5-Methyl-1H-pyrrole-2-carbaldehyde

Base Information

• Chemical Name: 5-Methyl-1H-pyrrole-2-carbaldehyde
• CAS No.: 1192-79-6
• Molecular Formula: C6H7NO
• Molecular Weight: 109.128
• Hs Code.: 2933990090
• European Community (EC) Number: 822-709-1
• NSC Number: 81349
• UNII: SP16VW48RI
• DSSTox Substance ID: DTXSID50152341
• Nikkaji Number: J121.848D
• Wikidata: Q27289321
• Mol file: 1192-79-6.mol

Synonyms:5-Methyl-1H-pyrrole-2-carbaldehyde;1192-79-6;5-METHYLPYRROLE-2-CARBALDEHYDE;5-METHYL-2-FORMYLPYRROLE;1H-Pyrrole-2-carboxaldehyde, 5-methyl-;2-formyl-5-methylpyrrole;MFCD08236773;UNII-SP16VW48RI;SP16VW48RI;5-METHYL-1H-PYRROLE-2-CARBOXALDEHYDE;NSC-81349;NSC81349;5-Methyl-2-pyrrolaldehyde;SCHEMBL2818048;5-Methylpyrrole-2-carboxaldehyde;DTXSID50152341;Pyrrole-2-carboxaldehyde, 5-methyl;BBL011859;CCG-40438;NSC 81349;STL163414;AKOS000111984;5-Methyl-1H-pyrrole-2-carbaldehyde #;AB43978;AM803022;DS-17222;SY016074;CS-0038064;FT-0763304;EN300-120127;5-methyl-1H-pyrrole-2-carbaldehyde, AldrichCPR;A892606;Q27289321;Z1198176668;InChI=1/C6H7NO/c1-5-2-3-6(4-8)7-5/h2-4,7H,1H

Chemical Property of 5-Methyl-1H-pyrrole-2-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.0835mmHg at 25°C
• Melting Point: 68 °C
• Refractive Index: 1.589
• Boiling Point: 226.1 °C at 760 mmHg
• PKA: 15.93±0.50(Predicted)
• Flash Point: 95.8 °C
• PSA: 32.86000
• Density: 1.14 g/cm³
• LogP: 1.13560
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 109.052763847
• Heavy Atom Count: 8
• Complexity: 92.5

Purity/Quality:

97% ^*data from raw suppliers

5-Methyl-1H-pyrrole-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(N1)C=O

Technology Process of 5-Methyl-1H-pyrrole-2-carbaldehyde

There total 23 articles about 5-Methyl-1H-pyrrole-2-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: 70.0%

2-methyl-1H-pyrrole (636-41-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → formyl-2 methyl-5 pyrrole (1192-79-6)

Guidance literature:

With trichlorophosphate;

DOI:10.1021/ol061998r

Reference yield: 70.0%

2-methyl-1H-pyrrole (636-41-9) + potassium formate (590-29-4) → formyl-2 methyl-5 pyrrole (1192-79-6)

Guidance literature:

2-methyl-1H-pyrrole; With trichlorophosphate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h;

potassium formate; In water; N,N-dimethyl-formamide; at 0 - 105 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.ejmech.2021.113953

Reference yield: 23.0%

N-(hydroxy-2' ethyl) amino-3 butene-2 oate d'ethyle (124647-46-7) → formyl-2 methyl-5 pyrrole (1192-79-6) + 2-methyl-1H-pyrrole-3-carbaldehyde (17619-39-5) + formyl-1 methyl-2 pyrrole (124647-59-2)

Guidance literature:

In tetrahydrofuran; at 400 ℃; sealed tube;

DOI:10.1016/S0040-4020(01)81018-8

upstream raw materials:

2-methyl-1H-pyrrole

diethyl ether

ethylmagnesium bromide

formic acid ethyl ester

Downstream raw materials:

1-acetyl-5-methylpyrrole-2-carbaldehyde

1,5-dimethyl-1H-pyrrole-2-carbaldehyde

7-methyl-3-tosylpyrrolo[1,2-c]pyrimidine

4-Benzyloxy-5-[1-(5-methyl-1H-pyrrol-2-yl)-meth-(Z)-ylidene]-1,5-dihydro-pyrrol-2-one

Refernces

• 1、 Hiermann, Alois,Kedwani, Samir,Schramm, Hans Wolfgang,Seger, Christoph. "A new pyrrole alkaloid from seeds of Castanea sativa". . p. 22 - 27. Retrieved 2002.
• 2、 Shaw et al.. "-". . p. 343. Retrieved 1970.
• 3、 Stierle, Donald B.,Faulkner, John D.. "Metabolites of the Marine Sponge Laxosuberites sp.". . p. 4980 - 4982. Retrieved 1980.
• 4、 Gao, Min,Lee, Sun Hyeok,Park, Sang Hyuk,Ciaramicoli, Larissa Miasiro,Kwon, Haw-Young,Cho, Heewon,Jeong, Joseph,Chang, Young-Tae. "Neutrophil-Selective Fluorescent Probe Development through Metabolism-Oriented Live-Cell Distinction". supporting information. p. 23743 - 23749. Retrieved 2021/10/14.
• 5、 Outlaw, Victor K.,Dandrea, Felipe B.,Townsend, Craig A.. "One-pot synthesis of highly substituted n -fused heteroaromatic bicycles from azole aldehydes". supporting information. p. 1822 - 1825. Retrieved 2015/04/27.