1-methyl-5-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde

Base Information

• Chemical Name: 1-methyl-5-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde
• CAS No.: 497833-04-2
• Molecular Formula: C₆H₅F₃N₂O
• Molecular Weight: 178.114
• Hs Code.: 29331990
• DSSTox Substance ID: DTXSID20451656
• Wikidata: Q82271775
• Mol file: 497833-04-2.mol

Synonyms:497833-04-2;1-methyl-5-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde;1-methyl-5-(trifluoromethyl)pyrazole-4-carbaldehyde;4-FORMYL-5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOLE;1-Methyl-5-trifluoromethyl-4-pyrazolecarbaldehyde;1H-Pyrazole-4-carboxaldehyde,1-methyl-5-(trifluoromethyl)-;SCHEMBL1044002;DTXSID20451656;AMY12104;XUA83304;MFCD11707230;STL415443;AKOS015898320;AC-27613;AS-70049;A7407;FT-0751840;EN300-233015;F81449;Z1255462215

Chemical Property of 1-methyl-5-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde

Chemical Property:

• Melting Point: 56-58 °C(Solv: hexane (110-54-3))
• Boiling Point: 231.987 °C at 760 mmHg
• PKA: -1.96±0.10(Predicted)
• Flash Point: 94.103 °C
• PSA: 34.89000
• Density: 1.407 g/cm³
• LogP: 1.25140
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 178.03539727
• Heavy Atom Count: 12
• Complexity: 182

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-(Trifluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=C(C=N1)C=O)C(F)(F)F

Technology Process of 1-methyl-5-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde

There total 3 articles about 1-methyl-5-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde 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: 74.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazole (497832-98-1) → 1-methyl-5-trifluoromethyl-4-pyrazolecarbaldehyde (497833-04-2)

Guidance literature:

4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

DOI:10.1021/acs.oprd.0c00300

Reference yield:

(1-methyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)methanol (676236-50-3) → 1-methyl-5-trifluoromethyl-4-pyrazolecarbaldehyde (497833-04-2)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃;

Reference yield:

1-methyl-5-(trifluoromethyl)-1H-pyrazole (153085-15-5) → 1-methyl-5-trifluoromethyl-4-pyrazolecarbaldehyde (497833-04-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / bromine; iron powder / 1 h / 100 °C

2: 67 percent / tert-butyllithium / pentane; diethyl ether / 0.08 h / -75 °C

With bromine; tert.-butyl lithium; iron; In diethyl ether; pentane;

DOI:10.1002/1099-0690(200209)2002:17<2913::AID-EJOC2913>3.0.CO;2-D

upstream raw materials:

N,N-dimethyl-formamide

4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazole

1-methyl-5-(trifluoromethyl)-1H-pyrazole

(1-methyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)methanol

Refernces

• 1、 -. "SUBSTITUTED BICYCLOCARBOXYAMIDE COMPOUNDS". Page/Page column 53. . Retrieved 2008/12/05.