Naphthalene-1,4-dicarboxaldehyde

Name: Naphthalene-1,4-dicarboxaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 38153-01-4
Cat. No. CS-0169825
Purity≥96%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Naphthalene-1,4-dicarboxaldehyde|CS-0169825

Structure of 38153-01-4

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General Information

CAS No. 38153-01-4
Cat. No. CS-0169825
Purity ≥96%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₈O₂
Molecular Weight 184.19
Synonym(s) Naphthalene-1,4-dicarbaldehyde
SMILES O=CC1=C2C=CC=CC2=C(C=O)C=C1

Description

Naphthalene-1,4-dicarboxaldehyde features two electron-deficient aldehyde groups positioned at opposite corners of a rigid naphthalene core. This geometry enables efficient conjugation and directional assembly in molecular scaffolds. The compound serves as a key building block for functionalized polymers, metal-organic frameworks, and advanced organic semiconductors under standard bench conditions.

Application

Naphthalene-1,4-dicarboxaldehyde serves as a versatile building block in synthetic organic chemistry, enabling the construction of functionalized heterocycles and conjugated systems. Its two aldehyde groups exhibit orthogonal reactivity, facilitating selective transformations in multistep syntheses. The molecule demonstrates excellent bench stability and compatibility with common protecting group strategies, making it well-suited for applications in medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  83-53-4
- ~%
- In-stock
  
  38153-01-4
References
- Merck Patent Gesellschaft Mit Beschrankter Haftung Patent: US2012/327357 A1, 2012 ;
Route2
- 104036-75-1
- ~%
- In-stock
  
  38153-01-4
References
- Ried et al. Chemische Berichte, 1958 , vol. 91, p. 2472,2477

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 34.14
LogP 2.4648
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Key Words

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Naphthalene-1,4-dicarboxaldehyde

CAS No. 38153-01-4

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