4-Bromo-1-methyl-5-phenyl-1H-pyrazole

Base Information

• Chemical Name: 4-Bromo-1-methyl-5-phenyl-1H-pyrazole
• CAS No.: 105994-77-2
• Molecular Formula: C10H9BrN2
• Molecular Weight: 237.099
• DSSTox Substance ID: DTXSID10383699
• Wikidata: Q82175486
• Mol file: 105994-77-2.mol

Synonyms:4-BROMO-1-METHYL-5-PHENYL-1H-PYRAZOLE;105994-77-2;4-bromo-1-methyl-5-phenylpyrazole;1H-Pyrazole, 4-bromo-1-methyl-5-phenyl-;4-BROMO-1-METHYL-5-PHENYL-1H-PYRAZOLE, 97;SCHEMBL3562130;DTXSID10383699;UUUUUDBHEZCADX-UHFFFAOYSA-N;MFCD04038958;AKOS023452358;AM85219;DS-9580;BP-10659;CS-0151228;FT-0617712;F30072;A895914;4-BROMO-1-METHYL-5-PHENYL-1H-PYRAZOLE,97

Chemical Property of 4-Bromo-1-methyl-5-phenyl-1H-pyrazole

Chemical Property:

• Melting Point: 62oC
• Boiling Point: 155-156 °C(Press: 12 Torr)
• PKA: 0.04±0.10(Predicted)
• PSA: 17.82000
• Density: 1.4199 g/cm3(Temp: 56.6 °C)
• LogP: 2.84960
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 235.99491
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

98%Min ^*data from raw suppliers

4-Bromo-1-methyl-5-phenyl-1H-pyrazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=C(C=N1)Br)C2=CC=CC=C2

Technology Process of 4-Bromo-1-methyl-5-phenyl-1H-pyrazole

There total 14 articles about 4-Bromo-1-methyl-5-phenyl-1H-pyrazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

1-methyl-5-phenyl-1H-pyrazole (3463-27-2) → 4-bromo-1-methyl-5-phenyl-1H-pyrazole (105994-77-2)

Guidance literature:

With bromine; In chloroform; Ambient temperature;

Reference yield: 58.0%

4-bromo-1-methyl-1H-pyrazole (15803-02-8) + bromobenzene (108-86-1,52753-63-6) → 4-bromo-1-methyl-5-phenyl-1H-pyrazole (105994-77-2)

Guidance literature:

With [Pd(IPr*IMe)^An(3-Cl-pyridinyl)Cl₂]; potassium carbonate; Trimethylacetic acid; In N,N-dimethyl acetamide; at 130 ℃; for 12h; regioselective reaction;

DOI:10.1021/acs.organomet.0c00494

Reference yield: 34.0%

1-methyl-5-phenyl-1H-pyrazole (3463-27-2) + 1-methyl-3-phenyl-1H-pyrazole (3463-26-1) → 4-bromo-1-methyl-3-phenyl-1H-pyrazole (105994-55-6) + 4-bromo-1-methyl-5-phenyl-1H-pyrazole (105994-77-2)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; at 70 ℃; for 1h;

upstream raw materials:

1-methyl-5-phenyl-1H-pyrazole

4-bromo-3(5)-phenyl-1H-pyrazole

dimethyl sulfate

2-methylamino-2-phenylacetic acid

Downstream raw materials:

1-Methyl-5-phenyl-1H-pyrazole-4-carbonyl chloride

methyl 1-methyl-5-phenyl-1H-pyrazole-4-carboxylate

4,5-diphenyl-1-methylpyrazole

1-methyl-5-phenyl-1H-pyrazole-4-carboxylic acid

Refernces

• 1、 -. "IMIDAZOPYRIDAZINE COMPOUNDS". Page/Page column 181. . Retrieved 2008/06/13.