Elemicin supplier | CasNO.487-11-6

Name
Elemicin
EINECS 207-649-0
CAS No. 487-11-6
Article Data21
CAS DataBase
Density 1.011 g/cm³
Solubility
Melting Point
Formula C₁₂H₁₆O₃
Boiling Point 279.8 °C at 760 mmHg
Molecular Weight 208.257
Flash Point 92.6 °C
Transport Information
Appearance Colorless oil-like liquid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Benzene,1,2,3-trimethoxy-5-(2-propenyl)- (9CI);Benzene, 5-allyl-1,2,3-trimethoxy-(8CI);Elemicin (6CI);1,2,3-Trimethoxy-5-(2-propenyl)benzene;1-(3,4,5-Trimethoxyphenyl)-2-propene;1-Allyl-3,4,5-trimethoxybenzene;3,4,5-Trimethoxyallylbenzene;4-Allyl-1,2,6-trimethoxybenzene;5-(Prop-2-enyl)-1,2,3-trimethoxybenzene;5-Allyl-1,2,3-trimethoxybenzene;NSC16704;
PSA 27.69000
LogP 2.44090

Synthetic route

: 6627-88-9
4-allyl-2,6-dimethoxyphenol

: 74-88-4
methyl iodide

: 487-11-6
elemicin

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃; for 24h;	96%
With potassium carbonate
With potassium carbonate In acetone for 6h; Heating;

: 5-allyl-2,3-dimethoxyphenol

: 74-88-4
methyl iodide

: 487-11-6
elemicin

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; for 16h;	95%

: 6627-88-9
4-allyl-2,6-dimethoxyphenol

: 77-78-1
dimethyl sulfate

: 487-11-6
elemicin

Conditions

Conditions	Yield
With potassium hydroxide for 4.5h;	93%
With sodium hydroxide

: 106-95-6
allyl bromide

: 182163-96-8
3,4,5-trimethoxyphenylboronic Acid

: 487-11-6
elemicin

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate In toluene at 110℃; for 15h; Suzuki-Miyaura coupling; Inert atmosphere;	89%

: 591-87-7
Allyl acetate

: 2675-79-8
1-bromo-3,4,5-trimethoxybenzene

: 487-11-6
elemicin

Conditions

Conditions	Yield
With pyridine; nickel(II) iodide; 4-chloro-2-(4,5-dihydro-1H-imidazol-2-yl)pyridine; tetrabutylammomium bromide; magnesium chloride; zinc In N,N-dimethyl acetamide at 60℃; for 12h; Reagent/catalyst; Temperature; Schlenk technique; Inert atmosphere; regioselective reaction;	87%
With pyridine; nickel(II) iodide; tetrabutylammomium bromide; 4,4'-di-tert-butyl-2,2'-bipyridine; magnesium chloride; zinc In N,N-dimethyl acetamide at 60℃; for 12h; Inert atmosphere;	79%

: 2675-79-8
1-bromo-3,4,5-trimethoxybenzene

: 72824-04-5
2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 487-11-6
elemicin

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); cesium fluoride In tetrahydrofuran at 85℃; for 24h; Suzuki-Miyaura coupling; Inert atmosphere;	75%

: 2675-80-1
1,2,3-trimethoxy-5-chlorobenzene

: 762-72-1
allyl-trimethyl-silane

: 487-11-6
elemicin

Conditions

Conditions	Yield
In water; acetonitrile for 36h; Irradiation;	54%

: 4055-72-5
5-Hydroxyeugenol

: 77-78-1
dimethyl sulfate

: 487-11-6
elemicin

Conditions

Conditions	Yield
With potassium carbonate; acetone
With potassium carbonate In acetone for 6h; Reflux;

: 5438-54-0
1,3-dimethoxy-2-[(prop-2-en-1-yl)oxy]benzene

: 74-88-4
methyl iodide

: 487-11-6
elemicin

Conditions

Conditions	Yield
(i) (heating), (ii) KOH, EtOH, (iii) /BRN= 969135/; Multistep reaction;

: 77-78-1
dimethyl sulfate

sodium-<2.6-dimethoxy-4-allyl-phenolate>: sodium-<2.6-dimethoxy-4-allyl-phenolate>

: 487-11-6
elemicin

Conditions

Conditions	Yield
With toluene; calcium carbonate Erhitzen auf Siedetemperatur;

: 24313-88-0
3,4,5-Trimethoxyaniline

: 487-11-6
elemicin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 54 percent / acetonitrile; H2O / 36 h / Irradiation View Scheme

: 91-10-1
1,3-dimethoxy-2-hydroxy-benzene

: 487-11-6
elemicin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 94 percent / K2CO3 / acetone / 24 h / 20 °C 2: 92 percent / 2 h / 200 °C 3: 96 percent / K2CO3 / acetone / 24 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1: K2CO3 / acetone 2: 2 h / 200 °C 3: K2CO3 View Scheme
Multi-step reaction with 3 steps 1: K2CO3; acetone 2: 220 °C 3: NaOH-solution View Scheme

: 5438-54-0
1,3-dimethoxy-2-[(prop-2-en-1-yl)oxy]benzene

: 487-11-6
elemicin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 92 percent / 2 h / 200 °C 2: 96 percent / K2CO3 / acetone / 24 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: 2 h / 200 °C 2: K2CO3 View Scheme
Multi-step reaction with 2 steps 1: 220 °C 2: NaOH-solution View Scheme

: 97-53-0
4-allylguaiacol

: 487-11-6
elemicin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 2: alkaline aqueous H2O2 3: K2CO3; acetone View Scheme
Multi-step reaction with 3 steps 1: hexan-1-amine / 6 h / Heating 2: dihydrogen peroxide; pyridine; sodium hydroxide / water / 1.5 h / 20 °C 3: potassium carbonate / acetone / 6 h / Reflux View Scheme

: 22934-51-6
5-allyl-2-hydroxy-3-methoxybenzaldehyde

: 487-11-6
elemicin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: alkaline aqueous H2O2 2: K2CO3; acetone View Scheme

: 214360-67-5
2-(3,4,5-trimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 107-05-1
3-chloroprop-1-ene

: 487-11-6
elemicin

Conditions

Conditions	Yield
Stage #1: 4,4,5,5-tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane; 3-chloroprop-1-ene With bis(dibenzylideneacetone)-palladium(0) In methanol at 20℃; for 0.166667h; Inert atmosphere; Glovebox; Stage #2: With potassium fluoride In methanol at 20℃; for 24h; Inert atmosphere; Glovebox;	140 mg

: 634-36-6
1,2,3-trimethoxybenzene

: 487-11-6
elemicin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / tetrahydrofuran / 18 h / 80 °C / Inert atmosphere; Glovebox 2.1: bis(dibenzylideneacetone)-palladium(0) / methanol / 0.17 h / 20 °C / Inert atmosphere; Glovebox 2.2: 24 h / 20 °C / Inert atmosphere; Glovebox View Scheme

: 2675-79-8
1-bromo-3,4,5-trimethoxybenzene

: 24850-33-7
allyltributylstanane

: 487-11-6
elemicin

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane at 80℃; Stille Cross Coupling;

: 5150-42-5
2,3-dimethoxyphenol

: 487-11-6
elemicin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: [bis(acetoxy)iodo]benzene / 0 - 20 °C 2: titanium tetrachloride / toluene; dichloromethane / 0.5 h / 0 °C 3: potassium carbonate / acetonitrile / 16 h / 20 °C View Scheme

: 5-allyl-1,2,3-trihydroxybenzene

: 74-88-4
methyl iodide

: 487-11-6
elemicin

Conditions

Conditions	Yield
With silver(l) oxide

: 487-11-6
elemicin

: 487-12-7, 5273-84-7, 5273-85-8
isoelemicin

Conditions

Conditions	Yield
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%
With (μ-Cl)2Ni2(1,3-bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene)2 In chlorobenzene at 20℃; for 3h;	90%
With potassium hydroxide In ethanol
With Grotjahn’s catalyst In [(2)H6]acetone at 20℃; for 0.333333h; Reagent/catalyst; Temperature; Gas phase; Inert atmosphere; diastereoselective reaction;	98 %Spectr.

: 487-11-6
elemicin

: C12H13NO4

: (E)-3-methyl-3-(4-nitrophenyl)-6-(3,4,5-trimethoxyphenyl)hex-5-en-2-one

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; triphenylphosphine; tert-butyl alcohol In tetrahydrofuran at 80℃; for 22h; Schlenk technique; Inert atmosphere;	90%

: 487-11-6
elemicin

: 69843-08-9
1-(1,1,1-trifluoroprop-2-en-2-yl)-4-methoxybenzene

: 5-(6,6-difluoro-5-(4-methoxyphenyl)hex-5-en-3-yl)-1,2,3-trimethoxybenzene

Conditions

Conditions	Yield
With 6,6'-dimethyl-2,2'-bipyridine; nickel(II) bromide trihydrate; Triethoxysilane; tetrabutylammomium bromide; lithium fluoride; triphenylphosphine In N,N-dimethyl acetamide at 60℃; for 24h; Inert atmosphere; Sealed tube; chemoselective reaction;	86%

: 487-11-6
elemicin

: 34346-90-2
3-(3',4',5'-trimethoxyphenyl)-prop-2-en-1-al

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water Ambient temperature;	80%

: 487-11-6
elemicin

: 1373139-34-4
C12H16O6

Conditions

Conditions	Yield
With ozone	80%

: 487-11-6
elemicin

: 86-81-7
3,4,5-trimethoxy-benzaldehyde

Conditions

Conditions	Yield
With iron(III) chloride; tetramethyldisiloxane In ethanol at 20℃; for 24h;	78%
Multi-step reaction with 2 steps 1: tetrabutylammomium bromide; potassium hydroxide / 0.67 h / 100 °C / Neat (no solvent) 2: pyridine; ozone / methanol; chloroform / -15 °C View Scheme
Stage #1: elemicin With tetrabutylammomium bromide; potassium hydroxide at 100℃; for 0.666667h; Stage #2: With pyridine; ozone In methanol; chloroform at -15℃;
Stage #1: elemicin With potassium hydroxide at 100℃; for 0.666667h; Stage #2: With ozone In pyridine; methanol; chloroform at 15℃;

: 75-91-2
tert.-butylhydroperoxide

: 487-11-6
elemicin

: 2926-29-6
Langlois reagent

: C17H25F3O5

Conditions

Conditions	Yield
With potassium phosphate; cobalt(II) diacetate tetrahydrate In water; acetonitrile at 75℃; Schlenk technique; Inert atmosphere;	78%

...Expand

: 487-11-6
elemicin

A: 71277-13-9, 34346-90-2, 71277-12-8
3,4,5-trimethoxycinnamaldehyde

B: 4,5-Dichloro-3-hydroxy-6-[(E)-3-(3,4,5-trimethoxy-phenyl)-allyloxy]-phthalonitrile

C: 4,5-Dichloro-3,6-bis-[(E)-3-(3,4,5-trimethoxy-phenyl)-allyloxy]-phthalonitrile

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water Ambient temperature;	A 71% B n/a C n/a

...Expand

: 487-11-6
elemicin

: 121637-68-1
1-(3,4,5-trimethoxyphenyl)-2-bromopropane

Conditions

Conditions	Yield
With hydrogen bromide In acetic acid at 0℃; for 3h;	70%

: 6479-18-1
1-methyl-2(1H)-quinoxalinone

: 487-11-6
elemicin

: 2926-29-6
Langlois reagent

: 1-methyl-3-(4,4,4-trifluoro-1-(3,4,5-trimethoxyphenyl)-butan-2-yl)quinoxalin-2(1H)-one

Conditions

Conditions	Yield
With dipotassium peroxodisulfate In water; acetonitrile at 80℃; for 24h; Sealed tube;	70%
With dipotassium peroxodisulfate In water; acetonitrile at 80℃; for 24h;	70%

...Expand

: 487-11-6
elemicin

: 2926-29-6
Langlois reagent

: 5-(2-azido-4,4,4-trifluorobutyl)-1,2,3-trimethoxybenzene

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; trimethylsilylazide; manganese(III) triacetate dihydrate In water; acetonitrile at 45℃; Schlenk technique; Inert atmosphere;	64%
With tert.-butylhydroperoxide; trimethylsilylazide; manganese(III) triacetate dihydrate In water; acetonitrile at 45℃; for 12h; Inert atmosphere;	64%

: 487-11-6
elemicin

: 97-93-8
triethylaluminum

: 2-[(3,4,5-trimethoxyphenyl)methyl]butane-1,4-diol

Conditions

Conditions	Yield
Stage #1: elemicin; triethylaluminum With zirconocene dichloride In toluene at 22℃; Inert atmosphere; Stage #2: With oxygen at 0℃; for 2h;	60%

: 487-11-6
elemicin

: 1278455-80-3
α-allyl,α-methyl nitroacetone

: (E)-1,2,3-trimethoxy-5-(4-methyl-4-nitrohepta-1,6-dien-1-yl)-benzene

Conditions

Conditions	Yield
With water; palladium diacetate; caesium carbonate; triphenylphosphine; tert-butyl alcohol In dichloromethane; 1,2-dichloro-ethane at 80℃; for 22h; Schlenk technique; Inert atmosphere;	57%

: 487-11-6
elemicin

: 93-61-8
N-methyl-N-phenylformamide

: 71687-96-2
3,4-dihydro-6,7,8-trimethoxy-2-naphthalenecarboxaldehyde

Conditions

Conditions	Yield
With trichlorophosphate other methoxyallylbenzenes;	56%
With trichlorophosphate 1) 10 deg C, 45 min 2) r.t., 24 h; Yield given. Multistep reaction;
With trichlorophosphate 1) chlorobenzene, 2 h, 0 deg C, 2) chlorobenzene, 80 h, r.t.; Yield given. Multistep reaction;

: 487-11-6
elemicin

: 1670-14-0
benzamidine monohydrochloride

: 2-phenyl-4-(3,4,5-trimethoxyphenyl)pyrimidine

Conditions

Conditions	Yield
With oxygen; caesium carbonate In dimethyl sulfoxide at 120℃; under 760.051 Torr; for 24h;	56%

: 487-11-6
elemicin

: 62-53-3
aniline

: 2-(3,4,5-trimethoxyphenyl)quinoline

Conditions

Conditions	Yield
With water; oxygen; palladium diacetate; toluene-4-sulfonic acid In dimethyl sulfoxide at 110℃; under 760.051 Torr; for 24h;	55%

: 487-11-6
elemicin

: 343962-18-5
5-iodo-2-methoxytropone

: 1616515-30-0
C20H22O5

Conditions

Conditions	Yield
With palladium diacetate; triphenylphosphine; silver carbonate In tetrahydrofuran Heck Reaction;	50%

: 487-11-6
elemicin

: 54306-10-4, 140385-37-1
3-(3',4',5'-trimethoxyphenyl)-1,2-propanediol

Conditions

Conditions	Yield
With potassium permanganate In ethanol; water for 0.05h;	20%
With potassium permanganate

: 487-11-6
elemicin

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

A: 71687-96-2
3,4-dihydro-6,7,8-trimethoxy-2-naphthalenecarboxaldehyde

B: 83923-94-8
6-allyl-2,3,4-trimethoxybenzaldehyde

Conditions

Conditions	Yield
With trichlorophosphate In dichloromethane for 120h; Ambient temperature;	A 17% B 16.7%

...Expand

: 487-11-6
elemicin

: 38451-63-7
4,4a-dihydro-1,5,5,6,9,9-hexamethoxy-3,8a-bis(2-propenyl)-1,4-ethanonaphthalene-6,10(4H)-dione

A: 6627-88-9
4-allyl-2,6-dimethoxyphenol

: 78660-19-2, 78660-20-5
demethylisoheterotropanone

: 70280-34-1, 70287-69-3
isoheterotropanone

: 70280-34-1, 70287-69-3
heterotropanone

Conditions

Conditions	Yield
at 175 - 180℃; for 1.5h; Further byproducts given;	A 3% B 2% C 13% D 14%

...Expand

: 487-11-6
elemicin

: 38451-63-7
4,4a-dihydro-1,5,5,6,9,9-hexamethoxy-3,8a-bis(2-propenyl)-1,4-ethanonaphthalene-6,10(4H)-dione

A: 6627-88-9
4-allyl-2,6-dimethoxyphenol

: 78660-19-2, 78660-20-5
demethylheterotropanone

: 70280-34-1, 70287-69-3
isoheterotropanone

: 70280-34-1, 70287-69-3
heterotropanone

Conditions

Conditions	Yield
at 175 - 180℃; for 1.5h; Further byproducts given;	A 3% B 2% C 13% D 14%

...Expand

: 487-11-6
elemicin

: 41395-10-2
1,3-dimethoxy-5-propylbenzene

Conditions

Conditions	Yield
With ethanol; sodium

: 487-11-6
elemicin

: 5320-31-0
3,4,5-trimethoxyphenylacetaldehyde

Conditions

Conditions	Yield
With oxygen; ozone; ethyl acetate at -15℃; und anschliessende Hydrierung an Palladium/Calciumcarbonat unter Kuehlung; Isolierung als Natriumhydrogensulfit-Addukt;
With water; ozone; benzene
Multi-step reaction with 2 steps 1: KMnO4 2: HIO4; H2O View Scheme

Elemicin Specification

The Elemicin, with the CAS registry number 487-11-6, is also known as 5-Allyl-1,2,3-trimethoxybenzene. Its molecular formula is C₁₂H₁₆O₃ and its molecular weight is 208.2536. Additionally, its IUPAC is 1,2,3-trimethoxy-5-prop-2-enylbenzene. The classification code of this chemical is Mutation data.

Other characteristics of the Elemicin can be summarised as followings: (1)ACD/LogP: 2.68; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.68; (4)ACD/LogD (pH 7.4): 2.68; (5)ACD/BCF (pH 5.5): 63.54; (6)ACD/BCF (pH 7.4): 63.54; (7)ACD/KOC (pH 5.5): 679.55; (8)ACD/KOC (pH 7.4): 679.55; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 27.69 Å²; (13)Index of Refraction: 1.496; (14)Molar Refractivity: 60.19 cm³; (15)Molar Volume: 205.8 cm³; (16)Polarizability: 23.86×10^-24cm³; (17)Surface Tension: 30.2 dyne/cm; (18)Density: 1.011 g/cm³; (19)Flash Point: 92.6 °C; (20)Enthalpy of Vaporization: 49.77 kJ/mol; (21)Boiling Point: 279.8 °C at 760 mmHg; (22)Vapour Pressure: 0.00666 mmHg at 25°C.

Uses of the Elemicin: It could react with N-methyl-N-phenyl-formamide to obtain the 6,7,8-Trimethoxy-3,4-dihydro-2-naphthalincarbaldehyd. This reaction needs the reagent of POCl_3. The yield is 56 %. In addition, this reaction needs the other methoxyallylbenzenes.

The Elemicin could react with N-methyl-N-phenyl-formamide to obtain the 6,7,8-Trimethoxy-3,4-dihydro-2-naphthalincarbaldehyd

You can still convert the following datas into molecular structure:
(1)SMILES: O(c1cc(cc(OC)c1OC)C\C=C)C
(2)InChI: InChI=1/C12H16O3/c1-5-6-9-7-10(13-2)12(15-4)11(8-9)14-3/h5,7-8H,1,6H2,2-4H3
(3)InChIKey: BPLQKQKXWHCZSS-UHFFFAOYAD
(4)Std. InChI: InChI=1S/C12H16O3/c1-5-6-9-7-10(13-2)12(15-4)11(8-9)14-3/h5,7-8H,1,6H2,2-4H3
(5)Std. InChIKey: BPLQKQKXWHCZSS-UHFFFAOYSA-N

Product Name

Elemicin

Synthetic route

Elemicin Specification

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