Conditions | Yield |
---|---|
With 2,2'-bipyridylchromium peroxide In benzene for 0.8h; Heating; | 100% |
With tris(4-methylphenyl)bismuthine oxide In toluene for 2h; Ambient temperature; | 100% |
With 2,2'-bipyridylchromium peroxide In benzene for 0.8h; Product distribution; Heating; effect of various chromium(VI) based oxidants; | 100% |
2-(4-methoxyphenyl)-1,3-dithiane
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
With tetrafluoroboric acid; mercury(II) oxide In tetrahydrofuran Ambient temperature; | 100% |
With silica gel; ferric nitrate In hexane at 50℃; for 0.166667h; | 100% |
With silica gel; copper(II) nitrate In tetrachloromethane for 0.416667h; Ambient temperature; | 98% |
Conditions | Yield |
---|---|
With water at 80℃; for 2h; | 100% |
With trifluoroacetic acid In dichloromethane at 25℃; for 20h; | 86% |
With hydrogenchloride; sodium docusate In n-heptane at 25℃; Rate constant; variation of H3O(1+) concentration; |
Conditions | Yield |
---|---|
With ammonium cerium(IV) nitrate; sodium acetate In water; acetonitrile Mechanism; Ambient temperature; other 2-aryl-1-(4-methoxyphenyl)ethanols; | 100% |
Conditions | Yield |
---|---|
With polymer-supported dicyanoketene acetal; water In acetonitrile at 20℃; for 0.5h; Hydrolysis; | 100% |
sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In water at 30℃; for 0.0833333h; | 100% |
With iodine In dichloromethane at 0℃; | 100% |
(S)-1-benzyloxy-2-<(2R,5S,6R)-6-<(S)-1-(4-methoxybenzyloxymethyl)-ethyl>-5-methyltetrahydropyran-2-yl>butane
A
(S)-2-<(2R,3S,6R)-6-<(S)-1-(benzyloxymethyl)propyl>-3-methyltetrahydropyran-2-yl>propan-1-ol
B
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water for 1h; Ambient temperature; | A 100% B n/a |
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride for 0.0416667h; Product distribution; Ambient temperature; pH = 4-6, regeneration of aldehyde; | 100% |
Conditions | Yield |
---|---|
With water; sodium hydroxide at 20℃; for 0.05h; Microwave irradiation; | 100% |
hydrotalcite In dimethyl sulfoxide at 140℃; for 1.5h; Kornblum reaction; | 96% |
With 1-dodecyl-3-methylimidazolium iron chloride; periodic acid at 30℃; for 1.5h; | 95% |
Conditions | Yield |
---|---|
With water; sodium hydroxide at 20℃; for 0.05h; Microwave irradiation; | 100% |
With dihydrogen peroxide In ethanol for 4h; Reflux; Green chemistry; | 96% |
With pyridine N-oxide for 0.0111111h; Irradiation; with microwave irradiation; | 92% |
4-methoxybenzaldehyde-1,1-diacetate
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
With [NO(1+)*18-crown-6*H(NO3)2(1-)]; silica gel In dichloromethane at 20℃; for 0.0833333h; | 100% |
With sulphated zirconia In acetonitrile at 60℃; for 0.3h; Microwave irradiation; | 100% |
With iron(II) sulfate In dichloromethane for 0.166667h; Heating; | 99% |
Conditions | Yield |
---|---|
With sodium periodate; C31H29Br2N3Ru*CH2Cl2 In water; ethyl acetate; acetonitrile at 25℃; for 0.5h; Inert atmosphere; Schlenk technique; | 100% |
With ruthenium trichloride; [bis(acetoxy)iodo]benzene In dichloromethane; water at 30℃; for 2.5h; Solvent; | 92.1% |
With dihydrogen peroxide In acetonitrile at 65℃; for 6h; | 92% |
(E)-2-(4-methoxybenzylidene)hydrazine carboxamide
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
With caro's acid; silica gel In dichloromethane for 0.583333h; Heating; | 100% |
bismuth(III) chloride In tetrahydrofuran; water for 0.0833333h; catalysed cleavage; microwave irradiation; | 72% |
Conditions | Yield |
---|---|
With sodium carbonate; dimethyl sulfate In water | 99.9% |
With potassium carbonate In acetone | |
With halomethane In acetone |
Conditions | Yield |
---|---|
With oxygen In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 24h; Irradiation; | 99% |
With cerium (IV) ammonium nitrate In methanol; benzene | 96.3% |
With carbon tetrabromide; oxygen In acetonitrile at 20℃; for 2h; Irradiation; Green chemistry; | 96% |
Conditions | Yield |
---|---|
With tri-n-butyl-tin hydride; triphenylphosphine; indium(III) chloride In tetrahydrofuran at 0℃; for 2h; Reduction; | 99% |
With pentacoordinated hydrogenosilane 1 | 91% |
With hydrogenchloride; samarium; tributylphosphine In acetonitrile at -20℃; for 1h; | 90% |
p-methoxyl benzaldoxime
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
Stage #1: p-methoxyl benzaldoxime With hexachlorodisilane; silica gel In toluene at 110℃; for 0.5h; Stage #2: With water In toluene for 0.5h; | 99% |
With silica chromate; silica gel for 0.0333333h; microwave irradiation; | 98% |
With 3-carboxypyridinium chlorochromate In dichloromethane for 0.75h; Heating; | 97% |
1,2-bis(4-methoxyphenyl)-1,2-ethanediol
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
With silica gel; periodic acid at 20℃; for 0.25h; Neat (no solvent); | 99% |
With dimanganese decacarbonyl In toluene at 120℃; Sealed tube; | 93% |
With aluminum oxide; potassium metaperiodate for 0.166667h; Microwave irradiation; | 92% |
Conditions | Yield |
---|---|
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccasefrom Trametes versicolor; oxygen In water at 30℃; for 24h; pH=4.5; Time; Enzymatic reaction; | 99% |
With 2,6-dimethylpyridine; nitroxyl radical; sodium perchlorate In water; acetonitrile for 5h; Oxidation; Electrochemical reaction; | 98.2% |
With cercosporin; oxygen In methanol at 20℃; Schlenk technique; Irradiation; Green chemistry; chemoselective reaction; | 97% |
Conditions | Yield |
---|---|
With water at 80℃; for 0.25h; microwave irradiation; | 99% |
With n-butyltriphenylphosphonium peroxodisulfate In acetonitrile for 1.5h; Heating; | 98% |
With iron(III) chloride hexahydrate; acetaldehyde In dichloromethane at 20℃; for 0.25h; | 98% |
α-(2-cyanoethyl)-4,4'-dimethoxybenzoin
A
4-(4-methoxy-phenyl)-4-oxo-butyronitrile
B
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
With potassium cyanide In N,N-dimethyl-formamide at 80℃; for 1h; | A 99% B n/a |
A
4-benzyl-1-methyl-1H-pyrazolo[3,4-d]pyrimidine
B
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
With potassium cyanide In N,N-dimethyl-formamide for 1h; Heating; | A 99% B n/a |
4-Methoxybenzyl alcohol
A
p-Methoxybenzyl bromide
B
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
With dihydrogen peroxide; methyltrioxorhenium(VII); sodium bromide In acetic acid for 10h; Ambient temperature; | A 99% B 1% |
Conditions | Yield |
---|---|
With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.25h; | 99% |
With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.5h; Product distribution / selectivity; | 99% |
With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.5h; Solvent; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With methanol; potassium permanganate In ethyl acetate at 25℃; for 24h; | 99% |
Stage #1: p-methoxybenzyl acetate With NADPH; acetylesterase; Aryl alcohol oxidase; aryl alcohol dehydrogenase; water; oxygen at 37℃; for 0.0833333h; Enzymatic reaction; Borate buffer; Stage #2: With 4-amino-2,3-dimethyl-1-phenylpyrazolin-5-one; horse radish peroxidase at 37℃; for 0.0666667h; Enzymatic reaction; Citric buffer; | |
Multi-step reaction with 2 steps 1: lipase B from Candida antarctica immobilized on Immobead 150 / aq. phosphate buffer / 0.33 h / 40 °C / pH 7.4 2: 9-azabicyclo<3.3.1>nonane-N-oxyl; copper(I) bromide; 1-methyl-1H-imidazole / water / 2 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccasefrom Trametes versicolor; oxygen In water at 30℃; for 24h; pH=4.5; Enzymatic reaction; | A n/a B 99% |
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl-formamide With pyridine; bis(trichloromethyl) carbonate In chloroform at 0 - 5℃; for 6h; Stage #2: With aluminum (III) chloride at 20 - 30℃; for 0.7h; Stage #3: methoxybenzene at 80 - 85℃; for 12h; Time; Temperature; | 98.2% |
With methanesulfonyl chloride at 20 - 100℃; for 1h; | 91.1% |
Stage #1: N,N-dimethyl-formamide With trichlorophosphate In acetonitrile at -5℃; for 1h; Stage #2: methoxybenzene With copper(II) nitrate In acetonitrile at 20℃; for 12h; Vilsmeier-Haack Formylation; Stage #3: With water In acetonitrile Kinetics; Mechanism; Catalytic behavior; Reagent/catalyst; Time; Solvent; Temperature; Vilsmeier-Haack Formylation; Heating; | 67% |
trimethyl(4-methoxybenzyloxy)silane
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
With n-butyltriphenylphosphonium peroxodisulfate In acetonitrile for 0.166667h; Heating; | 98% |
With N-benzyl-N,N-dimethyl anilinium peroxodisulfate In acetonitrile for 0.1h; Reflux; | 96% |
With Montmorillonite K10; ferric nitrate Oxidation; deprotection; Irradiation; | 95% |
Conditions | Yield |
---|---|
With silica gel; copper(II) nitrate In tetrachloromethane for 0.25h; Ambient temperature; | 98% |
With silica gel In neat (no solvent) at 20℃; for 0.0333333h; | 98% |
With ferric nitrate Ambient temperature; | 97% |
((4-methoxyphenyl)methylene)bis(phenylsulfane)
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
With bismuth(III) nitrate In benzene for 12h; Ambient temperature; | 98% |
With thionyl chloride; dihydrogen peroxide In acetonitrile at 25℃; for 0.0166667h; | 95% |
With β‐cyclodextrin; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In acetone at 20℃; for 0.5h; | 89% |
With sodium perborate In acetic acid at 25℃; for 1h; | 85% |
With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile for 1h; Ambient temperature; | 78% |
4-hydroxy[1]benzopyran-2-one
4-methoxy-benzaldehyde
3,3-(4'-methoxybenzylidene)bis(4-hydroxycoumarin)
Conditions | Yield |
---|---|
With 4-sulfophthalic acid In water at 80℃; for 0.416667h; Catalytic behavior; Green chemistry; | 100% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 20℃; for 16h; | 99% |
With phosphotungstic acid In water at 80℃; for 0.383333h; domino Knoevenagel type condensation/Michael reaction; | 99% |
o-hydroxyacetophenone
4-methoxy-benzaldehyde
1-(2-hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol; water Claisen-Schmidt Condensation; | 100% |
Stage #1: o-hydroxyacetophenone With sodium hydroxide In ethanol; water at 0 - 5℃; Stage #2: 4-methoxy-benzaldehyde In ethanol; water | 100% |
With sodium hydroxide In ethanol at 20℃; | 95% |
Conditions | Yield |
---|---|
With ammonium acetate at 110℃; for 72h; | 100% |
With ammonium acetate Henry reaction; Reflux; | 94% |
With ammonium acetate at 120℃; for 2h; | 93% |
4-Iodoacetophenone
4-methoxy-benzaldehyde
(E)-1-(4-iodophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol; water at 20℃; for 4.25h; Cooling with ice; | 100% |
With sodium hydroxide In methanol at 0 - 20℃; for 4h; Claisen-Schmidt condensation; | 91% |
With SiO2-H3PO4 Aldol Condensation; Microwave irradiation; | 88% |
4,4'-thiobisaniline
4-methoxy-benzaldehyde
bis-[4-(4-methoxy-benzylidenamino)-phenyl]-sulfide
Conditions | Yield |
---|---|
With piperidine In ethanol | 100% |
With ethanol; zinc(II) chloride |
4-methoxy-benzaldehyde
dimedone
9-(4-methoxyphenyl)-3,3,6,6-tetramethyl-2,3,4,5,6,7,8,9-octahydro-1H-xanthene-1,8-dione
Conditions | Yield |
---|---|
With poly[(2-acrylamido-2-methylpropane sulfonic acid)-co-(acrylic acid)-co-(vinyl functionalized halloysite clay)] In water at 20℃; for 3h; | 100% |
With N-sulfonic acid poly(4-vinylpyridinium) chloride at 100℃; for 0.166667h; | 98% |
With phospho sulphonic acid In neat (no solvent) at 110℃; for 0.5h; Green chemistry; | 98% |
4-methoxy-benzaldehyde
4-methoxy-aniline
N-(4-methoxy benzylidene)-4-methoxyaniline
Conditions | Yield |
---|---|
In ethanol for 1h; Sonication; | 100% |
With magnesium sulfate In dichloromethane at 20℃; for 72h; | 99% |
In ethyl 2-hydroxypropionate; water at 20℃; for 0.05h; | 93% |
IUPAC Name: 4-Methoxybenzaldehyde
Synonyms of p-Anisaldehyde (CAS NO.123-11-5): 4-Anisaldehyde ; 4-Methoxybenzaldehyde ; AI3-00223 ; Anisic aldehyde ; Aubepine ; Benzaldehyde, 4-methoxy- ; CCRIS 821 ; Caswell No. 051E ; Crategine ; EINECS 204-602-6 ; FEMA No. 2670 ; Formylanisole, p- ; HSDB 2641 ; NSC 5590 ; Obepin ; UNII-9PA5V6656V ; p-Anisic aldehyde ; p-Formylanisole ; p-Methoxybenzaldehyde ; p-Methoxybenzaldehyde (natural) ; Anisaldehyde
CAS NO: 123-11-5
Classification Code: Mutation data ; Natural Product ; Skin / Eye Irritant ;
Molecular Formula of p-Anisaldehyde (CAS NO.123-11-5): C8H8O2
Molecular Weight: 136.1479
Molecular Structure:
Melting Point: -1 °C
Polar Surface Area: 26.3 Å2
Index of Refraction: 1.547
Molar Refractivity: 39.68 cm3
Molar Volume: 125.1 cm3
Surface Tension: 37.2 dyne/cm
Density of p-Anisaldehyde (CAS NO.123-11-5): 1.088 g/cm3
Flash Point: 108.9 °C
Enthalpy of Vaporization: 48.52 kJ/mol
Boiling Point: 248 °C at 760 mmHg
Vapour Pressure: 0.0249 mmHg at 25°C
p-ANISALDEHYDE(123-11-5) is mainly used for the preparation of vanilla, spices, apricot, butter, cinnamon and chocolate, caramel, cherry, walnuts, raspberry, strawberry, mint flavor. It can also be used for daily Flavor and Flavors. The pharmaceutical industry for the manufacture of anti-microbial drugs hydroxyl ammonia benzyl penicillin, is the anti-histamine drug intermediates.
p-Anisaldehyde (CAS NO.123-11-5) is made by the oxidation of anethole (the chief constituent of anise, star anise, and fennel oils).
CH3OC6H4CH=CHCH3 → CH3OC6H4CH=O
Anethole is obtained from the higher-boiling fractions of pine oil.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | oral | 1260mg/kg (1260mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964. |
mouse | LD50 | oral | 1859mg/kg (1859mg/kg) | GASTROINTESTINAL: NECROTIC GHANGES GASTROINTESTINAL: OTHER CHANGES LIVER: FATTY LIVER DEGERATION | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 58(8), Pg. 20, 1993. |
rabbit | LD50 | skin | > 5gm/kg (5000mg/kg) | Food and Cosmetics Toxicology. Vol. 12, Pg. 823, 1974. | |
rat | LD50 | oral | 1510mg/kg (1510mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964. |
Reported in EPA TSCA Inventory.
Hazard Codes: Xn,Xi,T,F
Risk Statements: 22-36/37/38-39-23/24/25-11
R22: Harmful if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
R39: Danger of very serious irreversible effects.
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed.
R11: Highly flammable.
Safety Statements: 26-45-36/37-16-7
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37: Wear suitable protective clothing and gloves.
S16: Keep away from sources of ignition.
S7: Keep container tightly closed.
RIDADR: UN 3316 9/PG 2
WGK Germany: 1
RTECS: BZ2625000
F: 10-23
HazardClass: IRRITANT
HS Code: 29124900
Moderately toxic by ingestion. A skin irritant. Mutation data reported. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.
Precautions: Do not ingest. Do not breathe gas/fumes/vapor/spray. Keep away from heat. Keep away from sources of ignition. Avoid contact with skin and eyes. Empty containers pose a fire risk, evaporate the residue under a fume hood. Ground all equipment containing material. Wear suitable protective clothing. In case of insufficient ventilation, wear suitable respiratory equipment. If ingested, seek medical advice immediately and show the container or the label.
Storage: Keep container in a cool, well-ventilated area. Keep container tightly closed.
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