Product Name

  • Name

    Thymol

  • EINECS 201-944-8
  • CAS No. 89-83-8
  • Article Data217
  • CAS DataBase
  • Density 0.974 g/cm3
  • Solubility 0.1 g/100 mL (20 °C) in water
  • Melting Point 48-51 °C(lit.)
  • Formula C10H14O
  • Boiling Point 233 °C at 760 mmHg
  • Molecular Weight 150.221
  • Flash Point 102.2 °C
  • Transport Information UN 3261 8/PG 3
  • Appearance white crystals or powder with a pungent odour
  • Safety 26-28-36/37/39-45-61-28A
  • Risk Codes 22-34-51/53
  • Molecular Structure Molecular Structure of 89-83-8 (Thymol)
  • Hazard Symbols CorrosiveC, DangerousN
  • Synonyms Thymol(8CI);1-Methyl-3-hydroxy-4-isopropylbenzene;2-Hydroxy-1-isopropyl-4-methylbenzene;2-Isopropyl-5-methylphenol;3-Hydroxy-p-cymene;3-Methyl-6-isopropylphenol;5-Methyl-2-(1-methylethyl)phenol;5-Methyl-2-isopropyl-1-phenol;5-Methyl-2-isopropylphenol;6-Isopropyl-3-methylphenol;6-Isopropyl-m-cresol;Apiguard;NSC 11215;NSC47821;NSC 49142;Thyme camphor;Thymol Chrystals;m-Thymol;p-Cymen-3-ol;Thymol;
  • PSA 20.23000
  • LogP 2.82400

Synthetic route

2-isopropyl-5-methylphenoxyacetic acid
5333-40-4

2-isopropyl-5-methylphenoxyacetic acid

thymol
89-83-8

thymol

Conditions
ConditionsYield
Stage #1: 2-isopropyl-5-methylphenoxyacetic acid With triethylamine In N,N-dimethyl-formamide; toluene for 3h; Curtius rearrangement; Heating;
Stage #2: With potassium hydroxide; glycerol In ethanol; N,N-dimethyl-formamide; toluene for 2h; Heating; Further stages.;
99%
2-isopropenyl-5-methylphenol
18612-99-2

2-isopropenyl-5-methylphenol

thymol
89-83-8

thymol

Conditions
ConditionsYield
With hydrogen; nickel In ethanol at 30℃; under 2280 - 3800 Torr; Catalytic hydrogenation;98%
With nickel at 140 - 160℃; Hydrogenation;
With palladium 10% on activated carbon; ammonium formate In ethanol; n-heptane at 20℃; for 6h; Reflux;98 kg
Thymol methyl ether
1076-56-8

Thymol methyl ether

thymol
89-83-8

thymol

Conditions
ConditionsYield
With aluminium trichloride In ethanethiol at 0℃; for 0.5h;95.5%
With aluminium trichloride In ethanethiol at 0℃; for 0.5h;95.5%
4,7-dimethyl-coumarin
14002-90-5

4,7-dimethyl-coumarin

A

2-isopropenyl-5-methylphenol
18612-99-2

2-isopropenyl-5-methylphenol

B

thymol
89-83-8

thymol

Conditions
ConditionsYield
With potassium hydroxide In ethylene glycol for 1h; Mechanism; Reflux;A 90%
B 8%
4-chloro-2-isopropyl-5-methylphenol
89-68-9

4-chloro-2-isopropyl-5-methylphenol

thymol
89-83-8

thymol

Conditions
ConditionsYield
With 1.5mol% Pd/C; hydrogen; sodium hydrogencarbonate In methanol at 20℃; for 1h; regioselective reaction;80%
With alkaline solution; iron at 170 - 200℃;
With potassium hydroxide; sodium hydroxide; nickel-copper catalyst at 180℃; under 22800 Torr; Hydrogenation;
With potassium hydroxide; sodium hydroxide; nickel-manganese catalyst at 180℃; under 22800 Torr; Hydrogenation;
2-isopropyl-5-methylphenyl acetate
528-79-0

2-isopropyl-5-methylphenyl acetate

thymol
89-83-8

thymol

Conditions
ConditionsYield
silica gel; toluene-4-sulfonic acid In water; toluene at 80℃; for 22h;79%
propene
187737-37-7

propene

3-methyl-phenol
108-39-4

3-methyl-phenol

thymol
89-83-8

thymol

Conditions
ConditionsYield
With G-type solid acid catalyst at 180 - 200℃; under 1500.15 Torr; Temperature;76.3%
at 150 - 350℃;
With boric acid; oxalic acid at 140℃;
Conditions
ConditionsYield
With N-Bromosuccinimide; N,N-dimethyl-formamide75%
isopropyl chloride
75-29-6

isopropyl chloride

3-methyl-phenol
108-39-4

3-methyl-phenol

thymol
89-83-8

thymol

Conditions
ConditionsYield
With sulfuric acid; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 120 - 130℃; for 2h; Reagent/catalyst;56.8%
With aluminium trichloride; 1,2-dichloro-ethane at -10℃;
With aluminium trichloride
2-isopropyl-5-methylphenyl trifluoromethanesulfonate
256637-50-0

2-isopropyl-5-methylphenyl trifluoromethanesulfonate

A

4-methylisopropylbenzene
99-87-6

4-methylisopropylbenzene

B

thymol
89-83-8

thymol

Conditions
ConditionsYield
With lithium; nickel dichloride In tetrahydrofuran at 20℃; Reduction;A 44%
B 52%
Conditions
ConditionsYield
With cerium(IV) oxide; aluminum oxide; copper nickel at 185℃; for 8h;A 5%
B 24%
C 48%
3-methyl-phenol
108-39-4

3-methyl-phenol

isopropyl alcohol
67-63-0

isopropyl alcohol

A

thymol
89-83-8

thymol

B

2,4-diisopropyl-5-methylphenol
40625-96-5

2,4-diisopropyl-5-methylphenol

Conditions
ConditionsYield
With carbon tetrabromide at 220 - 250℃; for 6h; Sealed tube;A 32%
B 48%
2-isopropyl-5-methylphenyl acetate
528-79-0

2-isopropyl-5-methylphenyl acetate

A

thymol
89-83-8

thymol

B

4-acetyl-2-isopropyl-5-methylphenol
37847-35-1

4-acetyl-2-isopropyl-5-methylphenol

Conditions
ConditionsYield
In methanol at 25℃; for 6h; Irradiation;A n/a
B 41%
3-thujen-2-one
24545-81-1

3-thujen-2-one

A

thymol
89-83-8

thymol

B

3,5-diisopropyl-4-methylphenol
15269-17-7

3,5-diisopropyl-4-methylphenol

C

3-isopropyl-5-methylphenol
3228-03-3

3-isopropyl-5-methylphenol

D

3-terpinolenone
491-09-8

3-terpinolenone

Conditions
ConditionsYield
With trifluorormethanesulfonic acid for 40h; Ambient temperature; Irradiation; Further byproducts given;A 39%
B 12%
C 21%
D 5%
3-thujen-2-one
24545-81-1

3-thujen-2-one

A

thymol
89-83-8

thymol

B

3,5-diisopropyl-4-methylphenol
15269-17-7

3,5-diisopropyl-4-methylphenol

C

3-isopropyl-5-methylphenol
3228-03-3

3-isopropyl-5-methylphenol

D

2,5-Diisopropyl-4-methylphenol
15269-16-6

2,5-Diisopropyl-4-methylphenol

Conditions
ConditionsYield
With trifluorormethanesulfonic acid for 40h; Ambient temperature; Irradiation; Further byproducts given;A 39%
B 12%
C 21%
D 2%
3-thujen-2-one
24545-81-1

3-thujen-2-one

A

thymol
89-83-8

thymol

B

3,5-diisopropyl-4-methylphenol
15269-17-7

3,5-diisopropyl-4-methylphenol

C

3-isopropyl-5-methylphenol
3228-03-3

3-isopropyl-5-methylphenol

D

4-methylbicyclo<3.1.0>hex-3-en-2-one
24760-21-2

4-methylbicyclo<3.1.0>hex-3-en-2-one

Conditions
ConditionsYield
With trifluorormethanesulfonic acid for 40h; Ambient temperature; Irradiation; Further byproducts given;A 39%
B 12%
C 21%
D 2%
3-thujen-2-one
24545-81-1

3-thujen-2-one

A

thymol
89-83-8

thymol

B

3,5-diisopropyl-4-methylphenol
15269-17-7

3,5-diisopropyl-4-methylphenol

C

3-isopropyl-5-methylphenol
3228-03-3

3-isopropyl-5-methylphenol

D

2,5-diisopropyl-3-methylphenol
76138-70-0

2,5-diisopropyl-3-methylphenol

Conditions
ConditionsYield
With trifluorormethanesulfonic acid for 40h; Ambient temperature; Irradiation; Further byproducts given;A 39%
B 12%
C 21%
D 3%
3-thujen-2-one
24545-81-1

3-thujen-2-one

A

thymol
89-83-8

thymol

B

3,5-diisopropyl-4-methylphenol
15269-17-7

3,5-diisopropyl-4-methylphenol

C

3-isopropyl-5-methylphenol
3228-03-3

3-isopropyl-5-methylphenol

D

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With trifluorormethanesulfonic acid for 40h; Ambient temperature; Irradiation; Further byproducts given;A 39%
B 12%
C 21%
D 6%
Thymyl pentanoic acid esters
80356-10-1

Thymyl pentanoic acid esters

A

thymol
89-83-8

thymol

B

1-(4-hydroxy-5-isopropyl-2-methyl-phenyl)-pentan-1-one
80356-11-2

1-(4-hydroxy-5-isopropyl-2-methyl-phenyl)-pentan-1-one

Conditions
ConditionsYield
In methanol at 25℃; for 6h; Irradiation;A n/a
B 32%
2-isopropyl-5-methylphenyl 3-methyl-2-butenoate
1093943-08-8

2-isopropyl-5-methylphenyl 3-methyl-2-butenoate

A

thymol
89-83-8

thymol

B

2,2,5-trimethyl-8-isopropyl-4-chromanone

2,2,5-trimethyl-8-isopropyl-4-chromanone

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In toluene Reflux;A 30%
B n/a
2-Isopropyl-5-methylphenyl 3-methylbutanoate
69844-33-3

2-Isopropyl-5-methylphenyl 3-methylbutanoate

A

thymol
89-83-8

thymol

B

1-(4-hydroxy-5-isopropyl-2-methyl-phenyl)-3-methyl-butan-1-one
80356-12-3

1-(4-hydroxy-5-isopropyl-2-methyl-phenyl)-3-methyl-butan-1-one

Conditions
ConditionsYield
In methanol at 25℃; for 6h; Irradiation;A n/a
B 28%
Thymyl 2-methylbutenoic acid ester
69844-32-2

Thymyl 2-methylbutenoic acid ester

A

thymol
89-83-8

thymol

B

1-(4-Hydroxy-5-isopropyl-2-methyl-phenyl)-2-methyl-butan-1-one
80356-13-4

1-(4-Hydroxy-5-isopropyl-2-methyl-phenyl)-2-methyl-butan-1-one

Conditions
ConditionsYield
In methanol at 25℃; for 6h; Irradiation;A n/a
B 16%
1-<(4-Hydroxy-3-isopropyl-6-methyl-phenyl)-methyl>-pyrrolidin
68098-06-6

1-<(4-Hydroxy-3-isopropyl-6-methyl-phenyl)-methyl>-pyrrolidin

A

thymol
89-83-8

thymol

B

1-<(4-Hydroxy-3-isopropyl-6-methyl-phenyl)-methyl>-pyrrolidon-(2)
85231-08-9

1-<(4-Hydroxy-3-isopropyl-6-methyl-phenyl)-methyl>-pyrrolidon-(2)

Conditions
ConditionsYield
With edetate disodium; mercury(II) oxide for 1h;A n/a
B 9.5%
thymoquinone
490-91-5

thymoquinone

sulfanilamide
63-74-1

sulfanilamide

A

thymol
89-83-8

thymol

B

2-Isopropyl-5-methyl-1,4-benzochinon-4-(sulfamidophenyl)imin
114850-22-5

2-Isopropyl-5-methyl-1,4-benzochinon-4-(sulfamidophenyl)imin

Conditions
ConditionsYield
With acetic acid In methanol for 5h; Ambient temperature;A n/a
B 1.2%
quinoline
91-22-5

quinoline

2,6-Dibromo-2-isopropyl-5-methylcyclohexanone
18427-47-9

2,6-Dibromo-2-isopropyl-5-methylcyclohexanone

thymol
89-83-8

thymol

Conditions
ConditionsYield
optically inactive substance;
(+)-2.4-dibromo-menthone from l-menthone;
4,7-dimethyl-coumarin
14002-90-5

4,7-dimethyl-coumarin

thymol
89-83-8

thymol

Conditions
ConditionsYield
With sodium hydroxide; zinc
Conditions
ConditionsYield
With copper at 280℃;
With hydrogen at 350 - 360℃; beim Leiten ueber Nickel;
With nickel at 280℃;
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

thymol
89-83-8

thymol

Conditions
ConditionsYield
at 380℃;
With carbon disulfide; aluminium trichloride at 40 - 50℃;
With sulfuric acid at 90 - 100℃; Erhitzen des Reaktionsgemisches mit Wasser auf 120-160grad unter Durchleiten von Wasserdampf;
2,2-bis(2'-hydroxy-4'-methylphenyl)propane
5419-54-5

2,2-bis(2'-hydroxy-4'-methylphenyl)propane

A

thymol
89-83-8

thymol

B

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
katalytisch.Hydrogenation;
With metal hydroxides; hydrogen at 130 - 220℃;
With methallcarbonate; hydrogen at 130 - 220℃;
thymol
89-83-8

thymol

6-Nitrothymol
86031-16-5

6-Nitrothymol

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrate; lanthanum(III) nitrate In diethyl ether; water 3 to 8h;100%
thymol
89-83-8

thymol

cinnamoyl chloride
102-92-1

cinnamoyl chloride

cinnamic acid-(2-isopropyl-5-methyl-phenyl ester)
111385-92-3

cinnamic acid-(2-isopropyl-5-methyl-phenyl ester)

Conditions
ConditionsYield
With sodium hydroxide for 0.0416667h; microwave irradiation;99%
thymol
89-83-8

thymol

benzoyl chloride
98-88-4

benzoyl chloride

2-isopropyl-5-methylphenyl benzoate
6380-29-6

2-isopropyl-5-methylphenyl benzoate

Conditions
ConditionsYield
With sodium hydroxide for 0.0333333h; microwave irradiation;99%
With triethylamine In dichloromethane at 0℃; for 3h; Reflux;95%
With triethylamine In dichloromethane at 0 - 20℃; for 11h; Inert atmosphere;85%
methyl 3,3,3-trifluoropyruvate
13089-11-7

methyl 3,3,3-trifluoropyruvate

thymol
89-83-8

thymol

methyl 3,3,3-trifluoro-2-hydroxy-2-(4-hydroxy-5-isopropyl-2-methylphenyl)propionate

methyl 3,3,3-trifluoro-2-hydroxy-2-(4-hydroxy-5-isopropyl-2-methylphenyl)propionate

Conditions
ConditionsYield
With trifluoroacetic acid at 20℃; for 0.5h;99%
thymol
89-83-8

thymol

1,1'-Thiocarbonyldiimidazole
6160-65-2

1,1'-Thiocarbonyldiimidazole

thymoyl 1-thiocarbonylimidazolide

thymoyl 1-thiocarbonylimidazolide

Conditions
ConditionsYield
Ambient temperature;99%
Ambient temperature; solid state reaction;99%
thymol
89-83-8

thymol

Amberlite IRA-400 (chloride form) resin

Amberlite IRA-400 (chloride form) resin

C6H5CH2-X, X=halide

C6H5CH2-X, X=halide

2-(benzyloxy)-1-isopropyl-4-methylbenzene
69455-01-2

2-(benzyloxy)-1-isopropyl-4-methylbenzene

Conditions
ConditionsYield
Stage #1: thymol; Amberlite IRA-400 (chloride form) resin With sodium hydroxide
Stage #2: C6H5CH2-X, X=halide In benzene
99%
thymol
89-83-8

thymol

Amberlite IRA-400 (chloride form) resin

Amberlite IRA-400 (chloride form) resin

CH3-X, X=halide

CH3-X, X=halide

Thymol methyl ether
1076-56-8

Thymol methyl ether

Conditions
ConditionsYield
Stage #1: thymol; Amberlite IRA-400 (chloride form) resin With sodium hydroxide
Stage #2: CH3-X, X=halide In benzene
99%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

thymol
89-83-8

thymol

trimethyl-5-methyl-2-(1-methylethylphenoxysilane)
55012-80-1

trimethyl-5-methyl-2-(1-methylethylphenoxysilane)

Conditions
ConditionsYield
With triethylamine In benzene99%
gloutaric dichloride
2873-74-7

gloutaric dichloride

thymol
89-83-8

thymol

pentanedioic acid bis-(2-isopropyl-5-methyl-phenyl) ester

pentanedioic acid bis-(2-isopropyl-5-methyl-phenyl) ester

Conditions
ConditionsYield
With sodium hydroxide for 0.05h; microwave irradiation;99%
thymol
89-83-8

thymol

succinoyl dichloride
543-20-4

succinoyl dichloride

thymol succinate

thymol succinate

Conditions
ConditionsYield
With sodium hydroxide for 0.05h; microwave irradiation;99%
thymol
89-83-8

thymol

Adipic acid dichloride
111-50-2

Adipic acid dichloride

hexanedioic acid bis-(2-isopropyl-5-methyl-phenyl) ester

hexanedioic acid bis-(2-isopropyl-5-methyl-phenyl) ester

Conditions
ConditionsYield
With sodium hydroxide for 0.05h; microwave irradiation;99%
thymol
89-83-8

thymol

malonoyl dichloride
1663-67-8

malonoyl dichloride

malonic acid bis-(2-isopropyl-5-methyl-phenyl) ester

malonic acid bis-(2-isopropyl-5-methyl-phenyl) ester

Conditions
ConditionsYield
With sodium hydroxide for 0.0333333h; microwave irradiation;99%
thymol
89-83-8

thymol

C6H5CH2X, X = Hal

C6H5CH2X, X = Hal

2-(benzyloxy)-1-isopropyl-4-methylbenzene
69455-01-2

2-(benzyloxy)-1-isopropyl-4-methylbenzene

Conditions
ConditionsYield
With sodium hydroxide for 0.0833333h; microwave irradiation;99%
thymol
89-83-8

thymol

CH2=CHCH2X, X = Hal

CH2=CHCH2X, X = Hal

2-(allyloxy)-1-isopropyl-4-methylbenzene
29652-99-1

2-(allyloxy)-1-isopropyl-4-methylbenzene

Conditions
ConditionsYield
With sodium hydroxide for 0.0833333h; microwave irradiation;99%
thymol
89-83-8

thymol

CH3(CH2)2CH2X, X = Hal

CH3(CH2)2CH2X, X = Hal

2-butoxy-4-methyl-1-(propan-2-yl) benzene
327040-47-1

2-butoxy-4-methyl-1-(propan-2-yl) benzene

Conditions
ConditionsYield
With sodium hydroxide for 0.0666667h; microwave irradiation;99%
thymol
89-83-8

thymol

2-bromo-6-isopropyl-3-methylphenol
13019-31-3

2-bromo-6-isopropyl-3-methylphenol

Conditions
ConditionsYield
With tetraethylammonium bromide In acetonitrile Product distribution; anodic bromination - anode potential 0.85V, 96.5 C, AgClO4, other solvent, other bromide, other anode potential;98.1%
With N-Bromosuccinimide In chloroform at 40 - 50℃;65%
With bromine; tert-butylamine
With N-Bromosuccinimide; diisopropylamine at 20℃;
thymol
89-83-8

thymol

4-chloro-2-isopropyl-5-methylphenol
89-68-9

4-chloro-2-isopropyl-5-methylphenol

Conditions
ConditionsYield
With oxygen; lithium chloride; copper dichloride In acetic acid at 80℃; for 6h; regioselective reaction;98%
With oxygen; lithium chloride; copper dichloride In acetic acid at 80℃; under 760.051 Torr; for 4h;87%
With sulfuryl dichloride In tetrachloromethane at 0 - 20℃; for 0.75h;79%
thymol
89-83-8

thymol

acetyl chloride
75-36-5

acetyl chloride

2-isopropyl-5-methylphenyl acetate
528-79-0

2-isopropyl-5-methylphenyl acetate

Conditions
ConditionsYield
With sodium hydroxide for 0.0416667h; microwave irradiation;98%
With triethylamine In tetrahydrofuran at 0 - 20℃; for 3.26667h;93%
Stage #1: thymol With pyridine at 20℃; for 0.333333h;
Stage #2: acetyl chloride at 10 - 20℃;
90%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

thymol
89-83-8

thymol

2-isopropyl-5-methylphenyl trifluoromethanesulfonate
256637-50-0

2-isopropyl-5-methylphenyl trifluoromethanesulfonate

Conditions
ConditionsYield
With pyridine In dichloromethane Inert atmosphere;98%
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere;93%
With pyridine at 20℃; for 25h; Substitution;
thymol
89-83-8

thymol

cinnamoyl chloride
102-92-1

cinnamoyl chloride

Amberlite IRA-400 (chloride form) resin

Amberlite IRA-400 (chloride form) resin

cinnamic acid-(2-isopropyl-5-methyl-phenyl ester)
111385-92-3

cinnamic acid-(2-isopropyl-5-methyl-phenyl ester)

Conditions
ConditionsYield
Stage #1: thymol; Amberlite IRA-400 (chloride form) resin With sodium hydroxide
Stage #2: cinnamoyl chloride
98%
thymol
89-83-8

thymol

benzoyl chloride
98-88-4

benzoyl chloride

Amberlite IRA-400 (chloride form) resin

Amberlite IRA-400 (chloride form) resin

2-isopropyl-5-methylphenyl benzoate
6380-29-6

2-isopropyl-5-methylphenyl benzoate

Conditions
ConditionsYield
Stage #1: thymol; Amberlite IRA-400 (chloride form) resin With sodium hydroxide
Stage #2: benzoyl chloride
98%
thymol
89-83-8

thymol

succinoyl dichloride
543-20-4

succinoyl dichloride

Amberlite IRA-400 (chloride form) resin

Amberlite IRA-400 (chloride form) resin

thymol succinate

thymol succinate

Conditions
ConditionsYield
Stage #1: thymol; Amberlite IRA-400 (chloride form) resin With sodium hydroxide
Stage #2: succinoyl dichloride In benzene
98%
thymol
89-83-8

thymol

acetyl chloride
75-36-5

acetyl chloride

Amberlite IRA-400 (chloride form) resin

Amberlite IRA-400 (chloride form) resin

2-isopropyl-5-methylphenyl acetate
528-79-0

2-isopropyl-5-methylphenyl acetate

Conditions
ConditionsYield
Stage #1: thymol; Amberlite IRA-400 (chloride form) resin With sodium hydroxide
Stage #2: acetyl chloride
98%
thymol
89-83-8

thymol

malonoyl dichloride
1663-67-8

malonoyl dichloride

Amberlite IRA-400 (chloride form) resin

Amberlite IRA-400 (chloride form) resin

malonic acid bis-(2-isopropyl-5-methyl-phenyl) ester

malonic acid bis-(2-isopropyl-5-methyl-phenyl) ester

Conditions
ConditionsYield
Stage #1: thymol; Amberlite IRA-400 (chloride form) resin With sodium hydroxide
Stage #2: malonoyl dichloride In benzene
98%
thymol
89-83-8

thymol

Amberlite IRA-400 (chloride form) resin

Amberlite IRA-400 (chloride form) resin

CH2=CHCH2-X, X=halide

CH2=CHCH2-X, X=halide

2-(allyloxy)-1-isopropyl-4-methylbenzene
29652-99-1

2-(allyloxy)-1-isopropyl-4-methylbenzene

Conditions
ConditionsYield
Stage #1: thymol; Amberlite IRA-400 (chloride form) resin With sodium hydroxide
Stage #2: CH2=CHCH2-X, X=halide In benzene
98%
thymol
89-83-8

thymol

Amberlite IRA-400 (chloride form) resin

Amberlite IRA-400 (chloride form) resin

(CH3)2CH2-X, X=halide

(CH3)2CH2-X, X=halide

4-methyl-1-(propan-2-yl)-2-(propan-2-yloxy)benzene
96294-85-8

4-methyl-1-(propan-2-yl)-2-(propan-2-yloxy)benzene

Conditions
ConditionsYield
Stage #1: thymol; Amberlite IRA-400 (chloride form) resin With sodium hydroxide
Stage #2: (CH3)2CH2-X, X=halide In benzene
98%
thymol
89-83-8

thymol

Amberlite IRA-400 (chloride form) resin

Amberlite IRA-400 (chloride form) resin

CH3CH2CH2CH2-X, X=halide

CH3CH2CH2CH2-X, X=halide

2-butoxy-4-methyl-1-(propan-2-yl) benzene
327040-47-1

2-butoxy-4-methyl-1-(propan-2-yl) benzene

Conditions
ConditionsYield
Stage #1: thymol; Amberlite IRA-400 (chloride form) resin With sodium hydroxide
Stage #2: CH3CH2CH2CH2-X, X=halide In benzene
98%
thymol
89-83-8

thymol

Amberlite IRA-400 (chloride form) resin

Amberlite IRA-400 (chloride form) resin

CH3CH2CH2-X, X=halide

CH3CH2CH2-X, X=halide

(2-isopropyl-5-methyl-phenyl)-propyl ether
96294-83-6

(2-isopropyl-5-methyl-phenyl)-propyl ether

Conditions
ConditionsYield
Stage #1: thymol; Amberlite IRA-400 (chloride form) resin With sodium hydroxide
Stage #2: CH3CH2CH2-X, X=halide In benzene
98%

Thymol Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Thymol Specification

1. Introduction of Thymol

Thymol (CAS No.89-83-8), it also can be called 2-Isopropyl-5-methyl phenol ; 5-Methyl-2-(1-methylethyl)phenol ; 1-Hydroxy-5-methyl-2-isopropylbenzene ; 1-Methyl-3-hydroxy-4-isopropylbenzene ; 2-Hydroxy-1-isopropyl-4-methylbenzene ; 3-Hydroxy-1-methyl-4-isopropylbenzene ; 3-Hydroxy-p-cymene ; 3-Methyl-6-isopropylphenol ; 3-p-cymenol . It is white crystals or powder with a pungent odour. It is the active antiseptic ingredient in the toothpaste Euthymol.

2. Properties of Thymol

(1) H bond acceptors: 1 (2) H bond donors: 1 (3) Freely Rotating Bonds: 2
(4) Polar Surface Area: 20.23 Å2 (5) Index of Refraction: 1.523  (6) Molar Refractivity: 47.14 cm3
(7) Molar Volume: 154.2 cm3 (8) Surface Tension: 34.9 dyne/cm  (9) Density: 0.974 g/cm3
(10) Flash Point: 101 °C (11) Melting Point: 48-52 ºC  (12) Enthalpy of Vaporization: 48.88 kJ/mol
(13) Boiling Point: 233 °C at 760 mmHg  (14) Vapour Pressure: 0.0376 mmHg at 25°C

3. Structure descriptors of Thymol

IUPAC Name: 5-methyl-2-propan-2-ylphenol

InChI: InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3

InChIKey: MGSRCZKZVOBKFT-UHFFFAOYSA-N

Canonical SMILES : CC1=CC(=C(C=C1)C(C)C)O 

4. Uses of Thymol

1. It has been used to successfully control varroa mites and prevent fermentation and the growth of mould in bee colonies.
2. It laso has a minor use in bookbinding: before rebinding, books with mold damage can be sealed in bags with thymol crystals to kill fungal spores.
3. Thymol has been used in alcohol solutions and in dusting powders for the treatment of tinea (ringworm) infections.
4. Thymol was used to treat hookworm infections in the US.
5. It is also used as a preservative in halothane, an anaesthetic, and as an antiseptic in mouthwash.

5.Safety information of Thymol

Hazard Codes: Corrosive,Dangerous
Risk Statements: 22-34-51/53
R22:Harmful if swallowed.
R34:Causes burns.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 26-28-36/37/39-45-61-28
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S28:After contact with skin, wash immediately with plenty of soap-suds.
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.
S28:After contact with skin, wash immediately with plenty of soap-suds.
RIDADR: UN 3261 8/PG 3
WGK Germany: 2
RTECS: XP2275000
HazardClass: 8
PackingGroup: III
HS Code: 29071900
Hazardous Substances Data: 89-83-8(Hazardous Substances Data)

6. Toxicity data of Thymol

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo oral 250mg/kg (250mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 172, 1959.
dog LDLo intravenous 150mg/kg (150mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA Therapie. Vol. 3, Pg. 109, 1948.
frog LDLo subcutaneous 150mg/kg (150mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 172, 1959.
guinea pig LD50 oral 880mg/kg (880mg/kg) BEHAVIORAL: TREMOR

GASTROINTESTINAL: GASTRITIS

BEHAVIORAL: COMA
Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.
guinea pig LDLo intraperitoneal 300mg/kg (300mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 172, 1959.
guinea pig LDLo subcutaneous 1100mg/kg (1100mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 172, 1959.
mouse LD50 intraperitoneal 110mg/kg (110mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA
Quarterly Journal of Crude Drug Research. Vol. 19, Pg. 1, 1981.
mouse LD50 intravenous 100mg/kg (100mg/kg) BEHAVIORAL: SLEEP Journal of Medicinal Chemistry. Vol. 23, Pg. 1350, 1980.
mouse LD50 oral 640mg/kg (640mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Osaka Shiritsu Daigaku Igaku Zasshi. Journal of the Osaka City Medical Center. Vol. 5, Pg. 111, 1956.
mouse LD50 subcutaneous 243mg/kg (243mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Osaka Shiritsu Daigaku Igaku Zasshi. Journal of the Osaka City Medical Center. Vol. 5, Pg. 111, 1956.
rabbit LDLo intravenous 60mg/kg (60mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 172, 1959.
rabbit LDLo oral 750mg/kg (750mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 17, Pg. 261, 1921.
rat LD50 oral 980mg/kg (980mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

BEHAVIORAL: COMA
Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.
rat LDLo subcutaneous 1600mg/kg (1600mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 172, 1959.

 

 

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