Chemical Identity and Physical Properties

Tert-Butyl (3,4-difluorophenyl)carbamate (SKU: T701175) is an N-Boc-protected derivative of 3,4-difluoroaniline. The molecule consists of a 3,4-difluorophenyl ring linked to a carbamate nitrogen bearing a tert-butoxycarbonyl (Boc) protecting group. The two fluorine substituents at the 3- and 4-positions of the phenyl ring confer enhanced metabolic stability, increased lipophilicity modulation, and distinctive electronic effects compared with the non-fluorinated parent compound.

The compound is typically a white to off-white crystalline solid at room temperature. As a carbamate, it is stable under neutral and basic aqueous conditions but undergoes clean deprotection under acidic conditions. Solubility is expected in common organic solvents such as dichloromethane, ethyl acetate, tetrahydrofuran, and dimethyl sulfoxide, with limited solubility in water.

Note: Specific physical constants (melting point, exact molecular weight, exact purity specification) should be confirmed against the current Aladdin Certificate of Analysis for lot T701175.

Synthesis and Boc Protection Strategy

Tert-Butyl (3,4-difluorophenyl)carbamate is most commonly prepared by reacting 3,4-difluoroaniline with di-tert-butyl dicarbonate (Boc₂O) in the presence of a suitable base (e.g., triethylamine or sodium bicarbonate) in an inert organic solvent such as dichloromethane or tetrahydrofuran at or near room temperature. The reaction proceeds efficiently and typically affords the Boc-carbamate in high yield after simple workup and purification.

The Boc protecting group is one of the most widely used amine-protecting strategies in synthetic chemistry due to its orthogonal stability profile: it is stable under basic, neutral, and mildly nucleophilic conditions, yet cleanly removed under acidic conditions (e.g., 20–50% trifluoroacetic acid in DCM, or 4 M HCl in dioxane) to regenerate the free 3,4-difluoroaniline without epimerization concerns relevant to non-chiral aromatic systems.

Researchers should confirm reaction conditions and yields against peer-reviewed literature protocols, as specific outcomes may vary with scale and reagent quality.

Applications in Medicinal Chemistry and Drug Discovery

Fluorinated aniline derivatives are highly valued in medicinal chemistry programs. The introduction of fluorine atoms into aromatic rings is a well-established strategy to improve metabolic stability, modulate pKa, enhance membrane permeability, and optimize target binding through electrostatic and steric interactions. The 3,4-difluorophenyl motif in particular is found in a number of pharmacologically active scaffolds.

Tert-Butyl (3,4-difluorophenyl)carbamate serves as a protected intermediate that enables multi-step synthesis without unwanted side reactions at the amine nitrogen. After assembly of the target molecular framework, the Boc group is removed under standard acidic deprotection conditions to reveal the free amine for further coupling reactions, acylation, sulfonylation, or reductive amination steps.

Typical use cases include: (1) construction of ureas and amides bearing a 3,4-difluorophenyl moiety; (2) preparation of fluorinated heterocyclic intermediates; (3) synthesis of reference standards and active pharmaceutical ingredient (API) impurity standards requiring a defined difluorophenylamine substructure.

Handling, Storage, and Safety Guidelines

General Handling: Tert-Butyl (3,4-difluorophenyl)carbamate should be handled in a well-ventilated laboratory environment or fume hood using standard personal protective equipment (PPE) including laboratory coat, chemical-resistant gloves, and safety glasses. Avoid generating dust during weighing operations.

Storage: Store the compound in a tightly sealed container in a cool, dry, well-ventilated area away from incompatible materials such as strong acids, strong bases, and strong oxidizing agents. Refrigerated storage (2–8 °C) is generally recommended for prolonged shelf life of Boc-carbamate intermediates, though room-temperature storage may be acceptable for short periods when the container is kept dry and sealed. Confirm recommended storage conditions on the product label and Certificate of Analysis.

Stability: The Boc carbamate is susceptible to hydrolysis under strongly acidic or strongly basic aqueous conditions; protect from prolonged moisture exposure. Solutions in organic solvent should be prepared fresh or stored under inert atmosphere where extended stability is required.

Disposal: Dispose of waste material in accordance with local, regional, and national regulations governing fluorinated organic compounds. Consult the Safety Data Sheet (SDS) for T701175 prior to use for complete hazard, first-aid, and disposal information.

Quality, Purity, and Ordering Information

Aladdin Scientific supplies Tert-Butyl (3,4-difluorophenyl)carbamate under SKU T701175. Each lot is accompanied by a Certificate of Analysis specifying identity confirmation (typically by NMR or HPLC), purity grade, and relevant physical data. Researchers requiring high-purity material for sensitive assays or reference standard applications should request the CoA and confirm the purity specification meets their analytical requirements prior to ordering.

For bulk quantities, custom packaging, or special purity grades, contact Aladdin Scientific technical support or your regional sales representative. Procurement teams should reference SKU T701175 in all purchase orders to ensure correct product fulfillment.

Complementary reagents for Boc chemistry workflows—including Boc₂O, TFA, and other fluorinated aniline building blocks—are also available through Aladdin Scientific's extensive catalog. Contact technical support for recommendations on compatible reagents and multi-component ordering.