17665-72-4

Basic information

• Product Name: 3,3-bis[4-(dimethylamino)phenyl]acrylaldehyde
• Synonyms: 3,3-bis[4-(dimethylamino)phenyl]acrylaldehyde;3,3-Bis[4-(dimethylamino)phenyl]propenal;2-Propenal, 3,3-bis(4-(dimethylamino)phenyl)-;Einecs 241-642-3;3,3-Bis(p-dimethylaminophenyl)acrolein;3,3-Bis[4-(N,N-dimethylamino)phenyl]-2-propenal
• CAS NO: 17665-72-4
• Molecular Formula: C₁₉H₂₂N₂O
• Molecular Weight: 294.39078
• EINECS: 241-642-3
• Mol File: 17665-72-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 171-172℃
• Boiling Point: 476.8°Cat760mmHg
• Flash Point: 207.6°C
• Appearance: /
• Density: 1.089g/cm³
• Vapor Pressure: 2.95E-09mmHg at 25°C
• Refractive Index: 1.612
• CAS DataBase Reference: 3,3-bis[4-(dimethylamino)phenyl]acrylaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-bis[4-(dimethylamino)phenyl]acrylaldehyde(17665-72-4)
• EPA Substance Registry System: 3,3-bis[4-(dimethylamino)phenyl]acrylaldehyde(17665-72-4)

Safety Data

• Hazardous Substances Data: 17665-72-4(Hazardous Substances Data)

Usage

Description

3,3-bis[4-(dimethylamino)phenyl]acrylaldehyde is a chemical compound with the formula C21H22N2O. It is a yellow crystalline solid that exhibits unique fluorescent properties and serves as a pH indicator in biological research.

Uses

Used in Biological Research:
3,3-bis[4-(dimethylamino)phenyl]acrylaldehyde is used as a fluorescent probe for visualizing cellular structures and processes due to its ability to emit light upon excitation.
Used as a pH Indicator:
3,3-bis[4-(dimethylamino)phenyl]acrylaldehyde is utilized as a pH indicator in biological research, allowing scientists to monitor changes in pH levels within a biological system.
Used in Analytical Chemistry:
3,3-bis[4-(dimethylamino)phenyl]acrylaldehyde is used in the development of fluorescent sensors for detecting metal ions, thanks to its unique chemical structure that enables specific interactions with different analytes.
Used in Materials Science:
In the field of materials science, 3,3-bis[4-(dimethylamino)phenyl]acrylaldehyde has potential applications in the development of optoelectronic devices and fluorescent polymers, capitalizing on its fluorescent properties for various technological advancements.

InChI:InChI=1/C19H22N2O/c1-20(2)17-9-5-15(6-10-17)19(13-14-22)16-7-11-18(12-8-16)21(3)4/h5-14H,1-4H3

Upstream product

• 7478-69-5 1,1-Bisethylene 
• 93-61-8 N-methyl-N-phenylformamide 
• 27329-60-8 diethyl (diphenylmethyl)phosphonate 
• 90-94-8 bis(p-dimethylaminophenyl)methanone 
• 102164-16-9 1,1-di[4,4'-bis(dimethylamino)phenyl]-2-propyn-1-ol 
• 135-19-3 β-naphthol 

Downstream Products

• 118965-08-5 5-(3,3-bis(4-(dimethylamino)phenyl)allylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione 
• 124454-14-4 5-(3,3-bis(4-(dimethylamino)phenyl)allylidene)pyrimidine-2,4,6(1H,3H,5H)-trione 
• 124454-20-2 2-(3,3-bis(4-(dimethylamino)phenyl)allylidene)-1H-indene-1,3(2H)-dione 
• 1006610-37-2 C₂₆H₃₀N₃⁽¹⁺⁾*I^(1-) 
• 1006610-52-1 3,3-bis(4-(dimethylamino)phenyl)prop-2-en-1-ol 
• 1006610-38-3 4-[4,4-bis-(4-(dimethylamino)phenyl)-buta-1,3-dienyl]-1-(4-[2,2';6',2'']terpyridin-4'-yl-benzyl)-pyridinium bromide 
• 114995-87-8 2-<2',2'-bis<4-(dimethylamino)phenyl>ethenyl>-6,10-dioxaspiro<4.5>dec-3-ene-1,1-dicarbonitrile 
• 114995-86-7 2-cyano-5,5-bis<4-(dimethylamino)phenyl>-2,4-pentadienenitrile 

Relevant articles and documents

Observations on the synthesis of photochromic naphthopyrans

1-Naphthol reacts with 1,1-diarylprop-2-yn-1-ols 5a,b, under alumina catalysis, by two pathways to give the photochromic naphtho[1,2-b]pyrans 6a,b, together with the propenylidenenaphthalenones 7a,b, representatives of a new class of merocyanine dyes. With 2-methyl-1-naphthol, formation of the photochrome is suppressed; the only products are merocyanines 7c,d. The cyclocondensation of 2-naphthol with 5a,b proceeds much more efficiently, to give the naphtho[2,1-b]pyrans 14a,b. Pyran formation is not suppressed from either 1-bromo- or 1-(4 -methoxyphenyl)-2-naphthol; reaction with 5a,b merely results in expulsion of the C-1 substituent. An alternative pathway supervenes in the reaction of 1-methyl-2-naphthol with 5a to give the benz[e]indanone 17, the constitution of which was determined by X-ray crystallography. Reaction of the 1,3,3-triarylpropynols 19a,b with 1-naphthol affords the naphthopyrans 20 together with merocyanines 21, whilst the isomeric pyrans 23 are efficiently produced from 2-naphthol. The configuration of merocyanines 7a and 21a was unequivocally established by X-ray crystallography. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

Polymethine dyes suitable for optical recording media

Polymethine dyes suitable for use in optical recording medium, which are soluble in alcohol and have a nucleus of the general formula: in which:, n is 0 or an integer,R1 and R2 independently represent alkyl groups of up to 30 carbon atoms with the proviso that either at least one of R1 and R2 contains more than 4 carbon atoms or R1 and R2 together represent the necessary atoms to complete a cyclic structure including the nitrogen atom to which they are attached,each Y is the same and represents a hydrogen atom, an alkoxy group of up to 12 carbon atoms or a dialkylamino group which is different to the group,and, X?represents an anion.

Thermal Cycloaddition Reactions of ?-Delocalized Singlet Vinylcarbenes: Three-Carbon 1,1-/1,3-Dipoles. The Thermal Three-Carbon + Two-Carbon Cycloaddition

Full details of investigations defining new aspects of the scope and mechanism of the three-carbon + two-carbon cycloaddition reaction of ?-delocalized singlet vinylcarbenes (three-carbon 1,1-/1,3-dipoles generated in a reversible, thermal ring opening of cyclopropenone ketals) are detailed.