2,6-Dichloro-4-methylaniline

Name: 2,6-Dichloro-4-methylaniline
Brand: ChemScene
Availability: InStock
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CAS No. 56461-98-4
Cat. No. CS-0153359
Purity≥98%
MDL No.MFCD00190134

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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+
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General Information

CAS No. 56461-98-4
Cat. No. CS-0153359
Purity ≥98%
MDL No. MFCD00190134
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇Cl₂N
Molecular Weight 176.04
Synonym(s) 2,6-Dichloro-p-toluidine (NH2=1)
SMILES CC1=CC(=C(C(=C1)Cl)N)Cl

Description

2,6-Dichloro-4-methylaniline features a sterically hindered aromatic core with electron-withdrawing chlorine substituents flanking a methylaniline moiety. This configuration enhances regioselectivity in coupling reactions and provides improved stability under standard bench conditions. The compound serves as a key intermediate in the synthesis of pharmaceuticals and agrochemicals requiring halogenated aniline scaffolds.

Application

2,6-Dichloro-4-methylaniline serves as a valuable building block in medicinal chemistry and agrochemical synthesis, offering a well-defined substitution pattern for directed ortho-metalation. Its trifunctional architecture enables selective functionalization at the 4-position while maintaining stability under standard reaction conditions. The compound facilitates efficient coupling reactions and heterocycle construction due to its favorable electronic profile and ease of purification.

Synthesis

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- 99520-03-3
- ~%
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References
- Lellmann; Klotz Justus Liebigs Annalen der Chemie, 1885 , vol. 231, p. 317
Route2
- 106-49-0
- ~98%
- In-stock
  
  56461-98-4
References
- Vyas, Punita V.; Bhatt, Anjani K.; Ramachandraiah, Gadde; Bedekar, Ashutosh V. Tetrahedron Letters, 2003 , vol. 44, # 21 p. 4085 - 4088
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- ~%
- In-stock
  
  56461-98-4
References
- Silvester; Wynne Journal of the Chemical Society, 1936 , p. 691,694

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

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Computational Chemistry Data

TPSA 26.02
LogP 2.88402
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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2,6-Dichloro-4-methylaniline

CAS No. 56461-98-4

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