219580-32-2

Basic information

• Product Name: tert-Butyl 1H-pyrazole-1-carboxylate
• Synonyms: 1H-Pyrazole, N-BOC protected;tert-Butyl 1H-pyrazole-1-carboxylate;1-Boc-pyrazole;1-(tert-Butoxycarbonyl)pyrazole, tert-Butyl 1H-pyrazole-1-carboxylate;1-(tert-Butoxycarbonyl)pyrazole;1H-Pyrazole, N1-BOC protected;Tert-butyl 1H-pyrazol-1-carboxylate;1-Boc 1H-pyrazole
• CAS NO: 219580-32-2
• Molecular Formula: C₈H₁₂N₂O₂
• Molecular Weight: 168.2
• Product Categories: Azoles;blocks;Heterocyclic Compounds
• Mol File: 219580-32-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 161 °C/760 mmHg
• Flash Point: 94°C
• Appearance: /
• Density: 1.036 g/mL at 25 °C
• Vapor Pressure: 0.0611mmHg at 25°C
• Refractive Index: n20/D 1.472
• Storage Temp.: 2-8°C
• CAS DataBase Reference: tert-Butyl 1H-pyrazole-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl 1H-pyrazole-1-carboxylate(219580-32-2)
• EPA Substance Registry System: tert-Butyl 1H-pyrazole-1-carboxylate(219580-32-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• Safety Statements: 36-37
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 219580-32-2(Hazardous Substances Data)

Usage

General Description

Tert-Butyl 1H-pyrazole-1-carboxylate is a chemical compound with the molecular formula C9H14N2O2. It falls under the category of organonitrogen compounds, more specifically being a pyrazole derivative. It appears as a clear to slightly yellow liquid or solid that is used in the synthesis of various pharmaceuticals and other organic compounds. The substance is known for its stability under normal temperature and pressure conditions but requires careful handling due to its flammability and potentially harmful or irritating effects on the skin, eyes, and respiratory system.

InChI:InChI=1/C8H12N2O2/c1-8(2,3)12-7(11)10-6-4-5-9-10/h4-6H,1-3H3

Upstream product

• 102-52-3 malonaldehydebis(dimethylacetal) 
• 870-46-2 t-butoxycarbonylhydrazine 
• 288-13-1 NH-pyrazole 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 552846-17-0 tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole-1-carboxylate 
• 288-13-1 NH-pyrazole 
• 169512-94-1 (+/-)-N-tert-butoxycarbonyl-α-phenylglycine methyl ester 
• 14719-37-0 ethyl 2-(tert-butoxycarbonylamino)acetate 

Relevant articles and documents

Access to Silylated Pyrazole Derivatives by Palladium-Catalyzed C?H Activation of a TMS group

A simple and efficient approach to new silylated heterocycles of potential interest in medicinal chemistry is presented. A set of bromophenyl trimethylsilyl pyrazole intermediates can be transformed by direct organometallic routes into two families of regioisomeric iodoaryl substrates; using either arylzinc or aryllithium chemistry, the TMS group remains on the pyrazole ring or translocates to the aryl moiety. These two families can then be efficiently transformed into benzo silino pyrazoles thanks to a single-step cyclization relying on the Pd-catalyzed activation of a non-activated C(sp3)?H bond alpha to a silicon atom. The experimental conditions used, which are fully compatible with the pyrazole ring, suggest that this reaction evolves through a concerted metalation–deprotonation (CMD) mechanism.

A highly chemoselective Boc protection of amines using sulfonic-acid-functionalized silica as an efficient heterogeneous recyclable catalyst

A facile and versatile method for the chemoselective Boc protection of amines has been developed by a treatment with (Boc)2O in the presence of sulfonic-acid-functionalized silica as a catalyst. The method is general for the preparation of N-Boc derivatives of aliphatic (acyclic and cyclic), aromatic, and heteroaromatic amines; primary and secondary amines; aminols, amino-esters; and sulfonamides. The catalyst works under heterogeneous conditions and can be recycled.