(2-Fluoro-4-nitrophenyl)methanol

Name: (2-Fluoro-4-nitrophenyl)methanol
Brand: ChemScene
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CAS No. 660432-43-9
Cat. No. CS-0019273
Purity≥98%
MDL No.MFCD11110168

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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(2-Fluoro-4-nitrophenyl)methanol|CS-0019273

Structure of 660432-43-9

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General Information

CAS No. 660432-43-9
Cat. No. CS-0019273
Purity ≥98%
MDL No. MFCD11110168
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆FNO₃
Molecular Weight 171.13
Synonym(s) (2-Fluoro-4-nitrophenyl)methanol; 3-Fluoro-4-(hydroxymethyl)nitrobenzene, (2-Fluoro-4-nitrophenyl)methanol
SMILES OCC1=CC=C([N+]([O-])=O)C=C1F

Description

This bench-stable reagent features a fluorinated aryl ring paired with a nitro group at the para position and a primary alcohol functionality. The electron-deficient aromatic system enhances reactivity in nucleophilic substitution, while the hydroxymethyl group enables straightforward derivatization. This combination supports efficient coupling in synthetic pathways requiring controlled activation.

Application

(2-Fluoro-4-nitrophenyl)methanol serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of heterocyclic scaffolds and functionalized aryl derivatives. Its reactivity is enhanced by the synergistic electronic effects of the ortho-fluoro and para-nitro groups, facilitating nucleophilic aromatic substitution and directed metalation. The primary alcohol functionality provides a handle for derivatization, while the compound exhibits good bench stability and ease of purification—key attributes for industrial-scale synthesis and medicinal chemistry applications.

Synthesis

Route1
- In-stock
  
  392-09-6
- ~94%
- In-stock
  
  660432-43-9
References
- GRÜNENTHAL GMBH; FRANK, Robert; CHRISTOPH, Thomas; DAMANN, Nils; LESCH, Bernhard; BAHRENBERG, Gregor; SAUNDERS, Derek John; STOCKHAUSEN, Hannelore; KIM, Yong-Soo; KIM, Myeong-Seop; LEE, Jeewoo Patent: WO2013/68467 A1, 2013 ; Location in patent: Page/Page column 65; 66 ;
Route2
- In-stock
  
  403-24-7
- ~%
- In-stock
  
  660432-43-9
References
- EP1810969 A1, ; Page/Page column 74 ;

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 63.37
LogP 1.2262
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(2-Fluoro-4-nitrophenyl)methanol

CAS No. 660432-43-9

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