Product Name

  • Name

    2,3,5-Trimethylphenol

  • EINECS 211-806-9
  • CAS No. 697-82-5
  • Article Data62
  • CAS DataBase
  • Density 0.996 g/cm3
  • Solubility insoluble in water
  • Melting Point 92-95 °C(lit.)
  • Formula C9H12O
  • Boiling Point 231.1 °C at 760 mmHg
  • Molecular Weight 136.194
  • Flash Point 103.6 °C
  • Transport Information UN 2430 8/PG 3
  • Appearance White to off-white powder
  • Safety 26-36/37/39-45-24/25
  • Risk Codes 34-36/37/38
  • Molecular Structure Molecular Structure of 697-82-5 (2,3,5-Trimethylphenol)
  • Hazard Symbols CorrosiveC, IrritantXi
  • Synonyms Phenol,2,3,5-trimethyl-;1-Hydroxy-2, 3,5-trimethylbenzene;1-Hydroxy-2,3,5-trimethylbenzene;
  • PSA 20.23000
  • LogP 2.31740

Synthetic route

O-(4-Nitrobenzyl)-2,3,5-trimethylphenol

O-(4-Nitrobenzyl)-2,3,5-trimethylphenol

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With indium; ammonium chloride In ethanol for 18h; Debenzylation; Heating;100%
With indium; ammonium chloride In methanol for 18h; Heating;100%
1,2,5-Trimethyl-3-trityloxy-benzene

1,2,5-Trimethyl-3-trityloxy-benzene

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With tetrahydrofuran; titanium(III) chloride; lithium for 14h; Heating;92%
2,3,5-Trimethyl-(4-methylphenylsulfonyloxy)benzene
312609-91-9

2,3,5-Trimethyl-(4-methylphenylsulfonyloxy)benzene

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With titanium(III) chloride; lithium In tetrahydrofuran at 25℃; for 18h; Substitution;91%
2,4,6-trimethylpyrylium tetrafluoroborate
773-01-3

2,4,6-trimethylpyrylium tetrafluoroborate

dimethylsulfoxonium methylide
70775-39-2, 5367-24-8

dimethylsulfoxonium methylide

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
In tetrahydrofuran; dimethyl sulfoxide 1.) -5 deg C, 1 h, 2.) room temperature, 7 h;80%
methanol
67-56-1

methanol

2,3-Dimethylphenol
526-75-0

2,3-Dimethylphenol

A

2,3,6-trimethylphenol
2416-94-6

2,3,6-trimethylphenol

B

2,3,4-trimethylphenol
526-85-2

2,3,4-trimethylphenol

C

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
Pd-containing mordenite at 350℃;A 80%
B 5%
C 5%
methanol
67-56-1

methanol

3,5-Dimethylphenol
108-68-9

3,5-Dimethylphenol

A

3,4,5-trimethylphenol
527-54-8

3,4,5-trimethylphenol

B

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
Pd-containing mordenite at 350℃;A 6%
B 70%
1,2,4-Trimethylbenzene
95-63-6

1,2,4-Trimethylbenzene

A

2,4-dimethylbenzyl alcohol
16308-92-2

2,4-dimethylbenzyl alcohol

B

Trimethylhydroquinone
700-13-0

Trimethylhydroquinone

C

2,4,5-trimethylphenol
496-78-6

2,4,5-trimethylphenol

D

2,3,6-trimethylphenol
2416-94-6

2,3,6-trimethylphenol

E

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

F

2,5-dimethylbenzyl alcohol
53957-33-8

2,5-dimethylbenzyl alcohol

Conditions
ConditionsYield
With glucose dehydrogenase; D-glucose; P450 BM3 R47S, Y51W, A330F, I401M mutant; NADPH; catalase; ascorbic acid In aq. phosphate buffer; dimethyl sulfoxide pH=7.5; Catalytic behavior; Enzymatic reaction;A 25%
B 23%
C 28%
D 5%
E 8%
F 9%
formaldehyd
50-00-0

formaldehyd

3,5-dimethyl-2-cyclohexen-1-one
1123-09-7

3,5-dimethyl-2-cyclohexen-1-one

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With hydrogenchloride; ethanol Behandeln des Reaktionsprodukts mit HCl in Aether und Erhitzen der erhaltenen Hydrochloride unter vermindertem Druck auf 200-235grad;
3,5,5-Trimethylcyclohex-2-en-1-one
78-59-1

3,5,5-Trimethylcyclohex-2-en-1-one

A

3,4,5-trimethylphenol
527-54-8

3,4,5-trimethylphenol

B

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With bromine; 1,2,4-Trichlorobenzene
3,5-dimethyl-2-piperidin-1-ylmethyl-phenol
68097-90-5

3,5-dimethyl-2-piperidin-1-ylmethyl-phenol

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With calcium hydroxide
With 1,4-dioxane; copper oxide-chromium oxide at 165℃; Hydrogenolyse;
2-(Morpholinomethyl)-3,5-dimethylphenol
14944-83-3

2-(Morpholinomethyl)-3,5-dimethylphenol

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With 1,4-dioxane; copper oxide-chromium oxide at 165℃; Hydrogenolyse;
2-methylmethoxybenzene
578-58-5

2-methylmethoxybenzene

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With aluminium trichloride at 100℃;
3,4,5-trimethylphenol
527-54-8

3,4,5-trimethylphenol

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With aluminium trichloride at 100℃;
2-chloro-3,5,6-trimethylphenol
90416-29-8

2-chloro-3,5,6-trimethylphenol

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With sodium hydroxide; aluminum nickel
2,3,5-trimethylaniline
767-77-1

2,3,5-trimethylaniline

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
Diazotization;
With sulfuric acid; sodium nitrite 1.) 0 deg C, 1 h, 2.) reflux, 2 h; Yield given. Multistep reaction;
2-Dimethylaminomethyl-3,5-dimethyl-phenol
63487-28-5

2-Dimethylaminomethyl-3,5-dimethyl-phenol

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With 1,4-dioxane; copper oxide-chromium oxide at 165℃; Hydrogenolyse;
Trimethylhydroquinone
700-13-0

Trimethylhydroquinone

acetic anhydride
108-24-7

acetic anhydride

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With hydrogen iodide; acetic acid at 150℃;
4-Hexadecyloxy-2,3,6-trimethyl-phenol
103045-07-4

4-Hexadecyloxy-2,3,6-trimethyl-phenol

acetic anhydride
108-24-7

acetic anhydride

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With hydrogen iodide; acetic acid at 150℃;
dihydroisophorone
873-94-9

dihydroisophorone

A

3,4,5-trimethylphenol
527-54-8

3,4,5-trimethylphenol

B

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With sulfuric acid at 20℃;
methanol
67-56-1

methanol

3,5-Dimethylphenol
108-68-9

3,5-Dimethylphenol

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With activated bauxit at 450℃; under 12503.6 Torr;
methanol
67-56-1

methanol

3,5-Dimethylphenol
108-68-9

3,5-Dimethylphenol

A

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

B

2,3,5,6-tetramethylphenol
527-35-5

2,3,5,6-tetramethylphenol

C

pentamethylphenol
2819-86-5

pentamethylphenol

Conditions
ConditionsYield
at 450℃; under 7355.08 - 12503.6 Torr; Leiten ueber aktivierten Bauxit;
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

(2,3,5-Trimethyl-phenoxy)-acetic acid methyl ester
95450-49-0

(2,3,5-Trimethyl-phenoxy)-acetic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In butanone for 5.5h; Heating;100%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

2,3,5-Trimethylphenyl trifluoromethanesulfonate
209684-76-4

2,3,5-Trimethylphenyl trifluoromethanesulfonate

Conditions
ConditionsYield
In pyridine at 0 - 20℃; for 1h;100%
With triethylamine In toluene at 20℃; Flow reactor;
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

methyl iodide
74-88-4

methyl iodide

2,3,5-trimethylanisole
20469-61-8

2,3,5-trimethylanisole

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide for 10h; Ambient temperature;99.8%
With sodium hydride In dimethyl sulfoxide for 10h;98%
Stage #1: 2,3,5-trimethylphenol With sodium hydride In tetrahydrofuran at 0℃; for 1h;
Stage #2: methyl iodide In tetrahydrofuran at 0℃; for 3h;
92%
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

C18H23O2PS2
1394064-56-2

C18H23O2PS2

Conditions
ConditionsYield
With tetraphosphorus decasulfide for 0.0694444h; Microwave irradiation;99.3%
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

2,3,5-trimethylanisole
20469-61-8

2,3,5-trimethylanisole

Conditions
ConditionsYield
With dimanganese decacarbonyl at 180℃; for 1h; Reagent/catalyst;99%
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

triethylamine
121-44-8

triethylamine

C18H23O2PS2*C6H15N
1394064-58-4

C18H23O2PS2*C6H15N

Conditions
ConditionsYield
Stage #1: 2,3,5-trimethylphenol With tetraphosphorus decasulfide In chloroform at 35℃;
Stage #2: triethylamine In chloroform
98%
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

propionic acid
802294-64-0

propionic acid

2-ethyl-3,5,7,8-tetramethyl-4H-chromen-4-one

2-ethyl-3,5,7,8-tetramethyl-4H-chromen-4-one

Conditions
ConditionsYield
With titanium tetrachloride In neat (no solvent) at 100℃; for 5h; Inert atmosphere;98%
benzofuran-2-ylmethyl acetate
62452-62-4

benzofuran-2-ylmethyl acetate

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

C18H18O2

C18H18O2

Conditions
ConditionsYield
With bis(η3-allyl-μ-chloropalladium(II)); caesium carbonate; XPhos In tetrahydrofuran; acetonitrile at 120℃; Inert atmosphere; regioselective reaction;98%
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

3-Chloro-2-methylpropene
563-47-3

3-Chloro-2-methylpropene

2,3,5-Trimethyl-1-(2-methyl-2-propenyloxy)benzene
142874-36-0

2,3,5-Trimethyl-1-(2-methyl-2-propenyloxy)benzene

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide; acetone Heating;97%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 3h;
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 3h;
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

2,3,5-Trimethyl-1,4-benzoquinone
935-92-2

2,3,5-Trimethyl-1,4-benzoquinone

Conditions
ConditionsYield
With titanium superoxide; dihydrogen peroxide; acetic acid In water at 50℃; for 2h;96%
With oxygen In water; acetonitrile at 40℃; under 15001.5 Torr; for 1h; Green chemistry;94%
With 5,10,15,20-tetrakis(2,6-dichlorophenyl)porphyrin; oxygen In chloroform; acetonitrile for 24h; Product distribution; Further Variations:; Reagents; Irradiation;93%
4-nitrobenzyl chloride
619-73-8

4-nitrobenzyl chloride

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

O-(4-Nitrobenzyl)-2,3,5-trimethylphenol

O-(4-Nitrobenzyl)-2,3,5-trimethylphenol

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 3h;96%
2-methyl-3-bromo-1-propene
1458-98-6

2-methyl-3-bromo-1-propene

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

2,3,5-Trimethyl-1-(2-methyl-2-propenyloxy)benzene
142874-36-0

2,3,5-Trimethyl-1-(2-methyl-2-propenyloxy)benzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 15h;96%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 15h;96%
trimethylsilyl isothiocyanate
2290-65-5

trimethylsilyl isothiocyanate

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

2,3,5-trimethyl-4-thiocyanatophenol
196944-10-2

2,3,5-trimethyl-4-thiocyanatophenol

Conditions
ConditionsYield
With 1-chloro-1λ3-benzo[d][1,2]iodaoxol-3(1H)-one In dichloromethane at 20℃; for 1h;96%
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

allyl bromide
106-95-6

allyl bromide

1,2,5-trimethyl-3-(prop-2-en-1-yloxy)benzene
53546-78-4

1,2,5-trimethyl-3-(prop-2-en-1-yloxy)benzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃;95%
With potassium carbonate; acetone
With sodium hydroxide In N,N-dimethyl-formamide
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

4-bromo-2,3,5-trimethylphenol

4-bromo-2,3,5-trimethylphenol

Conditions
ConditionsYield
With tetra-N-butylammonium tribromide In methanol; dichloromethane for 0.333333h;95%
With 1-butyl-3-methylimidazolium tribromide at -10℃;86%
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

Bromo-acetic acid 2,3,5-trimethyl-phenyl ester
110699-68-8

Bromo-acetic acid 2,3,5-trimethyl-phenyl ester

Conditions
ConditionsYield
With pyridine In diethyl ether for 1h; Ambient temperature;94%
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

2,3,5-trimethylcyclohexanol
116-02-9

2,3,5-trimethylcyclohexanol

Conditions
ConditionsYield
With potassium hydroxide; Raney Ni-Al; water at 90℃; for 20h;91.2%
With nickel at 155℃; Hydrogenation;
With nickel; sodium(2,3,5-(methyl)3phenoxide) at 170℃; under 95616 - 110326 Torr; Hydrogenation;
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

4-iodo-2,3,5-trimethyl-phenol
7282-02-2

4-iodo-2,3,5-trimethyl-phenol

Conditions
ConditionsYield
With iodine; oxygen; copper(II) nitrate In water at 80℃; under 760.051 Torr; for 3h; Green chemistry; regioselective reaction;91%
With hydrogenchloride; potassium iodate; potassium iodide In methanol at 20℃; for 0.5h;62.2%
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Bromoacetaldehyde diethyl acetal
2032-35-1

Bromoacetaldehyde diethyl acetal

1-(2,2-diethoxyethoxy)-2,3,5-trimethylbenzene

1-(2,2-diethoxyethoxy)-2,3,5-trimethylbenzene

Conditions
ConditionsYield
With potassium hydroxide In N,N-dimethyl acetamide at 20℃; Heating;91%
2,2-(dimethyl)-2-phenylacetaldehyde
3805-10-5

2,2-(dimethyl)-2-phenylacetaldehyde

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

2,2,4,6,7-pentamethyl-3-phenyl-2,3-dihydrobenzofuran
142874-60-0

2,2,4,6,7-pentamethyl-3-phenyl-2,3-dihydrobenzofuran

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In toluene at 110℃; for 1h;90%
2-chloroethyl ethyl ether
628-34-2

2-chloroethyl ethyl ether

2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

1-(2-ethoxyethoxy)-2,3,5-trimethylbenzene
865138-71-2

1-(2-ethoxyethoxy)-2,3,5-trimethylbenzene

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 20 - 70℃; for 48h;90%
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

4,4-dimethoxy-3,5-dimethylcyclohexa-2,5-dien-1-one
116760-59-9

4,4-dimethoxy-3,5-dimethylcyclohexa-2,5-dien-1-one

5-methoxy-2',3',4,6,6'-pentamethyl-[1,1'-biphenyl]-2,4'-diol

5-methoxy-2',3',4,6,6'-pentamethyl-[1,1'-biphenyl]-2,4'-diol

Conditions
ConditionsYield
With methanesulfonic acid at 20℃; regioselective reaction;90%
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Propiolic acid
471-25-0

Propiolic acid

5,7,8-trimethyl-2H-chromen-2-one
40662-19-9

5,7,8-trimethyl-2H-chromen-2-one

Conditions
ConditionsYield
With C62H54Cl2N4Pd2; trifluoroacetic acid at 20℃; for 12.0833h; Cooling with ice; regioselective reaction;90%
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

7-(4-fluorophenyl)-7-hydroxyheptanoic acid
103187-28-6

7-(4-fluorophenyl)-7-hydroxyheptanoic acid

7-(4-fluorophenyl)-7-(2-hydroxy-3,4,6-trimethylphenyl)heptanoic acid
121099-61-4

7-(4-fluorophenyl)-7-(2-hydroxy-3,4,6-trimethylphenyl)heptanoic acid

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In 1,2-dichloro-ethane at 60℃; for 6h;89%
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

Ethyl 2-bromopropionate
535-11-5, 41978-69-2

Ethyl 2-bromopropionate

ethyl 2-(2,3,5-trimethylphenyl)oxypropionate
156462-53-2

ethyl 2-(2,3,5-trimethylphenyl)oxypropionate

Conditions
ConditionsYield
With potassium iodide In N,N-dimethyl-formamide; acetone Heating;89%
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

1-(3-methoxyphenyl)-2-(2,3,5-trimethylphenoxy)ethanone
820258-31-9

1-(3-methoxyphenyl)-2-(2,3,5-trimethylphenoxy)ethanone

Conditions
ConditionsYield
88%
2,3,5-trimethylphenol
697-82-5

2,3,5-trimethylphenol

propionic acid
802294-64-0

propionic acid

2,3,5-trimethylphenyl propionate

2,3,5-trimethylphenyl propionate

Conditions
ConditionsYield
With tin(IV) chloride In neat (no solvent) at 100℃; for 8h; Inert atmosphere; chemoselective reaction;88%

2,3,5-Trimethylphenol Chemical Properties

IUPAC Name: 2,3,5-trimethylphenol
The Molecular formula of 2,3,5-Trimethylphenol (697-82-5) : C9H12O
The Molecular Weight of  2,3,5-Trimethylphenol (697-82-5) : 136.19
Molecular Structure :
EINECS: 211-806-9
Melting point: 92-95 °C(lit.)
Boiling point: 231.1 °C at 760 mmHg
Flash point: 103.6 °C  
Density: 0.996 g/cm3 
Vapour Pressure: 0.0419 mmHg at 25°C
Storage temp.: Store in dark
Solubility: insoluble
Water Solubility: insoluble
Synonyms: ISOPSEUDOCUMENOL;2,3,5-Trimethylphenol/TMP/Isopseudocumenol; 2,3,5-Thrimethylphenol;AKOS BBS-00008093;2,3,5-trimethyl-pheno;2,3,5-TRIMETHYLPHENOL;6-HYDROXYPSEUDOCUMENE;1-Hydroxy-2,3,5-trimethylbenzene;

2,3,5-Trimethylphenol Uses

 2,3,5-Trimethylphenol (697-82-5) is used for synthesis of aromatic vitamin A acid.

2,3,5-Trimethylphenol Safety Profile

The Hazard Codes of 2,3,5-Trimethylphenol (697-82-5):   C,  Xi
The Risk Statements information of 2,3,5-Trimethylphenol (697-82-5):
34:  Causes burns 
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of 2,3,5-Trimethylphenol (697-82-5):
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
24/25:  Avoid contact with skin and eyes 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
HazardClass: 8
PackingGroup: III
HS Code: 29071900
RIDADR: UN 2430 8/PG 3
WGK Germany: 3

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