2-(Chloromethyl)-5-methyl-1,3,4-oxadiazole

Name: 2-(Chloromethyl)-5-methyl-1,3,4-oxadiazole
Brand: ChemScene
Availability: InStock
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CAS No. 3914-42-9
Cat. No. CS-0018146
Molecule weight132.55
Purity≥97%
MDL No.MFCD06655111

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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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2-(Chloromethyl)-5-methyl-1,3,4-oxadiazole|CS-0018146

Structure of 3914-42-9

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General Information

CAS No. 3914-42-9
Cat. No. CS-0018146
Purity ≥97%
MDL No. MFCD06655111
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₅ClN₂O
Molecular Weight 132.55
Synonym(s) 2-Chloromethyl-5-methyl-1,3,4-oxadiazole; 2-Methyl-5-chloromethyl-1,3,4-oxadiazole; 5-(Chloromethyl)-2-methyl-1,3,4-oxadiazole; 1,3,4-oxadiazole, 2-(chloromethyl)-5-methyl-
SMILES CC1=NN=C(CCl)O1

Description

This oxadiazole derivative features a chloromethyl group at the 2-position, enabling nucleophilic substitution reactions. The methyl substituent enhances lipophilicity and metabolic stability. Designed for efficient incorporation into bioactive scaffolds, it serves as a selective electrophilic handle in medicinal chemistry workflows.

Application

2-(Chloromethyl)-5-methyl-1,3,4-oxadiazole serves as a versatile bifunctional building block, enabling efficient incorporation of both oxadiazole and chloromethyl moieties into complex molecular architectures. The chloromethyl group facilitates nucleophilic substitution reactions under mild conditions, while the stable 1,3,4-oxadiazole ring provides enhanced metabolic resistance and improved physicochemical properties. Its bench-stable nature and compatibility with diverse functional groups make it well-suited for medicinal chemistry campaigns and targeted synthesis of heterocyclic scaffolds.

Synthesis

Route1
- In-stock
  
  4002-21-5
- ~67%
- In-stock
  
  3914-42-9
References
- Cao, Song; Wei, Na; Zhao, Chuanmeng; Li, Lina; Huang, Qingchun; Qian, Xuhong Journal of Agricultural and Food Chemistry, 2005 , vol. 53, # 8 p. 3120 - 3125

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 38.92
LogP 1.11682
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Oxadiazole compounds

Key Words

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2-(Chloromethyl)-5-methyl-1,3,4-oxadiazole

CAS No. 3914-42-9

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