2-Amino-4-cyanophenol

Name: 2-Amino-4-cyanophenol
Brand: ChemScene
Availability: InStock
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CAS No. 14543-43-2
Cat. No. CS-W021560
Purity≥96%
MDL No.MFCD00234273

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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 14543-43-2

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General Information

CAS No. 14543-43-2
Cat. No. CS-W021560
Purity ≥96%
MDL No. MFCD00234273
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆N₂O
Molecular Weight 134.14
Synonym(s) 3-Amino-4-hydroxybenzonitrile
SMILES NC1=C(O)C=CC(=C1)C#N

Description

2-Amino-4-cyanophenol features a strategically positioned amino group and nitrile functionality on a phenolic scaffold, enabling direct incorporation into heterocyclic systems. This electron-rich framework facilitates metal-catalyzed couplings and serves as a key intermediate in the synthesis of bioactive compounds and functional materials.

Application

2-Amino-4-cyanophenol serves as a versatile building block in medicinal chemistry, enabling efficient access to heterocyclic scaffolds via cyclization and coupling reactions. Its ortho-diamino-cyano motif facilitates regioselective functionalization, while the phenolic hydroxyl supports derivatization and metal complexation. Bench-stable and readily purified by recrystallization, it functions effectively in standard synthetic workflows for API intermediates and agrochemical precursors.

Synthesis

Route1
- In-stock
  
  3272-08-0
- ~97%
- In-stock
  
  14543-43-2
References
- DuPont Pharmaceuticals Company Patent: US6207697 B1, 2001 ;
Route2
- 767-00-0
- ~%
- In-stock
  
  14543-43-2
References
- Journal of Organic Chemistry, , vol. 61, # 10 p. 3289 - 3297
Route3
- 16237-96-0
- ~20%
- In-stock
  
  14543-43-2
- 767-00-0
References
- Tetrahedron Letters, , vol. 42, # 12 p. 2337 - 2339

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 3439
Class : 6.1	Packing Group : Ⅲ
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 70.04
LogP 0.84608
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Amino-4-cyanophenol

CAS No. 14543-43-2

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