4-[Bis(4-methoxyphenyl)amino]benzaldehyde

Name: 4-[Bis(4-methoxyphenyl)amino]benzaldehyde
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 89115-20-8
Cat. No. CS-0168400
Purity≥98%
MDL No.MFCD16659083

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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4-[Bis(4-methoxyphenyl)amino]benzaldehyde|CS-0168400

Structure of 89115-20-8

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General Information

CAS No. 89115-20-8
Cat. No. CS-0168400
Purity ≥98%
MDL No. MFCD16659083
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₁₉NO₃
Molecular Weight 333.38
Synonym(s) 4-Formyl-4',4''-dimethoxytriphenylamine
SMILES O=CC1=CC=C(N(C2=CC=C(OC)C=C2)C3=CC=C(OC)C=C3)C=C1

Description

4-[Bis(4-methoxyphenyl)amino]benzaldehyde features a dual aniline moiety flanking a central aldehyde group, delivering enhanced electron-donating capacity and extended π-conjugation. This structural arrangement supports applications in organic synthesis, particularly in the construction of fluorescent dyes and advanced materials. The methoxy substituents improve solubility and stability under standard conditions.

Application

4-[Bis(4-methoxyphenyl)amino]benzaldehyde serves as a versatile building block in the synthesis of functionalized aromatic systems and conjugated materials. Its electron-rich diarylamine moiety enables efficient coupling reactions, while the aldehyde group facilitates imine formation, reductive amination, or aldol-type condensations. The compound exhibits good bench stability and is readily purified by recrystallization, making it suitable for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  20440-94-2
- 68-12-2
- ~83%
- In-stock
  
  89115-20-8
References
- Spraul, Bryan K.; Suresh; Sassa, Takafumi; Angeles Herranz; Echegoyen, Luis; Wada, Tatsuo; Perahia, Dvora; Smith Jr., Dennis W. Tetrahedron Letters, 2004 , vol. 45, # 16 p. 3253 - 3256
Route2
- In-stock
  
  101-70-2
- In-stock
  
  1122-91-4
- ~86%
- In-stock
  
  89115-20-8
References
- Davies, Joshua A.; Elangovan, Arumugasamy; Sullivan, Philip A.; Olbricht, Benjamin C.; Bale, Denise H.; Ewy, Todd R.; Isborn, Christine M.; Eichinger, Bruce E.; Robinson, Bruce H.; Reid, Philip J.; Li, Xiaosong; Dalton, Larry R. Journal of the American Chemical Society, 2008 , vol. 130, # 32 p. 10565 - 10575
Route3
- In-stock
  
  101-70-2
- ~%
- In-stock
  
  89115-20-8
References
- Journal of the American Chemical Society, , vol. 127, # 48 p. 16900 - 16911

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 38.77
LogP 4.9861
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 6

Other Classifications

Material Science Solar Cell Materials Donor Intermediate DI

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Tertiary Arylamines

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4-[Bis(4-methoxyphenyl)amino]benzaldehyde

CAS No. 89115-20-8

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