Eugenol supplier | CasNO.97-53-0

Name
Eugenol
EINECS 202-589-1
CAS No. 97-53-0
Article Data76
CAS DataBase
Density 1.05 g/cm³
Solubility slightly soluble in water
Melting Point -5 - -20 °C(lit.)
Formula C₁₀H₁₂O₂
Boiling Point 255 °C at 760 mmHg
Molecular Weight 164.204
Flash Point 119.8 °C
Transport Information
Appearance Clear colorless pale yellow or amber-colored liquid
Safety 26-36-24/25-23
Risk Codes 22-36/37/38-42/43-38-40
Molecular Structure
Hazard Symbols Xn
Synonyms Synthetic eugenol;Phenol, 2-methoxy-4- (2-propenyl)-;EPA Pesticide Chemical Code 102701;Allylguaiacol;p-Allylguaiacol;2-Metoksy-4-allilofenol [Polish];Caryophyllic acid;2-Methoxy-4-(3-propenyl)phenol;Eugenic acid;1-Hydroxy-2-methoxy-4-allylbenzene;1-Hydroxy-2-methoxy-4-propenylbenzene;Engenol;2-Methoxy-4-(2-propenyl)phenol;FEMA No. 2467;2-Methoxy-4-prop-2-enylphenol;Phenol,2-methoxy-4-(2-propenyl)-;FEMA Number 2467;4-Allylcatechol 2-methyl ether;Eugenol (natural);4-06-00-06337 (Beilstein Handbook Reference);4-allyl-2-methoxyphenol;2-Hydroxy-5-allylanisole;Phenol, 2-methoxy-4-(2-propenyl)-;2-Methoxy-4-(2-propen-1-yl)phenol;
PSA 29.46000
LogP 2.12930

Synthetic route

: 143654-03-9
4-allyl-2-methoxy-1-(methoxymethoxy)benzene

: 97-53-0
4-allylguaiacol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In neat (no solvent, solid phase) at 20℃; for 0.583333h; Green chemistry;	96%
With p-toluenesulfonic acid monohydrate In dichloromethane Solvent;	95.5%
With toluene-4-sulfonic acid In dichloromethane Solvent;	95.5%
With bismuth(III) chloride In water; acetonitrile at 50℃; for 1h; chemoselective reaction;	89%

: 144150-79-8
2-methoxy-4-(prop-2-en-1-yl)phenyl 4-methylbenzenesulfonate

: 97-53-0
4-allylguaiacol

Conditions

Conditions	Yield
With magnesium In methanol for 6h; Ambient temperature;	95%

: 4125-45-5
2-methoxy-4-allyl-1-(allyloxy)benzene

: 97-53-0
4-allylguaiacol

Conditions

Conditions	Yield
Stage #1: 4-allyl-(1-allyloxy)-2-methoxybenzene With tert.-butyl lithium In diethyl ether; pentane at -78℃; for 2h; Inert atmosphere; Stage #2: With methanol In diethyl ether; pentane at -78℃; Inert atmosphere;	92%
With ethylmagnesium chloride; iron(II) chloride In tetrahydrofuran; m-xylene at 20℃; for 1h;	86%

: 2216-99-1
5-allyl-2-hydroxy-3-methoxybenzoic acid

: 97-53-0
4-allylguaiacol

Conditions

Conditions	Yield
With lithium chloride In N,N-dimethyl-aniline at 190℃; for 3h; Reagent/catalyst; Solvent; Temperature; Time; Inert atmosphere;	90%
With 2,3-Dimethylaniline at 160℃;

: 103552-63-2
4-Allyl-1-(1-ethoxy-ethoxy)-2-methoxy-benzene

: 97-53-0
4-allylguaiacol

Conditions

Conditions	Yield
With diphosphorus tetraiodide In dichloromethane 0 degC, 25 min and room temp., 5 min;	90%

: 4-Allyl-1-(2-ethoxy-ethoxy)-2-methoxy-benzene

: 97-53-0
4-allylguaiacol

Conditions

Conditions	Yield
With diphosphorus tetraiodide In dichloromethane at 0℃; for 0.75h;	90%

: 93-28-7
eugenol acetate

: 97-53-0
4-allylguaiacol

Conditions

Conditions	Yield
With methanol; potassium permanganate at 25℃; chemoselective reaction;	90%
With aluminium trichloride; potassium iodide In water; acetonitrile at 80℃; for 4h;	83%

: 106-95-6
allyl bromide

: 156682-54-1
3-(benzyloxy)phenylboronic acid

: 97-53-0
4-allylguaiacol

Conditions

Conditions	Yield
Suzuki-Miyaura Coupling; Inert atmosphere;	90%

: 4125-43-3
O-allyl guaiacol

: 97-53-0
4-allylguaiacol

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 276 - 300℃; for 0.025h; Irradiation;	87%
With boron trifluoride diacetate at 68℃;

: 214330-24-2
3-[3-methoxy-4-(tert-butyldimethylsiloxy)phenyl]-1-propene

: 97-53-0
4-allylguaiacol

Conditions

Conditions	Yield
With sodium tetrachloroaurate(III) dihydrate In methanol at 20℃; for 7h;	87%

: 76513-64-9
[2-(4-Allyl-2-methoxy-phenoxymethoxy)-ethyl]-trimethyl-silane

A: 50-00-0
formaldehyd

B: 97-53-0
4-allylguaiacol

C: 74-85-1
ethene

D: 420-56-4
trimethylsilyl fluoride

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 45℃; for 10h;	A n/a B 85% C n/a D n/a

...Expand

: 4125-43-3
O-allyl guaiacol

A: 97-53-0
4-allylguaiacol

B: 579-60-2
6-allylguaicol

Conditions

Conditions	Yield
at 200℃; for 1.5h; Claisen Rearrangement;	A 10% B 84%
With 1-butyl-2,3-(trimethylene)imidazolium bistriflylimide at 250℃; for 0.025h; Claisen rearrangement; microwave irradiation;	A 18% B 64%
With bismuth(lll) trifluoromethanesulfonate In acetonitrile for 0.25h; Claisen rearrangement; Heating;	A n/a B 60%

: 6331-61-9
2-methoxy-4-(2-propenyl)phenoxyacetic acid

: 97-53-0
4-allylguaiacol

Conditions

Conditions	Yield
Stage #1: 2-methoxy-4-(2-propenyl)phenoxyacetic 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.;	84%

: eugenyl ferrocenecarboxylate

: 97-53-0
4-allylguaiacol

Conditions

Conditions	Yield
With water; lithium hydroxide In tetrahydrofuran; methanol at 0 - 23℃; for 16h; Inert atmosphere;	75%

: 16766-30-6
4-Chloroguaiacol

: 762-72-1
allyl-trimethyl-silane

: 97-53-0
4-allylguaiacol

Conditions

Conditions	Yield
With caesium carbonate In 2,2,2-trifluoroethanol for 18h; Irradiation;	73%

: 81391-19-7
1-<(4-hydroxy-3-methoxy)phenyl>-3-(trimethylsilyl)propan-1-ol

: 97-53-0
4-allylguaiacol

Conditions

Conditions	Yield
With borontrifluoride acetic acid In dichloromethane at 25℃; for 0.0833333h;	60%

: 1616917-77-1
2-(4-(allyloxy)-3-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

A: 97-53-0
4-allylguaiacol

B: 4125-45-5
2-methoxy-4-allyl-1-(allyloxy)benzene

Conditions

Conditions	Yield
With C14H16N6; palladium diacetate; calcium hydroxide In N,N-dimethyl acetamide; water at 50℃; for 24h; Inert atmosphere;	A 57% B 20%

: 5932-68-3
(E)-2-methoxy-4-(1-propenyl)phenol

A: 97-53-0
4-allylguaiacol

B: 51020-86-1
(+)-licarin A

C: 458-35-5, 32811-40-8, 69056-21-9
coniferal alcohol

D: 121-33-5
vanillin

Conditions

Conditions	Yield
With Pseudomonas putida NCIM 2176 for 144h; Microbiological reaction; Enzymatic reaction;	A 3% B 16% C 10% D 24%

...Expand

: 917-64-6
methyl magnesium iodide

: 93-15-2
1,2-dimethoxy-4-(2-propenyl)benzene

A: 97-53-0
4-allylguaiacol

B: 501-19-9
chavibetol

Conditions

Conditions	Yield
With diethyl ether; xylene Erhitzen des vom Aether befreiten Reaktionsgemisches auf 160-180grad;

...Expand

: 2216-99-1
5-allyl-2-hydroxy-3-methoxybenzoic acid

: 121-69-7
N,N-dimethyl-aniline

: 97-53-0
4-allylguaiacol

: 85614-43-3
2-hydroxy-3-methoxy-5-(2-propeny)benzoic acid, methyl ester

: 62-53-3
aniline

: 97-53-0
4-allylguaiacol

: 123-75-1
pyrrolidine

: 93-28-7
eugenol acetate

A: 4030-18-6
N-(acetyl)pyrrolidine

B: 97-53-0
4-allylguaiacol

Conditions

Conditions	Yield
for 0.05h; Ambient temperature;

...Expand

: 4125-43-3
O-allyl guaiacol

A: 3345-11-7
2,3-Dihydro-7-methoxy-2-methylbenzofuran

B: 97-53-0
4-allylguaiacol

C: 579-60-2
6-allylguaicol

Conditions

Conditions	Yield
With Y-zeolite 1.) n-pentane, r.t., 24 h, 2.) microwave irradiation, 5 min; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 68800-55-5
1-<(3-methylbut-2-enyl)oxyl>-2-methoxy-4-(2-propenyl)benzene

A: 97-53-0
4-allylguaiacol

B: 87893-16-1
4-allyl-2-methoxy-6-(3-methyl-2-butenyl)phenyl

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 190 - 200℃; for 4h;	A 70 mg B 25 mg

: 129664-76-2
2-methoxy-4-(2-propenylidene)-2,5-cyclohexadien-1-one, Z-isomer

: 97-53-0
4-allylguaiacol

: 129664-76-2
2-methoxy-4-(2-propenylidene)-2,5-cyclohexadien-1-one, Z-isomer

A: 97-53-0
4-allylguaiacol

B: 5932-68-3
(E)-2-methoxy-4-(1-propenyl)phenol

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol; tetrachloromethane Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

6-oxy-5-methoxy-3-allyl-benzoic acid methyl ester: 6-oxy-5-methoxy-3-allyl-benzoic acid methyl ester

: 97-53-0
4-allylguaiacol

Conditions

Conditions	Yield
With aniline

: 56-23-5
tetrachloromethane

: 60-29-7
diethyl ether

: 93-15-2
1,2-dimethoxy-4-(2-propenyl)benzene

1 mol methyl magnesium iodide: 1 mol methyl magnesium iodide

A: 97-53-0
4-allylguaiacol

B: 501-19-9
chavibetol

Conditions

Conditions	Yield
Erhitzen des vom Aether befreiten Reaktionsgemisches auf 160-180grad;

...Expand

: 4125-43-3
O-allyl guaiacol

: 108-88-3
toluene

Fuller's earth: Fuller's earth

A: 97-53-0
4-allylguaiacol

B: 501-19-9
chavibetol

...Expand

: 97-53-0
4-allylguaiacol

: 2785-87-7
2-methoxy-4-n-propylphenol

Conditions

Conditions	Yield
With hydrogen In 2,2,4-trimethylpentane at 180℃; under 7500.75 - 37503.8 Torr; for 0.166667h; Inert atmosphere;	100%
With 4,4'-di-tert-butylbiphenyl; lithium; isopropyl alcohol; nickel dichloride In tetrahydrofuran at 20 - 76℃; Inert atmosphere; chemoselective reaction;	99%
With hydrogen In dodecane at 200℃; under 15001.5 Torr; for 1.5h;	99.1%

: 97-53-0
4-allylguaiacol

: 108-24-7
acetic anhydride

: 93-28-7
eugenol acetate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 24h; Inert atmosphere;	100%
With sodium acetate at 130℃; for 0.0111111h; Microwave irradiation;	98%
With triethylamine In dichloromethane at 0 - 20℃; for 2h;	98%

: 97-53-0
4-allylguaiacol

: 100-39-0
benzyl bromide

: 57371-42-3
4-allyl-1-benzyloxy-2-methoxybenzene

Conditions

Conditions	Yield
Stage #1: 4-allylguaiacol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: benzyl bromide In N,N-dimethyl-formamide at 0℃; for 1h;	100%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 20 - 55℃; Inert atmosphere;	99%
With potassium carbonate In acetonitrile at 20℃; for 4h;	98%

: 67-56-1
methanol

: 97-53-0
4-allylguaiacol

: 208-96-8
acenaphthylene

: 8-allyl-11,11-dimethoxy-6b,7,10,10a-tetrahydro-7,10-ethanofluoranthen-12-one

Conditions

Conditions	Yield
Stage #1: methanol; 4-allylguaiacol With [bis(acetoxy)iodo]benzene; sodium hydrogencarbonate In benzene at 0℃; for 0.166667h; Stage #2: acenaphthylene In benzene at 20℃; for 22h; Diels-Alder reaction; stereoselective reaction;	100%

...Expand

: 97-53-0
4-allylguaiacol

: 52204-65-6
4-n-propylcyclohexanol

Conditions

Conditions	Yield
With hydrogen In dodecane at 200℃; under 15001.5 Torr; for 1.5h;	99.9%

: 97-53-0
4-allylguaiacol

: 97-54-1
2-methoxy-4-propenylphenol

Conditions

Conditions	Yield
With rhodium(III) chloride; ethanol at 140 - 145℃;	99%
With tris(triphenylphosphine)ruthenium(II) chloride at 50 - 60℃; for 4h; Temperature;	99%
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; polydimethylsiloxane In methanol; water at 100℃; for 20h;	82%

: 97-53-0
4-allylguaiacol

: 106-95-6
allyl bromide

: 4125-45-5
2-methoxy-4-allyl-1-(allyloxy)benzene

Conditions

Conditions	Yield
With potassium carbonate In acetone at 60℃; for 12h;	99%
With sodium hydroxide In water; acetone for 8h; Reflux;	96%
Stage #1: 4-allylguaiacol With potassium hydroxide In ethanol Stage #2: With sodium carbonate In ethanol Reflux; Stage #3: allyl bromide In ethanol Reflux;	94%

: 97-53-0
4-allylguaiacol

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 76513-64-9
[2-(4-Allyl-2-methoxy-phenoxymethoxy)-ethyl]-trimethyl-silane

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 24h; Ambient temperature;	99%

: 97-53-0
4-allylguaiacol

: 1126-61-0
4-allylpyrocatechol

Conditions

Conditions	Yield
With pyridine; aluminium(III) iodide In acetonitrile at 80℃; for 18h; Reagent/catalyst; Solvent;	99%
Stage #1: 4-allylguaiacol With pyridine; iodine; aluminium In acetonitrile for 18h; Reflux; Stage #2: With hydrogenchloride In water; acetonitrile at 20℃; Reagent/catalyst;	99%
With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 80℃; for 18h; Reagent/catalyst;	99%

: 97-53-0
4-allylguaiacol

: 5932-68-3
(E)-2-methoxy-4-(1-propenyl)phenol

Conditions

Conditions	Yield
With Grotjahn’s catalyst In [(2)H6]acetone at 25℃; for 0.0666667h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere; Glovebox; stereoselective reaction;	99%
With platinum(II) chloride In methanol	96%
With Grotjahn’s catalyst at 20℃; for 0.333333h; Catalytic behavior; Reagent/catalyst; Glovebox; Inert atmosphere; Green chemistry; diastereoselective reaction;	95.9%

: 97-53-0
4-allylguaiacol

: dichloro(methyl)(pentamethylcyclopentadienyl)titanium(IV)

: 259255-99-7
(Ti(C5(CH3)5)Cl2(O(C6H3(OCH3)(CH2CHCH2))))

Conditions

Conditions	Yield
In toluene Ar atm., room temp.;	99%

: Schwartz's reagent

: 97-53-0
4-allylguaiacol

: 632354-19-9
CH2CHCH2C6H3(OCH3)OZr(C5H5)2Cl

Conditions

Conditions	Yield
In tetrahydrofuran Ar atm.;	99%

: 617-86-7
triethylsilane

: 97-53-0
4-allylguaiacol

: 1414854-49-1
((4-allyl-1,2-phenylene)bis(oxy))bis(triethylsilane)

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate at 20℃; for 3h; Inert atmosphere;	99%
With tris(pentafluorophenyl)borate for 16h; Inert atmosphere;	99%
With tris(pentafluorophenyl)borate at 20℃; for 0.166667h;	99%

: 97-53-0
4-allylguaiacol

: 201230-82-2
carbon monoxide

: 106-99-0
buta-1,3-diene

: C19H24O3

Conditions

Conditions	Yield
With palladium diacetate; triphenylphosphine; benzoic acid In tetrahydrofuran at -40 - 80℃; under 15001.5 Torr; Autoclave; Inert atmosphere;	99%

...Expand

: 97-53-0
4-allylguaiacol

: 17875-55-7
1,1,5,5-tetramethyl-3,3-diphenyl-trisiloxane

: C36H48O6Si3

Conditions

Conditions	Yield
platinum-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 80 - 120℃; for 2h;	98.7%

: 97-53-0
4-allylguaiacol

: 591-87-7
Allyl acetate

: 4125-45-5
2-methoxy-4-allyl-1-(allyloxy)benzene

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; potassium carbonate; triphenylphosphine In water at 85 - 105℃; for 16h; Inert atmosphere;	98.5%
With bis(η3-allyl-μ-chloropalladium(II)); potassium carbonate; bis[2-(diphenylphosphino)phenyl] ether In water; toluene at 45℃; for 24h; Tsuji-Trost Allylation; Schlenk technique; Inert atmosphere; Sealed tube;	77%

: 97-53-0
4-allylguaiacol

: 4433-08-3
5,5'-diallyl-2,2'-dihydroxy-3,3'-dimethoxybiphenyl

Conditions

Conditions	Yield
Stage #1: 4-allylguaiacol With ammonium hydroxide In water; acetone for 0.166667h; Stage #2: With potassium hexacyanoferrate(III) In water; acetone	98%
With ammonium hydroxide; air; potassium hexacyanoferrate(III) In water; acetone at 20℃;	95%
With ammonium hydroxide; potassium hexacyanoferrate(III) at 20℃;	95%

: 97-53-0
4-allylguaiacol

: dehydrodieugenol

Conditions

Conditions	Yield
With ammonium hydroxide; KFe(CN)6 In acetone	98%

: 97-53-0
4-allylguaiacol

: 2380-78-1
homovanillyl alcohol

Conditions

Conditions	Yield
Stage #1: 4-allylguaiacol With ozone In ethanol at -55℃; Stage #2: With sodium tetrahydroborate In ethyl acetate at 20℃;	98%
Multi-step reaction with 2 steps 1: ozone / sodium hydrogencarbonate / dichloromethane; methanol / 2 h / -78 °C 2: sodium tetrahydroborate; methanol / dichloromethane / 2 h / -78 - 20 °C / Inert atmosphere View Scheme

: 97-53-0
4-allylguaiacol

: 103-80-0
phenylacetyl chloride

: 10402-33-2
phenylacetic acid 4-allyl-2-methoxy-phenyl ester

Conditions

Conditions	Yield
With potassium carbonate In acetone for 2h; Reflux;	98%
With potassium carbonate In acetone for 2h; Reflux;

: 70-49-5
DL-thiomalic acid

: 97-53-0
4-allylguaiacol

: C14H18O6S

Conditions

Conditions	Yield
With 2-hydroxy-2-methylpropiophenone In 1,4-dioxane; ethanol at 20℃; for 50h; UV-irradiation;	98%
With benzoin dimethyl ether at 20℃; for 1h; UV-irradiation;

: 97-53-0
4-allylguaiacol

: 52000-32-5
7-mercaptoheptanoic acid

: C17H26O4S

Conditions

Conditions	Yield
With (2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methyl-1-propanone) In 1,4-dioxane; ethanol at 100℃; for 0.5h; UV-irradiation;	98%

: 97-53-0
4-allylguaiacol

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 2-methoxy-4-allylphenyltrimethylsilyl ether

Conditions

Conditions	Yield
for 4h; Reflux;	98%

: 97-53-0
4-allylguaiacol

: 870-63-3
prenyl bromide

: 68800-55-5
1-<(3-methylbut-2-enyl)oxyl>-2-methoxy-4-(2-propenyl)benzene

Conditions

Conditions	Yield
With potassium carbonate In acetone at 60℃; for 12h;	98%

: 97-53-0
4-allylguaiacol

: 60-24-2
2-hydroxyethanethiol

: C12H18O3S

Conditions

Conditions	Yield
With benzoin monomethyl ether In 1,4-dioxane; ethanol at 30℃; for 2h; Reagent/catalyst; Irradiation;	97.5%
With 2,2-bis(hydroxymethyl)propionic acid UV-irradiation;

: 97-53-0
4-allylguaiacol

: trieugenyl phosphate

Conditions

Conditions	Yield
With triethylamine; trichlorophosphate In ethyl acetate at 0 - 20℃; for 16.5h;	97%
With triethylamine; trichlorophosphate In ethyl acetate at 0 - 20℃; for 24h;	97%
With sodium hydroxide; trichlorophosphate extrahieren mit Aether;
Stage #1: 4-allylguaiacol With trichlorophosphate In dichloromethane at 0℃; for 4h; Stage #2: With sodium hydroxide In dichloromethane; water Temperature; Reagent/catalyst; Solvent;

: 97-53-0
4-allylguaiacol

: 100-07-2
4-methoxy-benzoyl chloride

: 521960-43-0
4'-allyl-2'-methoxyphenyl 4-methoxybenzoate

Conditions

Conditions	Yield
Stage #1: 4-allylguaiacol With triethylamine In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Stage #2: 4-methoxy-benzoyl chloride In dichloromethane at 0 - 20℃; for 24.75h; Inert atmosphere;	97%
With sodium hydroxide In water at 20℃; for 0.5h;	85%
With sodium hydroxide In water at 20℃; for 0.5h;	43%
With sodium hydroxide In water at 20℃; for 0.5h;

: 97-53-0
4-allylguaiacol

: 824-94-2
p-methoxybenzyl chloride

: 4-allyl-2-methoxy-1-(4-methoxybenzyloxy)benzene

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 25h;	97%

: 97-53-0
4-allylguaiacol

: 3277-26-7
1,1,3,3-Tetramethyldisiloxane

: 6998-05-6
1,3-bis-[3-(4-hydroxy-3-methoxyphenyl)propyl]tetramethyldisiloxane

Conditions

Conditions	Yield
With dihydrogen hexachloroplatinate In isopropyl alcohol at 60℃; for 4h;	97%

: 97-53-0
4-allylguaiacol

: 17689-17-7
6-mercaptocaproic acid

: C16H24O4S

Conditions

Conditions	Yield
With 2-benzyl-2-(dimethylamino)-1-(4-morpholinophenyl)-butan 1-one In 1,4-dioxane; ethanol at 80℃; for 10h; UV-irradiation;	97%

Eugenol Consensus Reports

IARC Cancer Review: Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 (1987),p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 36 (1985),p. 75.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NTP Carcinogenesis Studies (feed); Equivocal Evidence: mouse NTPTR* National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-223 ,1983. ; No Evidence: rat NTPTR* National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-223 ,1983. . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Eugenol Specification

The Eugenol is an organic compound with the formula C₁₀H₁₂O₂. The IUPAC name of this chemical is 2-methoxy-4-prop-2-enylphenol. With the CAS registry number 97-53-0, it is also named as phenol, 2-methoxy-4-(2-propen-1-yl)-. The product's categories are Antioxidant; Biochemistry. Besides, it is a clear colorless pale yellow or amber-colored liquid, which should be stored in a dark and cool place.It will be darkens and thickens on exposure to air. Also darkens with age. Eugenol may decompose on exposure to light. Insoluble in water.It reacts with strong alkalis. Eugenol is incompatible with strong oxidizers. This includes ferric chloride and potassium permanganate.

The Eugenol is used in perfumeries, flavorings, essential oils and in medicine as a local antiseptic and anesthetic. It is also a key ingredient in Indonesian kretek (clove) cigarettes. It was used in the production of isoeugenol for the manufacture of vanillin, though most vanillin is now produced from phenol or from lignin. Eugenol is attractive to males of various species of orchid bees, so it is commonly used as bait to attract and collect these bees for study. Eugenol derivatives or methoxyphenol are used in formulating insect attractants and UV absorbers, biocides, analgesics, and antiseptics. They are also used in manufacturing stabilizers and antioxidants for plastics and rubbers.

Physical properties about Eugenol are:
(1)ACD/LogP: 2.20; (2)ACD/LogD (pH 5.5): 2.2; (3)ACD/LogD (pH 7.4): 2.2; (4)ACD/BCF (pH 5.5): 27.88; (5)ACD/BCF (pH 7.4): 27.85; (6)ACD/KOC (pH 5.5): 376.88; (7)ACD/KOC (pH 7.4): 376.41; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 4; (11)Polar Surface Area: 29.46 Å²; (12)Index of Refraction: 1.535; (13)Molar Refractivity: 48.72 cm³; (14)Molar Volume: 156.2 cm³; (15)Polarizability: 19.31×10^-24cm³; (16)Surface Tension: 36.5 dyne/cm; (17)Density: 1.05 g/cm³; (18)Flash Point: 119.8 °C; (19)Enthalpy of Vaporization: 51.24 kJ/mol; (20)Boiling Point: 255 °C at 760 mmHg; (21)Vapour Pressure: 0.0104 mmHg at 25°C.

Preparation of Eugenol:
The Eugenol can be prepared by 1-allyloxy-2-methoxy-benzene. This reaction will need reagent BF₃+2 CH₃COOH. The reaction temperature is 68 °C.
The Eugenol can be prepared by 1-allyloxy-2-methoxy-benzene. This reaction will need reagent BF3+2 CH3COOH. The reaction temperature is 68 °C.

Uses of Eugenol:
It can be used to produce 2-Methoxy-4-propyl-phenol at temperature of 20 °C. It will need reagent H₂, catalyst 10 percent Pd/C and solvent ethanol with reaction time of 5 hours. The yield is about 98%.

When you are using Eugenol, please be cautious about it as the following:
It is harmful if swallowed and may cause sensitisation by inhalation and skin contact. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, Eugenol is irritating to eyes, respiratory system and skin and limited evidence of a carcinogenic effect. When you are using it, wear suitable protective clothing, do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) and avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES:Oc1ccc(cc1OC)CC=C;
(2)Std. InChI:InChI=1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3,5-7,11H,1,4H2,2H3;
(3)Std. InChIKey:RRAFCDWBNXTKKO-UHFFFAOYSA-N.

The toxicity data of Eugenol is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LDLo	oral	500mg/kg (500mg/kg)	BEHAVIORAL: ATAXIA GASTROINTESTINAL: NAUSEA OR VOMITING	Gastroenterology. Vol. 15, Pg. 481, 1950.
guinea pig	LD50	oral	2130mg/kg (2130mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.
hamster	LD50	intratracheal	17mg/kg (17mg/kg)	LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA	Archives of Toxicology. Vol. 59, Pg. 78, 1986.
mouse	LD50	intraperitoneal	500mg/kg (500mg/kg)		Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 250, Pg. 1148, 1960.
mouse	LD50	intravenous	72mg/kg (72mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION	Archives Internationales de Pharmacodynamie et de Therapie. Vol. 164, Pg. 30, 1966.
mouse	LD50	oral	3gm/kg (3000mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.
rat	LC	inhalation	> 2580mg/m3/4H (2580mg/m3)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Archives of Toxicology. Vol. 62, Pg. 381, 1988.
rat	LD50	intratracheal	11mg/kg (11mg/kg)	LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA	Archives of Toxicology. Vol. 59, Pg. 78, 1986.
rat	LD50	oral	1930mg/kg (1930mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: COMA LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Proceedings of the Society for Experimental Biology and Medicine. Vol. 73, Pg. 148, 1950.
rat	LDLo	intraperitoneal	800mg/kg (800mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: MUSCLE WEAKNESS KIDNEY, URETER, AND BLADDER: OTHER CHANGES	Revue Medicale de la Suisse Romande. Vol. 16, Pg. 449, 1896.
rat	LDLo	subcutaneous	5gm/kg (5000mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: MUSCLE WEAKNESS KIDNEY, URETER, AND BLADDER: OTHER CHANGES	Revue Medicale de la Suisse Romande. Vol. 16, Pg. 449, 1896.

Product Name

Eugenol

Synthetic route

Eugenol Consensus Reports

Eugenol Specification

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