2-Hydroxy-5-trifluoromethylbenzonitrile

Name: 2-Hydroxy-5-trifluoromethylbenzonitrile
Brand: ChemScene
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CAS No. 142167-36-0
Cat. No. CS-W021703
Purity≥96%
MDL No.MFCD11213679

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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-Hydroxy-5-trifluoromethylbenzonitrile|CS-W021703

Structure of 142167-36-0

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General Information

CAS No. 142167-36-0
Cat. No. CS-W021703
Purity ≥96%
MDL No. MFCD11213679
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄F₃NO
Molecular Weight 187.12
Synonym(s) None
SMILES N#CC1=CC(C(F)(F)F)=CC=C1O

Description

2-Hydroxy-5-trifluoromethylbenzonitrile features a trifluoromethyl group that imparts enhanced electron-withdrawing character and metabolic stability, while the phenolic hydroxyl enables direct participation in hydrogen bonding or derivatization. This combination delivers robust reactivity in electrophilic substitution and facilitates incorporation into bioactive scaffolds requiring polar yet lipophilic functionality.

Application

2-Hydroxy-5-trifluoromethylbenzonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized heterocycles and bioactive scaffolds. Its ortho-hydroxyl and trifluoromethyl groups provide enhanced polarity and metabolic stability, while the nitrile moiety facilitates downstream transformations such as amidation or reduction. The compound exhibits good bench stability and is compatible with standard coupling protocols, facilitating integration into multi-step synthetic sequences.

Synthesis

Route1
- 402-45-9
- ~%
- In-stock
  
  142167-36-0
References
- Chemical and Pharmaceutical Bulletin, , vol. 44, # 4 p. 734 - 745
Route2
- 544-92-3
- In-stock
  
  81107-97-3
- ~%
- In-stock
  
  142167-36-0
References
- Chemical and Pharmaceutical Bulletin, , vol. 44, # 4 p. 734 - 745

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

Quality Control

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Computational Chemistry Data

TPSA 44.02
LogP 2.28268
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Hydroxy-5-trifluoromethylbenzonitrile

CAS No. 142167-36-0

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