15802-80-9

Basic information

• Product Name: 3-(TERT-BUTYL)-1H-PYRAZOLE
• Synonyms: 3-(TERT-BUTYL)-1H-PYRAZOLE;3(5)-T-Butylpyrazole;3-tert-butyl-1H-pyrazole(SALTDATA: FREE);3-(tert-Butyl)pyrazole;5(3)-tert-butyl-1H-pyrazole;5-tert-butyl-1H-pyrazole;3-(tert-Butyl)
• CAS NO: 15802-80-9
• Molecular Formula: C₇H₁₂N₂
• Molecular Weight: 124.18
• Mol File: 15802-80-9.mol

Chemical Properties

• Melting Point: 53-54 °C
• Boiling Point: 219.1°C at 760 mmHg
• Flash Point: 87.9°C
• Appearance: /
• Density: 0.972g/cm³
• Vapor Pressure: 0.179mmHg at 25°C
• Refractive Index: 1.493
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.80±0.10(Predicted)
• CAS DataBase Reference: 3-(TERT-BUTYL)-1H-PYRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(TERT-BUTYL)-1H-PYRAZOLE(15802-80-9)
• EPA Substance Registry System: 3-(TERT-BUTYL)-1H-PYRAZOLE(15802-80-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• HazardClass: IRRITANT
• Hazardous Substances Data: 15802-80-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
3-(TERT-BUTYL)-1H-PYRAZOLE is used as a key intermediate in the synthesis of pharmaceuticals for its ability to enhance the reactivity and structural properties of drug molecules, contributing to the development of new therapeutic agents.
Used in Organic Compounds Synthesis:
In the field of organic chemistry, 3-(TERT-BUTYL)-1H-PYRAZOLE is utilized as a versatile building block for the creation of various organic compounds, leveraging its reactivity to form diverse chemical structures.
Used in Materials Science:
3-(TERT-BUTYL)-1H-PYRAZOLE is employed as a component in the development of new materials, where its molecular structure can influence the properties of the resulting materials, such as stability, reactivity, or other specific characteristics.
Used in Agrochemicals:
In agrochemical applications, 3-(TERT-BUTYL)-1H-PYRAZOLE is used as a precursor or modifier in the synthesis of agrochemical products, potentially enhancing their effectiveness or selectivity in agricultural settings.
Used in Biochemistry:
3-(TERT-BUTYL)-1H-PYRAZOLE finds use in biochemical research and applications, where its unique properties can be harnessed for the study of biological processes or the development of biochemical tools and reagents.

InChI:InChI=1/C7H12N2/c1-7(2,3)6-4-5-8-9-6/h4-5H,1-3H3,(H,8,9)

Upstream product

• 6187-98-0 3-t-butyl Δ²-pyrazoline 
• 75-97-8 3,3-dimethyl-butan-2-one 
• 109-94-4 formic acid ethyl ester 
• 1186-70-5 bis(dimethylamino)methoxymethane 
• 60-29-7 diethyl ether 
• 71388-72-2 E-2-chlorovinyl t-butyl ketone 
• 7803-57-8 hydrazine hydrate 
• 82619-56-5 1-Benzyl-4-t-butylpyrimidinium bromide 
• 82619-55-4 N-(p-nitrophenyl)-4,6-dimethylpyrimidinium bromide 
• 917-92-0 3,3-Dimethylbut-1-yne 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 23459-13-4 pivaloylacetaldehyde 

Downstream Products

• 433928-04-2 5-[3-(1,1-dimethylethyl)-1H-pyrazol-1-yl]-3-[3-(trifluoromethyl)phenyl]-4-thiazolidinone 
• 433928-12-2 5-[3-(1,1-dimethylethyl)-1H-pyrazol-1-yl]-3-[3-(trifluoromethyl)phenyl]-4-oxazolidinone 
• 936086-22-5 fac-[Mn(CO)3(3⁽⁵⁾-tert-butylpyrazole)3][B(3,5-bis(trifluoromethyl)phenyl)4] 
• 628331-86-2 methyl (E)-3-(1-benzyl-3-tert-butyl-1H-pyrazol-4-yl)-2-propenoate 

Relevant articles and documents

Conformation and Ortho steric effects in a series of 2-(pyrazol-l-yl)quinolines

Nine 2-(pyrazol-l-yl)-4-methylquinolines bearing substituents on the pyrazole 3- or 5-positions (H, Me, Et, i-Pr, t-Bu) were regioselectively synthesized either using the direct condensation of 2-chloro-4-methylquinoline and sodium salt of 3(5)-substituted pyrazoles or by treatment of 2-hydrazino-4-methylquinoline with an appropriate β-ketoaldehyde. The 1H and 13C chemical shifts were discussed taking into account the preferred conformation about the C-2-N-1′ bond as calculated by the AM1 Hamiltonian. It appears that 5-ethyl and 5-isopropyl substituted derivatives present short C-H...N-1 interactions. Ortho steric effects appear to be responsible for these conformations.

Substrate range of the titanium TADDOLate catalyzed asymmetric fluorination of activated carbonyl compounds

The substrate range of the [TiCl2(TADDOLate)] (TADDOL=α,α,α′,α′-tetraaryl-1,3-dioxolane-4, 5-dimethanol)-catalyzed asymmetric α-fluorination of activated β-carbonyl compounds has been investigated. Optimal conditions for catalysis are characterized by using 5 mol-% of TiCl2(naphthalen-1- yl)-TADDOLate) as catalyst in a saturated (0.14 mol/l) MeCN solution of F-TEDA (1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis- [tetrafluoroborate]) at room temperature. A series of α-methylated β-keto esters (3-oxobutanoates, 3-oxopentanoates) with bulky benzyl ester groups (60-90% ee) or phenyl ester (67-88% ee) have been fluorinated readily, whereas α-acyl lactones were also readily fluorinated, but gave lower inductions (13-46% ee). Double stereochemical differentiation in β-keto esters with chiral ester groups raised the stereoselectivity to a diastereomeric ratio (dr) of up to 96.5:3.5. For the first time, β-keto S-thioesters were asymmetrically fluorinated (62-91.5% ee) and chlorinated (83% ee). Lower inductions were observed in fluorinations of 1,3-diketones (up to 40% ee) and β-keto amides (up to 59% ee). General strategies for preparing activated β-carbonyl compounds as important model substrates for asymmetric catalytic α-functionalizations are presented (>60 examples). Copyright

MALONONITRILE COMPOUND AND USE THEREOF

A nitrile compound shown by the formula (1) has an excel lent pesticidal activity and it is useful as an active ingredient of pesticide.

Microwave-assisted synthesis of pyrazoles by 1,3-dipolar cycloaddition of diazo compounds to acetylene derivatives

Microwave-assisted preparation of a wide range of 5-ethoxycarbonylpyrazoles and 3-pyrazoles by 1,3-dipolar cycloaddition of diazo compound to acetylenes is described. All reactions were carried out using high throughput sequential technique.{A figure is p

1,2-AZOLE DERIVATIVES WITH HYPOGLYCEMIC AND HYPOLIPIDEMIC ACTIVITY

A compound represented by the formula (1) wherein ring A is a ring optionally having 1 to 3 substituents; ring B is a 1,2-azole ring which may further have 1 to 3 substituents; Xa, Xb and Xc are the same or different and each is a bond, - O -, - S - and the like; Ya is a divalent aliphatic hydrocarbon residue having 1 to 20 carbon atoms; Yb and Yc are the same or different and each is a bond or a divalent aliphatic hydrocarbon residue having 1 to 20 carbon atoms; ring C is a monocyclic aromatic ring which may further have 1 to 3 substituents; and R represents -OR4 (R4 is hydrogen atom or optionally substituted hydrocarbon group) and the like, or a salt thereof or a prodrug thereof is useful as an agent for the prophylaxis or treatment of diabetes and the like.

On the Reactivity of N-Benzylpyrimidinium Salts with Nitrogen Nucleophiles (1,2)

Treatment of the 1-benzyl salts of pyrimidine, 4,6-dimethylpyrimidine, and 4-t-butylpyrimidine with liquid ammonia leads to debenzylation.The 1H-nmr spectroscopic evidence is presented that the initial step in the debenzylation of 1-benzyl-4,6-dimethylpyrimidinium bromide is the addition of the ammonia at C-2, while with 1-benzyl-4-t-butylpyrimidinium bromide the addition takes place at C-6.It is proved by 15N labelling that the debenzylation occurs according to the ANRORC mechanism.The above-mentioned 1-benzylpyrimidinium bromides give with hydrazine, pyrazole, 3,5-dimethylpyrazole and 3-t-butylpyrazole, respectively.