2,5-Bis(hexyloxy)terephthalaldehyde

Name: 2,5-Bis(hexyloxy)terephthalaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 151903-52-5
Cat. No. CS-0110710
Purity≥97%
MDL No.MFCD03427236

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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2,5-Bis(hexyloxy)terephthalaldehyde|CS-0110710

Structure of 151903-52-5

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General Information

CAS No. 151903-52-5
Cat. No. CS-0110710
Purity ≥97%
MDL No. MFCD03427236
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₃₀O₄
Molecular Weight 334.45
Synonym(s) 2 5-BIS(HEXYLOXY)TEREPHTHALALDEHYDE 98
SMILES O=CC1=CC(OCCCCCC)=C(C=C1OCCCCCC)C=O

Description

2,5-Bis(hexyloxy)terephthalaldehyde features two hexyloxy groups positioned at the para-positions relative to the aldehyde moieties on a terephthaldehyde core. This electron-rich, sterically shielded scaffold enhances solubility in organic media and offers stability under standard bench conditions. The dual aldehyde functionality enables efficient coupling in multistep synthesis, particularly for constructing conjugated polymers and functionalized macrocycles.

Application

2,5-Bis(hexyloxy)terephthalaldehyde serves as a versatile building block in the synthesis of functionalized aromatic scaffolds and liquid crystalline materials. Its aldehyde functionality enables facile imine formation, reductive amination, and Wittig-type transformations, while the hexyloxy groups provide enhanced solubility and processability. The compound exhibits good bench stability and is compatible with standard purification methods, facilitating its use in multi-step synthetic sequences requiring orthogonality and functional group tolerance.

Synthesis

Route1
- 68-12-2
- 128424-36-2
- ~50%
- In-stock
  
  151903-52-5
References
- Sarker, Ananda M.; Ding, Liming; Lahti, Paul M.; Karasz, Frank E. Macromolecules, 2002 , vol. 35, # 1 p. 223 - 230
Route2
- 68-12-2
- 128424-36-2
- ~5%
- In-stock
  
  151903-52-5
- 757245-44-6
References
- Meier, Herbert; Lehmann, Matthias; Holst, Hans Christof; Schwoeppe, Dirk Tetrahedron, 2004 , vol. 60, # 32 p. 6881 - 6888

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-P280-P302+P352

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Computational Chemistry Data

TPSA 52.6
LogP 5.2298
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 14

Key Words

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2,5-Bis(hexyloxy)terephthalaldehyde

CAS No. 151903-52-5

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