1-Benzylpyrrole

Base Information

• Chemical Name: 1-Benzylpyrrole
• CAS No.: 2051-97-0
• Molecular Formula: C11H11N
• Molecular Weight: 157.215
• Hs Code.: 2933990090
• European Community (EC) Number: 218-137-1
• NSC Number: 116806,4024
• DSSTox Substance ID: DTXSID3062150
• Nikkaji Number: J94.944B
• Wikidata: Q72442888
• ChEMBL ID: CHEMBL259946
• Mol file: 2051-97-0.mol

Synonyms:1-Benzylpyrrole;2051-97-0;N-Benzylpyrrole;1-Benzyl-1H-pyrrole;1H-Pyrrole, 1-(phenylmethyl)-;Pyrrole, 1-benzyl-;NSC 4024;EINECS 218-137-1;NSC 116806;1-benzylpyrrol;1-(phenylmethyl)pyrrole;N-Benzylpyrrole, 97%;1-Benzyl-1H-pyrrole #;SCHEMBL35352;CHEMBL259946;DTXSID3062150;NSC4024;NSC-4024;MFCD00963301;NSC116806;AKOS008961917;NSC-116806;B2335;FT-0634008;A814639;J-504326

Chemical Property of 1-Benzylpyrrole

Chemical Property:

• Vapor Pressure: 0.0413mmHg at 25°C
• Melting Point: 15 °C
• Refractive Index: n20/D 1.5685(lit.)
• Boiling Point: 247 °C at 760 mmHg
• PKA: -2.90±0.70(Predicted)
• Flash Point: 103.2 °C
• PSA: 4.93000
• Density: 0.96 g/cm³
• LogP: 2.53640
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 157.089149355
• Heavy Atom Count: 12
• Complexity: 121

Purity/Quality:

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

1-Benzylpyrrole >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=CC=C2
• Uses: N-benzylpyrrole may be used in the synthesis of the following:(E,Z)-3-(7,8-dimethoxy-5H-pyrrolo[2,1-a]isoindol-3-yl)-N,N-diethylacrylamide(E,Z)-7,8-dimethoxy-3-styryl-5H-pyrrolo[2,1-a]isoindolepyrroloisoquinolines(Z)-2-(7,8-dimethoxypyrrolo[1,2-b]isoquinolin-10-ylidene)-N,N-diethylacetamide(E,Z)-10-benzylidene-7,8-dimethoxy-5,10-dihydropyrrolo- [1,2-b]isoquinoline(E,Z)-7,8-dimethoxy-10-(2-methoxyvinyl)-5,10-dihydropyrrolo[1,2-b]isoquinoline(Z)-7,8-dimethoxy-10-(methoxymethylene)-5,10-dihydropyrrolo[1,2-b]isoquinoline2-cyano-N-benzylpyrroles3-cyano-N-benzylpyrroles

Technology Process of 1-Benzylpyrrole

There total 63 articles about 1-Benzylpyrrole 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: 100.0%

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + benzylamine (100-46-9) → 1-benzyl-1H-pyrrole (2051-97-0)

Guidance literature:

In pyridine; acetic acid; Heating;

DOI:10.1021/jo971365d

Reference yield: 98.0%

potassium 1-[(trifluoroboranyl)methyl]-1H-pyrrole + chlorobenzene (108-90-7) → 1-benzyl-1H-pyrrole (2051-97-0)

Guidance literature:

With cyclopentyl methyl ether; palladium diacetate; caesium carbonate; ruphos; In water; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo4009589

Reference yield: 94.0%

benzaldehyde (100-52-7) + 4R-4-hydroxyproline (51-35-4,30724-02-8) → 1-benzyl-1H-pyrrole (2051-97-0)

Guidance literature:

4R-4-hydroxyproline; With acetic acid; In N,N-dimethyl-formamide; Inert atmosphere; Reflux;

benzaldehyde; In N,N-dimethyl-formamide; for 1h; Inert atmosphere;

DOI:10.1002/ejoc.201900185

upstream raw materials:

furan

benzylamine

potassium pyrrolide

benzyl bromide

Downstream raw materials:

(1-benzyl-pyrrol-2-yl)-maleic acid anhydride

7-benzyl-7-aza-bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid

(1-benzyl-pyrrol-2-yl)-fumaric acid

pyrrolidine

Refernces

• 1、 Pang, Allan H.,Garzan, Atefeh,Larsen, Martha J.,McQuade, Thomas J.,Garneau-Tsodikova, Sylvie,Tsodikov, Oleg V.. "Discovery of allosteric and selective inhibitors of inorganic pyrophosphatase from mycobacterium tuberculosis". . p. 3084 - 3092. Retrieved 2016.
• 2、 Rehse,Mattern. "Pyrroles from 3 tropinone". . p. 364 - 366. Retrieved 1978.
• 3、 Baeckvall, Jan-E.,Nystroem, Jan-E.. "Palladium-promoted 1,4-Cycloamination of 1,3-Dienes to Pyrroles". . p. 59 - 61. Retrieved 1981.
• 4、 Ban, Kazuho,Sajiki, Hironao,Sawama, Yoshinari,Yamamoto, Yuta. "Arylation of indoles using cyclohexanones dually-catalyzed by niobic acid and palladium-on-carbons". supporting information. p. 3898 - 3902. Retrieved 2020/06/03.
• 5、 Ji, Yuan-Zhao,Li, Hui-Jing,Wang, Yi-Ruo,Wu, Yan-Chao,Zhang, Zheng-Yan. "Sulfoxide-Promoted Chlorination of Indoles and Electron-Rich Arenes with Chlorine as Nucleophile". supporting information. . Retrieved 2020/02/05.