150932-87-9

Basic information

• Product Name: N-lithio-N-(2-lithioethyl)benzamide
• Synonyms: N-lithio-N-(2-lithioethyl)benzamide
• CAS NO: 150932-87-9
• Molecular Weight: 161.059
• Mol File: 150932-87-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-lithio-N-(2-lithioethyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-lithio-N-(2-lithioethyl)benzamide(150932-87-9)
• EPA Substance Registry System: N-lithio-N-(2-lithioethyl)benzamide(150932-87-9)

Safety Data

• Hazardous Substances Data: 150932-87-9(Hazardous Substances Data)

Upstream product

• 26385-07-9 N-(2-chloro-ethyl)-benzamide 

Downstream Products

• 3440-28-6 N-benzoyl-beta-alanine 
• 34021-60-8 N-(3-hydroxy-3-methylbutyl)benzamide 
• 89482-39-3 N-benzoyl-3,3-diphenylprop-2-en-1-ylamine 
• 118089-81-9 N-(3-hydroxy-4-methylpentyl)benzamide 
• 100938-82-7 N-(<2-D₁>ethyl)benzamide 
• 614-17-5 N-ethylbenzamide 
• 18838-10-3 N-(2-hydroxyethyl)-benzamide 
• 80213-06-5 N-(3-hydroxy-3-phenylpropyl)benzamide 
• 60116-82-7 N-(2-methylthioethyl)benzamide 
• 60181-44-4 N-(3-hydroxy-3,3-diphenyl-propyl)-benzamide 

Relevant articles and documents

N-LITHIO-N-(2-LITHIOETHYL)- AND N-LITHIO-N-(3-LITHIOPROPYL)-BENZAMIDE: DIRECT PREPARATION AND SYNTHETIC APPLICATIONS OF 2-LITHIOETHYL- AND 3-LITHIOPROPYL-AMINE EQUIVALENTS

The successive reaction of 2-chloroethyl and 3-chloropropyl-benzamide with n-butyl-lithium and lithium naphthalenide at temperatures ranging between -78 and -50 deg C leads to N-lithio-N-(2-lithioethyl)- and N-lithio-N-(3-lithiopropyl)benzamide , which by treatment with different electrophiles (H2O, D2O, Me2S2, CO2, PriCHO, PhCHO, Me2CO, Ph2CO, and O2) yields the expected functionalized benzamides .The acidic and basic hydrolysis of compounds (10) and (11) gives different results depending on the structure of the substrate and the reaction conditions.