tert-Butyl 2,4-difluorobenzoate

Name: tert-Butyl 2,4-difluorobenzoate
Brand: ChemScene
Availability: InStock
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CAS No. 500353-15-1
Cat. No. CS-0154851
Purity≥98%
MDL No.MFCD19388670

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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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tert-Butyl 2,4-difluorobenzoate|CS-0154851

Structure of 500353-15-1

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General Information

CAS No. 500353-15-1
Cat. No. CS-0154851
Purity ≥98%
MDL No. MFCD19388670
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₂F₂O₂
Molecular Weight 214.21
Synonym(s) 2,4-Difluoro-benzoic acid tert-butyl ester
SMILES CC(C)(C)OC(=O)C1=C(C=C(C=C1)F)F

Description

tert-Butyl 2,4-difluorobenzoate features a sterically hindered tert-butyl ester group paired with electron-deficient fluorine substituents at the 2 and 4 positions of the aromatic ring. This combination enhances stability under standard conditions while enabling selective derivatization in synthetic sequences. The molecule integrates readily into complex scaffolds requiring controlled reactivity and resistance to premature hydrolysis.

Application

tert-Butyl 2,4-difluorobenzoate serves as a stable, bench-ready building block for medicinal chemistry and process development. The ortho-fluoro substituents enhance electrophilic reactivity and enable selective functionalization via palladium-catalyzed cross-coupling. Its tert-butyl ester group offers excellent stability and facilitates straightforward deprotection under mild acidic conditions, enabling efficient access to the corresponding carboxylic acid.

Synthesis

Route1
- 75-65-0
- In-stock
  
  1583-58-0
- ~84%
- In-stock
  
  500353-15-1
References
- Guzzo, Peter R.; Buckle, Ronald N.; Chou, Ming; Dinn, Sean R.; Flaugh, Michael E.; Kiefer Jr., Anton D.; Ryter, Kendal T.; Sampognaro, Anthony J.; Tregay, Steven W.; Xu, Yao-Chang Journal of Organic Chemistry, 2003 , vol. 68, # 3 p. 770 - 778
Route2
- In-stock
  
  24424-99-5
- In-stock
  
  1583-58-0
- ~84%
- In-stock
  
  500353-15-1
References
- NERVIANO MEDICAL SCIENCES S.R.L. Patent: WO2008/74749 A1, 2008 ; Location in patent: Page/Page column 74 ; WO 2008/074749 A1
Route3
- In-stock
  
  24424-99-5
- 75-65-0
- In-stock
  
  1583-58-0
- ~82%
- In-stock
  
  500353-15-1
References
- NERVIANO MEDICAL SCIENCES S.r.l. Patent: WO2007/68619 A1, 2007 ; Location in patent: Page/Page column 212 ; WO 2007/068619 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2810
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 26.3
LogP 2.9201
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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tert-Butyl 2,4-difluorobenzoate

CAS No. 500353-15-1

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