Benzamide, N-[4-(1-methylethyl)phenyl]-

Base Information

• Chemical Name: Benzamide, N-[4-(1-methylethyl)phenyl]-
• CAS No.: 100990-57-6
• Molecular Formula: C16H17NO
• Molecular Weight: 239.317
• DSSTox Substance ID: DTXSID70356122
• Wikidata: Q82135299
• ChEMBL ID: CHEMBL3752686
• Mol file: 100990-57-6.mol

Synonyms:100990-57-6;Benzamide, N-[4-(1-methylethyl)phenyl]-;N-(4-propan-2-ylphenyl)benzamide;N-[4-(propan-2-yl)phenyl]benzamide;N-(4-isopropylphenyl)benzamide;SCHEMBL2563194;CHEMBL3752686;DTXSID70356122;STK167633;AKOS001091892;CS-0329899;AO-548/09691046;EN300-15027391;Z30521177

Chemical Property of Benzamide, N-[4-(1-methylethyl)phenyl]-

Chemical Property:

• PSA: 29.10000
• LogP: 4.13530
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 239.131014166
• Heavy Atom Count: 18
• Complexity: 260

Purity/Quality:

N-[4-(Propan-2-yl)phenyl]benzamide 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC=C(C=C1)NC(=O)C2=CC=CC=C2

Technology Process of Benzamide, N-[4-(1-methylethyl)phenyl]-

There total 17 articles about Benzamide, N-[4-(1-methylethyl)phenyl]- 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: 92.0%

N-(4-isopropylphenyl)benzimidamide + benzil (134-81-6) → N-benzoylbenzamide (614-28-8) + N-(4-iso-propylphenyl)benzamide (100990-57-6)

Guidance literature:

With vanadyl(IV) sulfate hydrate; water; In N,N-dimethyl-formamide; at 70 ℃; for 24h;

DOI:10.1021/acs.joc.7b00950

Reference yield: 91.0%

4-Isopropylaniline (99-88-7) + benzoyl chloride (98-88-4) → N-(4-iso-propylphenyl)benzamide (100990-57-6)

Guidance literature:

With pyridine; for 12h;

DOI:10.1016/S0014-827X(02)01285-5

Reference yield: 80.0%

N,N-dibenzyl-4-isopropylaniline → N-(4-iso-propylphenyl)benzamide (100990-57-6)

Guidance literature:

With oxygen; In acetone; at 20 ℃; for 35h; regioselective reaction; Irradiation;

DOI:10.1021/acs.joc.1c01792

upstream raw materials:

benzoic acid-(4-isopropyl-N-methyl-anilide)

4-Isopropylaniline

benzoyl chloride

phosphorus pentachloride

Downstream raw materials:

4-Isopropylaniline

benzoic acid

1-[N-(4-isopropylphenyl)benzimidoyl]-1H-benzotriazole

4-amino-4-isopropyl-2,5-cyclohexadienone

Refernces

• 1、 Du, Juan,Luo, Kai,Zhang, Xiuli. "Synthesis of amides through an oxidative amidation of tetrazoles with aldehydes under transition-metal-free conditions". . p. 54539 - 54546. Retrieved 2014.
• 2、 Xu, Xiao-Lan,Xu, Wen-Tao,Wu, Ji-Wei,He, Jian-Bo,Xu, Hua-Jian. "Silver-promoted decarboxylative amidation of α-keto acids with amines". . p. 9970 - 9973. Retrieved 2016.
• 3、 Neerathilingam, Nalladhambi,Bhargava Reddy, Mandapati,Anandhan, Ramasamy. "Regioselective Synthesis of 2° Amides Using Visible-Light-Induced Photoredox-Catalyzed Nonaqueous Oxidative C-N Cleavage of N, N-Dibenzylanilines". . p. 15117 - 15127. Retrieved 2021/10/25.