NSC 135302

Name: NSC 135302
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CAS No. 500577-99-1
Cat. No. CS-0028247
Molecule weight173.12
Purity≥96%
MDL No.MFCD03407440

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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 500577-99-1

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General Information

CAS No. 500577-99-1
Cat. No. CS-0028247
Purity ≥96%
MDL No. MFCD03407440
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅F₂NO₂
Molecular Weight 173.12
Synonym(s) 4-Amino-3,5-difluorobenzoic acid
SMILES O=C(O)C1=CC(F)=C(N)C(F)=C1

Description

4-Amino-3,5-difluorobenzoic acid features a trifunctional core combining an electron-deficient aromatic ring with orthogonal reactive handles. The para-amino group enables conjugation and derivatization, while the meta-fluorine substituents support nucleophilic aromatic substitution. This bench-stable scaffold delivers high compatibility in bioconjugation workflows and serves as a key building block for fluorinated pharmaceutical intermediates and functionalized materials.

Application

4-Amino-3,5-difluorobenzoic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive scaffolds via amide coupling or amidation reactions. The ortho-fluoro groups facilitate nucleophilic aromatic substitution under mild conditions, while the carboxylic acid and amino functionalities offer orthogonal reactivity for sequential functionalization. Bench-stable and readily purified by recrystallization, it functions efficiently in standard peptide and heterocyclic synthesis workflows.

Synthesis

Route1
- In-stock
  
  110301-23-0
- ~%
- In-stock
  
  500577-99-1
References
- Bleger, David; Schwarz, Jutta; Brouwer, Albert M.; Hecht, Stefan Journal of the American Chemical Society, 2012 , vol. 134, # 51 p. 20597 - 20600

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 63.32
LogP 1.2452
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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NSC 135302

CAS No. 500577-99-1

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