Conditions | Yield |
---|---|
With copper(I) bromide; lithium bromide In tetrahydrofuran at -60℃; for 1h; | 98% |
Conditions | Yield |
---|---|
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Wittig Olefination; Inert atmosphere; Stage #2: 1-phenyl-propan-1-one In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; | 97% |
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 2h; Schlenk technique; Stage #2: 1-phenyl-propan-1-one In tetrahydrofuran at 0 - 20℃; | 90% |
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; Stage #2: 1-phenyl-propan-1-one In tetrahydrofuran at 20℃; Inert atmosphere; | 87% |
Conditions | Yield |
---|---|
With cis,cis,cis-tetrakis[(diphenylphosphanyl)methyl]cyclopentane; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)) In xylene at 80℃; for 20h; Suzuki reaction; | 91% |
β-phenylisovaleryl peroxide
A
4,4-dimethyl-2-oxo-chroman
B
2-methyl-1-phenyl-2-propene
C
(2-methyl-1-propenyl)-benzene
D
1-ethylstyrene
E
3-methyl-3-phenylbutanoic acid
F
3-Methyl-3-phenyl-butyric acid 1,1-dimethyl-2-phenyl-ethyl ester
Conditions | Yield |
---|---|
With P1 silica Product distribution; Rate constant; CH3CN as a solvent, other temperature, possible ways of the products formation; | A 7.73 % Chromat. B 35.5 % Chromat. C 4.2 % Chromat. D 3.78 % Chromat. E 87% F 6.21 % Chromat. |
methylenetriphenylarsorane
1-bromopropylbenzene
A
1-propenylbenzene
B
1-ethylstyrene
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane for 1h; Ambient temperature; | A 85% B 13% |
2-phenyl-2-butanol
1-ethylstyrene
Conditions | Yield |
---|---|
With acetic anhydride; magnesium bromide In dichloromethane at 20℃; for 5h; Dehydration; | 83% |
1-phenyl-eth-1-en-1-yl diphenyl phosphate
triethylaluminum
1-ethylstyrene
Conditions | Yield |
---|---|
tetrakis(triphenylphosphine) palladium(0) at 25℃; for 2h; | 80% |
With tetrakis(triphenylphosphine) palladium(0) In hexane; 1,2-dichloro-ethane at 25℃; for 2h; | 80% |
(trimethylstannyl)methyl-lithium
(CH3)2C4H9SnCH2Li
1-phenyl-propan-1-one
1-ethylstyrene
Conditions | Yield |
---|---|
78% |
Conditions | Yield |
---|---|
78% |
Conditions | Yield |
---|---|
With cis,cis,cis-tetrakis[(diphenylphosphanyl)methyl]cyclopentane; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)) In xylene at 130℃; for 20h; Suzuki reaction; | 78% |
trimethylsulphonium iodide
1-bromopropylbenzene
1-ethylstyrene
Conditions | Yield |
---|---|
With n-butyllithium; lithium iodide In tetrahydrofuran; hexane from 0 degC to room temp.; | 72% |
Conditions | Yield |
---|---|
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.0833333h; Stage #2: propionaldehyde In tetrahydrofuran; hexane at 0℃; for 14h; | 64% |
A
tert-butylbenzene
B
2-methyl-1-phenyl-2-propene
C
2-Methyl-1-phenyl-2-propanol
D
1-ethylstyrene
E
(E)-2-phenyl-2-butene
F
2-phenyl-2-butanol
Conditions | Yield |
---|---|
With dihydrogen peroxide In water; water-d2 for 0.05h; | A 6% B 4% C 10% D 5% E 9% F 51% |
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; potassium tert-butylate; iron(II) chloride In toluene at 120℃; for 8h; Julia Olefin Synthesis; Inert atmosphere; Schlenk technique; | A 50% B n/a |
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane Wittig reaction; Inert atmosphere; Cooling with ice; | 40.6% |
With potassium tert-butylate In diethyl ether at 20℃; for 4h; Wittig olefination; | |
With potassium tert-butylate In tetrahydrofuran Wittig Olefination; | |
Stage #1: methyl-triphenylphosphonium iodide With potassium tert-butylate In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; Stage #2: 1-phenyl-propan-1-one In tetrahydrofuran Inert atmosphere; |
Conditions | Yield |
---|---|
Stage #1: 1-phenyl-propan-1-one; H2C=TiCl2 In diethyl ether; toluene at -40 - 20℃; Stage #2: With water | 38% |
2-phenyl-2-butanol
acetic anhydride
A
1-ethylstyrene
B
(E)-2-phenyl-2-butene
C
2-phenylbutan-2-yl acetate
D
dimethylglyoxal
Conditions | Yield |
---|---|
With cobalt(II) chloride In acetonitrile at 50℃; for 8h; Yields of byproduct given; | A n/a B n/a C 31% D n/a |
Conditions | Yield |
---|---|
With infusorial earht at 300 - 400℃; bei der Destillation; | |
With potassium hydroxide Destillation; |
sec-Butylbenzene
A
1-ethylstyrene
B
2-phenylbut-2-ene
Conditions | Yield |
---|---|
With chromium(III) oxide at 600℃; |
3-phenyl-pent-3-enoic acid
1-ethylstyrene
Conditions | Yield |
---|---|
With sulfuric acid |
ethylmagnesium bromide
phenylacetylene
A
(E)-hex-3-en-3-ylbenzene
B
1-ethylstyrene
C
Diphenyl-3,6-oktadien-3,5, E,E
Conditions | Yield |
---|---|
(i) CuBr, Et2O, (ii) /BRN= 605461/, pentane, (iii) aq. HCl; Multistep reaction; |
ethylmagnesium bromide
phenylacetylene
A
1-ethylstyrene
B
Diphenyl-3,6-oktadien-3,5, E,E
C
dodeca-3c,5c,7c,9c-tetraene
Conditions | Yield |
---|---|
(i) CuBr, Et2O, (ii) /BRN= 605461/, pentane, (iii) aq. HCl; Multistep reaction; |
sec-Butylbenzene
A
1-ethylstyrene
B
(Z)-2-phenylbut-2-ene
C
(1-chloro-2-butanyl)benzene
D
(3-chloro-1-methyl-propyl)-benzene
erythro-2-chloro-3-phenylbutane
threo-2-chloro-3-phenylbutane
Conditions | Yield |
---|---|
at 25℃; Product distribution; chlorination; phase and solvent influence on the relative selectivity; |
A
2-methyl-1-phenyl-2-propene
B
(2-methyl-1-propenyl)-benzene
C
1-ethylstyrene
D
(1-methylcyclopropyl)benzene
E
(Z)-2-phenylbut-2-ene
F
(E)-2-phenyl-2-butene
Conditions | Yield |
---|---|
In decalin at 180℃; for 0.0833333h; Mechanism; Product distribution; other reaction conditions were investigated; |
A
(2-methyl-1-propenyl)-benzene
B
1-ethylstyrene
C
(1-methylcyclopropyl)benzene
D
(E)-2-phenyl-2-butene
Conditions | Yield |
---|---|
In pentane Ambient temperature; Irradiation; Further byproducts given. Yields of byproduct given; |
2-phenyl-2-butanol
A
1-ethylstyrene
B
(Z)-2-phenylbut-2-ene
C
(E)-2-phenyl-2-butene
Conditions | Yield |
---|---|
With sulfuric acid at 60℃; for 2h; | |
With sulfuric acid | |
With potassium hydrogensulfate; 4-tert-Butylcatechol at 200℃; for 2h; Overall yield = 71 %; Overall yield = 1.87 mg; |
2-phenyl-2-butanol
A
1-ethylstyrene
B
(E)-2-phenyl-2-butene
C
2-phenylbutan-2-yl acetate
D
dimethylglyoxal
Conditions | Yield |
---|---|
With acetic anhydride; cobalt(II) chloride In acetonitrile at 50℃; for 8h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
3-(2-phenyl-2-propyl)diazirine
A
(2-methyl-1-propenyl)-benzene
B
1-ethylstyrene
C
(1-methylcyclopropyl)benzene
D
(E)-2-phenyl-2-butene
Conditions | Yield |
---|---|
In benzene Ambient temperature; Irradiation; Further byproducts given. Yields of byproduct given; |
A
2-methyl-1-phenyl-2-propene
B
(2-methyl-1-propenyl)-benzene
C
1-ethylstyrene
D
(E)-2-phenyl-2-butene
Conditions | Yield |
---|---|
With lithium methanolate In various solvent(s) at 80℃; for 5h; Yield given. Further byproducts given. Yields of byproduct given; |
Conditions | Yield |
---|---|
With lithium; magnesium bromide 1.) Et2O, 2.) THF; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With bi(allylnickel bromide); C39H30NO2P; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In dichloromethane at -78℃; for 1.01667h; optical yield given as %ee; enantioselective reaction; | 99% |
With [(R)-1,1'-binaphthyl-2,2'-diyldioxy]{bis[(S)-(1-phenylethyl)]amino}phosphine; bi(allylnickel bromide); sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In dichloromethane under 760.051 Torr; for 4h; Inert atmosphere; Cooling with acetone-dry ice; optical yield given as %ee; enantioselective reaction; | 99.7% |
Stage #1: ethene With bi(allylnickel bromide); sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; (3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-(1-phenyl-ethyl)-amine In dichloromethane at -70℃; under 760.051 Torr; Schlenk technique; Inert atmosphere; Glovebox; Stage #2: 1-ethylstyrene In dichloromethane at -70 - -65℃; under 760.051 Torr; for 4h; Inert atmosphere; | 99% |
With bi(allylnickel bromide); {benzyl[(S)-1-(1-naphthyl)ethyl]amino}[(R)-1,1'-binaphthyl-2,2'-diyldioxy]phosphine; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In dichloromethane at -78℃; for 4h; Inert atmosphere; enantioselective reaction; |
1-ethylstyrene
sec-Butylbenzene
Conditions | Yield |
---|---|
With hydrogen; {Ir(cod)[2-methyl-4-((S)-2-Ph2P-ethyl)oxazoline]}*BARF In dichloromethane at 25℃; under 37503.8 Torr; for 2h; | 99% |
With hydridotetracarbonylcobalt; carbon monoxide In dichloromethane at 0℃; Rate constant; | |
With Ni(mesal)2; sulfuric acid; N-[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl]-N,N-dimethylamine; triisobutylaluminum 1.) at room temp., 30 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With cetyltrimethylammonim bromide; sodium hydroxide In dichloromethane; water at 5℃; | 99% |
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 20 - 60℃; Inert atmosphere; | 80% |
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 20 - 60℃; Inert atmosphere; | 80% |
1-ethylstyrene
Conditions | Yield |
---|---|
Stage #1: 1-ethylstyrene With trimethylsilylazide; 9-(2-mesityl)-10-methylacridinium perchlorate In toluene at 20℃; for 4h; Irradiation; Stage #2: With hydrogenchloride; triphenylphosphine In water; acetonitrile at 20℃; for 0.5h; | 99% |
1-ethylstyrene
1-cyclopropyl-3-(3,5-dimethylphenyl)urea
Conditions | Yield |
---|---|
With C42H34F10IrN4(1+)*C110H140BN2O12(1-) In dichloromethane at -20℃; for 24h; Inert atmosphere; Photolysis; enantioselective reaction; | A 98% B n/a |
1-ethylstyrene
2-phenylbut-2-ene
Conditions | Yield |
---|---|
With borane-ammonia complex; (3aR,7aR)-1,3-diisopropyl-2-((2-((E)-(quinolin-2-ylmethylene)amino)phenyl)amino)octahydro-1H-benzo[d][1,3,2]diazaphosphole 2-oxide; cobalt(II) bromide; sodium t-butanolate In toluene at 60℃; for 12h; Reagent/catalyst; Solvent; Glovebox; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
With borane-ammonia complex; (3aR,7aR)-1,3-diisopropyl-2-((2-((E)-(pyridin-2-ylmethylene)amino)phenyl)amino)octahydro-1H-benzo[d][1,3,2]diazaphosphole 2-oxide; cobalt(II) bromide; sodium t-butanolate In toluene at 60℃; for 12h; Reagent/catalyst; Glovebox; Inert atmosphere; Large scale; stereoselective reaction; | 95% |
With (PPO)FeCl2; sodium triethylborohydride In tetrahydrofuran; pentane at 20℃; for 2h; Inert atmosphere; Glovebox; Sealed tube; Schlenk technique; stereoselective reaction; | 92% |
With aluminium(III) triflate In 1,2-dichloro-ethane at 20℃; for 12h; Reagent/catalyst; Solvent; Inert atmosphere; stereoselective reaction; | 82% |
With C21H35N3PRu*F6P(1-) In [(2)H6]acetone at 70℃; for 29h; Inert atmosphere; stereoselective reaction; | |
With C22H27Cl2CoN3S; sodium triethylborohydride In neat (no solvent) at 20℃; for 1h; Schlenk technique; Glovebox; stereoselective reaction; | n/a |
1-ethylstyrene
1-Bromo-2-fluoro-2-phenylbutane
Conditions | Yield |
---|---|
With N-Bromosuccinimide; triethylamine tris(hydrogen fluoride) In dichloromethane at 0 - 20℃; for 14.25h; regioselective reaction; | 94% |
With N-Bromosuccinimide; triethylamine tris(hydrogen fluoride) In dichloromethane 1.) 0 deg C, 15 min, 2.) r.t., 12 h; Yield given; |
diazoacetic acid ethyl ester
1-ethylstyrene
ethyl (1R,2R)-2-ethyl-2-phenylcyclopropanecarboxylate
Conditions | Yield |
---|---|
With C32H42CoN2O4; potassium thioacetate In dichloromethane at 20℃; for 32h; enantioselective reaction; | 94% |
Conditions | Yield |
---|---|
With [n-Bu4N][BF4]; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,2-dichloro-ethane; acetonitrile at 20℃; for 2h; Electrolysis; Inert atmosphere; Electrochemical reaction; regioselective reaction; | 93% |
Conditions | Yield |
---|---|
With perchloric acid In water at 50℃; for 15h; | 92% |
1-ethylstyrene
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
(R)-(+)-4,4,5,5-tetramethyl-2-(2-phenylbutyl)-1,3,2-dioxaborolane
Conditions | Yield |
---|---|
With C26H36CoN3O In tetrahydrofuran at 25℃; for 3h; Inert atmosphere; Glovebox; enantioselective reaction; | 91% |
With C29H33Cl2FeN3O; sodium triethylborohydride In tetrahydrofuran; diethyl ether at 0℃; for 1h; Inert atmosphere; Schlenk technique; enantioselective reaction; | 91% |
1-ethylstyrene
[2,2-Difluoro-1-(4-methoxy-phenyl)-vinyloxy]-trimethyl-silane
Conditions | Yield |
---|---|
With aluminum (III) chloride In fluorobenzene at 45℃; for 2h; | 91% |
1-ethylstyrene
acetylacetone
3-acetyl-5-ethyl-2-methyl-5-phenyl-4,5-dihydrofuran
Conditions | Yield |
---|---|
With CeONO2 (CAN) In acetonitrile at 20℃; for 0.0833333h; Mechanism; Rate constant; other solvent (MeOH); | 90% |
With CeONO2 (CAN) In acetonitrile at 20℃; for 0.0833333h; or in MeOH; | 90% |
1-ethylstyrene
bis(pinacol)diborane
(R)-(+)-4,4,5,5-tetramethyl-2-(2-phenylbutyl)-1,3,2-dioxaborolane
Conditions | Yield |
---|---|
Stage #1: bis(pinacol)diborane With C34H28N2O3S; copper(l) chloride; sodium t-butanolate In tetrahydrofuran for 0.5h; Inert atmosphere; Stage #2: 1-ethylstyrene With methanol In tetrahydrofuran at -15℃; for 48h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 90% |
With CuCl; C3H2N2Ph2(C6H3MePh)(C6H4SO3); NaOtBu In tetrahydrofuran; methanol -15°C; 48 h; | 90% |
Conditions | Yield |
---|---|
With C25H33Cl2FeN3O; sodium triethylborohydride In tetrahydrofuran; toluene at 20℃; for 12h; Reagent/catalyst; Inert atmosphere; Schlenk technique; Cooling with ice; stereoselective reaction; | 90% |
Conditions | Yield |
---|---|
With (acetylacetonato)dicarbonylrhodium (l); (S,S)-YanPhos; hydrogen In toluene at 80℃; under 3750.38 Torr; for 48h; Autoclave; enantioselective reaction; | 90% |
Conditions | Yield |
---|---|
With indium(III) chloride In tetrahydrofuran at 25℃; for 20h; | 90% |
1-ethylstyrene
(E)-(1-nitrobut-1-en-2-yl)benzene
Conditions | Yield |
---|---|
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; silver nitrate In 1,2-dichloro-ethane at 70℃; for 12h; Molecular sieve; | 88% |
With ammonium cerium (IV) nitrate; acetic acid; sodium nitrite In chloroform Sealed tube; Sonication; | 48% |
With ammonium cerium (IV) nitrate; acetic acid; sodium nitrite In chloroform for 6h; Inert atmosphere; Sealed tube; Sonication; | 40% |
Conditions | Yield |
---|---|
With monoethylene glycol diethyl ether at 90℃; for 12h; Green chemistry; | 88% |
With tetrahydrofuran; oxygen In water at 20℃; for 18h; Irradiation; Green chemistry; | 85% |
With N-hydroxyphthalimide; oxygen In N,N-dimethyl acetamide; water at 80℃; for 72h; | 57 %Chromat. |
1-ethylstyrene
bis(p-toluenesulfonyl) sulfur diimide
N1,N2-Ditosyl-2-phenyl-2-buten-sulfinamidin
Conditions | Yield |
---|---|
In tetrachloromethane at 20℃; for 14h; | 86% |
Conditions | Yield |
---|---|
With [hydroxy(tosyloxy)iodo]benzene In methanol at 20℃; for 0.333333h; | 86% |
With oxone; sodium iodide In water; acetonitrile at 20℃; for 15h; Green chemistry; | 72% |
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene; tricyclohexylphosphine selenide In dichloromethane Inert atmosphere; Sealed tube; regioselective reaction; | 86% |
1-ethylstyrene
bis(p-toluenesulfonyl) sulfur diimide
N-(1-Methyl-2-phenylallyl)-N-(p-toluolsulfonamidothio)-p-toluolsulfonamid
Conditions | Yield |
---|---|
In toluene 1) 20 deg C, 7 h; 2) 50 deg C, 0.5 h; | 85% |
The CAS register number of Benzene,(1-methylenepropyl)- is 2039-93-2. It also can be called as (1-Methylenepropyl)benzene and the IUPAC name about this chemical is but-1-en-2-ylbenzene. The molecular formula about this chemical is C10H12 and the molecular weight is 132.2.
Physical properties about Benzene,(1-methylenepropyl)- are: (1)ACD/LogP: 3.78; (2)ACD/LogD (pH 5.5): 3.78; (3)ACD/LogD (pH 7.4): 3.78; (4)ACD/BCF (pH 5.5): 441.87; (5)ACD/BCF (pH 7.4): 441.87; (6)ACD/KOC (pH 5.5): 2723.35; (7)ACD/KOC (pH 7.4): 2723.35; (8)#Freely Rotating Bonds: 2; (9)Index of Refraction: 1.505; (10)Molar Refractivity: 45.08 cm3; (11)Molar Volume: 151.7 cm3; (12)Polarizability: 17.87x10-24cm3; (13)Surface Tension: 28.9 dyne/cm; (14)Flash Point: 57.1 °C; (15)Enthalpy of Vaporization: 40.38 kJ/mol; (16)Boiling Point: 184.8 °C at 760 mmHg; (17)Vapour Pressure: 0.986 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: C=C(\c1ccccc1)CC
(2)InChI: InChI=1/C10H12/c1-3-9(2)10-7-5-4-6-8-10/h4-8H,2-3H2,1H3
(3)InChIKey: SQHOHKQMTHROSF-UHFFFAOYAH
(4)Std. InChI: InChI=1S/C10H12/c1-3-9(2)10-7-5-4-6-8-10/h4-8H,2-3H2,1H3
(5)Std. InChIKey: SQHOHKQMTHROSF-UHFFFAOYSA-N
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