-tert-butyl ester 1-methyl ester
Conditions | Yield |
---|---|
In benzene for 48h; Heating; | 99% |
Conditions | Yield |
---|---|
With 4H3N*4H(1+)*CuMo6O18(OH)6(4-); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 12h; | 99% |
With C4H11FeMo6NO24(3-)*3C16H36N(1+); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 8h; Green chemistry; | 95% |
With sodium perborate In acetic acid at 45 - 50℃; for 8h; | 83% |
3,5-dimethoxybenzaldehdye
3,5-dimethoxy-benzonitrile
Conditions | Yield |
---|---|
With oxygen; copper; ammonium chloride In pyridine at 60℃; for 24h; | 99% |
With ammonium sulfate; sodium carbonate; sulfur In dimethyl sulfoxide at 120℃; for 10h; Sealed tube; | 99% |
With trimethylsilylazide; zirconium(IV) chloride In acetonitrile at 20℃; for 0.333333h; | 69% |
With ammonia; iodine In tetrahydrofuran; water at 20℃; |
3,5-dimethoxybenzaldehdye
methyl-triphenylphosphonium iodide
3,5-dimethoxystyrene
Conditions | Yield |
---|---|
Stage #1: methyl-triphenylphosphonium iodide With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 1h; Wittig Olefination; Stage #2: 3,5-dimethoxybenzaldehdye In tetrahydrofuran; mineral oil at 0 - 20℃; for 10h; Wittig Olefination; | 99% |
Stage #1: methyl-triphenylphosphonium iodide With potassium tert-butylate In diethyl ether at 20℃; for 2h; Wittig reaction; Stage #2: 3,5-dimethoxybenzaldehdye In diethyl ether at 0 - 20℃; Wittig reaction; | 96% |
With potassium tert-butylate In N,N-dimethyl-formamide at -75℃; for 4h; Inert atmosphere; | 86% |
3,5-dimethoxybenzaldehdye
Methyltriphenylphosphonium bromide
3,5-dimethoxystyrene
Conditions | Yield |
---|---|
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Stage #2: 3,5-dimethoxybenzaldehdye In tetrahydrofuran at -78 - 20℃; Inert atmosphere; | 99% |
Stage #1: Methyltriphenylphosphonium bromide With sodium hydride In tetrahydrofuran; mineral oil for 1h; Wittig Olefination; Inert atmosphere; Reflux; Stage #2: 3,5-dimethoxybenzaldehdye In tetrahydrofuran; mineral oil for 2h; Wittig Olefination; Inert atmosphere; Reflux; | 99% |
With potassium tert-butylate In tetrahydrofuran at -70 - 20℃; for 2h; Wittig reaction; | 96% |
Molecule structure of 3,5-Dimethoxybenzaldehyde (CAS NO.7311-34-4):
IUPAC Name: 3,5-Dimethoxybenzaldehyde
Molecular Weight: 166.1739 g/mol
Molecular Formula: C9H10O3
Density: 1.114 g/cm3
Melting Point: 45-48 °C(lit.)
Boiling Point: 276.5 °C at 760 mmHg
Flash Point: 119 °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: 51.5 kJ/mol
Vapour Pressure: 0.00478 mmHg at 25 °C
Water Solubility: insoluble
Sensitive: air sensitive
XLogP3-AA: 1.3
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(=CC(=C1)C=O)OC
InChI: InChI=1S/C9H10O3/c1-11-8-3-7(6-10)4-9(5-8)12-2/h3-6H,1-2H3
InChIKey: VFZRZRDOXPRTSC-UHFFFAOYSA-N
EINECS: 230-772-6
Product Categories: Carbonyl Compounds;Aromatic Aldehydes & Derivatives (substituted); Adehydes, Acetals & Ketones; Anisoles, Alkyloxy Compounds & Phenylacetates; Building Blocks for Dendrimers; Functional Materials; Aldehydes; C9; Carbonyl Compounds
3,5-Dimethoxybenzaldehyde (CAS NO.7311-34-4) is mainly used for pharmaceutical intermediates.
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
F: 9
Hazard Note: Irritant
3,5-Dimethoxybenzaldehyde (CAS NO.7311-34-4) is also named as Benzaldehyde, 3,5-dimiethoxy ; 3,5-Dimethoxybenzaldehyde 98% . 3,5-Dimethoxybenzaldehyde (CAS NO.7311-34-4) is white to beige crystalline solid.
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