Conditions | Yield |
---|---|
With quinoline; oct-1-ene; hydrogen; Lindlar's catalyst | A 98.3% B 1.7% |
With hydrogen; silica gel; rhodium(1+) In ethanol; toluene at 40℃; under 1320.1 Torr; Product distribution; | A 32% B 1% |
With hydrogen; copper at 200℃; |
6-iodohept-1-ene
A
1-Heptene
B
1-(iodomethyl)-2-methylcyclopentane
C
cis-1,2-dimethylcyclopentane
trans-1,2-dimethylcyclopentane
Conditions | Yield |
---|---|
With lithium triethylborohydride In tetrahydrofuran for 2h; Product distribution; Mechanism; or with deuterated dicyclohexylphosphine (DCPD) or other reagents; | A 98% B 9% C n/a D n/a |
Conditions | Yield |
---|---|
TR97305 at 300℃; Dehydrochlorination; | 97% |
Conditions | Yield |
---|---|
With triphenylphosphine; copper dichloride In tetrahydrofuran at 60℃; | 96% |
1-Heptene
Conditions | Yield |
---|---|
Cu(acac)2-PPh3 In tetrahydrofuran | 95% |
Conditions | Yield |
---|---|
With hydrogen at 40℃; under 3000.3 Torr; for 0.333333h; Kinetics; Reagent/catalyst; Temperature; | 93% |
With piperazine; hydrogen In ethanol at 80℃; under 4500.45 Torr; for 24h; | 90% |
With methanol; hydrogen; nickel Hydrogenation; |
Conditions | Yield |
---|---|
With bis(cyclopentadienyl)titanium dichloride; magnesium In tetrahydrofuran for 12h; Ambient temperature; | 92% |
Conditions | Yield |
---|---|
With Grubbs catalyst first generation In toluene at 40℃; under 3750.38 Torr; for 0.5h; Temperature; Reagent/catalyst; Pressure; Inert atmosphere; Glovebox; Sealed tube; | 91.3% |
With 1-Propyl acetate; ethylaluminum dichloride; tungsten(VI) oxychloride diethyl etherate In toluene at 85℃; under 2850.29 - 3000.3 Torr; for 2h; |
1-Heptyne
A
1-Heptene
B
hept-3-ene
C
hept-2-ene
D
n-heptane
Conditions | Yield |
---|---|
With hydrogen; palladium dichloride In N,N-dimethyl-formamide under 18751.5 Torr; for 0.416667h; Product distribution; Ambient temperature; various time; | A 89% B 1.8% C 2.9% D 6.3% |
1-chloromethanesulfonyl-hexane
1-Heptene
Conditions | Yield |
---|---|
With sodium hydroxide; Aliquat 336 In dichloromethane for 30h; Heating; | 85% |
6-bromo-1-heptene
trimethylstannyl sodium
A
1-Heptene
B
1-hepten-6-yltrimethyltin
D
1,2-dimethylcyclopentane
Conditions | Yield |
---|---|
In tetrahydrofuran stannane added to bromide, stirred under nitrogen at 0°C 30 min; quenched with aq. ammonium chloride; | A 2.4% B 6.1% C 80.7% D 2.3% |
With tert-butylamine In tetrahydrofuran stannane added to bromide, additive 10 molar equiv., stirred under nitrogen at 0°C 30 min; quenched with aq. ammonium chloride; | A 3% B 3.6% C 74.5% D 3% |
In tetrahydrofuran bromide added to stannane, stirred under nitrogen at 0°C 30 min; quenched with aq. ammonium chloride; | A 2% B 13% C 69% D 1% |
1-methyl-5-hexenyl chloride
trimethylstannyl sodium
A
1-Heptene
B
1-hepten-6-yltrimethyltin
D
1,2-dimethylcyclopentane
Conditions | Yield |
---|---|
With tert-butylamine In tetrahydrofuran stannane added to chloride, 10 molar equiv. of additive, stirred under nitrogen at 0°C 3 h; quenched with aq. ammonium chloride; | A 0.4% B 79.9% C 8.7% D <1 |
With dicyclohexylphosphane In tetrahydrofuran stannane added to chloride, 10 molar equiv. of additive, stirred under nitrogen at 0°C 3 h; quenched with aq. ammonium chloride; | A 10% B 78.7% C 2.2% D 1.6% |
In tetrahydrofuran stannane added to chloride, stirred under nitrogen at 0°C 3 h; quenched with aq. ammonium chloride; | A 0.5% B 78.2% C 12.2% D <1 |
Conditions | Yield |
---|---|
With palladium on silica gel; hydrogen at 245℃; under 760.051 Torr; for 4h; Temperature; Flow reactor; | A 12% B 70% C 18% |
6-iodohept-1-ene
trimethylstannyl sodium
A
1-Heptene
B
1-hepten-6-yltrimethyltin
D
1,2-dimethylcyclopentane
Conditions | Yield |
---|---|
In tetrahydrofuran stannane added to iodide, stirred under nitrogen at 0°C 30 min; quenched with aq. ammonium chloride; | A 8.2% B 9.5% C 69.2% D 8.6% |
With tert-butylamine In tetrahydrofuran stannane added to iodide, additive 10 molar equiv., stirred under nitrogen at 0°C 30 min; quenched with aq. ammonium chloride; | A 6.7% B 7.2% C 62% D 10% |
With cyclohexa-1,4-diene In tetrahydrofuran stannane added to iodide, additive 10 molar equiv., stirred under nitrogen at 0°C 30 min; quenched with aq. ammonium chloride; | A 6.2% B 18% C 52.2% D 6.4% |
With dicyclohexylphosphane In tetrahydrofuran stannane added to iodide, additive 10 molar equiv., stirred under nitrogen at 0°C 30 min; quenched with aq. ammonium chloride; elem. anal.; | A 44.9% B 3.8% C 16% D 21.3% |
n-pentyl methyl ketone
A
1-Heptene
B
2-Heptanol
C
hept-2-ene
Conditions | Yield |
---|---|
With isopropyl alcohol; magnesium oxide at 149.9℃; | A n/a B 66.3% C n/a |
hept-2-en-1-ol
1-Heptene
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In 1,2-dimethoxyethane for 120h; Heating; | 60% |
Conditions | Yield |
---|---|
In diethyl ether for 20h; from -15 degC to 20 degC; | 60% |
In diethyl ether for 20h; Mechanism; var. aldehydes: several Ge- and Cr- reagents; |
dichloromethane
n-hexylmagnesium chloride
A
1-Heptene
B
octane
C
Tridecane
Conditions | Yield |
---|---|
With C31H37ClN3NiO2(1-)*Li(1+) In tetrahydrofuran at 25℃; for 0.333333h; Inert atmosphere; Overall yield = 97.5 %; | A 59% B 14.3% C 23.6% |
With C31H37ClFeN3O2 In tetrahydrofuran at 25℃; for 0.0833333h; Inert atmosphere; |
Conditions | Yield |
---|---|
With aluminum oxide at 500℃; for 0.5h; | 51% |
With aluminum oxide at 380 - 400℃; | |
With aluminum oxide at 430 - 450℃; | |
With colophonium at 350℃; | |
With aluminum oxide at 350 - 380℃; |
Conditions | Yield |
---|---|
In tetrahydrofuran; diethyl ether 1) -70 deg C, 1-2 h, 2) -70 - 20 deg C, 15 h; | 44% |
Conditions | Yield |
---|---|
With Hoveyda-Grubbs catalyst second generation; ethene In toluene at 75℃; for 24h; Reagent/catalyst; Inert atmosphere; | 41% |
n-heptan1ol
A
1-Heptene
B
diheptyl ether
C
2-heptyloxy-heptane
Conditions | Yield |
---|---|
Al3+-montmorillonite at 200℃; for 4h; Product distribution; Mechanism; | A 9% B 39% C 1.5% D n/a E n/a |
Conditions | Yield |
---|---|
With zirconium(IV) oxide at 450℃; under 760.051 Torr; for 2h; Inert atmosphere; | A 36% B 23% |
Conditions | Yield |
---|---|
With P, S at 180 - 190℃; for 3.5h; Product distribution; | A 8.6% B 33.3% C 14.6% |
Conditions | Yield |
---|---|
33% | |
With dibutyl ether | |
Herstellung; | |
With diethyl ether |
1-Bromoheptane
nonyl alcohol
A
1-Heptene
B
diheptyl ether
C
heptyl-nonyl ether
Conditions | Yield |
---|---|
With sodium hydroxide; tetrabutylammomium bromide at 80℃; for 6h; | A 4.5% B 12% C 86 % Chromat. |
n-butyl magnesium bromide
diethyl ether
Allyl ether
A
1-Heptene
B
allyl alcohol
C
acrolein
n-butyl magnesium bromide
diethyl ether
allyl phenyl ether
A
1-Heptene
B
phenol
n-butyl magnesium bromide
diethyl ether
O-allyl guaiacol
A
1-Heptene
B
2-methoxy-phenol
Conditions | Yield |
---|---|
at 60℃; |
Conditions | Yield |
---|---|
With hydrogen; molybdenum(VI) oxide at 400℃; | |
With methyllithium; calcium carbonate | |
Multi-step reaction with 2 steps 1: PCl5 2: sodium View Scheme | |
Multi-step reaction with 2 steps 1: toluene; phosphorus pentachloride 2: sodium; cumene View Scheme |
Conditions | Yield |
---|---|
Pt-thiourea Product distribution; Ambient temperature; various catalysts; | 100% |
Pt-thiourea | 100% |
Stage #1: 1-Heptene With diethylenetriaminepentaacetic acid (DTPA)-functionalized silica supported Pt at 60℃; for 0.5h; Stage #2: Dichloromethylsilane at 60℃; for 4h; Reagent/catalyst; | 98.9% |
Conditions | Yield |
---|---|
at 90℃; for 5h; Inert atmosphere; | 100% |
at 90℃; for 5h; Inert atmosphere; | 100% |
With dihydrogen hexachloroplatinate; 7,8-dicarba-nido-undecaborate(1-) at 20℃; for 24h; Product distribution; other reaction time, various catalyst composition; | 78% |
Conditions | Yield |
---|---|
With water; 4-methylmorpholine N-oxide; osmium; Cu-Al-hydrotalcite In toluene at 60℃; for 6h; | 100% |
With 4-methylmorpholine N-oxide; polyaniline-supported Os In water; acetone; acetonitrile at 20℃; | 94% |
With CF3O3S(1-)*C20H18F6N4O6OsS2(1+); dihydrogen peroxide In water; tert-butyl alcohol at 70℃; for 4h; pH=4; Inert atmosphere; | 89% |
Conditions | Yield |
---|---|
Irradiation (UV/VIS); UV-irradiation at 25-50 °C for 18 h;; | 100% |
Irradiation (UV/VIS); UV-irradiation at 25-50 °C for 18 h;; | 100% |
With 2,2'-azobis(isobutyronitrile); diphenyl diselenide In neat (no solvent) heating a mixt. of tin compd., alkene, Se compd. and AIBN at 80°Cfor 2.5 h with stirring; | 96% |
1-Heptene
Conditions | Yield |
---|---|
With tellurium tetrachloride In chloroform at 20℃; for 6h; regioselective reaction; | 100% |
With tellurium tetrachloride In tetrachloromethane at 20℃; regioselective reaction; | 100% |
Conditions | Yield |
---|---|
With tellurium tetrachloride In dichloromethane at 20℃; regioselective reaction; | 100% |
With tellurium tetrachloride In chloroform at 20℃; for 20h; regioselective reaction; | 96% |
1-Heptene
Conditions | Yield |
---|---|
With tellurium tetrachloride In benzene for 10h; Reflux; regioselective reaction; | 100% |
Conditions | Yield |
---|---|
With tellurium tetrachloride In dichloromethane at 40℃; for 7h; Solvent; regioselective reaction; | 100% |
Stage #1: 1-Heptene With tellurium tetrachloride In chloroform at 0 - 20℃; for 14h; Stage #2: ethanol In chloroform for 5h; Reflux; | 100% |
1-Heptene
Conditions | Yield |
---|---|
With selenium dibromide In tetrachloromethane at -20 - 20℃; for 18h; regioselective reaction; | 100% |
Stage #1: 1-Heptene With selenium(IV) oxide; hydrogen bromide In diethyl ether; water at 0 - 25℃; for 0.5h; Stage #2: With sodium metabisulfite In benzene at 5 - 25℃; for 2h; | 85% |
With selenium dibromide In chloroform at 20 - 25℃; |
1-Heptene
Conditions | Yield |
---|---|
With selenium(II) chloride In chloroform at -60 - 20℃; for 18h; regioselective reaction; | 100% |
Stage #1: 1-Heptene With hydrogenchloride; selenium(IV) oxide In diethyl ether; water at 0 - 25℃; for 7h; Stage #2: With sodium metabisulfite In benzene at 5 - 25℃; for 2h; | 82% |
Conditions | Yield |
---|---|
With rhodium(III) chloride trihydrate at 80℃; for 8h; | 99.6% |
Conditions | Yield |
---|---|
for 2h; UV-irradiation; | 99.1% |
Conditions | Yield |
---|---|
With Pd(II)(15-crown-5-phen)Cl2; dinitrogen monoxide In N,N-dimethyl acetamide; water at 150℃; under 2250.23 Torr; for 18h; | 99% |
With 2(p-CH2-C6H4CN)2[(CH2)3SO3Na]2-calix[4]arene*PdCl2; oxygen; copper dichloride under 3750.3 Torr; for 2h; Wacker oxidation; | 89% |
With dihydrogen peroxide In water; acetonitrile at 55℃; for 12h; Wacker Oxidation; | 77% |
1-Heptene
3β-nitromethyl-2α-(2-isopentenyl)cyclopentan-1-one
(2R,3S)-2-(3-Methyl-but-2-enyl)-3-(5-pentyl-4,5-dihydro-isoxazol-3-yl)-cyclopentanone
Conditions | Yield |
---|---|
With phenyl isocyanate; triethylamine In benzene for 48h; | 99% |
1-Heptene
Conditions | Yield |
---|---|
With platinum In benzene at 20℃; | 99% |
Conditions | Yield |
---|---|
zirconocene dichloride In dichloromethane 20°C; | 99% |
zirconium (IV) butoxide In neat (no solvent) 20°C; | 51% |
zirconium (IV) butoxide In dichloromethane 20°C; | 51% |
1-Heptene
1,2-dibromoheptane
Conditions | Yield |
---|---|
With bromine In tetrachloromethane at -10 - 20℃; for 16h; | 98% |
With [bis(acetoxy)iodo]benzene; potassium bromide In dichloromethane; water at 20℃; for 0.25h; | 94% |
With bromine In chloroform at 0 - 5℃; | 88% |
1-Heptene
1,1,1,3,5,5,5-heptamethyltrisiloxan
3-heptyl-1,1,1,3,5,5,5-heptamethyltrisiloxane
Conditions | Yield |
---|---|
With 1,2,3-trimethylimidazolium methylsulphate; bis(cyclooctadiene (μ-silyloxytrimethyl) rhodium(I)) at 90℃; for 2h; Product distribution; Further Variations:; Catalysts; Reagents; | 98% |
With C77H70N2OPtSi2 In toluene at 80℃; for 24h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Schlenk technique; regioselective reaction; | 95% |
dihydrogen hexachloroplatinate In isopropyl alcohol Heating; | |
(1,5-cyclooctadiene)rhodium/Aerosil 200 at 100℃; for 1h; | 98 % Chromat. |
Conditions | Yield |
---|---|
With [(C18H37)2(CH3)2N]3[SiO4H(WO5)3]; dihydrogen peroxide In ethyl acetate at 59.84℃; for 3h; | 98% |
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere; | 98% |
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 3h; | 95% |
1-Heptene
trans-1,2-dibutylcyclopentane
Conditions | Yield |
---|---|
With (2,6-((2,4,6-tricyclopentyl-C6H2)N-CMe)2C5H3N)Fe(N2) In neat (no solvent) at 23℃; for 24h; Sealed tube; Inert atmosphere; diastereoselective reaction; | 98% |
1-Heptene
2,3,5,6-tetrafluoro-4-mercaptopyridine
Conditions | Yield |
---|---|
With benzo[de]benzo[4,5]imidazo[2,1-a]isoquinolin-7-one In cyclohexane for 18h; Inert atmosphere; Schlenk technique; Irradiation; | 98% |
1-Heptene
1,1,1,3,3,3-hexafluoroisopropyl iodide
1,1,1-Trifluoro-4-iodo-2-(trifluoromethyl)nonane
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) at 65℃; | 97% |
1-Heptene
1-Chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-6-iodo-hexane
1-Chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-8-iodo-tridecane
Conditions | Yield |
---|---|
tetrakis(triphenylphosphine) palladium(0) at 20℃; for 0.333333h; | 97% |
nickel In ethanol at 80℃; for 8h; | 96% |
With magnesium In N,N-dimethyl-formamide at 80℃; for 10h; | 89.5% |
With ammonium peroxydisulfate; sodium formate In N,N-dimethyl-formamide at 40℃; for 4h; | 86% |
With iron In N,N-dimethyl-formamide at 80℃; for 2h; | 79% |
1-Heptene
1,3-bisphosphinopropane
1,3-bis[di(n-heptyl)phosphino]propane
Conditions | Yield |
---|---|
at 20℃; for 10h; Addition; Irradiation; | 97% |
Conditions | Yield |
---|---|
With tributyl-amine; palladium diacetate In N,N-dimethyl-formamide at 100℃; for 0.333333h; Heck reaction; Microwave irradiation; | 97% |
With tributyl-amine; palladium diacetate In 1,4-dioxane; N,N-dimethyl-formamide at 100℃; for 0.333333h; Microwave irradiation; | 97% |
1-Heptene
carbon dioxide
ethylmagnesium chloride
4-Methylnonanoic acid
Conditions | Yield |
---|---|
Stage #1: 1-Heptene; ethylmagnesium chloride With triisopropyl phosphite; tantalum pentachloride In tetrahydrofuran at 20℃; for 3h; Stage #2: carbon dioxide In tetrahydrofuran at 0℃; for 3h; Stage #3: With hydrogenchloride In tetrahydrofuran; water | 97% |
Conditions | Yield |
---|---|
With C36H62Cl4Rh2; cesium acetate In methanol at 20℃; for 24h; Darkness; regioselective reaction; | 97% |
Chemistry informtion about 1-Heptene (592-76-7) is:
IUPAC Name: Hept-1-ene
Synonyms: 1-C7H14 ; 1-n-Heptene ; Alpha-heptylene ; Hept-1-ene;Heptylene ; N-hept-1-ene ; N-heptene ; Heptene-1.
MF: C7H14
MW: 98.19
EINECS: 209-767-8
Melting Point: −119 °C(lit.)
Boiling Point: 94 °C(lit.)
Flash Point: 16 °F
Refractive Index: n20/D 1.400(lit.)
Density: 0.697 g/ml at 25 °C(lit.)
Enthalpy of Vaporization: 31.9 kJ/mol
Vapour Pressure: 57.1 mmHg at 25°C
BRN: 1098332
Storage temp. : Flammables area
Following is the molecular structure of 1-Heptene (592-76-7) is:
Poisoning
Hazard Codes:
F: Flammable
Xn: Harmful
Risk Statements:
R11: Highly flammable.
R36/37/38: Irritating to eyes, respiratory system and skin.
R65: Harmful, may cause lung damage if swallowed.
Safety Statements:
S16: Keep away from sources of ignition.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
S62: If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label.
RIDADR: UN 2278 3/PG 2
WGK Germany: 1
RTECS: MJ8840000
F: 10 Keep under argon.
HazardClass: 3
PackingGroup: II
1-Heptene (592-76-7) is a clear colorless liquid.
First aid measures:
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin: Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion: Get medical aid. Wash mouth out with water.
Inhalation: Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Handling and Storage:
Handling: Use spark-proof tools and explosion proof equipment. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
Storage: Keep away from sources of ignition. Store in a cool, dry place. Keep container closed when not in use. Flammables-area.
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