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inquiry(E)-3,7-dimethylocta-1,3,6-triene CAS:3779-61-1 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality
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inquiryAnsciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali
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inquiryfactory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin
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inquiryGood Quality Package:1kg/bag Application:Medical or chemical Transportation:Air/Train/Sea Port:Shenzhen
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1,3,6-Octatriene,3,7-dimethyl-, (3E)-Appearance:Off white to slight yellow solid Storage:Store in dry and cool condition Package:25kg or according to cutomer's demand Application:Chemical research/Pharmaceutical intermediates Transportation:By Sea,by
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1,3,6-Octatriene,3,7-dimethyl-, (3E)-Appearance:Off white to slight yellow solid Storage:Stored in shaded, cool and dry places Package:1L 5L 10L 25L bottle Application:pharma intermediate Transportation:Handle with cares to avoid damaging the package
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inquiry2-methyl-4-(3-methyl-3-sulfolen-2-yl)-2-butene
trans ocimene
Conditions | Yield |
---|---|
In pyridine at 125℃; for 7h; | 85% |
(E)-3-methyl-5-bromopenta-1,3-diene
2-methylpropen-1-ylmagnesium bromide
trans ocimene
Conditions | Yield |
---|---|
With dilithium tetrachlorocuprate In tetrahydrofuran; 1,2-dimethoxyethane at 0 - 20℃; for 18.75h; Grignard reaction; optical yield given as %de; | 68% |
Geraniol
A
3,7-dimethylocta-1,6-dien-3-ol
B
(Z)-ocimene
C
trans ocimene
Conditions | Yield |
---|---|
With germacrene A synthase from Nostoc sp. PCC7120 (NS1) In terpene synthase buffer at 25℃; for 18h; Enzymatic reaction; | A 66% B 25% C 9% |
Conditions | Yield |
---|---|
With sesquiterpene synthases Cop4 from Coprinus cinereus In terpene synthase buffer at 25℃; for 18h; Enzymatic reaction; | A 61% B 9.1% C 23.7% |
A
7-methyl-3-methene-1,6-octadiene
B
(Z)-ocimene
C
trans ocimene
D
3,5,7-trimethyltropolone
Conditions | Yield |
---|---|
at 180℃; pyrolysis; | A 30% B 8% C 49% D n/a |
at 140℃; pyrolysis; | A 23% B 12% C 36% D n/a |
Geraniol
A
3,7-dimethylocta-1,6-dien-3-ol
B
(Z)-ocimene
C
trans ocimene
D
limonene.
Conditions | Yield |
---|---|
With sesquiterpene synthases Cop6 from Coprinus cinereus In terpene synthase buffer at 25℃; for 18h; Enzymatic reaction; | A 34.6% B 9.2% C 7.11% D 45% |
Conditions | Yield |
---|---|
at 140℃; | A 29% B 9% C 27% |
at 140℃; pyrolysis; | A 29% B 9% C 27% |
Geraniol
A
7-methyl-3-methene-1,6-octadiene
B
(Z)-ocimene
C
trans ocimene
D
Terpinolene
E
limonene.
Conditions | Yield |
---|---|
With tin(ll) chloride In dimethyl sulfoxide at 139.84℃; for 2h; | A 27% B 24% C 17% D 10% E 22% |
Conditions | Yield |
---|---|
at 180℃; for 15h; Further byproducts given; | A 15% B 6% C 19% D n/a |
at 180℃; for 0.25h; pyrolysis; Further byproducts given; | A 15% B 6% C 19% D n/a |
at 180℃; for 15h; pyrolysis; Further byproducts given; | A 15 % Chromat. B 6 % Chromat. C 19 % Chromat. D n/a |
3,7-dimethyl-2E,6-octadien-1-yl acetate
A
7-methyl-3-methene-1,6-octadiene
B
(Z)-ocimene
C
trans ocimene
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran for 48h; Product distribution; Ambient temperature; other dienylacetate, var. basic reagents; | A 41 % Chromat. B n/a C n/a |
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 16h; Inert atmosphere; |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); 2-Propynylzinc bromide In tetrahydrofuran for 3h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
TERPINEN-4-OL
A
(Z)-ocimene
B
trans ocimene
C
4-methylisopropylbenzene
D
(+/-)-4-isopropyl-1-methyl-3-cyclohexen-1-ol
E
4-methyl-1-propan-2-yl-7-oxabicyclo[2.2.1]heptane
Conditions | Yield |
---|---|
With abietic acid In water at 100℃; Product distribution; sealed tube; | A n/a B n/a C 25 % Chromat. D 24 % Chromat. E 11 % Chromat. F 17 % Chromat. |
(2E)-1-iodo-3,7-dimethylocta-2,6-diene
A
7-methyl-3-methene-1,6-octadiene
B
(Z)-ocimene
C
trans ocimene
D
limonene.
Conditions | Yield |
---|---|
With triethylamine In hexane at 25℃; for 6h; Irradiation; Yield given. Yields of byproduct given; | |
With triethylamine In hexane at 25℃; for 6h; Product distribution; Irradiation; |
neryl iodide
A
7-methyl-3-methene-1,6-octadiene
B
(Z)-ocimene
C
trans ocimene
D
Terpinolene
E
limonene.
Conditions | Yield |
---|---|
With triethylamine In hexane at 25℃; for 6h; Product distribution; Irradiation; | |
With triethylamine In tetrahydrofuran at 50℃; for 2h; Product distribution; Irradiation; also in the presence of CuCl; similar product distribution by photoirradiation of geranyl iodide; |
neryl iodide
A
7-methyl-3-methene-1,6-octadiene
B
trans ocimene
C
Terpinolene
D
limonene.
Conditions | Yield |
---|---|
With triethylamine In hexane at 25℃; for 6h; Irradiation; Yield given. Yields of byproduct given; |
Conditions | Yield |
---|---|
Pd(0)-bis(diphenylphosphino)ethane In N,N-dimethyl-formamide at 120℃; for 5h; Yield given. Yields of byproduct given; |
Conditions | Yield |
---|---|
Pd(0)-bis(diphenylphosphino)ethane In N,N-dimethyl-formamide at 120℃; for 5h; Yield given. Yields of byproduct given; |
linalool acetate
A
7-methyl-3-methene-1,6-octadiene
B
(Z)-ocimene
C
trans ocimene
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran Product distribution; Mechanism; other allylic acetates; var. solv.; also in presence var. bases and organometallic reagents; kinetic isotope effect; |
Geraniol
A
3,7-dimethylocta-1,6-dien-3-ol
B
7-methyl-3-methene-1,6-octadiene
C
trans ocimene
D
terpineol
Conditions | Yield |
---|---|
With sulfuric acid; potassium tartrate In ethanol at 50℃; for 4h; pH=3; Product distribution; Further Variations:; pH-values; Reaction partners; Reagents; Temperatures; Hydrolysis; |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 82 percent 2: NaI / acetone / 1 h / 0 - 2 °C 3: triethylamine / hexane / 6 h / 25 °C / Irradiation View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 86 percent 2: NaI / acetone / 1 h / 0 - 2 °C 3: triethylamine / hexane / 6 h / 25 °C / Irradiation View Scheme |
neryl chloride
trans ocimene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaI / acetone / 1 h / 0 - 2 °C 2: triethylamine / hexane / 6 h / 25 °C / Irradiation View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaI / acetone / 1 h / 0 - 2 °C 2: triethylamine / hexane / 6 h / 25 °C / Irradiation View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 2: 82 percent 3: NaI / acetone / 1 h / 0 - 2 °C 4: triethylamine / hexane / 6 h / 25 °C / Irradiation View Scheme | |
Multi-step reaction with 4 steps 2: 86 percent 3: NaI / acetone / 1 h / 0 - 2 °C 4: triethylamine / hexane / 6 h / 25 °C / Irradiation View Scheme |
Conditions | Yield |
---|---|
at 336.84℃; Kinetics; Mechanism; Temperature; |
ethyl (E)-3-formyl-2-butenoate
trans ocimene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C 1.2: -78 - 20 °C 2.1: lithium aluminium tetrahydride / diethyl ether / 1 h / Inert atmosphere; Reflux 3.1: phosphorus tribromide / diethyl ether / 1 h / 0 °C / Inert atmosphere 4.1: dilithium tetrachlorocuprate / tetrahydrofuran; 1,2-dimethoxyethane / 18.75 h / 0 - 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: phosphorus tribromide / diethyl ether / 1 h / 0 °C / Inert atmosphere 2: dilithium tetrachlorocuprate / tetrahydrofuran; 1,2-dimethoxyethane / 18.75 h / 0 - 20 °C View Scheme |
methyl-3 pentadiene-2,4 oate d'ethyle E
trans ocimene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: lithium aluminium tetrahydride / diethyl ether / 1 h / Inert atmosphere; Reflux 2: phosphorus tribromide / diethyl ether / 1 h / 0 °C / Inert atmosphere 3: dilithium tetrachlorocuprate / tetrahydrofuran; 1,2-dimethoxyethane / 18.75 h / 0 - 20 °C View Scheme |
geranyl diphosphate
A
p-mentha-1,5-diene
B
7-methyl-3-methene-1,6-octadiene
C
(Z)-ocimene
D
trans ocimene
E
Terpinolene
F
limonene.
Conditions | Yield |
---|---|
With recombinant (+)-cadinene synthase from Gossypium arboreum; magnesium chloride; D,L-dithiothreitol In pentane at 25℃; for 24h; pH=7.5; HEPES buffer; Enzymatic reaction; |
trans ocimene
(E)-1-(3-chlorophenyl)-3-phenylprop-2-en-1-one
Conditions | Yield |
---|---|
With aluminum tri-bromide In toluene at 28℃; for 3h; Diels-Alder Cycloaddition; Inert atmosphere; diastereoselective reaction; | 74% |
Conditions | Yield |
---|---|
With aluminum tri-bromide In toluene at 28℃; for 24h; Reagent/catalyst; Temperature; Diels-Alder Cycloaddition; Inert atmosphere; diastereoselective reaction; | 72% |
trans ocimene
(+/-)-12-hydroxy-9(10->20)-5aH-abeo-abieta-1(10),8(9),12(13)-triene-11,14-dione
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In toluene at 0 - 50℃; for 11.5h; Inert atmosphere; | 71% |
Conditions | Yield |
---|---|
With aluminum tri-bromide In dichloromethane at 28℃; for 3h; Diels-Alder Cycloaddition; Inert atmosphere; diastereoselective reaction; | 71% |
trans ocimene
N-methoxy-N-methylcinnamamide
Conditions | Yield |
---|---|
In neat (no solvent) at 140℃; for 72h; Diels-Alder Cycloaddition; Inert atmosphere; Sealed tube; regioselective reaction; | 70% |
trans ocimene
(E)-1-(4-chlorophenyl)-3-phenyl-2-propen-1-one
Conditions | Yield |
---|---|
With aluminum tri-bromide In toluene at 28℃; for 3h; Diels-Alder Cycloaddition; Inert atmosphere; diastereoselective reaction; | 70% |
trans ocimene
4-chlorochalcone
Conditions | Yield |
---|---|
With aluminum tri-bromide In toluene at 28℃; for 3h; Diels-Alder Cycloaddition; Inert atmosphere; diastereoselective reaction; | 69% |
trans ocimene
pinacol vinylboronate
Conditions | Yield |
---|---|
With (η6-naphthalene)(η4-1,5-cyclooctadiene)ruthenium(0) In benzene at 30℃; for 1h; Inert atmosphere; Schlenk technique; | 67% |
trans ocimene
Conditions | Yield |
---|---|
With aluminum tri-bromide In toluene at 28℃; for 3h; Diels-Alder Cycloaddition; Inert atmosphere; diastereoselective reaction; | 64% |
trans ocimene
(E)-1-(4-methylphenyl)-3-phenyl-2-propen-1-one
Conditions | Yield |
---|---|
With aluminum tri-bromide In toluene at 28℃; for 3h; Diels-Alder Cycloaddition; Inert atmosphere; diastereoselective reaction; | 62% |
trans ocimene
(2E)-3-(4-bromophenyl)-1-phenylprop-2-en-1-one
Conditions | Yield |
---|---|
With aluminum tri-bromide In toluene at 28℃; for 3h; Diels-Alder Cycloaddition; Inert atmosphere; diastereoselective reaction; | 62% |
trans ocimene
(+)-perovskone
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane at 0 - 50℃; for 11.5h; Inert atmosphere; | 57% |
trans ocimene
(E)-1-(4-bromophenyl)-3-phenylprop-2-en-1-one
Conditions | Yield |
---|---|
With aluminum tri-bromide In toluene at 28℃; for 3h; Diels-Alder Cycloaddition; Inert atmosphere; diastereoselective reaction; | 56% |
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 150℃; for 5h; Inert atmosphere; Sealed tube; | 55% |
In toluene at 150℃; for 5h; Inert atmosphere; Sealed tube; | 55% |
dichloro bis(acetonitrile) palladium(II)
trans ocimene
Conditions | Yield |
---|---|
With lithium acetate; acetic acid In N,N,N,N,N,N-hexamethylphosphoric triamide a soln. of (MeCN)2PdCl2 in HMPA followed by trans-ocimene was added under N2 to a soln. of LiOAc*2H2O in AcOH and HMPA (total HMPA:water=10/1 v/v), mixt. was stirred at room temp. for 8 h; reaction mixt. was extd. with benzene, ext. washed with water, dried over CaCl2, solvent was removed under reduced pressure, residue purified by column chromy. on SiO2 with 10/3 benzene-EtOAc; elem. anal.; | 54% |
Conditions | Yield |
---|---|
In toluene at 150℃; for 7h; Diels-Alder Cycloaddition; Inert atmosphere; Sealed tube; stereoselective reaction; | 54% |
Conditions | Yield |
---|---|
In toluene at 150℃; for 2h; Inert atmosphere; Sealed tube; | 52% |
In toluene at 150℃; for 2h; Inert atmosphere; Sealed tube; | 52% |
trans ocimene
(E)-1-(3-methoxyphenyl)-3-phenylprop-2-en-1-one
Conditions | Yield |
---|---|
With aluminum tri-bromide In dichloromethane at 28℃; for 6h; Diels-Alder Cycloaddition; Inert atmosphere; diastereoselective reaction; | 52% |
trans ocimene
(+/-)-12-hydroxy-9(10->20)-5aH-abeo-abieta-1(10),8(9),12(13)-triene-11,14-dione
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane at 0 - 50℃; for 8.5h; Inert atmosphere; | A 50% B 15% |
dichloro bis(acetonitrile) palladium(II)
trans ocimene
Conditions | Yield |
---|---|
With water In acetone trans-ocimene was added under N2 to a soln. of (MeCN)2PdCl2 in water and acetone (1:5 v/v), mixt. was stirred at -5°C for 8 h; reaction mixt. was extd. with benzene, ext. washed with water, dried over CaCl2, solvent was removed under reduced pressure, residue purified by column chromy. on SiO2 (eluent 5/1 benzene-EtOAc); elem. anals.; | A 26% B 49% |
With water In N,N,N,N,N,N-hexamethylphosphoric triamide trans-ocimene was added under N2 to a soln. of (MeCN)2PdCl2 in water and (Me2N)3PO (1:5 v/v), mixt. was stirred at -5°C for 8 h; reaction mixt. was extd. with benzene, ext. washed with water, dried over CaCl2, solvent was removed under reduced pressure, residue purified by column chromy. on SiO2 (eluent 5/1 benzene-EtOAc); elem. anals.; | A 37% B 12% |
With water In N,N-dimethyl-formamide trans-ocimene was added under N2 to a soln. of (MeCN)2PdCl2 in water and DMF (1:5 v/v), mixt. was stirred at -5°C for 8 h; reaction mixt. was extd. with benzene, ext. washed with water, dried over CaCl2, solvent was removed under reduced pressure, residue purified by column chromy. on SiO2 (eluent 5/1 benzene-EtOAc); elem. anals.; | A 30% B 35% |
(E)-3-phenylpropenal
trans ocimene
Conditions | Yield |
---|---|
In neat (no solvent) at 140℃; for 72h; Inert atmosphere; Sealed tube; | 45% |
trans ocimene
(E)-3-(4-methylphenyl)-1-phenyl-2-propen-1-one
Conditions | Yield |
---|---|
With aluminum tri-bromide In toluene at 28℃; for 3h; Diels-Alder Cycloaddition; Inert atmosphere; diastereoselective reaction; | 44% |
bis(acetonitrile)palladium(II) bromide
trans ocimene
Conditions | Yield |
---|---|
With water In N,N,N,N,N,N-hexamethylphosphoric triamide trans-ocimene was added under N2 to a soln. of (MeCN)2PdBr2 in water and (Me2N)3PO (1:10 v/v), mixt. was stirred at room temp. for 10 h; reaction mixt. was extd. with benzene, ext. washed with water, dried over CaCl2, solvent was removed under reduced pressure, residue purified by column chromy. on SiO2; | A 35% B 19% |
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