21155-53-3

Usage

Chemical Family

Aniline family

Physical State

Colorless to slightly yellow liquid

Odor

Strong aromatic odor

Usage

Intermediate in the synthesis of organic chemicals and pharmaceuticals

Toxicity

Toxic

Health Hazards

Skin, eye, and respiratory system irritation

Handling Precautions

Handle with care and use appropriate protective measures

InChI:InChI=1/C14H23N/c1-5-10(3)12-8-7-9-13(14(12)15)11(4)6-2/h7-11H,5-6,15H2,1-4H3

Upstream product

• 579-66-8 2,6-diethylaniline 
• 74-85-1 ethene 
• 608-30-0 2,6-dibromoaniline 

Downstream Products

• 66609-01-6 2,6-di-sec.-butyl-phenyl isothiocyanate 
• 66608-82-0 N-(2.6-Di-sec.-butyl-phenyl)-N'-tert.-pentyl-thioharnstoff 
• 66608-81-9 N-(2,6-di-sec.-butyl-phenyl)-N'-tert.-butyl-thiourea 
• 66608-93-3 N-(2,6-di-sec.-butyl-phenyl)-N'-sec.-butyl-thiourea 
• 66608-92-2 N-(2,6-di-sec.-butyl-phenyl)-N'-isopropyl-thiourea 
• 69800-25-5 1-tert-Butyl-3-(2,6-di-sec-butyl-phenyl)-2-methyl-isothiourea 
• 69769-32-0 1-(2,6-Di-sec-butyl-phenyl)-3-(3,3-dimethyl-butyl)-thiourea 
• 67331-26-4 N-(2,6-Di-sek.-butylphenyl)-N'-isobutylthioharnstoff 
• 67329-97-9 1-(2,6-Di-sec-butyl-phenyl)-3-(1,2,2-trimethyl-propyl)-thiourea 
• 67331-28-6 1-(2,6-Di-sec-butyl-phenyl)-3-(1-ethyl-1-methyl-propyl)-thiourea 
• 68065-46-3 N-(2,6-Di-sek.-butylphenyl)-N'-neopentylthioharnstoff 
• 68065-42-9 N-(2,6-Di-sek.-butylphenyl)-N'-methallylthioharnstoff 
• 67331-27-5 1-(2,6-Di-sec-butyl-phenyl)-3-(1-ethyl-propyl)-thiourea 
• 68065-44-1 N-(2,6-Di-sek.-butylphenyl)-N'-allylthioharnstoff 

Relevant academic research and scientific papers

Negishi cross-coupling of secondary alkylzinc halides with aryl/heteroaryl halides using Pd-PEPPSI-IPent

Pd-PEPPSI-IPent has proven to be an excellent catalyst for the Negishi cross-coupling reaction of secondary alkylzinc reagents with a wide variety of aryl/heteroaryl halides. Importantly, β-hydride elimination/migratory insertion of the organometallic leading to the production of isomeric coupling products has been significantly reduced using the highly-hindered Ipent ligand.

Synthesis of new sterically hindered anilines

Ring-alkylated primary, secondary and tertiary anilines have been ethylated with ethylene at benzylic positions in a simple and inexpensive one-pot procedure which is mediated by the use of the superbase system nBuLi/LiK(OCH2CH2NMe2)2 in the presence of Mg(OCH2CH2OEt)2. Primary and secondary anilines are ethylated readily at ortho-benzylic positions but with difficulty or not at all at other positions. Tertiary anilines are ethylated at all positions. Mono- or diethylation occurs depending on the steric constraints present. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.