2-Methyl-2H-chromene-3-carbaldehyde

Name: 2-Methyl-2H-chromene-3-carbaldehyde
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CAS No. 57543-42-7
Cat. No. CS-0313970
Molecule weightNone
Purity≥95%
MDL No.MFCD01662425

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2-Methyl-2H-chromene-3-carbaldehyde|CS-0313970

Structure of 57543-42-7

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General Information

CAS No. 57543-42-7
Cat. No. CS-0313970
Purity ≥95%
MDL No. MFCD01662425
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₀O₂
Molecular Weight None
Synonym(s) 2-Methyl-2H-1-benzopyran-3-carbaldehyde
SMILES CC1C(=CC2=CC=CC=C2O1)C=O

Description

2-Methyl-2H-chromene-3-carbaldehyde features a conjugated chromene scaffold with a strategically positioned aldehyde group, enabling direct integration into transition-metal-catalyzed couplings and condensation reactions. The methyl substituent enhances electron density at the aromatic ring, while the aldehyde moiety offers high reactivity in nucleophilic additions and imine formation. This compound serves as a key intermediate for bioactive heterocycles and functionalized polymers.

Application

2-Methyl-2H-chromene-3-carbaldehyde serves as a versatile scaffold for heterocyclic synthesis, enabling efficient access to fused polycycles via Diels-Alder and condensation reactions. Its conjugated aldehyde functionality facilitates direct functionalization and acts as a key building block in the construction of bioactive chromene derivatives. The molecule exhibits excellent bench stability and compatibility with standard purification techniques, supporting scalable applications in medicinal chemistry and materials science workflows.

Synthesis

Route1
- 90-02-8
- 123-73-9
- ~61%
- In-stock
  
  57543-42-7
References
- Sadanandam, Palle; Sathaiah, Nomula; Jyothi, Vantikommu; Chari, Murugulla A.; Shobha, Donthabakthuni; Das, Parthasarathi; Mukkanti, Khagga Letters in Organic Chemistry, 2012 , vol. 9, # 9 p. 683 - 690

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+P364

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Computational Chemistry Data

TPSA 26.3
LogP 2.0498
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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2-Methyl-2H-chromene-3-carbaldehyde

CAS No. 57543-42-7

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