5-Chloro-1,3-dimethyl-1H-pyrazole-4-carboxaldehyde

Name: 5-Chloro-1,3-dimethyl-1H-pyrazole-4-carboxaldehyde
Brand: ChemScene
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CAS No. 27006-76-4
Cat. No. CS-W008283
Purity≥98%
MDL No.MFCD00052538

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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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5-Chloro-1,3-dimethyl-1H-pyrazole-4-carboxaldehyde|CS-W008283

Structure of 27006-76-4

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General Information

CAS No. 27006-76-4
Cat. No. CS-W008283
Purity ≥98%
MDL No. MFCD00052538
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇ClN₂O
Molecular Weight 158.59
Synonym(s) Pyrazole-4-carboxaldehyde,5-chloro-1,3-dimethyl-
SMILES CC1=N[N](C(=C1C=O)Cl)C

Description

5-Chloro-1,3-dimethyl-1H-pyrazole-4-carboxaldehyde features a chlorinated pyrazole core with dual methyl substituents and a reactive aldehyde group. This electron-deficient heterocycle integrates readily into synthetic scaffolds requiring polar, sterically constrained platforms. The aldehyde moiety enables efficient coupling reactions under mild conditions, facilitating rapid assembly of functionalized molecular architectures in medicinal chemistry and materials synthesis.

Application

5-Chloro-1,3-dimethyl-1H-pyrazole-4-carboxaldehyde serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted pyrazole scaffolds via coupling and functionalization reactions. The aldehyde group facilitates nucleophilic additions and condensation processes, while the chloro and methyl substituents provide orthogonal reactivity for further derivatization. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry and process development workflows.

Synthesis

Route1
- 68-12-2
- ~%
- In-stock
  
  27006-76-4
References
- SUMITOMO CHEMICAL COMPANY, LIMITED Patent: WO2005/75433 A1, 2005 ; Location in patent: Page/Page column 178-179 ;
Route2
- 68-12-2
- 2749-59-9
- ~65%
- In-stock
  
  27006-76-4
References
- El-Baih, Fatma E.M.; Al-Hazimi, Hassan M. Asian Journal of Chemistry, 2011 , vol. 23, # 3 p. 1309 - 1313

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 34.89
LogP 1.19442
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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5-Chloro-1,3-dimethyl-1H-pyrazole-4-carboxaldehyde

CAS No. 27006-76-4

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