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

Base Information

• Chemical Name: 1,5-dimethyl-1H-pyrrole-2-carbaldehyde
• CAS No.: 1193-59-5
• Molecular Formula: C7H9NO
• Molecular Weight: 123.155
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30483983
• Nikkaji Number: J3.088.463I
• Wikidata: Q82321898
• Mol file: 1193-59-5.mol

Synonyms:1,5-dimethyl-1H-pyrrole-2-carbaldehyde;1193-59-5;1,5-DIMETHYLPYRROLE-2-CARBALDEHYDE;1,5-dimethyl-1H-pyrrole-2-carbaldehyde(SALTDATA: FREE);1H-Pyrrole-2-carboxaldehyde, 1,5-dimethyl-;1,5-Dimethyl-2-formyl-pyrrol;SCHEMBL6237426;DTXSID30483983;BAA19359;MFCD09674938;AKOS000111983;AT16213;SB63623;VS-03429;1,5-dimethyl-1h-pyrrole-2-carboxaldehyde;CS-0118502;EN300-1658960;Z1198220874

Chemical Property of 1,5-dimethyl-1H-pyrrole-2-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.12mmHg at 25°C
• Boiling Point: 219.302°C at 760 mmHg
• PKA: -5.61±0.70(Predicted)
• Flash Point: 86.431°C
• PSA: 22.00000
• Density: 1.003g/cm³
• LogP: 1.14600
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 123.068413911
• Heavy Atom Count: 9
• Complexity: 114

Purity/Quality:

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

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(N1C)C=O

Technology Process of 1,5-dimethyl-1H-pyrrole-2-carbaldehyde

There total 7 articles about 1,5-dimethyl-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: 90.0%

formyl-2 methyl-5 pyrrole (1192-79-6) + methyl iodide (74-88-4) → 1,5-dimethyl-1H-pyrrole-2-carbaldehyde (1193-59-5)

Guidance literature:

With potassium hydroxide; In N,N-dimethyl-formamide; at 25 ℃;

DOI:10.1021/acs.joc.0c01056

Reference yield: 60.0%

1,2-dimethylpyrrole (600-29-3) + bromodichloromethane (75-27-4) → 1,5-dimethyl-1H-pyrrole-2-carbaldehyde (1193-59-5)

Guidance literature:

1,2-dimethylpyrrole; bromodichloromethane; With 1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; palladium diacetate; acetic anhydride; silver carbonate; In acetonitrile; at 60 ℃; for 24h; Schlenk technique; Inert atmosphere;

With hydrogenchloride; In dichloromethane; at 30 ℃;

DOI:10.1016/j.tetlet.2018.07.013

Reference yield: 57.0%

1,2,5-trimethyl-1H-pyrrole (930-87-0) → 1,5-dimethyl-1H-pyrrole-2-carbaldehyde (1193-59-5)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; dimethylsulfide; oxygen; In dimethyl sulfoxide; at 100 ℃; for 3h; under 760.051 Torr; chemoselective reaction;

DOI:10.1055/s-0031-1290815

upstream raw materials:

formyl-2 methyl-5 pyrrole

dimethyl sulfate

N-methylpyrrole aldehyde

methyl iodide

Downstream raw materials:

2-(1,5-Dimethyl-1H-pyrrol-2-yl)-4,5-bis-(4-methoxy-phenyl)-1H-imidazole

Refernces

• 1、 Zamora,Alaiz,Hidalgo. "Contribution of pyrrole formation and polymerization to the nonenzymatic browning produced by amino-carbonyl reactions". . p. 3152 - 3158. Retrieved 2000.
• 2、 Ai, Lvye,Liu, Mengzhen,Ji, Xiaoming,Lai, Miao,Zhao, Mingqin,Ren, Tianbao. "Thermal Behavior Analysis of Two Synthesized Flavor Precursors of N-alkylpyrrole Derivatives". . p. 2389 - 2397. Retrieved 2019/08/01.
• 3、 Wang, Yi-Feng,Zhang, Feng-Lian,Chiba, Shunsuke. "Copper-catalyzed aerobic methyl/methylene oxygenation and C-H formylation with a DABCO-DMSO system for the synthesis of carbonyl indoles and pyrroles". experimental part. p. 1526 - 1534. Retrieved 2012/06/18.