(E)-oct-2-en-1-ol
(E)-2-Octenal
Conditions | Yield |
---|---|
With dmap; tetrakis(actonitrile)copper(I) hexafluorophosphate; N,N'-di-tert-butylethylenediamine; oxygen In dichloromethane at 20℃; under 760.051 Torr; for 1h; Schlenk technique; Molecular sieve; Sealed tube; | 99% |
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; 2,2,6,6-tetramethyl-piperidine-N-oxyl; TPGS-750-M; copper(I) bromide In water at 20℃; for 9h; | 93% |
With potassium osmate(VI) dihydrate; potassium carbonate; potassium hexacyanoferrate(III) In water; acetonitrile at 60℃; for 14h; chemoselective reaction; | 88% |
cis-2-octene
trans-2-Octene
A
(E)-2-Octenal
B
cis-2-octene oxide
Conditions | Yield |
---|---|
With (5,10,15,20-tetramesitylporphyrinato)manganese(III) chloride; 3-chloro-benzenecarboperoxoic acid In water; acetonitrile at 20℃; for 0.166667h; Reagent/catalyst; Concentration; Solvent; Inert atmosphere; | A 7% B 91% |
1,1-Diethoxy 2(E)-octene
(E)-2-Octenal
Conditions | Yield |
---|---|
With water for 0.133333h; Microwave irradiation; | 84% |
Conditions | Yield |
---|---|
tris(triphenylphosphine)ruthenium(II) chloride; tris(1-methylethyl)phosphine In toluene for 36h; Heating; | A 82% B n/a |
Conditions | Yield |
---|---|
With water; potassium carbonate In tetrahydrofuran; diethyl ether for 17h; Ambient temperature; | 81% |
With potassium carbonate In tetrahydrofuran; diethyl ether; water at 25℃; | 81% |
(E)-2-Octenal
Conditions | Yield |
---|---|
With carbon tetrabromide; triphenylphosphine In dichloromethane for 140h; Ambient temperature; | 80% |
With water; toluene-4-sulfonic acid for 4h; Ambient temperature; |
cis-2-octene oxide
(E)-2-Octenal
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In chloroform Heating; | 75% |
1,1-diethoxy-3-octanol
(E)-2-Octenal
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran; water for 4h; Heating; | 75% |
(Z)-1-tert-Butylsulfanyl-oct-1-en-3-ol
A
di-tert-butyl disulfide
B
(E)-2-Octenal
Conditions | Yield |
---|---|
With copper(II) oxide In water; acetone for 1h; Ambient temperature; | A 33% B 74% |
(Z)-oct-2-en-1-ol
(E)-2-Octenal
Conditions | Yield |
---|---|
With pyridinium chlorochromate In dichloromethane for 3h; low temperature; | 66% |
Conditions | Yield |
---|---|
With chromium (VI) oxide; air In chloroform for 4h; Hydrolysis; Oxidation; Heating; | A 60% B 40% |
triphenylarsonium salt of bromoacetaldehyde
hexanal
A
(E)-2-Octenal
B
2,4-trans,trans-decadienal
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran; diethyl ether; water at 40℃; for 17h; | A 48% B 46% |
oct-1-ene
A
oct-1-en-3-one
B
(E)-2-Octenal
C
hexyl-methyl-ketone
Conditions | Yield |
---|---|
With oxygen; palladium(II) trifluoroacetate In acetonitrile for 22h; Irradiation; Yields of byproduct given; | A n/a B n/a C 10% |
With oxygen; palladium(II) trifluoroacetate In acetonitrile for 22h; Irradiation; Yield given. Yields of byproduct given; | A n/a B n/a C 10% |
With oxygen; palladium(II) trifluoroacetate In acetonitrile Irradiation; |
1,1-diethoxy-oct-2c-ene
(E)-2-Octenal
Conditions | Yield |
---|---|
With sulfuric acid | |
Multi-step reaction with 2 steps 1: p-C6H4-SO3H / acetone; H2O / 0.25 h / 0 °C 2: 75 percent / p-CH3-C6H4-SO3H / CHCl3 / Heating View Scheme |
(E)-2-Octenal
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; diethyl ether und Behandeln des Reaktionsprodukts mit wss.Schwefelsaeure; |
Conditions | Yield |
---|---|
With boron fluoride ether und Erhitzen des Reaktionsprodukts mit wss.Essigsaeure; |
hept-1-en-t-yl-trimethyl-silane
Dichloromethyl methyl ether
(E)-2-Octenal
Conditions | Yield |
---|---|
(i) TiCl4, CH2Cl2, (ii) aq. MeOH; Multistep reaction; |
1t-phenylsulfanyl-oct-1-en-3-ol
(E)-2-Octenal
Conditions | Yield |
---|---|
With mercury dichloride In water; acetonitrile |
dimethyl-dithiocarbamic acid oct-2t-enyl ester
(E)-2-Octenal
Conditions | Yield |
---|---|
(i) LDA, (ii) Me2S2, (iii) Hg2+, aq. MeCN; Multistep reaction; |
Conditions | Yield |
---|---|
Multistep reaction; |
1t,3-bis-methylsulfanyl-oct-1-ene
(E)-2-Octenal
Conditions | Yield |
---|---|
With mercury dichloride In tetrahydrofuran; acetonitrile |
1-dimethylcarbamoylsulfanyl-1-methylsulfanyl-oct-2-ene
(E)-2-Octenal
Conditions | Yield |
---|---|
With water; calcium carbonate; mercury dichloride |
trans-2-benzenesulfinyl-3-hexyl-oxirane
(E)-2-Octenal
Conditions | Yield |
---|---|
In xylene Heating; |
Conditions | Yield |
---|---|
With p-C6H4-SO3H In water; acetone at 0℃; for 0.25h; Yield given. Title compound not separated from byproducts; |
oct-1-ene
A
oct-1-en-3-one
B
(E)-2-Octenal
C
(E)-oct-2-en-1-ol
D
1-octen-3-ol
E
1,2-Epoxyoctane
Conditions | Yield |
---|---|
With oxygen; bis(acetylacetonato)dioxidomolybdenum(VI); cobalt(III) acetylacetonate In 1,2-dichloro-benzene at 110℃; for 5.3h; Product distribution; other temperatures, catalysts, times, olefins; | A n/a B n/a C n/a D n/a E 61 % Chromat. |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In water; acetone at 0℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
cis-2-(1'-hexyl)-1-(trimethylsilyl)oxirane
(E)-2-Octenal
Conditions | Yield |
---|---|
With trimethyl ester of coenzyme PQQ; oxygen; palladium diacetate In N,N-dimethyl-formamide at 70℃; for 7h; | |
With palladium diacetate In N,N-dimethyl-formamide at 60℃; for 7h; | 80 % Chromat. |
Conditions | Yield |
---|---|
With benzaldehyde In diethyl ether for 5h; Yield given. Yields of byproduct given; | |
With benzaldehyde In diethyl ether for 5h; Product distribution; |
α,α-bis(trimethylsilyl)-tert-butylacetaldehyde imine
hexanal
(E)-2-Octenal
Conditions | Yield |
---|---|
With zinc(II) chloride; zinc dibromide 1) THF, RT, 6 h, 2) ether, water, RT, 1 h; Yield given. Multistep reaction; |
1,1-dimethoxy-oct-2t-ene
(E)-2-Octenal
Conditions | Yield |
---|---|
With water; toluene-4-sulfonic acid for 4h; Ambient temperature; |
Conditions | Yield |
---|---|
With (S)-hydroxynitrile lyase from Hevea brasiliensis Addition; Enzymatic reaction; | 100% |
With hydroxynitrile lyase from Hevea brasiliensis In water at 15℃; for 0.25h; pH 5.5; | 96% |
Conditions | Yield |
---|---|
With lithium chloride In tetrahydrofuran at 22℃; for 22h; | 98% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 17h; | 98% |
Conditions | Yield |
---|---|
With triethylamine In chloroform at 110℃; for 1h; Michael Addition; Inert atmosphere; Microwave irradiation; | 98% |
Conditions | Yield |
---|---|
Stage #1: (E)-2-Octenal With boron trifluoride diethyl etherate In diethyl ether at -30℃; for 0.5h; Inert atmosphere; Stage #2: 1-ethoxyacetylene In diethyl ether; hexane at -30℃; for 1.5h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
Stage #1: 1-Heptyne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Stage #2: (E)-2-Octenal In tetrahydrofuran; hexane at -78℃; for 30h; | 97% |
Conditions | Yield |
---|---|
With acetamide; toluene-4-sulfonic acid for 0.166667h; Beller reaction; microwave irradiation; | 96% |
Conditions | Yield |
---|---|
Stage #1: potassium cyanide; (E)-2-Octenal In diethyl ether; water at -10℃; for 0.166667h; Stage #2: With hydrogenchloride In diethyl ether; water at -10 - 20℃; | 96% |
(E)-2-Octenal
(E)-oct-2-en-1-ol
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol for 3h; | 95% |
With sodium bis(2-methoxyethoxy)aluminium dihydride In diethyl ether at 0 - 20℃; for 3.5h; | 84.4% |
With formic acid; 4-methoxy-N-(1-(naphthalen-2-yl)ethylidene)aniline; sodium formate In water at 80℃; for 6h; pH=4.5; Inert atmosphere; chemoselective reaction; | 78% |
(E)-2-Octenal
L-Phenylalaninol
(S,2E)-2-((E)-oct-2-enylideneamino)-3-phenylpropan-1-ol
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane at 20℃; for 0.333333h; | 95% |
Conditions | Yield |
---|---|
With ammonium chloride; zinc In tetrahydrofuran; water at 0 - 25℃; for 4h; Barbier Coupling Reaction; | 95% |
Conditions | Yield |
---|---|
With phosphate buffer; D-glucose; Synechococcus sp. PCC 7942; Triton X-100 In water at 25℃; for 72h; pH=7.0; Irradiation; | A 94% B 5% |
(E)-2-Octenal
(E)-oct-3-en-2-ol
Conditions | Yield |
---|---|
With 1-Phenylethanol In toluene at 120℃; for 12h; Inert atmosphere; chemoselective reaction; | 94% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; lithium chloride In acetonitrile for 3h; Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
With piperidine In tetrahydrofuran for 144h; Ambient temperature; | 90% |
(E)-2-Octenal
7-chlorobicyclo<2.2.1>hepta-2,5-diene
7-(1'-hydroxyoct-2'-enyl)bicyclo[2.2.1]hepta-2,5-diene
Conditions | Yield |
---|---|
Stage #1: 7-chlorobicyclo<2.2.1>hepta-2,5-diene With 4,4'-di-tert-butylbiphenyl; lithium In tetrahydrofuran at -78℃; for 0.5h; Stage #2: (E)-2-Octenal In tetrahydrofuran at -78 - 20℃; for 1h; | 90% |
(E)-2-Octenal
Acetic acid 2-methoxy-4-[3-oxo-4-(triphenyl-λ5-phosphanylidene)-butyl]-phenyl ester
Conditions | Yield |
---|---|
In benzene Heating; | 89% |
Conditions | Yield |
---|---|
With samarium(III) trifluoromethanesulfonate at 20℃; for 0.0833333h; Etherification; | 89% |
(E)-2-Octenal
2,3-epoxyoctanal
Conditions | Yield |
---|---|
With dihydrogen peroxide; sodium hydroxide In water for 2h; pH=8 - 8.5; | 88% |
With dihydrogen peroxide; sodium carbonate; alpha cyclodextrin In water at 0℃; for 3h; | 76 % Turnov. |
With oxone; 1,1,1-trifluoro-2-propanone; edetate disodium; sodium hydrogencarbonate In water; acetonitrile for 3h; |
Conditions | Yield |
---|---|
With sodium hydroxide In 1,4-dioxane; water at 0℃; for 21h; | 88% |
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at -78℃; for 1h; | 88% |
Conditions | Yield |
---|---|
Stage #1: (E)-2-Octenal; L-proline tert-butyl ester hydrochloride In dichloromethane at 20℃; for 0.166667h; Inert atmosphere; Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 3h; Inert atmosphere; | 88% |
(E)-2-Octenal
(carbethoxyethylidene)triphenylphosphorane
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 18h; | 87% |
(E)-2-Octenal
N-benzyl-N-trimethylsilanylethynyl-4-methylbenzenesulphonamide
Conditions | Yield |
---|---|
Stage #1: N-benzyl-N-trimethylsilanylethynyl-4-methylbenzenesulphonamide With titanium(IV) isopropylate; isopropylmagnesium chloride Stage #2: (E)-2-Octenal Stage #3: With hydrogen cation Acid hydrolysis; Further stages.; | 87% |
(E)-2-Octenal
(trimethylsilyl)methylmagnesium chloride
Conditions | Yield |
---|---|
In diethyl ether for 2h; Ambient temperature; | 86% |
Conditions | Yield |
---|---|
With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; [Rh(OAc)(C2H4)2]2 In methanol at 40℃; for 24h; optical yield given as %ee; enantioselective reaction; | 86% |
(E)-2-Octenal
methylmagnesium bromide
(E)-non-3-en-2-ol
Conditions | Yield |
---|---|
In diethyl ether at 0℃; for 0.133333h; | 85% |
In tetrahydrofuran at 0 - 20℃; for 2.33h; Inert atmosphere; |
(E)-2-Octenal
dimethyl 1-(1-diazo-2-oxopropyl)phosphonate
malononitrile
(E)-dimethyl 3-cyano-4-(hept-1-enyl)-1H-pyrazol-5-ylphosphonate
Conditions | Yield |
---|---|
With potassium hydroxide In methanol at 20℃; for 1h; Molecular sieve; regioselective reaction; | 85% |
Chemistry informtion about (E)-2-Octenal (CAS NO.2548-87-0) is:
IUPAC Name: (E)-Oct-2-Enal
Synonyms: (2e)-2-Octenal ; (E)-2-Octen-1-Al ; (E)-2-Octena ; 2-(E)-Octenal ; Oct-(E)-2-Enal ; Oct-2(E)-Enal ; T2 Octenal ; Trans-2-Octen-1-Al
Product Categories: aldehyde Flavor ; O-P;Alphabetical Listings ; Flavors and Fragrances;Aldehydes ; C8 ; Carbonyl Compounds
MF: C8H14O
MW: 126.2
EINECS: 219-115-4
Density: 0.832 g/cm3
Flash Point: 65.6 °C
Boiling Point: 190.1 °C at 760 mmHg
Vapour Pressure: 0.552 mmHg at 25°C
Enthalpy of Vaporization: 42.63 kJ/mol
Refractive Index: n20/D 1.45(lit.)
FEMA: 3215
Following is the molecular structure of (E)-2-Octenal (CAS NO.2548-87-0) is:
1. | dnd-ham-fbr 250 µmol/l/1H | MUREAV Mutation Research. 497 (2001),185. | ||
2. | dnd-hmn-oth 300 µmol/l/1H | MUREAV Mutation Research. 497 (2001),185. |
Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard Codes:
Xi
Risk Statements:
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements:
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 3
RTECS: RH2130000
(E)-2-Octenal (CAS NO.2548-87-0) is a colorless to pale yellow liquid. To protect yourself, you can put on eyeshields, full-face respirator (US), gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter.
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