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608-25-3 Usage

Uses

2-Methylresorcinol is used in the preparation of aromatic benziporphyrins, tripyrrane analogs and C-5-bromo-2-hydroxyphenylcalix[4]-2-methylresorcinarene. Further, it is employed in oxidative and non-oxidative hair dye formulations.

Application

2-Methylresorcinol is used as medicine, pesticide, dye intermediate, hair auxiliaries, etc.

Preparation

Synthesis of 2-methylresorcinol: The synthetic routes to an alkylresorcinol that is partially alkylated at a position other than the 4th position on the aromatic ring are multistep and give low overall yields. For example, a 50% yield of a 2-methylresorcinol is obtained by hydrogenation of resorcinol and methylation of the resulting dihydroresorcinol to 2-methylcyclohexane-1,3-dione which on treatment with bromine is converted into 4,6-dibromo-2-methylresorcinol and finally hydrogenolysis of the dibromo derivative to produce the 2-methylresorcinol. Another example is that 5-methylresorcinol can be prepared by a five-step synthesis starting with p-toluidine or a four-step synthesis starting from ethyl crotonate. The five-step synthesis involves acetylation, two-step nitration, reductive hydrogenation, and hydrolysis.Literature source US04086281

General Description

The reaction between 2-methylresorcinol and 2-alkenals was studied to investigate the scavenging ability of m-diphenols for the 2-alkenals formed during lipid oxidation.

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 608-25-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,0 and 8 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 608-25:
(5*6)+(4*0)+(3*8)+(2*2)+(1*5)=63
63 % 10 = 3
So 608-25-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H8O2/c1-5-6(8)3-2-4-7(5)9/h2-4,8-9H,1H3

608-25-3 Well-known Company Product Price

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  • Alfa Aesar

  • (A11821)  2-Methylresorcinol, 98%   

  • 608-25-3

  • 50g

  • 278.0CNY

  • Detail
  • Alfa Aesar

  • (A11821)  2-Methylresorcinol, 98%   

  • 608-25-3

  • 250g

  • 1042.0CNY

  • Detail
  • Alfa Aesar

  • (A11821)  2-Methylresorcinol, 98%   

  • 608-25-3

  • 1000g

  • 3627.0CNY

  • Detail
  • Aldrich

  • (302589)  2-Methylresorcinol  98%

  • 608-25-3

  • 302589-25G

  • 876.33CNY

  • Detail
  • Aldrich

  • (302589)  2-Methylresorcinol  98%

  • 608-25-3

  • 302589-100G

  • 2,999.88CNY

  • Detail
  • Aldrich

  • (M80407)  2-Methylresorcinol  technical grade, 90%

  • 608-25-3

  • M80407-100G

  • 622.44CNY

  • Detail
  • Aldrich

  • (M80407)  2-Methylresorcinol  technical grade, 90%

  • 608-25-3

  • M80407-500G

  • 2,329.47CNY

  • Detail

608-25-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Methylresorcinol

1.2 Other means of identification

Product number -
Other names 2-methyl-resorcino

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:608-25-3 SDS

608-25-3Synthetic route

3,5-diamino-4-methylbenzoic acid
6633-36-9

3,5-diamino-4-methylbenzoic acid

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

Conditions
ConditionsYield
Stage #1: 3,5-diamino-4-methylbenzoic acid With sulfuric acid; zinc(II) chloride; sodium nitrite In water at 2℃; for 5h;
Stage #2: With sulfuric acid; sodium hydroxide In water for 1.75h; Reflux;
98.9%
2-methylcyclohexane-1,3-dione
1193-55-1

2-methylcyclohexane-1,3-dione

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

Conditions
ConditionsYield
With 5 mol% Pd/C; hydrogen; potassium carbonate In N,N-dimethyl acetamide at 150℃; under 532.036 Torr; for 20h;92%
palladium-carbon In 1,3,5-trimethyl-benzene71%
69.9%
methanol
67-56-1

methanol

recorcinol
108-46-3

recorcinol

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

Conditions
ConditionsYield
With SO42-/ZrO2-TiO2 at 350℃; Reagent/catalyst;66.1%
2,6-dimethoxytoluene
5673-07-4

2,6-dimethoxytoluene

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

Conditions
ConditionsYield
With pyridinium hydrobromide perbromide In xylene for 2h; Heating;65%
2-methylcyclohexane-1,3-dione
1193-55-1

2-methylcyclohexane-1,3-dione

A

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

B

3-hydroxy-2-methyl-1-cyclohexanone
102547-88-6

3-hydroxy-2-methyl-1-cyclohexanone

Conditions
ConditionsYield
With bis(η5-cyclopentadienyl)hafnium dihydride In isopropyl alcohol at 80℃; for 8h;A 39%
B 52%
ortho-cresol
95-48-7

ortho-cresol

A

4-methyl resorcinol
496-73-1

4-methyl resorcinol

B

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

C

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

D

3-methylbenzene-1,2-diol
488-17-5

3-methylbenzene-1,2-diol

Conditions
ConditionsYield
With hydrogen fluoride; dihydrogen peroxide; antimony pentafluoride at -40℃; for 0.5h; Product distribution;A 3%
B 17%
C 3%
D 4%
With hydrogen fluoride; dihydrogen peroxide; antimony pentafluoride at -40℃; for 0.5h;A 3%
B 17%
C 3%
D 4%
3-methoxy-2-methylphenol
6971-52-4

3-methoxy-2-methylphenol

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

Conditions
ConditionsYield
With hydrogen iodide
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

Conditions
ConditionsYield
With hydrogenchloride; amalgamated zinc at 100℃;
2,4-dihydroxy-3-methylbenzoic acid
4707-49-7

2,4-dihydroxy-3-methylbenzoic acid

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

Conditions
ConditionsYield
at 220℃;
methyl 2,4-dihydroxy-3-methylbenzoate
33662-58-7

methyl 2,4-dihydroxy-3-methylbenzoate

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

Conditions
ConditionsYield
With potassium hydroxide unter Wasserstoff;
2-hydroxy-4-methoxy-3-methylbenzoic acid
116371-82-5

2-hydroxy-4-methoxy-3-methylbenzoic acid

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

Conditions
ConditionsYield
With hydrogen iodide
6-acetoxy-6-methylcyclohexa-2,4-dienone
7577-74-4

6-acetoxy-6-methylcyclohexa-2,4-dienone

acetic acid
64-19-7

acetic acid

A

4-methyl resorcinol
496-73-1

4-methyl resorcinol

B

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

C

3-methylbenzene-1,2-diol
488-17-5

3-methylbenzene-1,2-diol

Conditions
ConditionsYield
at 110℃; beim anschliessenden Erwaermen mit wss.-methanol. HCl;
2-Chlor-2-methyl-cyclohexandion-(1,3)
52956-17-9

2-Chlor-2-methyl-cyclohexandion-(1,3)

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

Conditions
ConditionsYield
(i) HCl, DMF, (ii) aq. HCl; Multistep reaction;
6-acetoxy-6-methylcyclohexa-2,4-dienone
7577-74-4

6-acetoxy-6-methylcyclohexa-2,4-dienone

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

Conditions
ConditionsYield
(i) Ac2O, H2SO4, (ii) Py, (iii) aq. NaOH, MeOH; Multistep reaction;
2-oxy-6-amino-toluene

2-oxy-6-amino-toluene

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

Conditions
ConditionsYield
With sulfuric acid Diazotization;
2-hydroxy-4-methoxy-3-methylbenzoic acid
116371-82-5

2-hydroxy-4-methoxy-3-methylbenzoic acid

hydrogen iodide
10034-85-2

hydrogen iodide

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium; methanol / dann die Mischung mit Methyljodid versetzen
2: hydriodic acid
View Scheme
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aluminium chloride; diethyl ether / Einleiten von Chlorwasserstoff und anschliessendes Erwaermen mit Wasser
2: aq. NaOH solution
3: 100 - 110 °C
4: amalgamated zinc; aqueous HCl / 100 °C
View Scheme
5-carbomethoxy-6-hydroxysalicylaldehyde
39503-26-9

5-carbomethoxy-6-hydroxysalicylaldehyde

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aq. NaOH solution
2: 100 - 110 °C
3: amalgamated zinc; aqueous HCl / 100 °C
View Scheme
3-formyl-2, 4-dihydroxybenzoic acid
4435-88-5

3-formyl-2, 4-dihydroxybenzoic acid

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 100 - 110 °C
2: amalgamated zinc; aqueous HCl / 100 °C
View Scheme
MCPA
94-74-6

MCPA

A

4,6-dichloro-2-methylphenol
1570-65-6

4,6-dichloro-2-methylphenol

B

2-methyl-4-chlorophenol
1570-64-5

2-methyl-4-chlorophenol

C

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

D

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

E

2,5-dihydroxy-3-methylbenzoaldehyde
108372-60-7

2,5-dihydroxy-3-methylbenzoaldehyde

F

2-Methyl-1,4-benzoquinone
553-97-9

2-Methyl-1,4-benzoquinone

G

ortho-cresol
95-48-7

ortho-cresol

H

3-methylbenzene-1,2-diol
488-17-5

3-methylbenzene-1,2-diol

I

2-chloro-6-methylphenol
87-64-9

2-chloro-6-methylphenol

J

5-chloro-7-methyl-3H-benzofuran-2-one

5-chloro-7-methyl-3H-benzofuran-2-one

Conditions
ConditionsYield
With water UV-irradiation;
3-chloro-o-cresol
3260-87-5

3-chloro-o-cresol

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

Conditions
ConditionsYield
Stage #1: 3-chloro-o-cresol With sodium formate; copper(l) chloride; sodium hydroxide; sodium sulfite In water at 195 - 200℃; under 7500.75 - 9000.9 Torr; Autoclave; Large scale;
Stage #2: With hydrogenchloride In water Large scale;
Stage #1: 3-chloro-o-cresol With sodium formate; copper(l) chloride; sodium hydroxide at 195 - 200℃; for 1.5h; Autoclave;
Stage #2: With hydrogenchloride In water at 30℃; pH=2 - 3;
p-Toluic acid
99-94-5

p-Toluic acid

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: acetic acid; nitric acid / methanol / 3 h / 10 - 60 °C
2.1: iron(III) chloride; manganese(IV) oxide; hydrazine hydrate / diethyl ether / 4 h / 80 °C / Reflux
3.1: sulfuric acid; zinc(II) chloride; sodium nitrite / water / 5 h / 2 °C
3.2: 1.75 h / Reflux
View Scheme
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

dicyanozinc
557-21-1

dicyanozinc

2,4-dihydroxy-3-methylbenzaldehyde
6248-20-0

2,4-dihydroxy-3-methylbenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether at 20℃;100%
With hydrogenchloride; water 1.) ether, 45 min, 2.) 40 deg C; Yield given. Multistep reaction;
With hydrogenchloride
With hydrogenchloride In diethyl ether at 20℃; Gattermann formylation;
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

methyl iodide
74-88-4

methyl iodide

2,6-dimethoxytoluene
5673-07-4

2,6-dimethoxytoluene

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide100%
4-hydroxyphenylacetate
156-38-7

4-hydroxyphenylacetate

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

2,4,4'-trihydroxy-3-methyldeoxybenzoin
139256-03-4

2,4,4'-trihydroxy-3-methyldeoxybenzoin

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 110℃; for 0.5h; Heating / reflux;99%
With boron trifluoride diethyl etherate at 60 - 70℃; for 5h;97%
With boron trifluoride diethyl etherate at 110℃; for 2h; Inert atmosphere;
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

4,6-dibromo-2-methylbenzene-1,3-diol
63992-60-9

4,6-dibromo-2-methylbenzene-1,3-diol

Conditions
ConditionsYield
With benzyltrimethylammonium tribromide In methanol; dichloromethane99%
With benzyltrimethylammonium tribromide In methanol; dichloromethane for 1h; Ambient temperature;93%
With benzyltrimethylammonium tribromide70%
With bromine In acetic acid
With bromine In dichloromethane for 2h;5.54 g
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

acetic anhydride
108-24-7

acetic anhydride

1-(2,4-dihydroxy-3-methylphenyl)ethanone
10139-84-1

1-(2,4-dihydroxy-3-methylphenyl)ethanone

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 80℃; for 6h;99%
Stage #1: 2-methylbenzene-1,3-diol With boron trifluoride diethyl etherate at 70℃; Friedel-Crafts Acylation;
Stage #2: acetic anhydride at 20 - 80℃; for 7h;
95%
Stage #1: 2-methylbenzene-1,3-diol With boron trifluoride diethyl etherate at 70℃;
Stage #2: acetic anhydride at 80℃; for 6h;
85%
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

ethyl 2-oxocyclohexane carboxylate
1655-07-8

ethyl 2-oxocyclohexane carboxylate

3-Hydroxy-4-methyl-7,8,9,10-tetrahydro-6H-dibenzopyran-6-one
55047-37-5

3-Hydroxy-4-methyl-7,8,9,10-tetrahydro-6H-dibenzopyran-6-one

Conditions
ConditionsYield
With sulfuric acid at 0℃; for 2.5h;99%
With sulfuric acid In ethanol at 0 - 20℃; Pechmann condensation;84%
With sulfuric acid In water at 20℃; for 15h; Pechmann condensation;71%
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

benzyl chloride
100-44-7

benzyl chloride

1,3-bisbenzyloxy-2-methylbenzene
124317-11-9

1,3-bisbenzyloxy-2-methylbenzene

Conditions
ConditionsYield
With potassium phosphate In dimethyl sulfoxide at 60℃; for 1.33333h;99%
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

1-O-acetyl-2,3,4-tri-O-benzyl-L-fucopyranose
151909-89-6

1-O-acetyl-2,3,4-tri-O-benzyl-L-fucopyranose

1,3-dihydroxy-2-methyl-4,6-bis(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)benzene

1,3-dihydroxy-2-methyl-4,6-bis(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)benzene

Conditions
ConditionsYield
With calcium sulfate; scandium tris(trifluoromethanesulfonate) In 1,2-dichloro-ethane at -30 - 0℃; for 2.5h;99%
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

ethyl m-toluoylacetate
33166-79-9

ethyl m-toluoylacetate

7-hydroxy-8-methyl-4-(3-methylphenyl)-2H-chromen-2-one

7-hydroxy-8-methyl-4-(3-methylphenyl)-2H-chromen-2-one

Conditions
ConditionsYield
With sulfuric acid at 0 - 20℃; for 3h; Pechmann Condensation;99%
With sulfuric acid In water at 20℃; for 3h; Pechmann Condensation;88%
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

N-(4,4-diethoxybutyl)-4-methylbenzenesulfonylamide
858005-68-2

N-(4,4-diethoxybutyl)-4-methylbenzenesulfonylamide

N,N',N'',N'''-((14,16,34,36,54,56,74,76-octahydroxy-15,35,55,75-tetramethyl-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-2,4,6,8-tetrayl)tetrakis(propane-3,1-diyl))tetrakis(4-methylbenzenesulfonamide)

N,N',N'',N'''-((14,16,34,36,54,56,74,76-octahydroxy-15,35,55,75-tetramethyl-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-2,4,6,8-tetrayl)tetrakis(propane-3,1-diyl))tetrakis(4-methylbenzenesulfonamide)

Conditions
ConditionsYield
With trifluoroacetic acid In chloroform at 20℃; for 24h;99%
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

malononitrile
109-77-3

malononitrile

C17H13BrN2O2

C17H13BrN2O2

Conditions
ConditionsYield
With cholin hydroxide In water at 20℃; for 0.833333h;99%
With choline acetate at 20℃; for 12h;60%
With choline acetate at 20℃; for 12h;60%
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

ethyl 3-(3,4-dichloroisothiazol-5-yl)-3-oxopropionate

ethyl 3-(3,4-dichloroisothiazol-5-yl)-3-oxopropionate

C13H7Cl2NO3S

C13H7Cl2NO3S

Conditions
ConditionsYield
With trifluoroacetic acid Reflux;99%
dimethylaminoacetaldehyde diethyl acetal
3616-56-6

dimethylaminoacetaldehyde diethyl acetal

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

1-amino-2,2-bis(2,4-dihydroxy-3-methylphenyl)-N,N-dimethylethane hydrochloride
1211322-47-2

1-amino-2,2-bis(2,4-dihydroxy-3-methylphenyl)-N,N-dimethylethane hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water at 90℃; for 12h;98.5%
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

2-methyl-4-nitrosobenzene-1,3-diol
65882-00-0

2-methyl-4-nitrosobenzene-1,3-diol

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite In water98%
With sulfuric acid; sodium nitrite In water at 0℃; for 0.5h;
With sulfuric acid; sodium nitrite In water at 20℃; for 0.75h;
With sulfuric acid; sodium nitrite In water at 0℃; for 2h;
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

2,8,14,20-tetrakis(4-bromophenyl)-5,11,17,23-tetramethylpentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaen-4,6,10,12,16,18,22,24-octol
216759-95-4

2,8,14,20-tetrakis(4-bromophenyl)-5,11,17,23-tetramethylpentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaen-4,6,10,12,16,18,22,24-octol

Conditions
ConditionsYield
With hydrogenchloride In ethanol Cyclization; Heating;98%
ethyl 4-nitrobenzoylacetate
838-57-3

ethyl 4-nitrobenzoylacetate

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

7-hydroxy-8-methyl-4-(4-nitrophenyl)chromen-2-one

7-hydroxy-8-methyl-4-(4-nitrophenyl)chromen-2-one

Conditions
ConditionsYield
With sulfuric acid at 0 - 20℃; for 1.5h; Pechmann Condensation;98%
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

acetic anhydride
108-24-7

acetic anhydride

2-methyl-1,3-phenylene diacetate
35236-42-1

2-methyl-1,3-phenylene diacetate

Conditions
ConditionsYield
With magnesium In neat (no solvent) at 25℃; for 18h; Temperature;98%
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

ethyl acetoacetate
141-97-9

ethyl acetoacetate

4,8-dimethyl-7-hydroxycoumarin
4115-76-8

4,8-dimethyl-7-hydroxycoumarin

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate; silica gel for 0.05h; Pechmann reaction; microwave irradiation;97%
With bispyridine cobalt(II) chloride for 0.0333333h; Pechmann condensation; Microwave irradiation; neat (no solvent);97%
With silica gel for 0.0416667h; Pechmann condensation; Microwave irradiation;97%
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

ethyl 3-oxo-3-phenylpropionate
94-02-0

ethyl 3-oxo-3-phenylpropionate

7-hydroxy-8-methyl-4-phenyl-chromen-2-one
21392-48-3

7-hydroxy-8-methyl-4-phenyl-chromen-2-one

Conditions
ConditionsYield
With sulfuric acid; silica gel at 80℃; for 0.5h; Pechmann condensation reaction;97%
With potassium aluminum sulfate at 80℃; for 2h; Pechmann reaction;95%
With sulfuric acid In water at 20℃; for 3h; Pechmann Condensation;93%
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

malononitrile
109-77-3

malononitrile

2-amino-7-hydroxy-8-methyl-4-(4-chlorophenyl)-4H-chromene-3-carbonitrile
753455-99-1

2-amino-7-hydroxy-8-methyl-4-(4-chlorophenyl)-4H-chromene-3-carbonitrile

Conditions
ConditionsYield
With cholin hydroxide In water at 20℃; for 0.666667h;97%
With choline acetate at 20℃; for 9h;70%
With choline acetate at 20℃; for 9h;70%
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

ortho-bromobenzaldehyde
6630-33-7

ortho-bromobenzaldehyde

malononitrile
109-77-3

malononitrile

C17H13BrN2O2

C17H13BrN2O2

Conditions
ConditionsYield
With cholin hydroxide In water at 20℃; for 0.666667h;97%
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

malononitrile
109-77-3

malononitrile

C17H13ClN2O2

C17H13ClN2O2

Conditions
ConditionsYield
With cholin hydroxide In water at 20℃; for 0.666667h;97%
ethyl (2-chloroaceto)acetate
638-07-3

ethyl (2-chloroaceto)acetate

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

4-(chloromethyl)-7-hydroxy-8-methyl-2H-chromen-2-one
163684-50-2

4-(chloromethyl)-7-hydroxy-8-methyl-2H-chromen-2-one

Conditions
ConditionsYield
zirconium(IV) chloride at 20℃; for 0.0833333h;96%
With ammonium cerium(IV) nitrate; silica gel for 0.05h; Pechmann reaction; microwave irradiation;94%
Stage #1: ethyl (2-chloroaceto)acetate With sulfuric acid at 0℃;
Stage #2: 2-methylbenzene-1,3-diol at 20℃;
91%
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

malononitrile
109-77-3

malononitrile

C17H13N3O4

C17H13N3O4

Conditions
ConditionsYield
With cholin hydroxide In water at 20℃; for 4.5h;96%
carbon dioxide
124-38-9

carbon dioxide

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

2,4-dihydroxy-3-methylbenzoic acid
4707-49-7

2,4-dihydroxy-3-methylbenzoic acid

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 30℃; under 15001.5 Torr; for 24h; Kolbe-Schmidt Synthesis; Autoclave;95%
With potassium hydrogencarbonate In water for 5h; Heating;42%
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

4,6-diiodo-2-methyl-1,3-benzenediol
114971-54-9

4,6-diiodo-2-methyl-1,3-benzenediol

Conditions
ConditionsYield
With N,N,N-trimethylbenzenemethanaminium dichloroiodate; calcium carbonate In methanol; dichloromethane for 4h; Ambient temperature;95%
ethyl 3,3-diethoxypropanoate
10601-80-6

ethyl 3,3-diethoxypropanoate

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

7-hydroxy-8-methyl-2H-chromen-2-one
2732-17-4

7-hydroxy-8-methyl-2H-chromen-2-one

Conditions
ConditionsYield
Stage #1: ethyl 3,3-diethoxypropanoate; 2-methylbenzene-1,3-diol at 120℃;
Stage #2: With sulfuric acid; trifluoroacetic acid at 20℃; for 0.5h;
95%
2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

4,8-dimethyl-7-hydroxycoumarin
4115-76-8

4,8-dimethyl-7-hydroxycoumarin

Conditions
ConditionsYield
With Fe3O4-SiO2-HMTA nanomaterial In neat (no solvent) at 100℃; for 0.25h; Green chemistry;95%
With 1-methyl-3-(4-sulfonylbutyl)-1H-imidazol-3-ium trifluoromethanesulfonate at 80℃; for 1.5h; Pechmann condensation;92%
With potassium hydrogensulfate at 90℃; for 4h; Pechmann condensation;92%
With poly(4-vinylpyridine)-supported copper iodide In neat (no solvent) at 80℃; for 0.25h; Pechmann Condensation; Green chemistry;87%
(η6-chlorobenzene)(η5-cyclopentadienyl)iron(II) hexafluorophosphate

(η6-chlorobenzene)(η5-cyclopentadienyl)iron(II) hexafluorophosphate

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

2-methyl-1,3-bis((η6-phenoxy-η5-cyclopentadienyl)iron)benzene hexafluorophosphate

2-methyl-1,3-bis((η6-phenoxy-η5-cyclopentadienyl)iron)benzene hexafluorophosphate

Conditions
ConditionsYield
With ammonium hexafluorophosphate; potassium carbonate In water; N,N-dimethyl-formamide addn. of the Fe-complex and ligand to K2CO3 and DMF, stirring for 12 h at room temp. under N2, filtn. into aq. HCl, pptn., addn. of acetone, evapn. (vac.) and addn. of a aq. soln. of NH4PF6; filtn., washing with cold water, drying for several hours under vacuum, washing (Et2O), further drying, elem. anal.;95%

608-25-3Relevant articles and documents

Method for synthesizing M-hydroxyanisole

-

Paragraph 0032-0033; 0052-0053; 0056-0057; 0060-0063, (2021/11/03)

The invention provides a method for synthesizing M-hydroxyanisole. Belong to organic synthesis technical field. The synthesis method comprises the following steps: a vapor phase mixture of resorcinol and methanol is subjected to alkylation reaction through a metal phosphate - alumina fixed phase catalyst to obtain m-hydroxyanisole. The method adopts the gas-solid phase alkylation method to synthesize the M-hydroxyanisole without separating the reaction product from the catalyst, has the characteristic of continuous reaction, and can realize continuous production in the industrial production process. The method utilizes the acid-base catalytic activity center on the surface of the stationary phase catalyst to catalyze the reaction of resorcinol and methanol, and has high resorcinol conversion rate. The method has the advantage of high selectivity of m-hydroxyanisole. Methanol is used as a methylation reagent, and the method is environmentally friendly, low in cost and high in economic benefit.

Method for synthesizing 2,6-dihydroxytoluene by using waste acid

-

, (2021/08/07)

The invention discloses a method for synthesizing 2,6-dihydroxytoluene by using waste acid mechanically. According to the method, 3-chloro-2-methylaniline is taken as a raw material, an intermediate 3-chloro-2-methylphenol is synthesized through diazotization and hydrolysis, the reaction is optimized in the alkali fusion, acidification and refining processes, the mechanical application of waste acid and a solvent in the reaction and the optimization of a refining scheme are emphatically optimized, the yield is effectively improved, three wastes are reduced, and 2,6-dihydroxytoluene is synthesized. The method provided by the invention greatly reduces the generation of acidic wastewater, better meets the requirement of environmental protection, and effectively increases the yield of the product, and the quality of the product reaches 99.0-99.5%.

Synthesis method of 2,6-dihydroxytoluene

-

Paragraph 0047-0049, (2021/11/27)

The invention belongs to the technical field of organic chemical synthesis, and particularly relates to a synthesis method of 2,6-dihydroxytoluene. The synthesis process comprises the following steps: S1, mixing 2,6-dihalogenated toluene, alkali, a heavy metal salt catalyst and an adsorbent, and heating and hydrolyzing to obtain a salt solution of 2,6-dihydroxytoluene; S2, adjusting the pH value of the 2,6-dihydroxytoluene salt solution obtained in the previous step to be weakly acidic by using an acid, separating a separated solid, and purifying to obtain a pure product of 2,6-dihydroxytoluene. The adopted main raw materials, such as 2,6-dichlorotoluene, cuprous chloride, sodium dodecyl sulfate and potassium hydroxide, are common chemical raw materials in the market, and are cheap, easy to obtain and wide in source; the synthesis route is short, steps are few, operation is simple, and production cost is greatly saved; reaction conditions are mild, and industrial production is facilitated; the process route is less in three wastes, the catalyst and the adsorbent can be repeatedly used, emission of the three wastes is further reduced, and the method is environment-friendly; the yield of the whole route is high, and the cost advantage is remarkable.

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