4-Dimethylaminostyrene supplier

Name
N,N-dimethyl-4-vinylaniline
EINECS
CAS No. 2039-80-7
Article Data63
CAS DataBase
Density 0.959 g/cm³
Solubility
Melting Point 16.8 °C
Formula C₁₀H₁₃N
Boiling Point 241.6 °C at 760 mmHg
Molecular Weight 147.22
Flash Point 97.5 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Aniline,N,N-dimethyl-p-vinyl- (6CI,7CI,8CI);4-(Dimethylamino)styrene;4-(N,N-Dimethylamino)styrene;4-Ethenyl-N,N-dimethylaniline;4-Vinyl-N,N-dimethylaniline;N,N-Dimethyl-4-vinylaniline;N,N-Dimethyl-p-aminostyrene;N,N-Dimethyl-p-vinylaniline;NSC 3471;p-(Dimethylamino)styrene;p-(N,N-Dimethylamino)styrene;p-Vinyldimethylaniline;
PSA 3.24000
LogP 2.39560

Synthetic route

: 586-77-6
4-bromo-N,N-dimethylaniline

: 7486-35-3
tri-n-butyl(vinyl)tin

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium (0); 2,8,9-tribenzyl-2,3,8,9-tetraaza-1-phosphabicyclo[3,3,3]undecane; cesium fluoride In tetrahydrofuran at 20℃; for 14h; Stille cross-coupling;	97%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; cesium fluoride In 1,4-dioxane at 20℃; for 24h; Inert atmosphere;	73%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 100-10-7
4-dimethylamino-benzaldehyde

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran for 0.25h; Stage #2: 4-dimethylamino-benzaldehyde In tetrahydrofuran Wittig olefination; Further stages.;	94%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0 - 20℃; for 2h; Wittig Olefination; Inert atmosphere; Stage #2: 4-dimethylamino-benzaldehyde In tetrahydrofuran; hexane at 0 - 20℃; for 16h; Wittig Olefination; Inert atmosphere;	94%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.666667h; Stage #2: 4-dimethylamino-benzaldehyde In tetrahydrofuran; hexane at 25℃; for 12h;	90%

: 586-77-6
4-bromo-N,N-dimethylaniline

: potassium vinyltrifluoroborate

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
With dioxathion; caesium carbonate; palladium dichloride In tetrahydrofuran; water at 85℃; for 22h; Suzuki-Miyaura reaction;	93%

: 4363-34-2
vinylboronic acid

: 586-77-6
4-bromo-N,N-dimethylaniline

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

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;	89%

: 78-08-0
Triethoxyvinylsilane

: 586-77-6
4-bromo-N,N-dimethylaniline

A: 7478-69-5
1,1-Bisethylene

B: 2039-80-7
N,N-dimethy-4-vinylaniline

C: 22210-79-3
(E)-1,2-bis-[4-(dimethylamino)phenyl]ethene

Conditions

Conditions	Yield
With sodium hydroxide; poly(ethylene glycol) 2000; palladium diacetate In water at 150℃; for 2h; Hiyama reaction;	A n/a B 86% C n/a

...Expand

: 78-08-0
Triethoxyvinylsilane

: 586-77-6
4-bromo-N,N-dimethylaniline

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
Stage #1: Triethoxyvinylsilane With sodium hydroxide In water at 20℃; for 0.0833333h; Sealed tube; Stage #2: 4-bromo-N,N-dimethylaniline With palladium diacetate In water at 140℃; for 3h; Reagent/catalyst; Sealed tube;	86%

: 71089-15-1
1-(4-N,N-dimethylaminophenyl)propane

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
With [CuCl(ClIPr)]; sodium t-butanolate; tert-butyl alcohol In tetrahydrofuran; hexane at 40℃; for 20h; Inert atmosphere; chemoselective reaction;	82%

: 698-70-4
4-Iodo-N,N-dimethylaniline

: 1826-67-1
vinyl magnesium bromide

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
Stage #1: vinyl magnesium bromide With gallium(III) trichloride In tetrahydrofuran; hexane; dimethyl sulfoxide at 25℃; Stage #2: 4-Iodo-N,N-dimethylaniline With tris-(o-tolyl)phosphine; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In tetrahydrofuran; hexane; dimethyl sulfoxide Heating;	81%

: 100-10-7
4-dimethylamino-benzaldehyde

: 18107-18-1
diazomethyl-trimethyl-silane

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
With (IMes)CuCl; triphenylphosphine; isopropyl alcohol In 1,4-dioxane; diethyl ether at 60℃; for 16h;	81%

: 27200-84-6
methyl triphenylphosphonium bromide

: 100-10-7
4-dimethylamino-benzaldehyde

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 22℃; for 18h; Inert atmosphere;	78%
With n-butyllithium 1) hexane, ether, 4 h, r.t. 2) 25 deg C, ether or benzene; Yield given. Multistep reaction;
With n-butyllithium 1.) diethyl ether, hexane, 4 h, room temp., 2.) 12 h, reflux; Yield given. Multistep reaction;

: 2065-66-9
methyl-triphenylphosphonium iodide

: 100-10-7
4-dimethylamino-benzaldehyde

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
With sodium hydride In dimethyl sulfoxide for 3.5h; Ambient temperature;	71%
Stage #1: methyl-triphenylphosphonium iodide With n-butyllithium In tetrahydrofuran; hexane for 0.5h; Stage #2: 4-dimethylamino-benzaldehyde In tetrahydrofuran; hexane for 2h;

: 3112-85-4
Methyl phenyl sulfone

: 1703-46-4
N,N-dimethyl-4-hydroxymethylaniline

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
With sodium hydride In mineral oil at 135℃; for 17h; Inert atmosphere; Schlenk technique;	60%

: 124-38-9
carbon dioxide

: 1520-21-4
4-vinyl benzylamine

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
With phenylsilane In N,N-dimethyl acetamide at 60℃; for 2h; Sealed tube;	45%
With proazaphosphatrane; 9-bora-bicyclo[3.3.1]nonane In tetrahydrofuran at 90℃; under 750.075 Torr; for 1h; Inert atmosphere; Schlenk technique;	33%

: 7144-49-2
2-methanesulfonylbenzothiazole

: 100-10-7
4-dimethylamino-benzaldehyde

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran; hexane -78 deg C, 3 h then rt., 1 h;	44%

: 102877-42-9
N-methyl-4-vinylaniline

: 124-38-9
carbon dioxide

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
With phenylsilane In N,N-dimethyl-formamide at 90℃; under 760.051 Torr; for 24h; Schlenk technique;	38%

: 124-38-9
carbon dioxide

: 99-92-3
4-Aminoacetophenone

A: 34551-44-5
N-(4-vinylphenyl)formamide

B: 2039-80-7
N,N-dimethy-4-vinylaniline

C: 4150-37-2
N,N-dimethyl-4-ethylaniline

Conditions

Conditions	Yield
With proazaphosphatrane; 9-bora-bicyclo[3.3.1]nonane In tetrahydrofuran at 90℃; under 750.075 Torr; for 1h; Inert atmosphere; Schlenk technique;	A 36% B 35% C 29%

...Expand

: 917-64-6
methyl magnesium iodide

: 100-10-7
4-dimethylamino-benzaldehyde

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
With diethyl ether Erhitzen des nach der Hydrolyse erhaltenen Reaktionsprodukts unter vermindertem Druck;

: 75-16-1
methylmagnesium bromide

: 100-10-7
4-dimethylamino-benzaldehyde

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
With diethyl ether Erhitzen des nach der Hydrolyse erhaltenen Reaktionsprodukts unter vermindertem Druck;

: 5338-94-3
1-[4-(N,N-dimethylamino)phenyl]ethanol

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
flash distillation at 150 deg C under vacuum; Yield given;

: 82414-94-6
1-(4-(dimethylamino)phenyl)ethyl carbocation

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
In water at 20℃; Rate constant;

: 100-10-7
4-dimethylamino-benzaldehyde

: 19493-09-5
Methylenetriphenylphosphorane

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃; for 1h; Yield given;
In tetrahydrofuran; hexane at 20℃; for 16h; Inert atmosphere;	937 mg

: 50438-76-1
Thiobenzoesaeure-O-2-(p-dimethylaminophenyl)-aethylester

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
Irradiation;

: 56153-01-6
p-(N,N-dimethylamino)phenethyl bromide

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
With potassium hydroxide; N,N'-diphenyl-1,4-phenylenediamine In ethanol at 60℃;

bis iodomethylate of dimethyl-<4-dimethylamino-β-phenethyl>-amine: bis iodomethylate of dimethyl-<4-dimethylamino-β-phenethyl>-amine

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
With silver(l) oxide und Destillieren des Reaktionsprodukts im Vakuum;

sodium-salt of/the/ 4-dimethylamino-trans-cinnamic acid: sodium-salt of/the/ 4-dimethylamino-trans-cinnamic acid

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 27389-67-9
trimethyl-(4-trimethylammonio-phenethyl)-ammonium; diiodide

silver oxide: silver oxide

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
Destillieren des Reaktionsprodukts im Vakuum;

: 2-chloro-1-(4-dimethylaminophenyl)ethylphosphonic acid

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
In phosphate buffer; dimethyl sulfoxide at 23℃; pH=7.4; Kinetics;

: 100-10-7
4-dimethylamino-benzaldehyde

: pinacolboratamethylenetriphenylphosphonium iodide

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
Stage #1: pinacolboratamethylenetriphenylphosphonium iodide With lithium hexamethyldisilazane In N,N,N,N,N,N-hexamethylphosphoric triamide at 0℃; for 2h; Stage #2: 4-dimethylamino-benzaldehyde In N,N,N,N,N,N-hexamethylphosphoric triamide at -78 - 20℃;	99 % Chromat.

: 100-10-7
4-dimethylamino-benzaldehyde

: 2039-80-7
N,N-dimethy-4-vinylaniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1) Mg / 1) diethyl ether, 1h; 2) diethyl ether, 3h 2: flash distillation at 150 deg C under vacuum View Scheme

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 1,4-bis(4'-(N,N-dimethylamino)phenyl)butane

Conditions

Conditions	Yield
With potassium In tetrahydrofuran at -78℃; for 12h;	100%

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: 1190375-91-7
N,N-dimethyl-4-[(1E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]aniline

Conditions

Conditions	Yield
With bis(cyclopentadienyl)dihydrozirconium In toluene at 25℃; Inert atmosphere; Glovebox;	98%
With tetrakis(trimethylphosphine)iron(0); norbornene In hexane at 50℃; for 18h; stereoselective reaction;	90%

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 824-79-3
sodium 4-methylbenzenesulfinate

: 1-(4-(dimethylamino)phenyl)-2-tosylethan-1-one

Conditions

Conditions	Yield
With copper dichloride In acetic acid at 60℃; for 6h;	97%

: 16029-98-4
trimethylsilyl iodide

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 1428963-13-6
(E)-N,N-dimethyl-4-(2-(trimethylsilyl)vinyl)aniline

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); bis(3,5-di-tert-butylphenyl)(tert-butyl)phosphine; triethylamine In 1,2-dichloro-ethane at 40℃; for 24h; Heck Reaction; Inert atmosphere; Glovebox; Sealed tube;	96%

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 873-55-2
sodium benzenesulfonate

: 1-(4-(dimethylamino)phenyl)-2-(phenylsulfonyl)ethan-1-one

Conditions

Conditions	Yield
With copper dichloride In acetic acid at 60℃; for 6h;	96%

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 115262-01-6
[bromo(difluoro)methyl](trimethyl)silane

: 4-(2,2-difluorocyclopropyl)-N,N-dimethylaniline

Conditions

Conditions	Yield
With tetrabutylammomium bromide In toluene at 20 - 110℃; for 2h; Inert atmosphere;	95%

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 1147550-11-5
ammonium thiocyanate

: C11H14N2OS

Conditions

Conditions	Yield
With eosin In acetonitrile at 20℃; for 18h; Irradiation; Green chemistry;	95%

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 29333-27-5, 7342-11-2
but-3-yn-2-yl benzoate

: benzoic acid 4-(4-dimethylaminophenyl)-1-methyl-2-methylene-but-3-enyl ester

Conditions

Conditions	Yield
RuCl2(P(C6H11)3)(1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)(=CHC6H5) In benzene for 2h; Heating;	94%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 55718-76-8
2-chloro-1,3,2-benzodioxaborole

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 1190375-91-7
N,N-dimethyl-4-[(1E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]aniline

Conditions

Conditions	Yield
Stage #1: 2-chloro-1,3,2-benzodioxaborole; N,N-dimethy-4-vinylaniline With N-Methyldicyclohexylamine; (bis(3,5-di-tertbutylphenyl)(tert-butyl)phosphine)2PdCl2; lithium iodide at 70℃; for 24h; Heck Reaction; Inert atmosphere; Stage #2: 2,3-dimethyl-2,3-butane diol at 20℃; for 1h;	94%

...Expand

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 53498-47-8
N-(4-vinyl-phenyl)-acetamide

: N-(4-(2-p-dimethylaminophenylcyclobutyl)phenyl)acetamide

Conditions

Conditions	Yield
With tris[2-phenylpyridinato-C2,N]iridium(III) In dimethyl sulfoxide at 25℃; for 20h; Inert atmosphere; Irradiation; diastereoselective reaction;	93%

: 2039-80-7
N,N-dimethy-4-vinylaniline

: C16H23NO2S

: (E)-N-(1-cyclohexyl-3-(4-(dimethylamino)phenyl)allyl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); tricyclohexylphosphine In hexane at 100℃; for 12h; Inert atmosphere;	93%

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 108-98-5
thiophenol

: dimethyl-[4-(2-phenylsulfanyl-ethyl)-phenyl]-amine

Conditions

Conditions	Yield
With benzil In tetrahydrofuran for 6h; Irradiation; Inert atmosphere; Green chemistry;	93%

: 41949-98-8
methyl 1-bromocyclohexanecarboxylate

: 2039-80-7
N,N-dimethy-4-vinylaniline

: C18H25NO2

Conditions

Conditions	Yield
With copper(l) iodide; N,N,N',N'',N'''-pentamethyldiethylenetriamine; tetrabutylammomium bromide In toluene at 40℃; for 20h; Inert atmosphere;	92%

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 15164-44-0
p-(iodophenyl)carboxaldehyde

: 92278-49-4
4-{(E)-2-[4-(N,N-dimethylamino)phenyl]ethenyl}benzenecarbaldehyde

Conditions

Conditions	Yield
With bis(tri-t-butylphosphine)palladium(0); diisopropylamine In toluene at 80℃; for 12h; Heck Reaction; Inert atmosphere; Schlenk technique;	92%

: (E)-3-(4-iodophenyl)acrylaldehyde

: 2039-80-7
N,N-dimethy-4-vinylaniline

: (2E)-3-(4-{(E)-2-[4-(N,N-dimethylamino)phenyl]ethenyl}phenyl)prop-2-enal

Conditions

Conditions	Yield
With bis(tri-t-butylphosphine)palladium(0); diisopropylamine In toluene at 80℃; for 12h; Heck Reaction; Inert atmosphere; Schlenk technique;	92%

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 1,2-di-dimethylaminophenylcyclobutane

Conditions

Conditions	Yield
With tris[2-phenylpyridinato-C2,N]iridium(III) In dimethyl sulfoxide; N,N-dimethyl-formamide at 25℃; for 12h; Inert atmosphere; Irradiation; diastereoselective reaction;	92%

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 694-53-1
phenylsilane

: C16H21NSi

Conditions

Conditions	Yield
With C10H14CoO5; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In tetrahydrofuran at 20℃; for 3h; regioselective reaction;	90%

: 51608-60-7
N-(benzylidene)-p-methylbenzenesulfonamide

: 2039-80-7
N,N-dimethy-4-vinylaniline

: (E)-N-(3-(4-(dimethylamino)phenyl)-1-phenylallyl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); toluene-4-sulfonamide; tricyclohexylphosphine In toluene at 100℃; Sealed tube;	90%

: 292638-84-7
styrene

: 2039-80-7
N,N-dimethy-4-vinylaniline

: N,N-dimethyl-4-(2-phenylcyclobutyl)aniline

Conditions

Conditions	Yield
With tris[2-phenylpyridinato-C2,N]iridium(III) In dimethyl sulfoxide at 25℃; for 20h; Inert atmosphere; Irradiation; diastereoselective reaction;	90%

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 407-25-0
trifluoroacetic anhydride

: 153532-02-6
(E)-4-(4-(dimethylamino)phenyl)-1,1,1-trifluorobut-3-en-2-one

Conditions

Conditions	Yield
In diethyl ether for 0.5h;	90%

: [1,3-bis(2,6-di-iso-propylphenyl)imidazol-2-ylidene]copper(I) tert-butoxide

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 73183-34-3
bis(pinacol)diborane

: (1,3-bis(2',6'-diisopropylphenyl)imidazol-2-ylidene)Cu(I)(CH(p-C6H4NMe2)CH2B(pinacolate))

Conditions

Conditions	Yield
In pentane Cu-B(pinacolate) complex obtained in situ from Cu-O-t-Bu complex and B compd. (1 equiv.); reacted with alkene (1.1 equiv.) in n-pentane at room temp. for 20 min; detd. by (1)H NMR spectra;	89%

...Expand

: 626-67-5
N-methylcyclohexylamine

: 2039-80-7
N,N-dimethy-4-vinylaniline

: C16H26N2

Conditions

Conditions	Yield
With scandium tris(ortho-N,N-dimethylaminobenzyl); trityl tetrakis(pentafluorophenyl)borate In toluene at 70℃; for 24h; regiospecific reaction;	89%

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 5720-07-0
4-methoxyphenylboronic acid

: (R)-4-(1-(4-methoxyphenyl)ethyl)-N,N-dimethylaniline

Conditions

Conditions	Yield
With methanol; bis(1,5-cyclooctadiene)nickel(0); (4S,4'S)-2,2'-(cyclohexane-1,1-diyl)bis(4-phenyl-4,5-dihydrooxazole); lithium ethoxide In ethanol at 50℃; for 3h; Schlenk technique; Inert atmosphere; enantioselective reaction;	89%

: 95-16-9
1,3-Benzothiazole

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 4-(1-(benzo[d]thiazol-2-yl)ethyl)-N,N-dimethylaniline

Conditions

Conditions	Yield
With Ni(1,3-dimesitylimidazol-2-ylidene)[P(OEt)3]Br2; magnesium In tetrahydrofuran at 60℃; for 48h; Sealed tube; regioselective reaction;	89%

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 775-12-2
diphenylsilane

: C22H25NSi

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; C10H14CoO5 In tetrahydrofuran at 50℃; for 6h; regioselective reaction;	88%

: 2039-80-7
N,N-dimethy-4-vinylaniline

: 1-isopropylcyclohexa-2,5-diene-1-carbonitrile

: 2-(4-(dimethylamino)phenyl)propanenitrile

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In benzene at 90℃; for 18h; Schlenk technique; Inert atmosphere; Glovebox; regioselective reaction;	88%

4-Dimethylaminostyrene Specification

The 4-Dimethylaminostyrene, with the CAS registry number 2039-80-7, is also known as p-(Dimethylamino)styrene. It belongs to the product category of Naphthyridine,Quinoline. This chemical's molecular formula is C₁₀H₁₃N and molecular weight is 147.22. Its IUPAC name is called 4-ethenyl-N,N-dimethylaniline.

Physical properties of 4-Dimethylaminostyrene: (1)ACD/LogP: 3.21; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.01; (4)ACD/LogD (pH 7.4): 3.2; (5)ACD/BCF (pH 5.5): 102.15; (6)ACD/BCF (pH 7.4): 159.73; (7)ACD/KOC (pH 5.5): 839.01; (8)ACD/KOC (pH 7.4): 1311.91; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.586; (13)Molar Refractivity: 51.49 cm³; (14)Molar Volume: 153.3 cm³; (15)Surface Tension: 35.4 dyne/cm; (16)Density: 0.959 g/cm³; (17)Flash Point: 97.5 °C; (18)Enthalpy of Vaporization: 47.86 kJ/mol; (19)Boiling Point: 241.6 °C at 760 mmHg; (20)Vapour Pressure: 0.0356 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-methanesulfonyl-benzothiazole and 4-dimethylamino-benzaldehyde. This reaction will need reagent LDA and solvent tetrahydrofuran, hexane. The reaction time is 3 hours with reaction temperature of -78 ℃. The yield is about 44%.

Uses of 4-Dimethylaminostyrene: it can be used to produce trans-1,2-bis[p-(dimethylamino)phenyl]cyclobutane at ambient temperature. This reaction will need reagent Fe(NO₃)₃ and solvent methanol with reaction time of 1.5 hours. The yield is about 81%.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CN(C)C1=CC=C(C=C1)C=C
(2)InChI: InChI=1S/C10H13N/c1-4-9-5-7-10(8-6-9)11(2)3/h4-8H,1H2,2-3H3
(3)InChIKey: GQWAOUOHRMHSHL-UHFFFAOYSA-N

Product Name

N,N-dimethyl-4-vinylaniline

Synthetic route

4-Dimethylaminostyrene Specification

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