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697-82-5

Basic Information
CAS No.: 697-82-5
Name: 2,3,5-Trimethylphenol
Molecular Structure:
Molecular Structure of 697-82-5 (2,3,5-Trimethylphenol)
Formula: C9H12O
Molecular Weight: 136.19
Synonyms: Phenol,2,3,5-trimethyl-;1-Hydroxy-2, 3,5-trimethylbenzene;1-Hydroxy-2,3,5-trimethylbenzene;
EINECS: 211-806-9
Density: 0.996 g/cm3
Melting Point: 92-95 °C(lit.)
Boiling Point: 231.1 °C at 760 mmHg
Flash Point: 103.6 °C
Solubility: insoluble in water
Appearance: White to off-white powder
Hazard Symbols: CorrosiveC, IrritantXi
Risk Codes: 34-36/37/38
Safety: 26-36/37/39-45-24/25
Transport Information: UN 2430 8/PG 3
PSA: 20.23000
LogP: 2.31740
Synthetic route

O-(4-Nitrobenzyl)-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

697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With tetrahydrofuran; titanium(III) chloride; lithium for 14h; Heating;92%
312609-91-9

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

697-82-5

2,3,5-trimethylphenol

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

2,4,6-trimethylpyrylium tetrafluoroborate

70775-39-2, 5367-24-8

dimethylsulfoxonium methylide

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%
67-56-1

methanol

526-75-0

2,3-Dimethylphenol

A

2416-94-6

2,3,6-trimethylphenol

B

526-85-2

2,3,4-trimethylphenol

C

697-82-5

2,3,5-trimethylphenol

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

methanol

108-68-9

3,5-Dimethylphenol

A

527-54-8

3,4,5-trimethylphenol

B

697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
Pd-containing mordenite at 350℃;A 6%
B 70%
95-63-6

1,2,4-Trimethylbenzene

A

16308-92-2

2,4-dimethylbenzyl alcohol

B

700-13-0

Trimethylhydroquinone

C

496-78-6

2,4,5-trimethylphenol

D

2416-94-6

2,3,6-trimethylphenol

E

697-82-5

2,3,5-trimethylphenol

F

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%
50-00-0

formaldehyd

1123-09-7

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

660-68-4

diethyl amine hydrochloride

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;
78-59-1

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

A

527-54-8

3,4,5-trimethylphenol

B

697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With bromine; 1,2,4-Trichlorobenzene
68097-90-5

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

697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With calcium hydroxide
With 1,4-dioxane; copper oxide-chromium oxide at 165℃; Hydrogenolyse;
14944-83-3

2-(Morpholinomethyl)-3,5-dimethylphenol

697-82-5

2,3,5-trimethylphenol

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

2-methylmethoxybenzene

697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With aluminium trichloride at 100℃;
527-54-8

3,4,5-trimethylphenol

697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With aluminium trichloride at 100℃;
90416-29-8

2-chloro-3,5,6-trimethylphenol

697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With sodium hydroxide; aluminum nickel
767-77-1

2,3,5-trimethylaniline

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;
63487-28-5

2-Dimethylaminomethyl-3,5-dimethyl-phenol

697-82-5

2,3,5-trimethylphenol

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

Trimethylhydroquinone

108-24-7

acetic anhydride

697-82-5

2,3,5-trimethylphenol

Conditions
ConditionsYield
With hydrogen iodide; acetic acid at 150℃;
103045-07-4

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

108-24-7

acetic anhydride

697-82-5

2,3,5-trimethylphenol

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

dihydroisophorone

A

527-54-8

3,4,5-trimethylphenol

B

697-82-5

2,3,5-trimethylphenol

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

methanol

108-68-9

3,5-Dimethylphenol

697-82-5

2,3,5-trimethylphenol

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

methanol

108-68-9

3,5-Dimethylphenol

A

697-82-5

2,3,5-trimethylphenol

B

527-35-5

2,3,5,6-tetramethylphenol

C

2819-86-5

pentamethylphenol

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

2,3,5-trimethylphenol

96-32-2

bromoacetic 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%
358-23-6

trifluoromethylsulfonic anhydride

697-82-5

2,3,5-trimethylphenol

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;
697-82-5

2,3,5-trimethylphenol

74-88-4

methyl iodide

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%
697-82-5

2,3,5-trimethylphenol

1394064-56-2

C18H23O2PS2

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

2,3,5-trimethylphenol

616-38-6

carbonic acid dimethyl ester

20469-61-8

2,3,5-trimethylanisole

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

2,3,5-trimethylphenol

121-44-8

triethylamine

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%
697-82-5

2,3,5-trimethylphenol

802294-64-0

propionic acid

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%
62452-62-4

benzofuran-2-ylmethyl acetate

697-82-5

2,3,5-trimethylphenol

C18H18O2

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

2,3,5-trimethylphenol

563-47-3

3-Chloro-2-methylpropene

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;
697-82-5

2,3,5-trimethylphenol

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%
619-73-8

4-nitrobenzyl chloride

697-82-5

2,3,5-trimethylphenol

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

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

2-methyl-3-bromo-1-propene

697-82-5

2,3,5-trimethylphenol

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%
2290-65-5

trimethylsilyl isothiocyanate

697-82-5

2,3,5-trimethylphenol

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%
697-82-5

2,3,5-trimethylphenol

106-95-6

allyl bromide

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
697-82-5

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%
697-82-5

2,3,5-trimethylphenol

598-21-0

2-Bromoacetyl bromide

110699-68-8

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

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

2,3,5-trimethylphenol

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;
697-82-5

2,3,5-trimethylphenol

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%
697-82-5

2,3,5-trimethylphenol

2032-35-1

Bromoacetaldehyde diethyl acetal

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

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

2,2-(dimethyl)-2-phenylacetaldehyde

697-82-5

2,3,5-trimethylphenol

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%
628-34-2

2-chloroethyl ethyl ether

697-82-5

2,3,5-trimethylphenol

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%
697-82-5

2,3,5-trimethylphenol

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

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

2,3,5-trimethylphenol

471-25-0

Propiolic acid

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%
697-82-5

2,3,5-trimethylphenol

103187-28-6

7-(4-fluorophenyl)-7-hydroxyheptanoic 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%
697-82-5

2,3,5-trimethylphenol

535-11-5, 41978-69-2

Ethyl 2-bromopropionate

156462-53-2

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

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

2,3,5-trimethylphenol

820258-31-9

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

Conditions
ConditionsYield
88%
697-82-5

2,3,5-trimethylphenol

802294-64-0

propionic acid

2,3,5-trimethylphenyl propionate

Conditions
ConditionsYield
With tin(IV) chloride In neat (no solvent) at 100℃; for 8h; Inert atmosphere; chemoselective reaction;88%
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    697-82-5 2,3,5-Trimethylphenol

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    2,3,5-Trimethylphenol

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    2,3,5-Trimethylphenol

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Chemistry

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;

Uses

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

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