2,6-Dimethylphenylhydrazine hydrochloride

Name: 2,6-Dimethylphenylhydrazine hydrochloride
Brand: ChemScene
Availability: InStock
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CAS No. 2538-61-6
Cat. No. CS-W019477
Purity≥98%
MDL No.MFCD01861265

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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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2,6-Dimethylphenylhydrazine hydrochloride|CS-W019477

Structure of 2538-61-6

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General Information

CAS No. 2538-61-6
Cat. No. CS-W019477
Purity ≥98%
MDL No. MFCD01861265
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₃ClN₂
Molecular Weight None
Synonym(s) 2,6-Dimethylphenyl Hydrazine Hydrochloride
SMILES [H+].C1=CC=C(C(=C1C)NN)C.[Cl-]

Description

2,6-Dimethylphenylhydrazine hydrochloride features a sterically hindered phenylhydrazine core with methyl groups at the 2- and 6-positions, enhancing stability and reducing unwanted side reactions. This bench-stable derivative facilitates selective hydrazone formation under mild conditions, offering reliable performance in synthetic applications requiring controlled reactivity.

Application

2,6-Dimethylphenylhydrazine hydrochloride serves as a reliable building block for the synthesis of heterocyclic scaffolds, particularly in the construction of pyrazoles and related nitrogen-containing rings. Its enhanced stability and ease of handling make it well-suited for bench-scale applications, enabling efficient coupling reactions with ketones, aldehydes, and activated esters under mild conditions. The ortho-methyl groups provide steric protection and improve solubility, facilitating purification and reproducibility in synthetic workflows.

Synthesis

Route1
- 85518-80-5
- ~96%
- In-stock
  
  2538-61-6
References
- Bayer Pharmaceuticals Corporation Patent: US2005/192294 A1, 2005 ; Location in patent: Page/Page column 10 ;
Route2
- 87-62-7
- ~72%
- In-stock
  
  2538-61-6
References
- Yan, Tao; Yu, Shujing; Liu, Pengfei; Liu, Zhuo; Wang, Baolei; Xiong, Lixia; Li, Zhengming Chinese Journal of Chemistry, 2012 , vol. 30, # 4 p. 919 - 923

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P311-P312-P330-P361-P363-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 38.05
LogP -1.29446
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2,6-Dimethylphenylhydrazine hydrochloride

CAS No. 2538-61-6

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