2,6-Dichloro-4-methylnicotinaldehyde

Name: 2,6-Dichloro-4-methylnicotinaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 91591-70-7
Cat. No. CS-0096052
Purity≥98%
MDL No.MFCD11044320

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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+
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2,6-Dichloro-4-methylnicotinaldehyde|CS-0096052

Structure of 91591-70-7

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General Information

CAS No. 91591-70-7
Cat. No. CS-0096052
Purity ≥98%
MDL No. MFCD11044320
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅Cl₂NO
Molecular Weight 190.03
Synonym(s) 2,6-Dichloro-4-methylpyridine-3-carboxaldehyde
SMILES O=CC1=C(C)C=C(Cl)N=C1Cl

Description

2,6-Dichloro-4-methylnicotinaldehyde is a bench-stable, electron-deficient aldehyde featuring two chlorine substituents at the 2 and 6 positions of the pyridine ring, which enhances reactivity in nucleophilic additions. The para-methyl group at the 4-position imparts steric and electronic modulation, enabling selective coupling reactions in synthetic medicinal chemistry and heterocyclic scaffold construction.

Application

2,6-Dichloro-4-methylnicotinaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyridine scaffolds via standard condensation and coupling reactions. Its electron-deficient aromatic core enhances reactivity in nucleophilic additions and facilitates regioselective functionalization. The dichloro substitution pattern provides orthogonal handles for further derivatization, while the aldehyde group allows direct incorporation into imine-based transformations. Bench-stable and readily purified by distillation or chromatography, it functions effectively in multistep syntheses of bioactive heterocycles and pharmaceutical intermediates.

Synthesis

Route1
- In-stock
  
  875-35-4
- ~64%
- In-stock
  
  91591-70-7
References
- Sarkar, Tarun K.; Ghosh, Sunil K.; Chow, Tahsin J. Journal of Organic Chemistry, 2000 , vol. 65, # 10 p. 3111 - 3115
Route2
- In-stock
  
  1086322-08-8
- ~%
- In-stock
  
  91591-70-7
References
- Li, Xiangmin; Wang, Sinan; Li, Tengfei; Li, Jian; Li, Hao; Wang, Wei Organic Letters, 2013 , vol. 15, # 22 p. 5634 - 5637
Route3
- In-stock
  
  62774-90-7
- ~%
- In-stock
  
  91591-70-7
References
- Li, Xiangmin; Wang, Sinan; Li, Tengfei; Li, Jian; Li, Hao; Wang, Wei Organic Letters, 2013 , vol. 15, # 22 p. 5634 - 5637

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
Precautionary Statements : P261-P280-P304+P340-P405

Quality Control

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Computational Chemistry Data

TPSA 29.96
LogP 2.50932
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2,6-Dichloro-4-methylnicotinaldehyde

CAS No. 91591-70-7

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