formaldehyd
(1,3-phenylenebis(methylene))bis(triphenylphosphonium) dibromide
1,3-divinylbenzene
Conditions | Yield |
---|---|
With lithium ethoxide In ethanol for 2h; Ambient temperature; | 95% |
With lithium ethoxide In ethanol Ambient temperature; |
Conditions | Yield |
---|---|
With potassium fluoride; Pd (1 wt%)/C In N,N-dimethyl-formamide at 130℃; under 1500.15 Torr; for 2.5h; Reagent/catalyst; Time; Hiyama Coupling; Inert atmosphere; | 94% |
m-Divinylbenzene monoepoxide
1,3-divinylbenzene
Conditions | Yield |
---|---|
With carbon monoxide In water at 27℃; under 760.051 Torr; for 16h; chemoselective reaction; | 85% |
With carbon monoxide; water at 27℃; under 760.051 Torr; for 16h; chemoselective reaction; | 85% |
tetravinylsilane
1,3-Diiodobenzene
A
1,3-divinylbenzene
B
1-iodo-3-vinylbenzene
C
(E)-1,2-bis(3-vinylphenyl)ethene
Conditions | Yield |
---|---|
With potassium fluoride; Pd (0.87 wt%)/MgO In N,N-dimethyl-formamide at 130℃; under 1500.15 Torr; for 3h; Hiyama Coupling; Inert atmosphere; | A 81% B 6% C 11% |
Conditions | Yield |
---|---|
In 1,4-dioxane at 120℃; for 21h; Schlenk technique; Inert atmosphere; | 78% |
Conditions | Yield |
---|---|
With potassium carbonate In 1,4-dioxane; water for 15h; Heating; | 75% |
With potassium tert-butylate In tetrahydrofuran at 0 - 25℃; Inert atmosphere; | 64% |
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.333333h; Wittig Olefination; Inert atmosphere; Schlenk technique; Stage #2: Isophthalaldehyde In tetrahydrofuran at 20 - 40℃; for 1h; Wittig Olefination; Inert atmosphere; Schlenk technique; | 39% |
Isophthalaldehyde
malonic acid
A
1,3-divinylbenzene
B
3-ethenylbenzaldehyde
Conditions | Yield |
---|---|
With pyridine; ethanol Erhitzen des Reaktionsprodukts mit Chinolin und Kupfer-Pulver; |
Conditions | Yield |
---|---|
With steam; pyrographite at 700 - 725℃; |
ortho-diethylbenzene
1,3-divinylbenzene
Conditions | Yield |
---|---|
With aluminum oxide; steam; zinc(II) oxide; calcium oxide at 600 - 610℃; |
Conditions | Yield |
---|---|
With steam; pyrographite at 700 - 725℃; |
1,3-bis-(1-bromo-ethyl)-benzene
A
1,3-divinylbenzene
Conditions | Yield |
---|---|
under 2 - 5 Torr; Destillation; | |
bei der Destillation; |
α,α'-dimethyl-1,3-benzenedimethanol diacetate
1,3-divinylbenzene
Conditions | Yield |
---|---|
at 600℃; unter Stickstoff; | |
at 600℃; |
tricyclo[6.2.0.03,6]deca-1,3(6),7-triene
A
naphthalene
B
1,3-divinylbenzene
C
1,4-Divinylbenzene
Conditions | Yield |
---|---|
at 950℃; under 0.01 Torr; Product distribution; Mechanism; |
1,3-divinylbenzene
Conditions | Yield |
---|---|
With quinoline under 3 Torr; Destillation; |
1,3-bis-(1-bromo-ethyl)-benzene
A
1,3-divinylbenzene
Conditions | Yield |
---|---|
under 2 - 5 Torr; Destillation; |
m-diethylbenzene
A
styrene
B
1,3-divinylbenzene
C
ethylbenzene
D
meta ethyl vinyl benzene
Conditions | Yield |
---|---|
at 700℃; |
A
naphthalene
B
1,3-divinylbenzene
C
1-methylene-1H-indene
D
Benzo[b]thiophene
Conditions | Yield |
---|---|
With air at 750 - 850℃; pyrolysis; Formation of xenobiotics; Further byproducts given. Title compound not separated from byproducts; |
1,3-divinylbenzene
Conditions | Yield |
---|---|
at 850℃; for 0.0277778h; Formation of xenobiotics; |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran Stille reaction; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 198.0 g / dimethylformamide / 2 h / 180 °C 2: 95 percent / LiOEt / ethanol / 2 h / Ambient temperature View Scheme | |
Multi-step reaction with 2 steps 1: dimethylformamide / 180 °C 2: LiOEt / ethanol / Ambient temperature View Scheme |
α,α'-dimethyl-1,3-benzenedimethanol
1,3-divinylbenzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine / Erhitzen auf dem Dampfbad 2: 600 °C View Scheme | |
Multi-step reaction with 2 steps 1: chloroform; PBr3 2: bei der Destillation View Scheme | |
Multi-step reaction with 2 steps 1: chloroform; PBr3 2: 2 - 5 Torr / Destillation View Scheme |
Isophthalaldehyde
methyl-triphenylphosphonium iodide
A
1,3-divinylbenzene
B
3-ethenylbenzaldehyde
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at -20 - 0℃; for 7h; |
3-ethenylbenzaldehyde
methyl-triphenylphosphonium iodide
1,3-divinylbenzene
Conditions | Yield |
---|---|
Stage #1: methyl-triphenylphosphonium iodide With potassium tert-butylate In diethyl ether at 0℃; for 4h; Stage #2: 3-ethenylbenzaldehyde In diethyl ether at 20℃; for 10h; | 362 mg |
1,3-divinylbenzene
bis(pinacol)diborane
Conditions | Yield |
---|---|
With potassium tert-butylate; iron(II) chloride; tert-butyl alcohol In tetrahydrofuran at 65℃; for 12h; Inert atmosphere; Schlenk technique; Green chemistry; | 96% |
With potassium tert-butylate; iron(II) chloride In tetrahydrofuran at 65℃; for 12h; Inert atmosphere; Schlenk technique; | 96% |
styrene
1,3-divinylbenzene
1,4-Divinylbenzene
1,2-divinylbenzene
(1R,2S)-2-(4-vinylbenzenesulfonyl)amino-1-phenylpropan-1-ol
polymer, suspension polymerization, degree of crosslinking: 10 %, degree of functionalization: 0.50; monomer(s): (1R,2S)-2-(4-vinylbenzenesulfonylamino)-1-phenyl-propan-1-ol; styrene; divinylbenzenes
Conditions | Yield |
---|---|
With 2,2'-azobis-(2,4-dimethylvaleronitrile); poly(vinyl alcohol) In tetrahydrofuran; water; benzene at 0 - 80℃; suspension polymerization; | 95% |
(1R,2R)-N1-(4-vinylbenzenesulfonyl)-1,2-diphenylethane-1,2-diamine
1,3-divinylbenzene
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In N,N-dimethyl-formamide at 60℃; for 15h; | 94% |
styrene
1,3-divinylbenzene
1,4-Divinylbenzene
1,2-divinylbenzene
(1R,2S)-2-(4-vinylbenzenesulfonyl)amino-1-phenylpropan-1-ol
polymer, suspension polymerization, degree of crosslinking: 10 %, degree of functionalization: 0.30; monomer(s): (1R,2S)-2-(4-vinylbenzenesulfonylamino)-1-phenyl-propan-1-ol; styrene; divinylbenzenes
Conditions | Yield |
---|---|
With 2,2'-azobis-(2,4-dimethylvaleronitrile); poly(vinyl alcohol) In tetrahydrofuran; water; benzene at 0 - 80℃; suspension polymerization; | 93% |
styrene
1,3-divinylbenzene
1,4-Divinylbenzene
1,2-divinylbenzene
(1R,2S)-2-(4-vinylbenzenesulfonyl)amino-1-phenylpropan-1-ol
polymer, suspension polymerization, degree of crosslinking: 30 %, degree of functionalization: 0.10; monomer(s): (1R,2S)-2-(4-vinylbenzenesulfonylamino)-1-phenyl-propan-1-ol; styrene; divinylbenzenes
Conditions | Yield |
---|---|
With 2,2'-azobis-(2,4-dimethylvaleronitrile); poly(vinyl alcohol) In tetrahydrofuran; water; benzene at 0 - 80℃; suspension polymerization; | 92% |
styrene
1,3-divinylbenzene
1,4-Divinylbenzene
1,2-divinylbenzene
(1R,2S)-2-(4-vinylbenzenesulfonyl)amino-1-phenylpropan-1-ol
polymer, suspension polymerization, degree of crosslinking: 10 %, degree of functionalization: 0.10; monomer(s): (1R,2S)-2-(4-vinylbenzenesulfonylamino)-1-phenyl-propan-1-ol; styrene; divinylbenzenes
Conditions | Yield |
---|---|
With 2,2'-azobis-(2,4-dimethylvaleronitrile); poly(vinyl alcohol) In tetrahydrofuran; water; benzene at 0 - 80℃; suspension polymerization; | 91% |
styrene
1,3-divinylbenzene
1,4-Divinylbenzene
1,2-divinylbenzene
(1S,2R)-2-(4-vinylbenzenesulfonyl)amino-1-phenylpropan-1-ol
polymer, suspension polymerization, degree of crosslinking: 10 %, degree of functionalization: 0.10; monomer(s): (1S,2R)-2-(4-vinylbenzenesulfonylamino)-1-phenyl-propan-1-ol; styrene; divinylbenzenes
Conditions | Yield |
---|---|
With 2,2'-azobis-(2,4-dimethylvaleronitrile); poly(vinyl alcohol) In tetrahydrofuran; water; benzene at 0 - 80℃; suspension polymerization; | 90% |
1,3-divinylbenzene
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
1,3-bis((S)-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethyl)benzene
Conditions | Yield |
---|---|
With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; copper(l) chloride; sodium t-butanolate In toluene at 20℃; for 48h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 90% |
styrene
1,3-divinylbenzene
1,4-Divinylbenzene
1,2-divinylbenzene
(1R,2R,3S,4S)-3-(4-vinylbenzenesulfonyl)amino-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
polymer, suspension polymerization, degree of crosslinking: 10 %, degree of functionalization: 0.10; monomer(s): (1R,2R,3S,4S)-3-(4-vinylbenzenesulfonylamino)-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-ol; styrene; divinylbenzenes
Conditions | Yield |
---|---|
With 2,2'-azobis-(2,4-dimethylvaleronitrile); poly(vinyl alcohol) In tetrahydrofuran; water; benzene at 0 - 80℃; suspension polymerization; | 89% |
styrene
1,3-divinylbenzene
1,4-Divinylbenzene
1,2-divinylbenzene
(1R,2S,3R,4S)-3-(4-vinylbenzenesulfonyl)amino-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
polymer, suspension polymerization, degree of crosslinking: 10 %, degree of functionalization: 0.10; monomer(s): (1R,2S,3R,4S)-3-(4-vinylbenzenesulfonylamino)-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-ol; styrene; divinylbenzenes
Conditions | Yield |
---|---|
With 2,2'-azobis-(2,4-dimethylvaleronitrile); poly(vinyl alcohol) In tetrahydrofuran; water; benzene at 0 - 80℃; for 25h; suspension polymerization; | 88% |
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; 3,7-bis(dimethylamine)phenothiazonium In acetonitrile at 25℃; Irradiation; Green chemistry; | 87% |
1,3-divinylbenzene
triphenylstannane
1,3-bis[(2-triphenylstannyl)ethyl]benzene
Conditions | Yield |
---|---|
With α,α'-azobisisobutyronitrile In benzene a soln. of nitrile and Sn-compound in benzene was added dropwise to a stirred soln. of 1,3-divinylbenzene in benzene at reflux, the mixt. was stirred at reflux for 2 h; C6H6 was removed in vac., recrystd. from CH2Cl2-hexane; elem. anal.; | 83% |
1,3-divinylbenzene
m-bis(α,β-dibromoethyl)benzene
Conditions | Yield |
---|---|
With bromine In tetrachloromethane 0 ceg C to r.t.; | 82% |
With chloroform; bromine at 0℃; | |
With bromine In tetrachloromethane |
Conditions | Yield |
---|---|
With benzil In tetrahydrofuran for 6h; Irradiation; Inert atmosphere; Green chemistry; | 82% |
styrene
1,3-divinylbenzene
1,4-Divinylbenzene
1,2-divinylbenzene
(1R,2S)-2-(4-vinylbenzenesulfonyl)amino-1-phenylpropan-1-ol
polymer, suspension polymerization, degree of crosslinking: 2 %, degree of functionalization: 0.10; monomer(s): (1R,2S)-2-(4-vinylbenzenesulfonylamino)-1-phenyl-propan-1-ol; styrene; divinylbenzenes
Conditions | Yield |
---|---|
With 2,2'-azobis-(2,4-dimethylvaleronitrile); poly(vinyl alcohol) In tetrahydrofuran; water; benzene at 0 - 80℃; suspension polymerization; | 78% |
Conditions | Yield |
---|---|
With cadmium sulphide In neat (no solvent) at 20℃; for 12h; Irradiation; | 77% |
With air; Ag/AgBr/TiO2 nanotubes In acetonitrile at 20℃; for 48h; Irradiation; | 69% |
Conditions | Yield |
---|---|
Stage #1: carbon disulfide With methanol; caesium carbonate at 20℃; for 3h; Sealed tube; Stage #2: 1,3-divinylbenzene With cadmium sulphide at 20℃; for 12h; Irradiation; Sealed tube; | 76% |
1,3-divinylbenzene
Conditions | Yield |
---|---|
With trimethylsilylazide; oxygen; copper(II) bis(trifluoromethanesulfonate) at 20℃; for 18h; Schlenk technique; Inert atmosphere; Green chemistry; | 73% |
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; oxygen; methylene blue In ethanol at 25℃; Irradiation; chemoselective reaction; | 73% |
(carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II)
isonicotinic acid ethylester
1,3-divinylbenzene
Conditions | Yield |
---|---|
In not given 1,3-diethynylbenzene treated by Ru-complex; resulting diruthenium complex treated with excess of isonicotinate; | 71% |
2,2,6,6-Tetramethyl-1-piperidinyloxy free radical
diisopropyl peroxydicarbonate
1,3-divinylbenzene
Conditions | Yield |
---|---|
70.5% |
Conditions | Yield |
---|---|
With zinc In diethyl ether at 20 - 30℃; sonication; | 70% |
1,3-divinylbenzene
bis(pinacol)diborane
Conditions | Yield |
---|---|
With (tBuPNN)CoCl2; sodium triethylborohydride; cesium fluoride In N,N-dimethyl-formamide at 20℃; for 12h; stereoselective reaction; | 67% |
Conditions | Yield |
---|---|
With dimethyl sulfoxide; potassium hydroxide at 120℃; for 24h; | 67% |
1,3-divinylbenzene, with the CAS NO.108-57-6, has the Synonyms of m-vinylstyrene; m-divinylbenzene; benzene, 1,3-diethenyl-; 1,3-divinylbenzene; 1,3-bis(ethenyl)benzene; 1,3-DIVINYL-BENZOL; 1,3-Divinylbenzen. It is not misc in water; sol in ether and methanol.
Physical properties about 1,3-divinyl-benzene are: (1)ACD/LogP: 2.565; (2)ACD/LogD (pH 5.5): 2.57; (3)ACD/LogD (pH 7.4): 2.57; (4)ACD/BCF (pH 5.5): 52.39; (5)ACD/BCF (pH 7.4): 52.39; (6)ACD/KOC (pH 5.5): 591.89; (7)ACD/KOC (pH 7.4):591.89; (8)#Freely Rotating Bonds: 2; (9)Index of Refraction: 1.596; (10)Molar Refractivity: 48.101 cm3; (11)Molar Volume: 141.329 cm3; (12)Polarizability: 19.069 10-24cm3; (13)Surface Tension: 32.4080009460449 dyne/cm; (14)Density: 0.921 g/cm3; (15)Flash Point: 74.555 °C; (16)Enthalpy of Vaporization: 42.938 kJ/mol; (17)Boiling Point: 211.348 °C at 760 mmHg; (18)Vapour Pressure: 0.266000002622604 mmHg at 25°C
You can still convert the following datas into molecular structure:
(1)InChI=1S/C10H10/c1-3-9-6-5-7-10(4-2)8-9/h3-8H,1-2H2;
(2)InChIKey=PRJNEUBECVAVAG-UHFFFAOYSA-N;
(3)Smilesc1c(cccc1C=C)C=C;
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