2-prop-2-ynoxybenzaldehyde

Name: 2-prop-2-ynoxybenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 29978-83-4
Cat. No. CS-0059700
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Structure of 29978-83-4

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General Information

CAS No. 29978-83-4
Cat. No. CS-0059700
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈O₂
Molecular Weight 160.17
Synonym(s) 2-(2-Propynyloxy)benzenecarbaldehyde
SMILES C#CCOC1=CC=CC=C1C=O

Description

2-Prop-2-ynoxybenzaldehyde features a propargyloxy-substituted benzaldehyde core, enabling direct incorporation into click chemistry workflows. The alkyne moiety facilitates efficient CuAAC conjugations, while the aldehyde group offers orthogonal reactivity for selective derivatization. This bifunctional scaffold supports modular synthesis in probe development and bioconjugation applications.

Application

2-Prop-2-ynoxybenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted benzofurans and other heterocyclic scaffolds via intramolecular cyclization. Its terminal alkyne and aldehyde functionalities offer orthogonal reactivity for copper-catalyzed coupling and oxidation reactions, respectively. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

Route1
- 90-02-8
- 106-96-7
- ~99%
- In-stock
  
  29978-83-4
References
- Hans, Renate H.; Guantai, Eric M.; Lategan, Carmen; Smith, Peter J.; Wan, Baojie; Franzblau, Scott G.; Gut, Jiri; Rosenthal, Philip J.; Chibale, Kelly Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 3 p. 942 - 944
Route2
- In-stock
  
  89-95-2
- 106-96-7
- ~97%
- In-stock
  
  29978-83-4
References
- Blanco-Urgoiti, Jaime; Casarrubios, Luis; Perez-Castells, Javier Tetrahedron Letters, 1999 , vol. 40, # 14 p. 2817 - 2820
Route3
- 123-08-0
- 106-96-7
- ~99%
- In-stock
  
  29978-83-4
References
- SOCIETE L'OREAL S.A. Patent: US2004/37791 A1, 2004 ; Location in patent: Page/Page column 10 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

TPSA 26.3
LogP 1.5111
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Terminal Alkynes

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2-prop-2-ynoxybenzaldehyde

CAS No. 29978-83-4

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