Product Name

  • Name

    2,4-Xylenol

  • EINECS 203-321-6
  • CAS No. 105-67-9
  • Article Data161
  • CAS DataBase
  • Density 1.014 g/cm3
  • Solubility 0.5 g/100 mL (25 ºC) in water
  • Melting Point 22-23 ºC
  • Formula C8H10O
  • Boiling Point 210.9 ºC at 760 mmHg
  • Molecular Weight 122.167
  • Flash Point 85.6 ºC
  • Transport Information UN 2261 6.1/PG 2
  • Appearance clear colorless to yellow liquid
  • Safety 26-36/37/39-45-61-36/37-16-7
  • Risk Codes 24/25-34-51/53-39/23/24/25-23/24/25-11
  • Molecular Structure Molecular Structure of 105-67-9 (2,4-Xylenol)
  • Hazard Symbols ToxicT,DangerousN,FlammableF
  • Synonyms 2,4-Xylenol(8CI);1-Hydroxy-2,4-dimethylbenzene;2,4-DMP;2,4-Dimethylphenol;4,6-Dimethylphenol;4-Hydroxy-1,3-dimethylbenzene;Phenol,2,4-dimethyl-;m-Xylenol;2,4-Dimethylphenol;
  • PSA 20.23000
  • LogP 2.00900

Synthetic route

1,3-dimethyl-4-trimethylsilyloxybenzene
16414-81-6

1,3-dimethyl-4-trimethylsilyloxybenzene

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0666667h; Green chemistry;96%
With Nanoporous Na+-Montmorillonite Perchloric Acid In ethanol at 20℃; for 0.0833333h;92%
With caro's acid; silica gel In dichloromethane at 20℃; for 0.333333h;90%
With methanol at 20℃; for 0.116667h;87%
1-bromo-2,4-dimethylbenzene
583-70-0

1-bromo-2,4-dimethylbenzene

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
Stage #1: 1-bromo-2,4-dimethylbenzene With copper(l) iodide; cesium hydroxide; 5-bromo-2-(1H-imidazol-2-yl)pyridine In water; dimethyl sulfoxide; tert-butyl alcohol at 120℃; for 36h; Inert atmosphere;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide; tert-butyl alcohol pH=1 - 2; Inert atmosphere;
90%
With cesiumhydroxide monohydrate; t-BuBrettPhos; C44H62NO5PPdS; water In 1,4-dioxane at 20℃; for 18h; Time; Solvent; Inert atmosphere;71%
With N1,N2-bis(thiophen-2-ylmethyl)oxalamide; caesium carbonate; copper(I) bromide; sodium hydroxide In water; dimethyl sulfoxide at 85℃; for 20h; Reagent/catalyst; Temperature; Glovebox; Schlenk technique; Sealed tube; Inert atmosphere; chemoselective reaction;
m-xylene
108-38-3

m-xylene

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With dihydrogen peroxide; bis(triphenyl)oxodiphosphonium trifluoromethanesulfonate salt In ethanol; water at 20℃; for 0.666667h;78%
With hydrogen fluoride; oxygen; arsenic(III) trioxide at 120℃; under 55163.1 Torr;
With 1,2,3,4,5-pentafluoro-6-iodosylbenzene; 5,10,15,20-tetra(2',6'-dichlorophenyl)porphyrinatoiron(III) chloride In methanol; dichloromethane; water at 25℃; for 0.05h;
m-xylene
108-38-3

m-xylene

A

2.6-dimethylphenol
576-26-1

2.6-dimethylphenol

B

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
Stage #1: m-xylene With spiro[bicyclo[2.2.1]heptane-2,4′-[1,2]dioxolane]-3′,5′-dione at 40℃; for 84h; Sealed tube;
Stage #2: With methylamine In ethanol
A 5%
B 78%
Stage #1: m-xylene With phthaloyl peroxide Heating;
Stage #2: With water; sodium hydrogencarbonate In methanol at 40℃; Overall yield = 94 %;
With perfluorodecanoic acid; cytochrome P450Bm3 KT2 (A191T/N239H/I259V/A276T/L353I); oxygen; NADPH In dimethyl sulfoxide at 30℃; pH=7.4; Reagent/catalyst; Enzymatic reaction;
With C27H19N3O7OsS; dihydrogen peroxide; acetic acid In dichloromethane at 23℃; for 0.416667h; Inert atmosphere; Overall yield = 95 %;
methoxybenzene
100-66-3

methoxybenzene

A

2-methylmethoxybenzene
578-58-5

2-methylmethoxybenzene

B

3-methyl-phenol
108-39-4

3-methyl-phenol

C

toluene
108-88-3

toluene

D

2,4-Xylenol
105-67-9

2,4-Xylenol

E

benzene
71-43-2

benzene

F

phenol
108-95-2

phenol

Conditions
ConditionsYield
With hydrogen In hexane at 340℃; under 3750.38 Torr; for 3h; Reagent/catalyst;
5-hydroxy-2,4-dimethyl-2-cyclohexenone

5-hydroxy-2,4-dimethyl-2-cyclohexenone

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene at 70℃;99%
With toluene-4-sulfonic acid In benzene at 70℃;99%
2,4-bis(2,4-dimethylphenoxymethyl)allyloxybenzene
1253261-50-5

2,4-bis(2,4-dimethylphenoxymethyl)allyloxybenzene

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 20℃;89%
2,4-bis(2,4-bis(2,4-dimethylphenoxymethyl)phenoxymethyl)allyloxybenzene
1253261-52-7

2,4-bis(2,4-bis(2,4-dimethylphenoxymethyl)phenoxymethyl)allyloxybenzene

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 20℃;93%
2,4-dimethyl(allyloxy)benzene
93981-82-9

2,4-dimethyl(allyloxy)benzene

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 20℃; for 0.5h;93%
4-hydroxy-3-methyl-benzaldehyde
15174-69-3

4-hydroxy-3-methyl-benzaldehyde

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With formic acid In water at 130℃; for 6h; Green chemistry;
With hydrogen In ethanol at 170℃; under 7500.75 Torr; for 22h; Autoclave;
2,4-bis(2,4-bis(2,4-dimethylphenoxymethyl)phenoxymethyl)allyloxybenzene
1253261-52-7

2,4-bis(2,4-bis(2,4-dimethylphenoxymethyl)phenoxymethyl)allyloxybenzene

A

C59H64O7
1253261-58-3

C59H64O7

B

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With sodium tetrahydroborate; palladium on carbon In tetrahydrofuran at 20℃;A n/a
B 80%
C28H44O2P2

C28H44O2P2

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With chlorobis(ethylene)rhodium(I) dimer; hydrogen In 1,4-dioxane at 150℃; under 2585.81 Torr;77%
2,4-bis(2,4-dimethylphenoxymethyl)allyloxybenzene
1253261-50-5

2,4-bis(2,4-dimethylphenoxymethyl)allyloxybenzene

A

C27H32O3
1253261-56-1

C27H32O3

B

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With sodium tetrahydroborate; palladium on carbon In tetrahydrofuran at 20℃;A n/a
B 70%
methanol
67-56-1

methanol

phenol
108-95-2

phenol

A

p-cresol
106-44-5

p-cresol

B

2.6-dimethylphenol
576-26-1

2.6-dimethylphenol

C

3-methyl-phenol
108-39-4

3-methyl-phenol

D

methoxybenzene
100-66-3

methoxybenzene

E

ortho-cresol
95-48-7

ortho-cresol

F

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With zeolite HBEA at 199.84℃; under 759.826 Torr; for 4h; Catalytic behavior; Reagent/catalyst; Inert atmosphere;
2,4-dimethyl(allyloxy)benzene
93981-82-9

2,4-dimethyl(allyloxy)benzene

A

2,4-dimethylpropoxybenzene
1253261-54-9

2,4-dimethylpropoxybenzene

B

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With sodium tetrahydroborate; palladium on carbon In tetrahydrofuran at 20℃; for 48h;A n/a
B 54%
2,4-dimethylphenyl benzylsulfonate

2,4-dimethylphenyl benzylsulfonate

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With 4,4'-di-tert-butylbiphenyl; lithium In tetrahydrofuran at -50℃; for 0.8h;73%
sodium[tetrakis(2,4-dimethylphenyloxy)borate]

sodium[tetrakis(2,4-dimethylphenyloxy)borate]

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
Stage #1: sodium[tetrakis(2,4-dimethylphenyloxy)borate] In tetrahydrofuran at 20℃; Electrolysis;
Stage #2: With citric acid In tetrahydrofuran; water for 0.0833333h;
99%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

2,4-dichlorophenol
120-83-2

2,4-dichlorophenol

A

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

2-methyl-4-chlorophenol

B

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With Ni(1,2-bis(diphenylphosphanyl)-benzene)Cl2 In toluene at 0 - 75℃; Inert atmosphere; regioselective reaction;A 50%
B 7%
1-iodo-2,4-dimethylbenzene
4214-28-2

1-iodo-2,4-dimethylbenzene

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
Stage #1: 1-iodo-2,4-dimethylbenzene With copper(l) iodide; 2-methyl-8-quinolinol; tetra(n-butyl)ammonium hydroxide In water; dimethyl sulfoxide at 100℃; for 10h;
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃;
91%
nanocrystalline cellulose

nanocrystalline cellulose

A

3-methyl-cyclopentanone
1757-42-2, 6195-92-2

3-methyl-cyclopentanone

B

p-cresol
106-44-5

p-cresol

C

ortho-cresol
95-48-7

ortho-cresol

D

cyclopentanone
120-92-3

cyclopentanone

E

2,4-Xylenol
105-67-9

2,4-Xylenol

F

3,5-Dimethylphenol
108-68-9

3,5-Dimethylphenol

G

phenol
108-95-2

phenol

Conditions
ConditionsYield
With water at 550℃; under 165492 Torr; Supercritical conditions; Flow reactor;
nanocrystalline cellulose

nanocrystalline cellulose

A

2-Methylcyclopentanone
1120-72-5

2-Methylcyclopentanone

B

3-methyl-cyclopentanone
1757-42-2, 6195-92-2

3-methyl-cyclopentanone

C

p-cresol
106-44-5

p-cresol

D

Mesitol
527-60-6

Mesitol

E

propionic acid
802294-64-0

propionic acid

F

cyclopentanone
120-92-3

cyclopentanone

G

2,4-Xylenol
105-67-9

2,4-Xylenol

H

phenol
108-95-2

phenol

Conditions
ConditionsYield
With water at 500℃; under 165492 Torr; Supercritical conditions; Flow reactor;
(2,4-dimethyl-phenyl)-methallyl ether
127797-62-0

(2,4-dimethyl-phenyl)-methallyl ether

A

2,4-Xylenol
105-67-9

2,4-Xylenol

B

2,3-dihydro-2,2,5,7-tetramethylbenzofuran

2,3-dihydro-2,2,5,7-tetramethylbenzofuran

Conditions
ConditionsYield
With hexacarbonyl molybdenum In toluene at 115℃; for 55h; Yields of byproduct given;A n/a
B 60%
2,4-dimethylphenyl trifluoromethanesulfonate
87241-52-9

2,4-dimethylphenyl trifluoromethanesulfonate

A

m-xylene
108-38-3

m-xylene

B

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With lithium; nickel dichloride In tetrahydrofuran at 20℃; Reduction;A 58%
B 15%
2,4-dimethylanisole
6738-23-4

2,4-dimethylanisole

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With lithium; ethylenediamine In tetrahydrofuran at -10℃; for 5h;34%
With boron tribromide In dichloromethane at 0℃; for 2h;
sodium[tetrakis(2,4-dimethylphenyloxy)borate]

sodium[tetrakis(2,4-dimethylphenyloxy)borate]

A

2,2'-dihydroxy-3,3',5,5'-tetramethylbiphenyl
26567-10-2

2,2'-dihydroxy-3,3',5,5'-tetramethylbiphenyl

B

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
Stage #1: sodium[tetrakis(2,4-dimethylphenyloxy)borate] In N,N-dimethyl-formamide at 20℃; Electrolysis;
Stage #2: With citric acid In water; N,N-dimethyl-formamide for 0.0833333h;
A 2%
B 65%
Stage #1: sodium[tetrakis(2,4-dimethylphenyloxy)borate] In acetonitrile at 40℃; Electrolysis;
Stage #2: With citric acid In water; acetonitrile for 0.0833333h;
A 63 % Chromat.
B 28 % Chromat.
(E)-1-(4,4-dimethylpent-2-enyloxy)-2,4-dimethylbenzene
1260760-32-4

(E)-1-(4,4-dimethylpent-2-enyloxy)-2,4-dimethylbenzene

A

(E)-2-(4,4-dimethylpent-2-enyl)-4,6-dimethylphenol
1260760-80-2

(E)-2-(4,4-dimethylpent-2-enyl)-4,6-dimethylphenol

B

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With triphenylphosphine gold (I) chloride; silver trifluoromethanesulfonate In 1,2-dichloro-ethane at 20℃; for 65h; Claisen type rearrangement; Inert atmosphere;A 56%
B 31%
nanocrystalline cellulose

nanocrystalline cellulose

A

2-Methylcyclopentanone
1120-72-5

2-Methylcyclopentanone

B

3-methyl-cyclopentanone
1757-42-2, 6195-92-2

3-methyl-cyclopentanone

C

p-cresol
106-44-5

p-cresol

D

n-hexan-3-one
589-38-8

n-hexan-3-one

E

ortho-cresol
95-48-7

ortho-cresol

F

cyclopentanone
120-92-3

cyclopentanone

G

2,4-Xylenol
105-67-9

2,4-Xylenol

H

3,5-Dimethylphenol
108-68-9

3,5-Dimethylphenol

I

phenol
108-95-2

phenol

Conditions
ConditionsYield
With water at 525℃; under 165492 Torr; Supercritical conditions; Flow reactor;
2-[2.4]xylyl-propanol-(2)
83208-06-4

2-[2.4]xylyl-propanol-(2)

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With sodium perborate; boron trifluoride diethyl etherate In tetrahydrofuran 1.) 0 deg C, 30 min; 2.) 50 deg C, 1 h;73%
benzenesulfonic acid
98-11-3

benzenesulfonic acid

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With toluene-4-sulfonic acid
vanillin
121-33-5

vanillin

A

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

B

2-methoxy-phenol
90-05-1

2-methoxy-phenol

C

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
With hydrogen In decalin at 120℃; under 15001.5 Torr; for 2h;
2,4-Xylenol
105-67-9

2,4-Xylenol

methyl iodide
74-88-4

methyl iodide

2,4-dimethylanisole
6738-23-4

2,4-dimethylanisole

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 5h; Methylation;100%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Cooling with ice;85%
With potassium carbonate In water; N,N-dimethyl-formamide at 20℃; Cooling with ice;85%
bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

2,4-Xylenol
105-67-9

2,4-Xylenol

(2,4-Dimethyl-phenoxy)-acetic acid methyl ester
95450-79-6

(2,4-Dimethyl-phenoxy)-acetic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In butanone for 5.5h; Heating;100%
indan-1,2,3-trione hydrate
485-47-2

indan-1,2,3-trione hydrate

2,4-Xylenol
105-67-9

2,4-Xylenol

2-Hydroxy-2-(2-hydroxy-3,5-dimethyl-phenyl)-indan-1,3-dione
71321-32-9

2-Hydroxy-2-(2-hydroxy-3,5-dimethyl-phenyl)-indan-1,3-dione

Conditions
ConditionsYield
In acetic acid for 0.5h; Heating;100%
morpholine
110-91-8

morpholine

formaldehyd
50-00-0

formaldehyd

2,4-Xylenol
105-67-9

2,4-Xylenol

2,4-dimethyl-6-morpholin-4-ylmethyl-phenol
97032-14-9

2,4-dimethyl-6-morpholin-4-ylmethyl-phenol

Conditions
ConditionsYield
With aluminum oxide Mannich type reaction, aminomethylation; Irradiation; microwave;100%
2,4-Xylenol
105-67-9

2,4-Xylenol

tris(2,4-dimethylphenoxy)borone
20340-62-9

tris(2,4-dimethylphenoxy)borone

Conditions
ConditionsYield
With boric acid In toluene for 12h; Heating;100%
benzyl bromide
100-39-0

benzyl bromide

2,4-Xylenol
105-67-9

2,4-Xylenol

1-(benzyloxy)-2,4-dimethylbenzene
19578-72-4

1-(benzyloxy)-2,4-dimethylbenzene

Conditions
ConditionsYield
With potassium carbonate In acetone for 12h; Reflux; Sealed tube;100%
With potassium phosphate; tetrabutylammomium bromide In water at 20℃; for 2h; Sealed tube; Green chemistry;99%
formaldehyd
50-00-0

formaldehyd

dimethyl amine
124-40-3

dimethyl amine

2,4-Xylenol
105-67-9

2,4-Xylenol

2-(N,N-dimethylaminomethyl)-4,6-dimethylophenol
52777-93-2

2-(N,N-dimethylaminomethyl)-4,6-dimethylophenol

Conditions
ConditionsYield
In ethanol for 48h; Inert atmosphere; Schlenk technique; Reflux;99%
In water at 0 - 100℃; for 2.5h; Mannich Aminomethylation;78%
acetic anhydride
108-24-7

acetic anhydride

2,4-Xylenol
105-67-9

2,4-Xylenol

2,4-dimethylphenyl acetate
877-53-2

2,4-dimethylphenyl acetate

Conditions
ConditionsYield
With 4-(dimethylamino)pyridine hydrochloride In toluene at 60℃; for 8h;99%
With rice husk ash at 80℃; for 0.2h; Green chemistry;97%
With Cu(2+)*Zr(4+)*2PO4(3-) = CuZr(PO4)2 at 60℃; for 0.333333h;95%
Cinnamoyl chloride
102-92-1

Cinnamoyl chloride

2,4-Xylenol
105-67-9

2,4-Xylenol

2,4-dimethylphenyl trans-cinnamate
99430-00-9

2,4-dimethylphenyl trans-cinnamate

Conditions
ConditionsYield
With pyridine In benzene for 1h; Heating;99%
With magnesium In benzene for 2h; Heating;69%
4-(2,6-di-tert-butyl-4-methylphenoxy)-2,6-di-tert-butyl-4-methyl-2,5-cyclohexadien-1-one
2179-51-3

4-(2,6-di-tert-butyl-4-methylphenoxy)-2,6-di-tert-butyl-4-methyl-2,5-cyclohexadien-1-one

2,4-Xylenol
105-67-9

2,4-Xylenol

A

1,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)ethane
1516-94-5

1,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)ethane

B

2,6-di-tert-butyl-4-methyl-phenol
128-37-0

2,6-di-tert-butyl-4-methyl-phenol

C

2,6-di-tert-butyl-4-(3,5-dimethyl-2-hydroxyphenyl)-4-methylcyclohexa-2,5-dien-1-one
131544-07-5

2,6-di-tert-butyl-4-(3,5-dimethyl-2-hydroxyphenyl)-4-methylcyclohexa-2,5-dien-1-one

D

3,5-di-tert-butyl-4-hydroxybenzyl 2,4-dimethylphenyl ether
131544-12-2

3,5-di-tert-butyl-4-hydroxybenzyl 2,4-dimethylphenyl ether

Conditions
ConditionsYield
In triethylamineA 3.9%
B 99%
C 54%
D 17%
dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

2,4-Xylenol
105-67-9

2,4-Xylenol

C14H16O5

C14H16O5

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In dichloromethane at 20℃; for 0.166667h;99%
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

2,4-Xylenol
105-67-9

2,4-Xylenol

2,4-dimethylphenyl methanesulfonate
723755-74-6

2,4-dimethylphenyl methanesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1h;99%
With triethylamine In dichloromethane
bis(2,4,6-trimethylphenyl)iodonium triflate
139139-80-3

bis(2,4,6-trimethylphenyl)iodonium triflate

2,4-Xylenol
105-67-9

2,4-Xylenol

2,4-dimethylphenyl(2,4,6-trimethylphenyl) ether
1268694-21-8

2,4-dimethylphenyl(2,4,6-trimethylphenyl) ether

Conditions
ConditionsYield
Stage #1: 2,4-Xylenol With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.25h;
Stage #2: bis(2,4,6-trimethylphenyl)iodonium triflate In tetrahydrofuran at 40℃; for 0.25h;
99%
Stage #1: 2,4-Xylenol With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.25h;
Stage #2: bis(2,4,6-trimethylphenyl)iodonium triflate In tetrahydrofuran at 40℃; for 0.25h;
99%
titanium(IV) isopropylate
546-68-9

titanium(IV) isopropylate

2,4-Xylenol
105-67-9

2,4-Xylenol

[(2,4-dimethylphenoxy)2Ti(isopropoxy)2]
1394844-93-9

[(2,4-dimethylphenoxy)2Ti(isopropoxy)2]

Conditions
ConditionsYield
In cyclohexane at 20℃; Inert atmosphere; Schlenk technique;99%
2-Picolinic acid
98-98-6

2-Picolinic acid

2,4-Xylenol
105-67-9

2,4-Xylenol

2,4-dimethylphenyl picolinate

2,4-dimethylphenyl picolinate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Inert atmosphere;99%
1-iodo-butane
542-69-8

1-iodo-butane

carbon monoxide
201230-82-2

carbon monoxide

2,4-Xylenol
105-67-9

2,4-Xylenol

C13H18O2
723757-89-9

C13H18O2

Conditions
ConditionsYield
With rhodium(III) chloride; 1,3-bis-(diphenylphosphino)propane; sodium carbonate; sodium bromide In 1,4-dioxane at 120℃; under 750.075 Torr; for 24h; Inert atmosphere; chemoselective reaction;99%
2,4-Xylenol
105-67-9

2,4-Xylenol

2-bromo-4,6-dimethylphenol
15191-36-3

2-bromo-4,6-dimethylphenol

Conditions
ConditionsYield
With trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane; hydrogen bromide In water at 20℃; for 1.4h;98%
With trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane; ammonium bromide; acetic acid at 20℃; for 2h; regioselective reaction;98%
With benzyltriphenylphosphonium tribromide; calcium carbonate In methanol; dichloromethane at 20℃; for 0.5h;94%
acetic acid
64-19-7

acetic acid

2,4-Xylenol
105-67-9

2,4-Xylenol

3,5-dimethyl-2-hydroxyacetophenone
1198-66-9

3,5-dimethyl-2-hydroxyacetophenone

Conditions
ConditionsYield
With boron trifluoride diethyl etherate for 0.0333333h; microwave irradiation;98%
With iron(III) chloride for 0.0166667h; Friedel Crafts acylation; Microwave irradiation; regioselective reaction;60%
With boron trifluoride diethyl etherate
formaldehyd
50-00-0

formaldehyd

N,N,N',N'-tetraethyldiethylenetriamine
123-12-6

N,N,N',N'-tetraethyldiethylenetriamine

2,4-Xylenol
105-67-9

2,4-Xylenol

2,4-dimethyl-6-bis(2-(diethylamino)-ethyl)aminomethyl phenol
620598-29-0

2,4-dimethyl-6-bis(2-(diethylamino)-ethyl)aminomethyl phenol

Conditions
ConditionsYield
Stage #1: formaldehyd; N,N,N',N'-tetraethyldiethylenetriamine at 80℃; for 2h;
Stage #2: 2,4-Xylenol In methanol for 24h; Heating;
98%
Stage #1: formaldehyd; N,N,N',N'-tetraethyldiethylenetriamine at 80℃; for 1h;
Stage #2: 2,4-Xylenol In methanol for 24h; Heating;
70%
acetyl chloride
75-36-5

acetyl chloride

2,4-Xylenol
105-67-9

2,4-Xylenol

2,4-dimethylphenyl acetate
877-53-2

2,4-dimethylphenyl acetate

Conditions
ConditionsYield
With pyridine In dichloromethane; water98%
With Fe/SWCNTs at 20℃; for 0.2h;95%
With pyridine In dichloromethane at 0 - 20℃; for 5h;
formaldehyd
50-00-0

formaldehyd

butyl 3-mercaptopropionate
16215-21-7

butyl 3-mercaptopropionate

2,4-Xylenol
105-67-9

2,4-Xylenol

butyl 3-(2-hydroxy-3,5-dimethylbenzylsulfanyl)propionate
1192176-12-7

butyl 3-(2-hydroxy-3,5-dimethylbenzylsulfanyl)propionate

Conditions
ConditionsYield
With dimethyl amine In ethanol; N,N-dimethyl-formamide for 2h; Inert atmosphere; Reflux;98%
With dimethyl amine In ethanol; N,N-dimethyl-formamide for 2h; Reflux; Inert atmosphere;
1-Phenyl-2-propyn-1-ol
4187-87-5

1-Phenyl-2-propyn-1-ol

2,4-Xylenol
105-67-9

2,4-Xylenol

2,4-dimethyl-6-(1-phenylprop-2-ynyl)phenol
1214890-86-4

2,4-dimethyl-6-(1-phenylprop-2-ynyl)phenol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; Inert atmosphere;98%
2,4-Xylenol
105-67-9

2,4-Xylenol

4-(2-oxoimidazolidin-1-yl)benzene-1-sulfonyl chloride

4-(2-oxoimidazolidin-1-yl)benzene-1-sulfonyl chloride

2,4-dimethylphenyl 4-(2-oxoimidazolidin-1-yl)benzenesulfonate
1311945-66-0

2,4-dimethylphenyl 4-(2-oxoimidazolidin-1-yl)benzenesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 25℃; for 24h; Inert atmosphere;98%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

2,4-Xylenol
105-67-9

2,4-Xylenol

6,6'-((4-chlorophenyl)methylene)bis(2,4-dimethylphenol)

6,6'-((4-chlorophenyl)methylene)bis(2,4-dimethylphenol)

Conditions
ConditionsYield
With sulfonated reduced graphene oxide nanosheets In water for 0.1h; Catalytic behavior; Microwave irradiation;98%
With sulfonatedreduced graphene oxide nanosheet In neat (no solvent) at 100℃; for 0.5h; Catalytic behavior; Green chemistry;90%
With toluene-4-sulfonic acid In neat (no solvent) at 100℃; for 0.833333h;81%
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

2,4-Xylenol
105-67-9

2,4-Xylenol

6,6'-((4-bromophenyl)methylene)bis(2,4-dimethylphenol)

6,6'-((4-bromophenyl)methylene)bis(2,4-dimethylphenol)

Conditions
ConditionsYield
With sulfonated reduced graphene oxide nanosheets In water for 0.0833333h; Catalytic behavior; Microwave irradiation;98%
With sulfonatedreduced graphene oxide nanosheet In neat (no solvent) at 100℃; for 0.333333h; Catalytic behavior; Green chemistry;95%
2,4-Xylenol
105-67-9

2,4-Xylenol

teroxirone
2451-62-9

teroxirone

metaxalone
1665-48-1

metaxalone

Conditions
ConditionsYield
With potassium hydroxide; 4-methyl-2-pentanone at 0 - 120℃; for 3 - 4h;97%
1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

2,4-Xylenol
105-67-9

2,4-Xylenol

1,3-dimethyl-4-trimethylsilyloxybenzene
16414-81-6

1,3-dimethyl-4-trimethylsilyloxybenzene

Conditions
ConditionsYield
With 1,3-disulfonic acid imidazolium hydrogen sulfate In neat (no solvent) at 20℃; for 0.0166667h; Green chemistry;97%
With poly(4-vinylpyridine) In acetonitrile at 20℃; for 0.333333h;97%
With 3-methyl-1-sulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0166667h; Neat (no solvent);96%
benzoic acid anhydride
93-97-0

benzoic acid anhydride

2,4-Xylenol
105-67-9

2,4-Xylenol

2,4-dimethylphenyl benzoate
76048-43-6

2,4-dimethylphenyl benzoate

Conditions
ConditionsYield
With 4-(dimethylamino)pyridine hydrochloride In toluene at 60℃; for 10h;97%

2,4-Dimethylphenol Chemical Properties


IUPAC Name: 2,4-Dimethylphenol
Molecular Formula: C8H10O
Molecular Weight: 122.17 g/mol
Canonical SMILES: c1(c(ccc(c1)C)O)C
InChI: InChI=1/C8H10O/c1-6-3-4-8(9)7(2)5-6/h3-5,9H,1-2H3 
EINECS: 203-321-6
Classification Code: Agricultural Chemical; Drug / Therapeutic Agent; Germicide, bactericide, disinfectant; Tumor data
Product Categories: Aromatic Phenols; Alpha Sort; D; DAlphabetic; DID - DIN; Volatiles / Semivolatiles
Surface Tension: 37.2 dyne/cm 
Density: 1.014 g/cm
Flash Point: 85.6 °C 
Enthalpy of Vaporization: 46.55 kJ/mol 
Boiling Point: 210.9 °C at 760 mmHg 
Melting Point: 22-23 °C(lit.)
Storage temperature: 2-8 °C
Water Solubility: 0.5 g/100 mL (25 °C)
Vapour Pressure of 2,4-Dimethylphenol (CAS NO.105-67-9): 0.129 mmHg at 25 °C

2,4-Dimethylphenol Uses

 2,4-Dimethylphenol (CAS NO.105-67-9) is used for organic synthesis and manufacture of pharmaceuticals, plastics, insecticides, fungicides, rubber chem, wetting agents, dyestuffs.

2,4-Dimethylphenol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 183mg/kg (183mg/kg)   Journal of Medicinal Chemistry. Vol. 18, Pg. 868, 1975.
mouse LD50 intravenous 100mg/kg (100mg/kg) BEHAVIORAL: SLEEP Journal of Medicinal Chemistry. Vol. 23, Pg. 1350, 1980.
mouse LD50 oral 809mg/kg (809mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(2), Pg. 58, 1974.
rat LC inhalation > 30mg/m3 (30mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 23(10), Pg. 52, 1979.
rat LD50 oral 3200mg/kg (3200mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(2), Pg. 58, 1974.
rat LD50 skin 1040mg/kg (1040mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(2), Pg. 58, 1974.

2,4-Dimethylphenol Consensus Reports

Reported in EPA TSCA Inventory.

2,4-Dimethylphenol Safety Profile

Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion and skin contact. Questionable carcinogen with experimental carcinogenic data. When heated to decomposition it emits acrid smoke and irritating fumes. 
Hazard Codes: ToxicT,DangerousN,FlammableF
Risk Statements: 24/25-34-51/53-39/23/24/25-23/24/25-11 
R24/25: Toxic in contact with skin and if swallowed
R34: Causes burns. 
R51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R39/23/24/25: Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed.
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed. 
R11: Highly flammable.
Safety Statements: 26-36/37/39-45-61-36/37-16-7
 S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S61: Avoid release to the environment. Refer to special instructions / safety data sheets. 
S36/37: Wear suitable protective clothing and gloves. 
S16: Keep away from sources of ignition. 
S7: Keep container tightly closed.
RIDADR: UN 2261 6.1/PG 2
WGK Germany: 3
RTECS: ZE5600000
HazardClass: 6.1
PackingGroup of 2,4-Dimethylphenol (CAS NO.105-67-9): II

2,4-Dimethylphenol Specification

 2,4-Dimethylphenol (CAS NO.105-67-9), its Synonyms are 2,4-Dimethylphenol ; 1-Hydroxy-2,4-dimethylbenzene ; 4,6-Dimethylphenol ; 4-Hydroxy-1,3-dimethylbenzene ; Bacticin ; Benzene, 2,4-dimethyl-1-hydroxy- ; Bulk Lysol Brand Disinfectant ; Lysol Brand disinfectant ; Phenol, 2,4-dimethyl- . It is clear colorless to yellow liquid.

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