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Chemical Structure| 6638-05-7 Chemical Structure| 6638-05-7
Chemical Structure| 6638-05-7

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Synonyms: 4-Methylsyringol

4.5 *For Research Use Only !

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Product Details of 4-Methyl-2,6-dimethoxyphenol

CAS No. :6638-05-7
Formula : C9H12O3
M.W : 168.19
SMILES Code : COC1=CC(C)=CC(OC)=C1O
Synonyms :
4-Methylsyringol
MDL No. :MFCD00017289
InChI Key :ZFBNNSOJNZBLLS-UHFFFAOYSA-N
Pubchem ID :240925

Safety of 4-Methyl-2,6-dimethoxyphenol

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 4-Methyl-2,6-dimethoxyphenol

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 6638-05-7 ]

[ 6638-05-7 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 91-10-1 ]
  • [ 6638-05-7 ]
  • [ 603-25-8 ]
  • 2
  • [ 594-36-5 ]
  • [ 6638-05-7 ]
  • 4-Hydroxy-3.5-dimethoxy-1-methyl-2-<i>tert</i>.-pentyl-benzol [ No CAS ]
  • 3
  • [ 594-36-5 ]
  • [ 6638-05-7 ]
  • 4-Hydroxy-3.5-dimethoxy-1-methyl-2-<i>tert</i>.-pentyl-benzol [ No CAS ]
  • 4-Hydroxy-3.5-dimethoxy-1-methyl-2.6-di-<i>tert</i>.-pentyl-benzol [ No CAS ]
  • 4
  • [ 6638-05-7 ]
  • [ 530-56-3 ]
  • 6
  • [ 6638-05-7 ]
  • 3,5-dibromo-2,6-dimethoxy-4-methyl-phenol [ No CAS ]
  • 7
  • [ 6638-05-7 ]
  • [ 98-88-4 ]
  • [ 93435-01-9 ]
  • 8
  • [ 6638-05-7 ]
  • [ 79-11-8 ]
  • (2,6-dimethoxy-4-methyl-phenoxy)-acetic acid [ No CAS ]
  • 10
  • [ 6638-05-7 ]
  • [ 10416-59-8 ]
  • [ 130878-35-2 ]
  • 13
  • [ 67-56-1 ]
  • [ 60824-63-7 ]
  • [ 6638-05-7 ]
  • 16
  • [ 1916-07-0 ]
  • [ 6638-05-7 ]
  • 17
  • 2,3,4-Trimethoxy-6-methylbenzoylaceton [ No CAS ]
  • [ 6638-05-7 ]
  • 18
  • [ 6638-05-7 ]
  • [ 28294-48-6 ]
  • [ 51149-30-5 ]
  • 19
  • threo-1-(4-Hydroxy-3,5-dimethoxyphenyl)-2-(2,6-dimethoxy-4-methylphenoxy)-1,3-propandiol [ No CAS ]
  • [ 6638-05-7 ]
  • 20
  • threo-1-(3,4,5-Trimethoxy-phenyl)-2-(2,6-dimethoxy-4-methyl-phenoxy)-1,3-propandiol [ No CAS ]
  • [ 6638-05-7 ]
  • 22
  • [ 6638-05-7 ]
  • [ 530-55-2 ]
YieldReaction ConditionsOperation in experiment
With Galerina sp. HC1 laccase; oxygen; In aq. acetate buffer; at 22℃;pH 5.0;Enzymatic reaction; General procedure: For the oxidation reactions 5mM of a model compound was allowed to react with 0.4U/mL laccase in 20mM sodium acetate buffer pH 5, at room temperature (?22°C) with mixing on rocking table (Mixer 440, Swelab Instrument AB, Sweden). The reaction was stopped by adding sodium azide to the final concentration of 40muM. The coupling of equimolar amount of PABA (5mM) to the compounds was also investigated under similar conditions.
  • 23
  • [ 504-61-0 ]
  • [ 6638-05-7 ]
  • (1S*,3R*,6R*,7R*,10R*)-1,3-dimethoxy-8-methyl-10-methyl-4-oxatricyclo<4.3.1.03,7>dec-8-en-2-one [ No CAS ]
  • 24
  • [ 627-27-0 ]
  • [ 6638-05-7 ]
  • (1S*,3R*,7S*,8R*)-1,3-dimethoxy-9-methyl-4-oxatricyclo<4.3.1.03,8>undec-9-en-2-one [ No CAS ]
  • 25
  • [ 67-56-1 ]
  • [ 6638-05-7 ]
  • [ 78-94-4 ]
  • (1R*,4S*,7S*)-1,3,3-trimethoxy-7-ethanoyl-5-methylbicyclo<2.2.2>oct-5-en-2-one [ No CAS ]
  • 26
  • [ 6638-05-7 ]
  • [ 107-18-6 ]
  • (1S*,3R*,6R*,7R*)-1,3-dimethoxy-8-methyl-4-oxatricyclo<4.3.1.03,7>dec-8-en-2-one [ No CAS ]
  • 27
  • [ 67-56-1 ]
  • [ 6638-05-7 ]
  • [ 292638-85-8 ]
  • (1R*,4S*,7S*)-1,3,3-trimethoxy-7-methoxycarbonyl-5-methylbicyclo<2.2.2>oct-5-en-2-one [ No CAS ]
  • 28
  • [ 67-56-1 ]
  • [ 6638-05-7 ]
  • [ 80-62-6 ]
  • (1R*,4S*,7S*)-1,3,3-trimethoxy-7-methoxycarbonyl-5,7-dimethylbicyclo<2.2.2>oct-5-en-2-one [ No CAS ]
  • 29
  • [ 6638-05-7 ]
  • [ 4407-36-7 ]
  • (1S*,3R*,6R*,7R*,10R*)-1,3-dimethoxy-8-methyl-10-phenyl-4-oxatricyclo<4.3.1.03,7>dec-8-en-2-one [ No CAS ]
  • 30
  • [ 104-93-8 ]
  • [ 6638-05-7 ]
  • [ 134-96-3 ]
  • 2,6-dimethoxy-4-(2-methoxy-5-methyl-benzyl)-phenol [ No CAS ]
  • 31
  • [ 6638-05-7 ]
  • [ 134-96-3 ]
YieldReaction ConditionsOperation in experiment
91% With oxygen; cobalt(II) diacetate tetrahydrate; sodium hydroxide; In ethylene glycol; at 80℃; under 760.051 Torr; for 4.0h; General procedure: a mixture of substrate 1a(1 mmol), cobalt salt (n1molpercent) and NaOH (n2 equiv)in EG (5 mL) was stirred with O2 (1 atm) being bubbled, under 80 oCfor 8 h. Hydrochloric acid (10 mL, 2percent) and methyl tert-butyl ether (MTBE, 10 mL) were successively added to the reactionmixture. The organic layer was separated, and the aqueous phase was furtherextracted with MTBE(10 mL × 2). The combined organic phase was dried over anhydrous sodium sulfateand concentrated to give a residue, which was purified by column chromatographyon silica gel (eluents: petroleum ether/ethyl acetate, 10/1) to provide thedesired products 2a.
91% With oxygen; cobalt(II) acetate; sodium hydroxide; In water; ethylene glycol; at 50℃; under 760.051 Torr; for 12.0h;Green chemistry; General procedure: Typical procedure: a mixture of substrate 1 (5.0 mmol), Co(OAc)2*4H2O (0.05 mmol, 12 mg) and NaOH (5.0 mmol, 0.2 g) in EG/H2O (5.0 mL/0.25 mL) was stirred with O2 (1.0 atm) being bubbled at 50 °C for 12 h. Hydrochloric acid (10.0 mL, 2 percent) and chloroform (10.0 mL) were successively added to the reaction mixture. The chloroform phase was separated, and the aqueous phase was further extracted with chloroform (10.0 mL × 2). The combined organic layer was dried over anhydrous sodium sulfate and concentrated to give a residue, which was purified by column chromatography on silica gel (eluents: .petroleum ether/ethyl acetate, 5/1) to provide the desired products 2.
With oxygen; sodium hydroxide; In 2-methoxy-ethanol; at 80℃; for 7.0h; General procedure: In a typical procedure, NaOH (5.4 g, 135 mmol) was first dissolvedwith 20 g EGME in a four-necked round-bottom flask, then 50 mmolsubstrate and 0.04 g catalyst (cobalt/substrate molar ratio, 0.4percent) wereadded to the above solution. The flask was equipped with a condenser,a stirrer and an air-vent needle for continuous flow of 100 mL min?1 O2. The stirring speed was 600 rpm to minimize the effect of mass transfer (Fig. S1). The reaction temperature is 80 °C and the reaction time is 7 h. After the reaction, the CoOxCN was separated by an externalmagnet for reuse and the decanted reaction solution was dilutedwith water. A high performance liquid chromatography (HPLC)(Shimadzu LC-20AT) equipped with a UV detector connected to a C18reversal pillar (size: 250×4.6 mm) was used for product analysis. Amixture of methanol and water (volume ratio, 40:60) was used asmobile phase at a flow rate of 1.0 mL min?1. The column temperaturewas 40 °C and the UV detection wavelength was 230 nm. HPLC andhigh performance liquid chromatography-mass spectrum (HPLC?MS)were used to test the products and intermediates by comparison withstandard chemicals. The conversions (conv.) of p-cresols, yields (Yi) ofp-hydroxybenzaldehydes, selectivity (Si) of p-hydroxybenzaldehydesand turnover numbers (TONs) of catalysts are defined as followingequations:
  • 32
  • [ 7647-01-0 ]
  • [ 6638-05-7 ]
  • [ 609-25-6 ]
  • 33
  • [ 6638-05-7 ]
  • [ 10034-85-2 ]
  • [ 609-25-6 ]
YieldReaction ConditionsOperation in experiment
The process according to claim 1, in which said p-cresol derivative is p-cresol,...2-t-butyl-p-cresol,2,6-di-t-butyl-p-cresol,2-methoxy-p-cresol,2-ethoxy-p-cresol or2,6-dimethoxy-p-cresol.
  • 35
  • [ 6638-05-7 ]
  • [ 7732-18-5 ]
  • oxygen [ No CAS ]
  • enzyme-substance from mushrooms [ No CAS ]
  • [ 530-56-3 ]
  • [ 530-55-2 ]
  • [ 15640-40-1 ]
  • [ 134-96-3 ]
 

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