Product Name

  • Name

    trans-Anethole

  • EINECS 224-052-0
  • CAS No. 4180-23-8
  • Article Data158
  • CAS DataBase
  • Density 0.959 g/cm3
  • Solubility practically insoluble in water
  • Melting Point 20-21 °C(lit.)
  • Formula C10H12O
  • Boiling Point 237.5 °C at 760 mmHg
  • Molecular Weight 148.205
  • Flash Point 88.4 °C
  • Transport Information
  • Appearance clear colorless to pale yellow liquid
  • Safety 36/37
  • Risk Codes 43
  • Molecular Structure Molecular Structure of 4180-23-8 (trans-Anethole)
  • Hazard Symbols IrritantXi
  • Synonyms Anisole,p-propenyl-, (E)- (8CI);Benzene, 1-methoxy-4-(1-propenyl)-, (E)-;Benzene,1-methoxy-4-(1E)-1-propenyl- (9CI);(E)-1-(4-Methoxyphenyl)propene;(E)-1-p-Methoxyphenylpropene;(E)-Anethol;(E)-Anethole;1-Methoxy-4-[(1E)-1-propenyl]benzene;NSC 209529;trans-1-(4-Methoxyphenyl)-1-propene;trans-1-(p-Methoxyphenyl)-1-propene;trans-1-(p-Methoxyphenyl)propene;trans-1-p-Anisylpropene;trans-4-(1-Propenyl)anisole;trans-p-Anethole;trans-p-Methoxy-b-methylstyrene;Benzene,1-methoxy-4-(1E)-1-propen-1-yl-;
  • PSA 9.23000
  • LogP 2.72830

Synthetic route

Estragole
140-67-0

Estragole

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With Polystyrene-supported 4-tert-butyl-2-(diisopropylphosphino)-1H-imidazole and ruthenium complex In [(2)H6]acetone at 25℃; for 0.166667h; Reagent/catalyst; Inert atmosphere; Glovebox; stereoselective reaction;99%
With PdClMe(2,9-dimethyl-1,10-phenanthroline); sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In chloroform-d1 at 0℃; for 16h; Sealed tube;99%
With nickel(II) iodide; 6,6'-dimethyl-2,2'-bipyridine; phosphonic acid diethyl ester; zinc In N,N-dimethyl acetamide at 35℃; for 24h;97%
cis-Anethole
25679-28-1

cis-Anethole

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
Stage #1: cis-Anethole With cobalt(II) chloride; 2,2'-bis(diphenylphosphino)diphenylamine In toluene at 20℃; for 0.0833333h; Schlenk technique; Inert atmosphere;
Stage #2: With sodium triethylborohydride In toluene at 20℃; for 1h; Catalytic behavior; Reagent/catalyst; Schlenk technique; Inert atmosphere; diastereoselective reaction;		99%
With sodium hydrogen sulfate at 100 - 155℃; for 1h; Temperature;95.4%
cadmium(II) sulphide In dichloromethane Product distribution; Irradiation;
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

potassium trifluoro(prop-1-en-2-yl)borate

potassium trifluoro(prop-1-en-2-yl)borate

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With potassium carbonate; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) In water; isopropyl alcohol at 120℃; for 0.5h; Inert atmosphere; Microwave irradiation;97%
para-iodoanisole
696-62-8

para-iodoanisole

(E)-phenyl(prop-1-en-1-yl)silane

(E)-phenyl(prop-1-en-1-yl)silane

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
Stage #1: (E)-phenyl(prop-1-en-1-yl)silane With tetrabutyl ammonium fluoride In tetrahydrofuran for 0.05h; Glovebox; Inert atmosphere; Schlenk technique;
Stage #2: para-iodoanisole With tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran for 10h; Hiyama Coupling; Glovebox; Inert atmosphere; Schlenk technique;		97%
ethyltriphenylphosphonium bromide
1530-32-1

ethyltriphenylphosphonium bromide

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
Stage #1: ethyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at -78 - 0℃; Inert atmosphere;
Stage #2: 4-methoxy-benzaldehyde In tetrahydrofuran at -78 - 25℃; for 3.83333h; Wittig reaction; Inert atmosphere;
Stage #3: With dichloro bis(acetonitrile) palladium(II) In chloroform at 25℃; for 72h;		94%
1-phenyl-2-(2-pyridyl)-1,2-disodiumethane

1-phenyl-2-(2-pyridyl)-1,2-disodiumethane

1-(1,2-dibromopropyl)-4-methoxybenzene
1201-60-1

1-(1,2-dibromopropyl)-4-methoxybenzene

A

2-(1,2,2-triphenylvinyl)pyridine

2-(1,2,2-triphenylvinyl)pyridine

B

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 0.166667h;A n/a
B 91%
...Expand
C60CH3CHCHC6H4OCH3

C60CH3CHCHC6H4OCH3

A

cis-Anethole
25679-28-1

cis-Anethole

B

fullerene-C60
99685-96-8, 161105-99-3, 161106-00-9, 111138-12-6, 133318-63-5, 134053-11-5, 134931-35-4, 134931-36-5, 139703-76-7, 145633-27-8, 175414-73-0, 175414-74-1, 175414-75-2, 175519-12-7, 175519-13-8, 175519-14-9, 175519-15-0, 136376-46-0, 144906-37-6, 144906-38-7, 151767-00-9, 152882-97-8, 152882-98-9, 152882-99-0, 153062-34-1, 154171-74-1, 154171-75-2, 154333-99-0, 154334-00-6, 154397-63-4, 154460-59-0, 199456-56-9, 108739-25-9, 120329-57-9, 120329-58-0

fullerene-C60

C

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
In toluene Mechanism; Product distribution; Ambient temperature; Irradiation;A 10%
B n/a
C 90%
...Expand
anethole
104-46-1

anethole

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With dichloro bis(acetonitrile) palladium(II) In dichloromethane at 20℃; for 14h;90%
1-(1,2-dibromopropyl)-4-methoxybenzene
1201-60-1

1-(1,2-dibromopropyl)-4-methoxybenzene

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With 1-phenyl-2-(2-pyridyl)-1,2-disodiumethane In tetrahydrofuran at 0℃; for 10h;90%
methylmagnesium chloride
676-58-4

methylmagnesium chloride

1-(2-fluorovinyl)-4-methoxybenzene
15197-86-1

1-(2-fluorovinyl)-4-methoxybenzene

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;89%
1-(4-methoxyphenyl)-1-propanol
5349-60-0

1-(4-methoxyphenyl)-1-propanol

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With 1-hexyl-3-methyl-1-imidazolium bromide at 140℃; for 0.116667h; Reactivity; Reagent/catalyst; Time; Microwave irradiation; Combinatorial reaction / High throughput screening (HTS); chemoselective reaction;87%
With silica gel In 1,4-dioxane for 0.05h; microwave irradiation;67%
With trichlorophosphate In pyridine for 2h; Heating;
(E)-p-methoxy-cinnamyl alcohol
53484-50-7

(E)-p-methoxy-cinnamyl alcohol

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With bis(tricyclohexylphosphine)nickel(II) dichloride; n-hexylmagnesium chloride; 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 100℃; for 12h; Inert atmosphere; Schlenk technique;86%
1-(4-methoxyphenyl)prop-1-yl acetate
16031-55-3

1-(4-methoxyphenyl)prop-1-yl acetate

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With 1-hexyl-3-methyl-1-imidazolium bromide at 140℃; for 0.166667h; Microwave irradiation; chemoselective reaction;82%
para-iodoanisole
696-62-8

para-iodoanisole

(E)-propenylboronic acid
6336-44-3, 7547-96-8, 88982-39-2, 7547-97-9

(E)-propenylboronic acid

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With orotic acid; caesium carbonate In acetone at 100℃; for 24h; Suzuki coupling; Inert atmosphere;82%
(1RS,2RS)-1-(4'-methoxyphenyl)-2-(diphenylphosphinoyl)propan-1-ol
88533-70-4, 88533-77-1, 103785-85-9, 103785-86-0

(1RS,2RS)-1-(4'-methoxyphenyl)-2-(diphenylphosphinoyl)propan-1-ol

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide81.3%
2-(Diphenyl-phosphinoyl)-1-(4-methoxy-phenyl)-propan-1-ol
88533-70-4, 88533-77-1, 103785-85-9, 103785-86-0

2-(Diphenyl-phosphinoyl)-1-(4-methoxy-phenyl)-propan-1-ol

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide81%
C17H18O3
1106676-03-2

C17H18O3

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With 1-hexyl-3-methyl-1-imidazolium bromide at 140℃; for 0.166667h; Microwave irradiation; chemoselective reaction;80%
1,1-bis(4-methoxyphenyl)propane
4792-39-6

1,1-bis(4-methoxyphenyl)propane

A

methoxybenzene
100-66-3

methoxybenzene

B

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With silica gel In water at 400℃; Inert atmosphere;A 77.3%
B 45.1%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

propionaldehyde
123-38-6

propionaldehyde

malononitrile
109-77-3

malononitrile

A

3-amino-4'-methoxy-6-methyl-[1,1'-biphenyl]-2,4-dicarbonitrile
1338442-76-4

3-amino-4'-methoxy-6-methyl-[1,1'-biphenyl]-2,4-dicarbonitrile

B

2-amino-4-ethyl-5-methylbenzene-1,3-dicarbonitrile
55525-92-3

2-amino-4-ethyl-5-methylbenzene-1,3-dicarbonitrile

C

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With morpholine In N,N-dimethyl-formamide at 80℃;A 77%
B 8%
C 10%
...Expand
(1R*,2S*)-2-Diphenylphosphinoyl-1-(4-methoxyphenyl)propan-1-ol
88533-70-4, 88533-77-1, 103785-85-9, 103785-86-0

(1R*,2S*)-2-Diphenylphosphinoyl-1-(4-methoxyphenyl)propan-1-ol

A

cis-Anethole
25679-28-1

cis-Anethole

B

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxideA 75%
B 6%
1-(4-methoxylphenyl)-2-propen-1-ol
51410-44-7

1-(4-methoxylphenyl)-2-propen-1-ol

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With bis(tricyclohexylphosphine)nickel(II) dichloride; n-hexylmagnesium chloride; 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 100℃; for 12h; Inert atmosphere; Schlenk technique;75%
ethyl phenyl sulfone
599-70-2

ethyl phenyl sulfone

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With C24H20ClN2OPRu; potassium tert-butylate In 1,4-dioxane at 125℃; for 5h; Inert atmosphere; Schlenk technique; Glovebox;71%
4-Methoxypropiophenone
121-97-1

4-Methoxypropiophenone

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; potassium carbonate; bis(pinacol)diborane; bis[2-(diphenylphosphino)phenyl] ether In hexane at 70℃; for 10h; Glovebox; Sealed tube; Inert atmosphere; stereoselective reaction;68%
Estragole
140-67-0

Estragole

carbon monoxide
201230-82-2

carbon monoxide

A

4-n-propylanisole
104-45-0

4-n-propylanisole

B

3-(p-methoxyphenyl)-2-methylpropionaldehyde
5462-06-6

3-(p-methoxyphenyl)-2-methylpropionaldehyde

C

4-(4-methoxyphenyl)butyraldehyde
56047-51-9

4-(4-methoxyphenyl)butyraldehyde

D

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With hydrogen; N-dodecyl-N-(2-hydroxyethyl)-N,N-dimethylammonium bromide; {Rh(cod)[μ-S(CH2)3Si(OMe)3]}2; triphenylphosphine In water; butan-1-ol at 80℃; under 10350.8 Torr; for 6h; microemulsion/sol-gel; Further byproducts given;A 1.4%
B 27.4%
C 63.8%
D 6.7%
...Expand
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

(E)-propenyl-tri-n-butylstannane
105494-65-3, 66680-85-1, 66680-84-0

(E)-propenyl-tri-n-butylstannane

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With palladium diacetate; orotic acid; cesium fluoride In 1,4-dioxane at 100℃; for 18h; Stille Cross Coupling; Sealed tube; Inert atmosphere; Schlenk technique;62%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

allyltributylstanane
24850-33-7

allyltributylstanane

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; lithium chloride In diethylene glycol dimethyl ether at 130℃; Stille Cross Coupling; Inert atmosphere; regioselective reaction;62%
trans-1-methoxy-4-(2-methylsulfanylvinyl)benzene
14846-66-3

trans-1-methoxy-4-(2-methylsulfanylvinyl)benzene

methylmagnesium bromide
75-16-1

methylmagnesium bromide

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
bis(triphenylphosphine)nickel(II) chloride In diethyl ether; benzene Heating;60%
2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

A

acetone
67-64-1

acetone

B

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
With iron(III) chloride; silver tetrafluoroborate In dichloromethane at 25℃; for 3h; Inert atmosphere;A n/a
B 60%
...Expand
cyclopropyl bromide
4333-56-6

cyclopropyl bromide

3-(4-methoxyphenyl)-1-iodopropane
113379-13-8

3-(4-methoxyphenyl)-1-iodopropane

A

1-(3-cyclopropylpropyl)-4-methoxybenzene

1-(3-cyclopropylpropyl)-4-methoxybenzene

B

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

Conditions
ConditionsYield
Stage #1: cyclopropyl bromide With iodine; magnesium In 2-methyltetrahydrofuran for 1.5h; Inert atmosphere; Reflux;
Stage #2: 3-(4-methoxyphenyl)-1-iodopropane With N,N,N,N,-tetramethylethylenediamine; cobalt(II) chloride In tetrahydrofuran; 2-methyltetrahydrofuran at 0℃; for 1h; Catalytic behavior; Temperature; Inert atmosphere; chemoselective reaction;		A 56%
B 17%
...Expand
E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

2-Bromo-1-(4-methoxy-phenyl)-propan-1-ol
82947-15-7, 82947-17-9

2-Bromo-1-(4-methoxy-phenyl)-propan-1-ol

Conditions
ConditionsYield
With hypobromous acid In 1,4-dioxane at 20℃; for 0.5h;100%
acetic acid
64-19-7

acetic acid

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

C12H15BrO3

C12H15BrO3

Conditions
ConditionsYield
With N-Bromosuccinimide; benzamidin for 3h;100%
pyridin-2-yl sulfenyl chloride
59089-57-5

pyridin-2-yl sulfenyl chloride

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

trans-3-(4-methoxyphenyl)-2-methyl-2H,3H-thiazolo[3,2-]pyridin-4-ium chloride

trans-3-(4-methoxyphenyl)-2-methyl-2H,3H-thiazolo[3,2-]pyridin-4-ium chloride

Conditions
ConditionsYield
Stage #1: pyridin-2-yl sulfenyl chloride With sulfuryl dichloride In dichloromethane at 20℃; for 0.166667h;
Stage #2: E-1-(4'-methoxyphenyl)prop-1-ene In dichloromethane at 20℃; for 20h; regioselective reaction;		100%
2,2'-dipyridyldiselenide
59957-75-4

2,2'-dipyridyldiselenide

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

trans-3-(4-methoxyphenyl)-2-methyl-2H,3H-selenazolo[3,2-]pyridin-4-ium chloride

trans-3-(4-methoxyphenyl)-2-methyl-2H,3H-selenazolo[3,2-]pyridin-4-ium chloride

Conditions
ConditionsYield
Stage #1: 2,2'-dipyridyldiselenide With sulfuryl dichloride In chloroform at 20℃; for 0.333333h;
Stage #2: E-1-(4'-methoxyphenyl)prop-1-ene In chloroform at 20℃; for 5h; Reflux; regioselective reaction;		100%
E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

4-n-propylanisole
104-45-0

4-n-propylanisole

Conditions
ConditionsYield
With magnesium; nickel dichloride In water at 20℃; for 12h; Sealed tube; Photolysis; Inert atmosphere;99%
With oxygen; hydrazine hydrate In propan-1-ol at 120℃; under 15001.5 Torr; for 0.5h;91%
With oxygen; hydrazine hydrate In propan-1-ol at 120℃; under 15001.5 Torr; for 0.166667h; Flow reactor;91%
E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

1,2-bis(4-methoxyphenyl)ethene
4705-34-4, 15638-14-9, 34480-01-8, 112246-67-0, 2510-75-0

1,2-bis(4-methoxyphenyl)ethene

Conditions
ConditionsYield
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; acrylic acid methyl ester In dichloromethane for 2h; Reflux; Inert atmosphere;99%
With C33H43Cl2N3O3RuS In toluene at 110℃; for 2h; Inert atmosphere;90%
With silica-supported Hoveyda-Grubbs II catalyst In hexane at 70℃; for 14h; Inert atmosphere; Glovebox;74%
(1,3-dimesitylimidazolin-2-ylidene)(C2H4)RuCl2; (p-cymene)RuCl2 In toluene at 85℃; for 2h;90 % Turnov.
E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

trans-2-(p-methoxyphenyl)-3-methyloxirane

trans-2-(p-methoxyphenyl)-3-methyloxirane

Conditions
ConditionsYield
With dihydrogen peroxide; Ru(2,2':6',2''-terpyridine)(2,6-pyridinedicarboxylate) In tert-Amyl alcohol at 20℃; for 12h; Conversion of starting material;99%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

ethyl benzenesulfenate
54815-45-1

ethyl benzenesulfenate

sodium thiocyanide
540-72-7

sodium thiocyanide

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

(1R*,2R*)-1-isothiocyanato-1-(4-methoxyphenyl)-2-phenylthiopropane

(1R*,2R*)-1-isothiocyanato-1-(4-methoxyphenyl)-2-phenylthiopropane

Conditions
ConditionsYield
Stage #1: chloro-trimethyl-silane; sodium thiocyanide In chloroform at 20℃; for 1h;
Stage #2: ethyl benzenesulfenate; E-1-(4'-methoxyphenyl)prop-1-ene In chloroform		99%
...Expand
styrene
292638-84-7

styrene

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

1-methoxy-4-((1S*,2R*,4S*)-2-methyl-4-phenylcyclobutyl)benzene

1-methoxy-4-((1S*,2R*,4S*)-2-methyl-4-phenylcyclobutyl)benzene

Conditions
ConditionsYield
With 9-(2-methylphenyl)-1,3,6,8-tetramethoxythioxanthylium trifluoromethanesulfonate In nitromethane at 20℃; for 2h; Catalytic behavior; Solvent; Reagent/catalyst; Irradiation; regioselective reaction;99%
With iron perchlorate hexahydrate In ethyl acetate at 40℃; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; diastereoselective reaction;88%
With iron perchlorate hexahydrate In ethyl acetate at 40℃; under 760.051 Torr; for 24h; Solvent; Reagent/catalyst;88%
With Fe(3,4,7,8-tetramethyl-1,10-phenanthroline)3(PF6)3 In 2,2,2-trifluoroethanol; 1,2-dichloro-ethane at 20℃; for 3h; Catalytic behavior; Reagent/catalyst; Solvent;86%
t-butyl 2-diazobut-3-enoate
132524-91-5

t-butyl 2-diazobut-3-enoate

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

tert-butyl 5-(4-methoxyphenyl)-4-methylcyclopent-1-enecarboxylate

tert-butyl 5-(4-methoxyphenyl)-4-methylcyclopent-1-enecarboxylate

Conditions
ConditionsYield
With tris(2,2′-bipyrazine-N1,N1′)ruthenium(II) hexafluorophosphate In nitromethane; dichloromethane at 35℃; for 1h; Reagent/catalyst; Irradiation; diastereoselective reaction;99%
2,3-dimethyl-buta-1,3-diene
513-81-5

2,3-dimethyl-buta-1,3-diene

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

(1S,2S)-4'-methoxy-2,4,5-trimethyl-1,2,3,6-tetrahydro-1,1'-biphenyl

(1S,2S)-4'-methoxy-2,4,5-trimethyl-1,2,3,6-tetrahydro-1,1'-biphenyl

Conditions
ConditionsYield
With cross-linked copolymer based on polymethyl methacrylate and 4,7-diphenylbenzothiadiazole; air In nitromethane at 20℃; for 8h; Diels-Alder Cycloaddition; UV-irradiation;99%
With 9-fluorenone In nitromethane at 20℃; for 6h; Catalytic behavior; Mechanism; Reagent/catalyst; Concentration; Solvent; Diels-Alder Cycloaddition; Irradiation;74%
E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

isoprene
78-79-5

isoprene

(1S,2S)-4'-methoxy-2,4-dimethyl-1,2,3,6-tetrahydro-1,1'-biphenyl

(1S,2S)-4'-methoxy-2,4-dimethyl-1,2,3,6-tetrahydro-1,1'-biphenyl

Conditions
ConditionsYield
With cross-linked copolymer based on polymethyl methacrylate and 4,7-diphenylbenzothiadiazole; air In nitromethane at 20℃; for 4h; Solvent; Reagent/catalyst; Diels-Alder Cycloaddition; UV-irradiation;99%
With 9-fluorenone In nitromethane at 20℃; for 23h; Diels-Alder Cycloaddition; Irradiation;88%
2,4-Dimethyl-1,3-pentadiene
1000-86-8

2,4-Dimethyl-1,3-pentadiene

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

C17H24O

C17H24O

Conditions
ConditionsYield
With cross-linked copolymer based on polymethyl methacrylate and 4,7-diphenylbenzothiadiazole; air In nitromethane at 20℃; for 48h; Diels-Alder Cycloaddition; UV-irradiation;99%
2,3-dimethyl-buta-1,3-diene
513-81-5

2,3-dimethyl-buta-1,3-diene

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

(±)-(1S,2S)-4'-methoxy-2,4,5-trimethyl-1,2,3,6-tetrahydro-1,1'-biphenyl
112150-19-3

(±)-(1S,2S)-4'-methoxy-2,4,5-trimethyl-1,2,3,6-tetrahydro-1,1'-biphenyl

Conditions
ConditionsYield
With tris(2,2’--bipyrazyl)ruthenium(II) bis(tetrakis(3,5-bis(trifluoromethyl)phenyl)borate) In dichloromethane at 20℃; for 1h; Diels-Alder Cycloaddition; Irradiation; regioselective reaction;98%
With iron perchlorate hexahydrate In acetonitrile at 20℃; for 24h; Diels-Alder Cycloaddition; regioselective reaction;98%
With iron(III) chloride In acetonitrile at 20℃; for 1h; Time; Reagent/catalyst; Solvent;98%
4-methoxynaphth-1-ol
84-85-5

4-methoxynaphth-1-ol

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

(+/-)-trans-2-(4-methoxyphenyl)-2,3-dihydro-5-methoxy-3-methylnaphtho<1,2-b>furan
139016-16-3

(+/-)-trans-2-(4-methoxyphenyl)-2,3-dihydro-5-methoxy-3-methylnaphtho<1,2-b>furan

Conditions
ConditionsYield
With ammonium peroxydisulfate In nitromethane for 12h; Irradiation; Inert atmosphere;98%
With tetrabutylammonium tetrafluoroborate In acetonitrile Electrolysis;96%
With tetrabutylammonium tetrafluoroborate In acetonitrile Electrolysis;96%
With ammonium peroxydisulfate; tris(2,2′-bipyrazine-N1,N1′)ruthenium(II) hexafluorophosphate In acetonitrile for 12h; Irradiation; Schlenk technique;92%
With lithium perchlorate; acetic acid In acetonitrile for 3h; Ambient temperature; electrolysis, platinum electrodes;64%
E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

isoprene
78-79-5

isoprene

(1SR,2SR)-4'-methoxy-2,4-dimethyl-1,2,3,6-tetrahydro-1,1'-biphenyl
112150-17-1

(1SR,2SR)-4'-methoxy-2,4-dimethyl-1,2,3,6-tetrahydro-1,1'-biphenyl

Conditions
ConditionsYield
With tris(2,2’--bipyrazyl)ruthenium(II) bis(tetrakis(3,5-bis(trifluoromethyl)phenyl)borate) In dichloromethane at 20℃; for 1h; Diels-Alder Cycloaddition; Irradiation; regioselective reaction;98%
With lithium perchlorate In nitromethane at 20℃; Concentration; Diels-Alder Cycloaddition; Electrolysis;98%
With iron perchlorate hexahydrate In acetonitrile at 20℃; for 24h; Reagent/catalyst; Diels-Alder Cycloaddition; regioselective reaction;98%
2-carbonyl-3-butenenitrile
60556-87-8

2-carbonyl-3-butenenitrile

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

trans-3,4-dihydro-2-(4-methoxyphenyl)-3-methyl-2H-pyran-6-carbonitrile

trans-3,4-dihydro-2-(4-methoxyphenyl)-3-methyl-2H-pyran-6-carbonitrile

Conditions
ConditionsYield
In acetonitrile at 20℃; for 168h; hetero-Diels-Alder cycloaddition;98%
benzaldehyde
100-52-7

benzaldehyde

4-nitro-aniline
100-01-6

4-nitro-aniline

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

cis-4-(4-methoxyphenyl)-3-methyl-6-nitro-2-phenyl-1,2,3,4-tetrahydroquinoline

cis-4-(4-methoxyphenyl)-3-methyl-6-nitro-2-phenyl-1,2,3,4-tetrahydroquinoline

Conditions
ConditionsYield
Stage #1: benzaldehyde; 4-nitro-aniline In acetonitrile at 20℃; for 1h; Povarov reaction;
Stage #2: E-1-(4'-methoxyphenyl)prop-1-ene With copper(II) bis(trifluoromethanesulfonate) In acetonitrile at 20℃; for 24h; Povarov reaction; diastereoselective reaction;		98%
With boron trifluoride diethyl etherate In acetonitrile at 70℃; for 10h; imino Diels-Alder reaction;95%
...Expand
2,3-dimethyl-2,3-butane diol
76-09-5

2,3-dimethyl-2,3-butane diol

bromocatecholborane
51901-85-0

bromocatecholborane

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

(Z)-2-(1-(4-methoxyphenyl)prop-1-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1217435-96-5

(Z)-2-(1-(4-methoxyphenyl)prop-1-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
Stage #1: bromocatecholborane With N-Methyldicyclohexylamine; [(bis(3,5-di-tert-butylphenyl)(tert-butyl)phosphine)PdI2]2 In toluene at 70℃; for 0.0833333h; Heck Reaction; Schlenk technique; Inert atmosphere; Sealed tube;
Stage #2: E-1-(4'-methoxyphenyl)prop-1-ene In toluene at 70℃; for 4h; Heck Reaction; Schlenk technique; Sealed tube; Inert atmosphere;
Stage #3: 2,3-dimethyl-2,3-butane diol In toluene at 20℃; for 0.5h; stereoselective reaction;		98%
...Expand
cyclopenta-1,3-diene
542-92-7

cyclopenta-1,3-diene

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

(±)-(5R,6S)-5-(4-methoxyphenyl)-6-methylbicyclo[2.2.1]hept-2-ene

(±)-(5R,6S)-5-(4-methoxyphenyl)-6-methylbicyclo[2.2.1]hept-2-ene

Conditions
ConditionsYield
With iron(III) chloride In dichloromethane at 20℃; for 2h;98%
para-fluorostyrene
405-99-2

para-fluorostyrene

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

1-fluoro-4-((1S*,2S*,3R*)-2-(4-methoxyphenyl)-3-methylcyclobutyl)benzene

1-fluoro-4-((1S*,2S*,3R*)-2-(4-methoxyphenyl)-3-methylcyclobutyl)benzene

Conditions
ConditionsYield
With 9-(2-methylphenyl)-1,3,6,8-tetramethoxythioxanthylium trifluoromethanesulfonate In nitromethane at 20℃; for 2h; Irradiation; regioselective reaction;98%
xanth-9-one
90-47-1

xanth-9-one

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

(E)-9-(3-(4-methoxyphenyl)allylidene)-9H-xanthene

(E)-9-(3-(4-methoxyphenyl)allylidene)-9H-xanthene

Conditions
ConditionsYield
With tris(trimethylsilyl)amine; tetramethylammonium fluoride at 60℃; for 5h; Inert atmosphere; Sealed tube; Glovebox;98%
4-methoxy-phenol
150-76-5

4-methoxy-phenol

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

(+/-)-trans-2-(4-methoxyphenyl)-2,3-dihydro-5-methoxy-3-methylbenzofuran
139016-13-0

(+/-)-trans-2-(4-methoxyphenyl)-2,3-dihydro-5-methoxy-3-methylbenzofuran

Conditions
ConditionsYield
With ammonium peroxydisulfate In nitromethane for 22h; Catalytic behavior; Solvent; Reagent/catalyst; Irradiation; Inert atmosphere;97%
With ammonium peroxydisulfate; tris(2,2′-bipyrazine-N1,N1′)ruthenium(II) hexafluorophosphate In acetonitrile for 27h; Irradiation; Schlenk technique;88%
With lithium perchlorate; acetic acid In acetonitrile for 2h; Ambient temperature; electrolysis, platinum electrodes;80%
formaldehyd
50-00-0

formaldehyd

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

4-p-methoxyphenyl-5-methyl-1,3-dioxane
5689-72-5

4-p-methoxyphenyl-5-methyl-1,3-dioxane

Conditions
ConditionsYield
resine C35O; hydrogen cation In benzene at 60℃; for 12h;97%
5-(benzyloxy)-[1,1'-biphenyl]-2-ol
1416734-90-1

5-(benzyloxy)-[1,1'-biphenyl]-2-ol

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

C29H26O3

C29H26O3

Conditions
ConditionsYield
With ammonium peroxydisulfate; tris(2,2′-bipyrazine-N1,N1′)ruthenium(II) hexafluorophosphate In acetonitrile for 30h; Irradiation; Schlenk technique;97%
4-(benzyloxy)-2-(tert-butyl)phenol
3421-95-2

4-(benzyloxy)-2-(tert-butyl)phenol

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

C27H30O3

C27H30O3

Conditions
ConditionsYield
With ammonium peroxydisulfate; tris(2,2′-bipyrazine-N1,N1′)ruthenium(II) hexafluorophosphate In acetonitrile for 30h; Irradiation; Schlenk technique;97%
7-methyl-3-methene-1,6-octadiene
123-35-3

7-methyl-3-methene-1,6-octadiene

E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

(±)-(1S,2S)-4'-methoxy-2-methyl-4-(4-methylpent-3-en-1-yl)-1,2,3,6-tetrahydro-1,1'-biphenyl

(±)-(1S,2S)-4'-methoxy-2-methyl-4-(4-methylpent-3-en-1-yl)-1,2,3,6-tetrahydro-1,1'-biphenyl

Conditions
ConditionsYield
With iron perchlorate hexahydrate In acetonitrile at 20℃; for 24h; Diels-Alder Cycloaddition; regioselective reaction;97%
With C26H18N10Ru(2+)*2C32H12BF24(1-) In dichloromethane for 1.5h; Diels-Alder Cycloaddition; Irradiation;88%
With 9-(2-trifluoromethylphenyl)-1,3,6,8-tetramethoxythioxanthylium trifluoromethanesulfonate In nitromethane at 20℃; for 1h; Diels-Alder Cycloaddition; UV-irradiation;84%
With iron(III) chloride In dichloromethane; acetonitrile at 0℃; for 3h;76%

trans-Anethole Consensus Reports

Reported in EPA TSCA Inventory.

trans-Anethole Specification

1. Introduction of Trans-Anethole
Trans-Anethole, with the CAS registry number 4180-23-8, is also known as Anisole, p-propenyl-, (E)-. Its EINECS registry number is 224-052-0. This chemical's molecular formula is C10H12O and molecular weight is 148.20168. Its IUPAC name is called 1-methoxy-4-[(E)-prop-1-enyl]benzene. This chemical's classification codes are Drug / Therapeutic Agent; Mutation Data; Pharmaceutic aid [flavor]; Reproductive Effect; Tumor Data. Meanwhile, the product should be sealed and stored in cool and dry place.

2. Properties of Trans-Anethole
Physical properties of trans-Anethole: (1)ACD/LogP: 3.17; (2)ACD/LogD (pH 5.5): 3.17; (3)ACD/LogD (pH 7.4): 3.17; (4)ACD/BCF (pH 5.5): 150.59; (5)ACD/BCF (pH 7.4): 150.59; (6)ACD/KOC (pH 5.5): 1260.3; (7)ACD/KOC (pH 7.4): 1260.3; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.545; (11)Molar Refractivity: 48.82 cm3; (12)Molar Volume: 154.4 cm3; (13)Surface Tension: 31.8 dyne/cm; (14)Density: 0.959 g/cm3; (15)Flash Point: 88.4 °C; (16)Enthalpy of Vaporization: 45.51 kJ/mol; (17)Boiling Point: 237.5 °C at 760 mmHg; (18)Vapour Pressure: 0.0687 mmHg at 25°C.

3. Structure Descriptors of Trans-Anethole
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC=CC1=CC=C(C=C1)OC
(2)Isomeric SMILES: C/C=C/C1=CC=C(C=C1)OC
(3)InChI: InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3/b4-3+
(4)InChIKey: RUVINXPYWBROJD-ONEGZZNKSA-N

4. Toxicity of Trans-Anethole

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 2167mg/kg (2167mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.
mouse LD50 intraperitoneal 650mg/kg (650mg/kg)   Therapie. Vol. 22, Pg. 309, 1967.
mouse LD50 oral 3050mg/kg (3050mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: COMA		 Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.
rat LD50 intraperitoneal 900mg/kg (900mg/kg)   Therapie. Vol. 22, Pg. 309, 1967.
rat LD50 oral 2090mg/kg (2090mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: COMA		 Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.

5. Preparation of Trans-Anethole
Trans-Anethole can be prepared by trans-p-Methoxystyrylmethylsulfid and methylmagnesium bromide. This reaction will need catalyst <(C6H5)3P>2NiCl2 and solvents benzene, diethyl ether. The yield is about 60%.

trans-Anethole can be prepared by trans-p-Methoxystyrylmethylsulfid and methylmagnesium bromide

6. Use of Trans-Anethole
Trans-Anethole can be used to produce 3t-(4-methoxy-phenyl)-propenal at temperature of 50 - 60 °C. This reaction will need reagent SeO2.

trans-Anethole can be used to produce 3t-(4-methoxy-phenyl)-propenal

7. Other details of Trans-Anethole
When you are using Trans-Anethole, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. In addition, it may cause sensitisation by skin contact. Whenever you will contact it, please wear suitable protective clothing and gloves.

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View