N,N-Diisopropylbenzamide

Base Information

• Chemical Name: N,N-Diisopropylbenzamide
• CAS No.: 20383-28-2
• Molecular Formula: C13H19 N O
• Molecular Weight: 205.3
• Hs Code.: 2924299090
• NSC Number: 6912
• DSSTox Substance ID: DTXSID50174321
• Nikkaji Number: J307.738A
• Wikidata: Q83044396
• Mol file: 20383-28-2.mol

Synonyms:N,N-Diisopropylbenzamide;20383-28-2;N,N-di(propan-2-yl)benzamide;Benzamide, N,N-bis(1-methylethyl)-;N,N-bis(propan-2-yl)benzamide;AI3-01520;NN-Di-iso-propylbenzamide;NSC6912;n,n-diisopropyl-benzamide;N,N'-Diisopropylbenzamide;N,N-Di-iso-propylbenzamide;SCHEMBL458409;N,N-Diisopropylbenzamide, 98%;DTXSID50174321;N-isopropyl- N-isopropyl-benzamid;NSC 6912;NSC-6912;MFCD00026370;STK209015;AKOS003848326;SB77985;CS-0154207;FT-0637987;N10384;EN300-6706478;A814505;J-013263;Z276754694

Chemical Property of N,N-Diisopropylbenzamide

Chemical Property:

• Vapor Pressure: 0.000662mmHg at 25°C
• Melting Point: 69-71oC
• Refractive Index: 1.5175 (estimate)
• Boiling Point: 308.9°Cat760mmHg
• PKA: -1.26±0.70(Predicted)
• Flash Point: 131.1°C
• PSA: 20.31000
• Density: 0.97g/cm³
• LogP: 2.94560
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water 301 mg/L @ 25°C.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 205.146664230
• Heavy Atom Count: 15
• Complexity: 197

Purity/Quality:

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

N,N-Diisopropylbenzamide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)N(C(C)C)C(=O)C1=CC=CC=C1

Technology Process of N,N-Diisopropylbenzamide

There total 54 articles about N,N-Diisopropylbenzamide 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%

benzoyl chloride (98-88-4) + diisopropylamine (108-18-9) → N,N-diisopropyl benzamide (20383-28-2)

Guidance literature:

In diethyl ether; at 0 - 20 ℃;

DOI:10.1002/ejoc.200300233

Reference yield: 99.0%

4-iodo-N,N-diisopropyl-benzamide (477191-79-0) → N,N-diisopropyl benzamide (20383-28-2)

Guidance literature:

With potassium tert-butylate; benzyl alcohol; In N,N-dimethyl-formamide; at 90 ℃; for 2h; Reagent/catalyst; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.7b02399

Reference yield: 95.0%

benzoyl fluoride (455-32-3) + lithium diisopropyl amide (4111-54-0) → N,N-diisopropyl benzamide (20383-28-2)

Guidance literature:

With chloro-trimethyl-silane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1055/a-1649-5460

upstream raw materials:

benzoic acid methyl ester

lithium diisopropyl amide

N,N-diisopropyl-4-thiobenzamide

diisopropylamine

Downstream raw materials:

2-(5'-hydroxy-1'-oxopentyl)-N,N-bis-(methylethyl)benzamide

2-(4'-hydroxy-1'-oxopentyl)-N,N-bis-(methylethyl)benzamide

N,N-diisopropyl-2-methylbenzenecarboxamide

2-hydroxy-N,N-diiso-propylbenzamide

Refernces

• 1、 Hayatifar, Ardalan,Elifritz, Emily A.,Bloom, Molly B.,Pixley, Kaitlyn M.,Fennell, Christopher J.,Weinert, Charles S.. "Direct amidation of acid fluorides using germanium amides". . p. 4490 - 4493. Retrieved 2021.
• 2、 Ghinato, Simone,Territo, Davide,Maranzana, Andrea,Capriati, Vito,Blangetti, Marco,Prandi, Cristina. "A Fast and General Route to Ketones from Amides and Organolithium Compounds under Aerobic Conditions: Synthetic and Mechanistic Aspects". supporting information. p. 2868 - 2874. Retrieved 2021/01/21.
• 3、 Bera, Jitendra K.,Pandey, Pragati. "Hydrosilylative reduction of primary amides to primary amines catalyzed by a terminal [Ni-OH] complex". supporting information. p. 9204 - 9207. Retrieved 2021/09/20.