p-chloromethyl-α-bromoethylbenzene
4-Vinylbenzyl chloride
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium hydroxide In toluene at 40℃; for 4h; Reagent/catalyst; Temperature; Solvent; | 95% |
Conditions | Yield |
---|---|
With oxalyl dichloride; Tropone In dichloromethane at 20℃; for 0.25h; Inert atmosphere; | 84% |
1-(2-chloroethyl)-4-(chloromethyl)benzene
4-Vinylbenzyl chloride
Conditions | Yield |
---|---|
With 4-tert-Butylcatechol; sodium t-butanolate In tetrahydrofuran at 30℃; for 1h; Reagent/catalyst; Solvent; Inert atmosphere; | 83% |
p-chloromethyl-2-bromoethylbenzene
4-Vinylbenzyl chloride
Conditions | Yield |
---|---|
With potassium hydroxide; tetrabutylammomium bromide at 30℃; for 4h; different reagents, solvents and reaction times; | 77% |
With tetrabutylammomium bromide; potassium hydroxide In tert-butyl alcohol at 30℃; for 4h; | 50.1% |
Conditions | Yield |
---|---|
With hydrogenchloride; potassium chloride; tetrabutyl-ammonium chloride In fluorobenzene; water at 20℃; Irradiation; Green chemistry; | 68% |
4-Vinylbenzyl chloride
Conditions | Yield |
---|---|
at 500 - 650℃; | 60% |
Conditions | Yield |
---|---|
With carbon disulfide; zinc(II) chloride at 40℃; for 5h; Reflux; | 13% |
Conditions | Yield |
---|---|
(i) NBS, (PhCO)2O2, (ii) (heating), benzene-1,4-diol; Multistep reaction; |
1-(4-chloromethylphenyl)ethanol
4-Vinylbenzyl chloride
Conditions | Yield |
---|---|
With potassium hydrogensulfate; 4-tert-Butylcatechol at 210℃; |
1-ethenyl-4-methylbenzene
A
α-chloro-p-methylstyrene
B
4-Vinylbenzyl chloride
Conditions | Yield |
---|---|
With chlorine In water at 560℃; for 0.000222222h; Product distribution; gas phase reaction, oth. isomers; |
4-chloromethylbenzaldehyde
4-Vinylbenzyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: KHSO4, 4-tert-butyl-benzene-1,2-diol / 210 °C View Scheme |
4-chloromethylbenzaldehyde
Methyltriphenylphosphonium bromide
4-Vinylbenzyl chloride
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 16h; Wittig Olefination; |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: bromine / 3 h / Reflux; Inert atmosphere 2: hydrogenchloride; zinc(II) chloride / 20 h / 40 °C / Reflux 3: potassium hydroxide; 18-crown-6 ether / toluene / 4 h / 40 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: hydrogen bromide; zinc(II) chloride / 6 h / 80 - 90 °C / Reflux 2: hydrogenchloride; zinc(II) chloride / 18 h / 30 °C / Reflux 3: tetrabutylammomium bromide; potassium hydroxide / tert-butyl alcohol / 4 h / 30 °C View Scheme | |
Multi-step reaction with 3 steps 1: hydrogenchloride / water / 8 h / 120 °C 2: hydrogenchloride; sulfuric acid; zinc(II) chloride / water / 5 h / 90 °C 3: sodium t-butanolate; 4-tert-Butylcatechol / tetrahydrofuran / 1 h / 30 °C / Inert atmosphere View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrogenchloride; zinc(II) chloride / 18 h / 30 °C / Reflux 2: tetrabutylammomium bromide; potassium hydroxide / tert-butyl alcohol / 4 h / 30 °C View Scheme |
4-Vinylbenzyl chloride
Conditions | Yield |
---|---|
With Ph-HMS; bromine In dichloromethane for 5h; Ambient temperature; Irradiation; | 100% |
With sodium periodate; acetic acid; lithium bromide at 25℃; | 96% |
4-Vinylbenzyl chloride
Conditions | Yield |
---|---|
With N-Bromosuccinimide; water In acetonitrile at 20℃; | 100% |
With sodium periodate; sulfuric acid; lithium bromide In water; acetonitrile at 25℃; pH=6.12; | 85% |
With N-Bromosuccinimide; water In acetone at 0 - 20℃; |
pyrrolidine
4-Vinylbenzyl chloride
1-[(4-ethenylphenyl)methyl]-pyrrolidine
Conditions | Yield |
---|---|
In hexane at 0 - 20℃; | 100% |
In hexane at 20℃; for 20h; Cooling with ice; | 98% |
In hexane at 0 - 20℃; | |
In hexane |
4-Vinylbenzyl chloride
4-vinylbenzyldimethylammonio methanesulfonate
Conditions | Yield |
---|---|
In ethanol; water at 45℃; for 24h; Inert atmosphere; | 100% |
4-Vinylbenzyl chloride
trimethylamine
N,N,N-trimethyl-1-(4-vinylphenyl)methanaminium chloride
Conditions | Yield |
---|---|
In ethanol at 20℃; for 18h; | 100% |
In water at 0℃; for 72h; | |
In N,N-dimethyl-formamide at 60℃; for 24h; Autoclave; |
Conditions | Yield |
---|---|
In acetonitrile at 50℃; for 48h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide In tetrahydrofuran for 48h; Heating; | 99% |
In dimethyl sulfoxide at 50℃; for 47h; | |
In dimethyl sulfoxide at 45℃; for 24h; Inert atmosphere; |
4-Vinylbenzyl chloride
4-vinylbenzyl iodide
Conditions | Yield |
---|---|
With sodium iodide In acetone for 20h; Inert atmosphere; Reflux; | 99% |
With sodium iodide In acetonitrile for 12h; Inert atmosphere; Reflux; | 92% |
With sodium iodide In butanone at 20℃; for 8h; | 91% |
4-Vinylbenzyl chloride
triethylamine
triethyl-(4-vinylbenzyl)ammonium chloride
Conditions | Yield |
---|---|
In methanol at 30℃; | 99% |
In acetonitrile at 40℃; for 93h; | 94% |
With 2,6-di-tert-butyl-4-methyl-phenol at 50℃; for 48h; Inert atmosphere; | |
In N,N-dimethyl-formamide at 60℃; for 24h; Autoclave; |
Conditions | Yield |
---|---|
With 2,6-di-tert-butyl-4-methyl-phenol In toluene at 20℃; for 48h; Inert atmosphere; | 99% |
With 2,6-di-tert-butyl-4-methyl-phenol In toluene at 20℃; for 48h; Inert atmosphere; |
Conditions | Yield |
---|---|
In acetonitrile at 40℃; for 68h; | 99% |
In dichloromethane at 20℃; for 48h; | 85% |
In acetonitrile at 50℃; for 48h; | 82% |
In acetonitrile at 40℃; for 24h; Inert atmosphere; | 80% |
Conditions | Yield |
---|---|
With [Cu(2,9-bis(p-anisyl)-1,10-phenanthroline)Cl2] In acetonitrile at 25 - 30℃; for 24h; Reagent/catalyst; Inert atmosphere; Irradiation; regioselective reaction; | 99% |
Conditions | Yield |
---|---|
In acetonitrile at 40℃; for 239h; | 99% |
4-Vinylbenzyl chloride
potassium phtalimide
2-(4-ethenylbenzyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide | 98% |
In N,N-dimethyl-formamide at 110℃; for 5h; | 88% |
In N,N-dimethyl-formamide at 55℃; for 17h; | 81% |
Conditions | Yield |
---|---|
With dibenzoyl peroxide at 80℃; for 24h; | 98% |
Conditions | Yield |
---|---|
With sodium hydroxide; tetrabutylammomium bromide; water at 125℃; for 0.333333h; | 98% |
With cetyltrimethylammonim bromide; sodium hydroxide In water at 125℃; for 0.666667h; | 95% |
With tetrabutylammomium bromide; sodium hydroxide In water at 125℃; for 2h; Inert atmosphere; | 57% |
4-Vinylbenzyl chloride
phenyltriisopropoxytitanium(IV)
phenyl(p-vinylphenyl)methane
Conditions | Yield |
---|---|
With palladium diacetate; Tri(p-tolyl)phosphine In toluene at 25℃; for 2h; Inert atmosphere; | 98% |
4-Vinylbenzyl chloride
undecyl 4'-hydroxybiphenyl-4-carboxylate
undecyl 4'-(4-vinylbenzyloxy)biphenyl-4-carboxylate
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 70℃; for 8h; | 98% |
4-Vinylbenzyl chloride
2-hydroxyethanethiol
2-(4-vinyl-benzylsulfanyl)-ethanol
Conditions | Yield |
---|---|
With 2,6-di-tert-butyl-4-methyl-phenol; sodium hydroxide In tetrahydrofuran; water Reflux; | 98% |
Conditions | Yield |
---|---|
Stage #1: 1H-imidazole With sodium hydroxide In tetrahydrofuran for 2h; Reflux; Stage #2: 4-Vinylbenzyl chloride In tetrahydrofuran at 20℃; | 98% |
With sodium hydrogencarbonate In water; acetone at 20 - 50℃; for 20h; | 71% |
With sodium hydrogencarbonate In acetonitrile at 50℃; for 20h; | 71% |
4-Vinylbenzyl chloride
propargyl alcohol
1-((prop-2-yn-1-yloxy)methyl)-4-vinylbenzene
Conditions | Yield |
---|---|
Stage #1: propargyl alcohol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.75h; Stage #2: 4-Vinylbenzyl chloride With tetra-(n-butyl)ammonium iodide for 12h; Reflux; | 98% |
Stage #1: propargyl alcohol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Inert atmosphere; Stage #2: 4-Vinylbenzyl chloride In N,N-dimethyl-formamide at 0 - 20℃; for 3h; Inert atmosphere; | 71% |
Stage #1: propargyl alcohol With sodium hydride In tetrahydrofuran for 0.25h; Cooling with ice; Stage #2: 4-Vinylbenzyl chloride With tetrabutylammomium bromide In tetrahydrofuran at 20℃; for 5h; | 59% |
IUPAC Name: 1-(Chloromethyl)-4-ethenylbenzene
Synonyms of Benzene,1-(chloromethyl)-4-ethenyl- (CAS NO.1592-20-7): EINECS 216-471-2 ; 1-(Chloromethyl)-4-vinylbenzene
CAS NO: 1592-20-7
Molecular Formula: C9H9Cl
Molecular Weight: 152.6208
Molecular Structure:
ProductCategories: Intermediates of Dyes and Pigments
Index of Refraction: 1.57
Molar Refractivity: 46.94 cm3
Molar Volume: 143 cm3
Surface Tension: 34.7 dyne/cm
Density of Benzene,1-(chloromethyl)-4-ethenyl- (CAS NO.1592-20-7): 1.066 g/cm3
Flash Point: 90.4 °C
Enthalpy of Vaporization: 44.66 kJ/mol
Boiling Point: 228.9 °C at 760 mmHg
Vapour Pressure: 0.108 mmHg at 25°C
Hazard Codes of Benzene,1-(chloromethyl)-4-ethenyl- (CAS NO.1592-20-7): C
Risk Statements: 34-43-21/22
R34: Causes burns.
R43: May cause sensitization by skin contact.
R21/22: Harmful in contact with skin and if swallowed.
Safety Statements: 26-36/37/39-45
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.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3265 8/PG 3
WGK Germany: 3
F: 8-19
HazardClass: 8
PackingGroup: III
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