3-(tert-butyldimethylsiloxy)-3,7-dimethyl-1,6-octadiene
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
With iodine In methanol microwave irradiation; | 100% |
With P(MeNCH2CH2)3N In dimethyl sulfoxide at 80℃; for 36h; desilylation; | 81% |
<(dimethyl-1,5 ethyliden-1 hexen-4 yl-1)oxy> trimethyl silane
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
With iodine In methanol microwave irradiation; | 100% |
3,7-dimethyloct-6-en-1-yn-3-ol
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
With hydrogen; PdAu in polystyrene-block-poly-4-vinylpyridine micelles In toluene at 90℃; under 760 Torr; for 0.316667h; | 99.8% |
With hydrogen In toluene at 20℃; under 38002.6 Torr; for 12h; Autoclave; chemoselective reaction; | 99% |
With quinoline; oct-1-ene; hydrogen; Lindlar's catalyst | 95% |
(bicyclo<2.2.1>heptene-5 yle-2)-dimethyl-1,5 hexene-4 ol-1
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
at 550℃; under 0.01 Torr; | 98% |
6-Methyl-hept-5-en-2-on
vinylmagnesium chloride
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
With zinc(II) chloride In tetrahydrofuran at 20℃; for 4h; Reagent/catalyst; Solvent; Inert atmosphere; Cooling with ice; | 96.3% |
With tetrahydrofuran |
6-Methyl-hept-5-en-2-on
vinyl magnesium bromide
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
With zinc(II) chloride In tetrahydrofuran at 20℃; for 5h; Reagent/catalyst; Solvent; Inert atmosphere; Cooling with ice; | 95.2% |
With tetrahydrofuran; diethyl ether | |
In tetrahydrofuran at -78℃; Addition; |
Conditions | Yield |
---|---|
With vanadia; triethylamine at 110 - 140℃; under 45.0045 Torr; for 48h; Temperature; Pressure; Reagent/catalyst; | 94.5% |
2-[(1-ethenyl-1,5-dimethyl-4-hexen-1-yl)oxy]tetrahydro-2H-pyran
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
bis(trimethylsilyl)sulphate In methanol; 1,2-dichloro-ethane for 0.333333h; Ambient temperature; | 94% |
With bismuth(lll) trifluoromethanesulfonate In methanol; N,N-dimethyl-formamide at 110℃; for 22h; | 79% |
Conditions | Yield |
---|---|
With sodium hydroxide In methanol; dichloromethane at 30℃; for 5.5h; Solvent; | 93% |
Z-1-(phenylseleno)-3,7-dimethylocta-2,6-diene
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
With dihydrogen peroxide | 90% |
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
With aluminum oxide; tellurium(2-) for 2h; | 86% |
With aluminum oxide; tellurium(2-) for 0.158333h; Product distribution; other reaction conditions, reaction time, reagent, solvent; | 83% |
3,7-dimethyl-3-methylsulfanylmethoxy-octa-1,6-diene
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
With trityl tetrafluoroborate In dichloromethane for 0.25h; Ambient temperature; | 80% |
2-(4-methylpent-3-en-1-yl)-2-vinyloxirane
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether at 20℃; for 16h; Reduction; | 78% |
Conditions | Yield |
---|---|
With bis-trimethylsilanyl peroxide; bis(acetylacetonate)oxovanadium In dichloromethane at 25℃; for 7h; | A 70% B 11% C 3% |
bis(acetylacetonate)oxovanadium; bis-trimethylsilanyl peroxide In dichloromethane at 25℃; for 7h; | A 70 % Chromat. B 11 % Chromat. C 3 % Chromat. |
bis(acetylacetonate)oxovanadium; bis-trimethylsilanyl peroxide In dichloromethane at 25℃; for 7h; Product distribution; | A 70 % Chromat. B 11 % Chromat. C 3 % Chromat. |
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
With Benzyl phenyl selenoxide; potassium carbonate; potassium dioxotetrahydroxoosmate(VI); 1,4-bis(9-O-dihydroquinidine)phthalazine In tert-butyl alcohol at 20℃; for 7h; | 70% |
3,7-dimethyl-6-(phenylthio)octa-1,6-dien-3-ol
C
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
With n-butyllithium; 4,4'-di(tert-butyl)-[1,1-biphenyl]yllithium In tetrahydrofuran at -20℃; for 5h; | A 10% B 70% C 18% |
Conditions | Yield |
---|---|
With bis-trimethylsilanyl peroxide; bis(acetylacetonate)oxovanadium In dichloromethane at 25℃; for 7h; | A 68% B 8% C 2% |
bis(acetylacetonate)oxovanadium; bis-trimethylsilanyl peroxide In dichloromethane at 25℃; for 7h; | A 68 % Chromat. B 8 % Chromat. C 2 % Chromat. |
bis(acetylacetonate)oxovanadium; bis-trimethylsilanyl peroxide In dichloromethane at 25℃; for 7h; Product distribution; | A 68 % Chromat. B 8 % Chromat. C 2 % Chromat. |
((E)-3,7-Dimethyl-octa-2,6-dienyltellanyl)-benzene
A
3,7-dimethylocta-1,6-dien-3-ol
B
N-[3,7-dimethyl-1,6-octadien-3-yl]toluenosulfonamide
Conditions | Yield |
---|---|
In ethanol at 25℃; for 20h; | A 10% B 68% |
((E)-3,7-Dimethyl-octa-2,6-dienyltellanyl)-benzene
A
3,7-dimethylocta-1,6-dien-3-ol
B
N-[3,7-dimethyl-1,6-octadien-3-yl]toluenosulfonamide
Conditions | Yield |
---|---|
With [N-(p-tolylsulfonyl)imino]phenyliodinane In ethanol at 25℃; for 20h; | A 12% B 68% |
3,7-Dimethyl-octa-2,6-dienyl-phenylsulfoxid
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
With sodium thiophenolate In methanol 1.) reflux, 7 h, dark, 2.) room temperature, 18 h; | 66% |
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% |
(2R*,3R*)-2,3-epoxy-3,7-dimethyl-6-octenyl acetate
A
3,7-dimethylocta-1,6-dien-3-ol
B
Nerol
Conditions | Yield |
---|---|
With tellurium; lithium triethylborohydride In tetrahydrofuran for 0.25h; Ambient temperature; | A 62% B 5.5% |
With tellurium; lithium triethylborohydride In tetrahydrofuran for 0.25h; Product distribution; Mechanism; Ambient temperature; other reducing Te agent; various time; also in the presence of fluoride ion; | A 62% B 5.5% |
((Z)-3,7-Dimethyl-octa-2,6-dienyltellanyl)-benzene
A
3,7-dimethylocta-1,6-dien-3-ol
B
N-[3,7-dimethyl-1,6-octadien-3-yl]toluenosulfonamide
Conditions | Yield |
---|---|
In ethanol at 25℃; for 20h; | A 12% B 59% |
((Z)-3,7-Dimethyl-octa-2,6-dienyltellanyl)-benzene
A
3,7-dimethylocta-1,6-dien-3-ol
B
N-[3,7-dimethyl-1,6-octadien-3-yl]toluenosulfonamide
Conditions | Yield |
---|---|
With [N-(p-tolylsulfonyl)imino]phenyliodinane In ethanol at 25℃; for 20h; | A 12% B 59% |
(1,5-dimethyl-1-vinylhex-4-enyloxy)triethylsilane
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
10percent Pd/C In methanol for 70h; Heating; | 56% |
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% |
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
With sodium hydroxide; sodium tetrahydroborate In methanol redn. of the Co compd. in methanolic NaOH with NaBH4; | 40% |
linalool acetate
A
3,7-dimethylocta-1,6-dien-3-ol
B
Geraniol
C
terpineol
Conditions | Yield |
---|---|
for 36h; fermentation with cultures of Papaver bracteatum; | A 24% B 14% C 4.5% |
2,3-epoxygeranial
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
With hydrazine In acetonitrile at 0℃; | 23% |
Conditions | Yield |
---|---|
With PDS; PS-TEMPO; Ag-Al2O3 In water; toluene at 80℃; for 2.5h; Product distribution / selectivity; | 20% |
With water at 200℃; | |
With hydrogenchloride entsteht Chlorid,durch Digerieren mit alkoh.Kali; |
Conditions | Yield |
---|---|
With magnesium(II) perchlorate at 20℃; for 3h; | 100% |
With Tri-n-octylamine; dmap at 125℃; for 13 - 16h; Product distribution / selectivity; Heating / reflux; | 95% |
With chloro-trimethyl-silane for 0.166667h; Ambient temperature; neat or in dichloromethane solution; | 90% |
3,7-dimethylocta-1,6-dien-3-ol
1-Methyl-2-cyclopenten-1-ol
Conditions | Yield |
---|---|
With Grubbs catalyst first generation In dichloromethane at 20℃; for 1h; | 100% |
With second generation Grubbs' catalyst analogue In dichloromethane at 20℃; for 0.1h; | 94% |
With Grubbs catalyst first generation In chloroform at 20℃; Alkene (Olefin) Metathesis; Inert atmosphere; | 79% |
3,7-dimethylocta-1,6-dien-3-ol
A
1-Methyl-2-cyclopenten-1-ol
B
isobutene
Conditions | Yield |
---|---|
With Hoveyda-Grubbs catalyst second generation at 20℃; for 0.75h; Neat (no solvent); Inert atmosphere; | A 100% B n/a |
With C35H46Cl2N2ORu In benzene-d6 at 60℃; Catalytic behavior; Reagent/catalyst; Sealed tube; |
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
Stage #1: 3,7-dimethylocta-1,6-dien-3-ol With thionyl chloride; sodium hydroxide In water; 1,2-dichloro-ethane at 40 - 45℃; for 3h; Stage #2: With sulfuric acid In water; 1,2-dichloro-ethane at 70 - 75℃; for 5h; Solvent; Reagent/catalyst; Temperature; | 99.1% |
3,7-dimethylocta-1,6-dien-3-ol
chloroform
5-(2,2-Dichlor-3,3-dimethylcyclopropyl)-3-methyl-1-penten-3-ol
Conditions | Yield |
---|---|
With potassium hydroxide; tert-butylammonium hexafluorophosphate(V) In benzene at 20℃; for 7h; | 99% |
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride Ambient temperature; |
3,7-dimethylocta-1,6-dien-3-ol
dihydrolinalool
Conditions | Yield |
---|---|
With fac-[Mn(1,2-bis(di-isopropylphosphino)ethane)(CO)3(CH2CH2CH3)]; hydrogen In diethyl ether at 25℃; under 37503.8 Torr; for 18h; | 99% |
With oxygen; 5-ethyl-10-methyl-2,4-dioxo-2,3,4,10-tetrahydrobenzo[g]pteridin-5-ium perchlorate; hydrazine hydrate; phenol In acetonitrile at 25 - 30℃; for 5h; chemoselective reaction; | 96% |
With iron(III) chloride hexahydrate; hydrazine hydrate In ethanol at 20℃; for 24h; | 95% |
Conditions | Yield |
---|---|
With Cp*2Sm(THF)2; cyclohexanone oxime acetate In toluene at 50℃; for 15h; | 99% |
3,7-dimethylocta-1,6-dien-3-ol
trimethylsilylazide
<(dimethyl-1,5 ethyliden-1 hexen-4 yl-1)oxy> trimethyl silane
Conditions | Yield |
---|---|
tetrabutylammomium bromide at 70℃; for 3h; | 99% |
3,7-dimethylocta-1,6-dien-3-ol
tert-butyldimethylsilyl N-phenylbenzimidate
3-(tert-butyldimethylsiloxy)-3,7-dimethyl-1,6-octadiene
Conditions | Yield |
---|---|
With pyridinium triflate In tetrahydrofuran at 25℃; for 0.5h; | 99% |
3,7-dimethylocta-1,6-dien-3-ol
t-butyldimethylsiyl triflate
3-(tert-butyldimethylsiloxy)-3,7-dimethyl-1,6-octadiene
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane for 3h; | 98.5% |
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 90℃; chemoselective reaction; | 98% |
3,7-dimethylocta-1,6-dien-3-ol
tert-butyldimethylsilyl chloride
3-(tert-butyldimethylsiloxy)-3,7-dimethyl-1,6-octadiene
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 25℃; under 11250900 Torr; for 24h; | 97% |
With iodine In 1,2-dichloro-ethane at 71 - 72℃; for 0.0333333h; microwave irradiation; | 92% |
With P(MeNCH2CH2)3N at 80℃; for 24h; | 90% |
With pyridine In dichloromethane at 25℃; under 7500600 Torr; for 24h; Product distribution; other pressures, other time; | 79% |
N-ethyl-N,N-diisopropylamine at 100℃; for 40h; | 53% |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; under 11250900 Torr; for 24h; | 97% |
3,7-dimethylocta-1,6-dien-3-ol
C22H31NOSi
Conditions | Yield |
---|---|
With pyridinium triflate In tetrahydrofuran at 50℃; for 14h; | 97% |
3,7-dimethylocta-1,6-dien-3-ol
triethylsilyl chloride
(1,5-dimethyl-1-vinylhex-4-enyloxy)triethylsilane
Conditions | Yield |
---|---|
With 1-methyl-1H-imidazole-3-oxide for 8h; Heating; | 97% |
3,7-dimethylocta-1,6-dien-3-ol
Conditions | Yield |
---|---|
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 90℃; regioselective reaction; | 97% |
3,7-dimethylocta-1,6-dien-3-ol
Linalool oxide
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium In chlorobenzene at 80℃; for 5h; | 96% |
With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium In decane; benzene for 5h; Heating; | 62% |
With Fusarium concentricum In dimethyl sulfoxide at 28 - 30℃; for 120h; Microbiological reaction; | 42% |
Conditions | Yield |
---|---|
With 2,4,6-Triisopropylthiophenol; [Ir(2-(2,4-difluorophenyl)-5-(methyl)pyridinyl)2(4,4′-bis(tert-butyl)bipyridine)]*PF6 In toluene at 20℃; Irradiation; regioselective reaction; | 96% |
Conditions | Yield |
---|---|
With monoperoxyphthalic acid; sodium hydrogencarbonate In water at 1 - 3℃; for 1h; Yields of byproduct given; | A n/a B 95% |
3,7-dimethylocta-1,6-dien-3-ol
6,7-epoxylinalool
Conditions | Yield |
---|---|
With dihydrogen peroxide; formamide In methanol; water at 50℃; for 3h; | 95% |
With sodium peroxoborate tetrahydrate; Biliton; acetonitrile In water at 20℃; for 9h; | 84% |
With dihydrogen peroxide; ethyl cyanoformate In acetonitrile Ambient temperature; | 82% |
3,7-dimethylocta-1,6-dien-3-ol
N-trimethylsilylaniline
<(dimethyl-1,5 ethyliden-1 hexen-4 yl-1)oxy> trimethyl silane
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 20℃; for 0.0833333h; | 95% |
With tetrabutyl ammonium fluoride In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 5℃; for 0.0166667h; |
3,7-dimethylocta-1,6-dien-3-ol
(+/-)-2,6,6-trimethylbicyclo<3.2.0>heptan-endo-2-ol
Conditions | Yield |
---|---|
With copper (I) trifluoromethane sulfonate benzene In diethyl ether for 14h; Irradiation; | 94% |
IUPAC Name: 3,7-Dimethylocta-1,6-dien-3-ol
Synonyms of Linalool (CAS NO.78-70-6): (+-)-Linalool ; 1,6-Octadien-3-ol, 3,7-dimethyl- ; 2,6-Dimethylocta-2,7-dien-6-ol ; 3,7-Dimethylocta-1,6-dien-3-ol ; allo-Ocimenol
CAS NO: 78-70-6
Molecular Formula: C10H18O
Molecular Weight: 154.25
Molecular Structure:
EINECS: 201-134-4
H bond acceptors: 1
H bond donors: 1
Freely Rotating Bonds: 5
Polar Surface Area: 20.23 Å2
Index of Refraction: 1.463
Molar Refractivity: 49.5 cm3
Molar Volume: 179.6 cm3
Surface Tension: 28.2 dyne/cm
Density: 0.858 g/cm3
Flash Point: 84.9 °C
Enthalpy of Vaporization: 50.58 kJ/mol
Boiling Point: 198.5 °C at 760 mmHg
Vapour Pressure: 0.0905 mmHg at 25°C
Water Solubility: 1.45 g/L (25 °C)
Appearance: liquid
Stability: Stable. Incompatible with strong oxidizing agents. Combustible.
Product Categories: Acyclic Monoterpenes;Biochemistry;Terpenes;alcohol Flavor
Linalool (CAS NO.78-70-6) is used as a scent in proportion of 60-80% of perfumed hygiene products and cleaning agents such as soaps, detergents, shampoos, lotions and so on. Besides, it is also used as a chemical intermediate. Additionally, linalool is usually used by pest professionals as a flea and cockroach insecticide.
Biosynthesis of Linalool (CAS NO.78-70-6):
Linalool is produced from isopentenyl pyrophosphate via the universal isoprenoid intermediate geranyl pyrophosphate, through a class of membrane-bound enzymes named monoterpene synthases.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intramuscular | 8gm/kg (8000mg/kg) | Journal of Scientific and Industrial Research, Section C: Biological Sciences. Vol. 21, Pg. 342, 1962. | |
mouse | LD50 | intraperitoneal | 340mg/kg (340mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: ATAXIA | Izvestiya na Instituta po Fiziologiya, Bulgarska Akademiya na Naukite. Vol. 15, Pg. 149, 1973. |
mouse | LD50 | oral | 3gm/kg (3000mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA | National Technical Information Service. Vol. OTS0543729, |
mouse | LD50 | subcutaneous | 1470mg/kg (1470mg/kg) | PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE | Sapporo Igaku Zasshi. Sapporo Medical Journal. Vol. 3, Pg. 73, 1952. |
rabbit | LD50 | skin | 5610mg/kg (5610mg/kg) | Food and Cosmetics Toxicology. Vol. 13, Pg. 827, 1975. | |
rat | LD50 | intraperitoneal | 307mg/kg (307mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: ATAXIA | Izvestiya na Instituta po Fiziologiya, Bulgarska Akademiya na Naukite. Vol. 15, Pg. 149, 1973. |
rat | LD50 | oral | 2790mg/kg (2790mg/kg) | BEHAVIORAL: ATAXIA | Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964. |
rat | LD50 | skin | 5610mg/kg (5610mg/kg) | "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 202, 1986. |
Safety Information about Linalool (CAS NO.78-70-6):
Hazard Codes: Xi,Xn
Risk Statements: 36/37/38-20/21/22
R36/37/38: Irritating to eyes, respiratory system and skin.
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
WGK Germany: 1
RTECS: RG5775000
HS Code: 29052210
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