2-Amino-4-chlorobenzaldehyde

Name: 2-Amino-4-chlorobenzaldehyde
Brand: ChemScene
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CAS No. 59236-37-2
Cat. No. CS-0043943
Purity≥97%
MDL No.MFCD10696881

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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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Structure of 59236-37-2

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General Information

CAS No. 59236-37-2
Cat. No. CS-0043943
Purity ≥97%
MDL No. MFCD10696881
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆ClNO
Molecular Weight 155.58
Synonym(s) Benzaldehyde,2-amino-4-chloro
SMILES O=CC1=CC=C(Cl)C=C1N

Description

2-Amino-4-chlorobenzaldehyde features a strategically positioned aldehyde group flanked by an electron-donating amino moiety and a chlorine atom, enabling selective reactivity in cross-coupling and condensation reactions. This ortho-substituted scaffold delivers enhanced solubility and stability under standard bench conditions, facilitating efficient integration into complex molecular architectures.

Application

2-Amino-4-chlorobenzaldehyde serves as a versatile building block in the synthesis of pharmaceutical intermediates and functionalized heterocycles. Its ortho-amino and para-chloro substituents enable selective electrophilic substitutions, palladium-catalyzed couplings, and condensation reactions. The aldehyde group facilitates imine formation and Mannich-type reactions, while the amino functionality supports facile derivatization. Bench-stable and amenable to standard purification methods, it functions reliably in multi-step syntheses requiring regioselective transformations.

Safety Information

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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 43.09
LogP 1.7347
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Amino-4-chlorobenzaldehyde

CAS No. 59236-37-2

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