4-Chloro-N,N-diisopropylbenzamide

Base Information

• Chemical Name: 4-Chloro-N,N-diisopropylbenzamide
• CAS No.: 79606-45-4
• Molecular Formula: C13H18 Cl N O
• Molecular Weight: 239.745
• Hs Code.: 2924299090
• European Community (EC) Number: 669-125-1
• NSC Number: 48107
• DSSTox Substance ID: DTXSID00286867
• Nikkaji Number: J788.160F
• Wikidata: Q82022700
• Mol file: 79606-45-4.mol

Synonyms:4-Chloro-N,N-diisopropylbenzamide;79606-45-4;4-chloro-N,N-di(propan-2-yl)benzamide;NSC 48107;NSC48107;DTXSID00286867;BCP32629;NSC 4810;MFCD00032340;NSC-48107;AKOS003859959;AS-9895;SB76783;OR59402;E87331

Chemical Property of 4-Chloro-N,N-diisopropylbenzamide

Chemical Property:

• Vapor Pressure: 5.28E-05mmHg at 25°C
• Boiling Point: 347.7°C at 760 mmHg
• Flash Point: 164.1°C
• PSA: 20.31000
• Density: 1.072g/cm³
• LogP: 3.59900
• Storage Temp.: 2-8°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 239.1076919
• Heavy Atom Count: 16
• Complexity: 224

Purity/Quality:

99%+, ^*data from raw suppliers

4-Chloro-N,N-diisopropylbenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Chloro-N,N-diisopropylbenzamide

There total 10 articles about 4-Chloro-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%

4-chloro-benzoyl chloride (122-01-0) + diisopropylamine (108-18-9) → N,N-diisopropyl 4-chlorobenzamide (79606-45-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 6h;

DOI:10.1021/acs.orglett.0c00827

Reference yield: 92.0%

C8H14BrF2NO + (4-chlorophenyl)trimethoxysilane (35692-30-9) → N,N-diisopropyl 4-chlorobenzamide (79606-45-4)

Guidance literature:

With potassium fluoride; 5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene; copper(ll) bromide; magnesium chloride; for 8h; Inert atmosphere; Heating;

DOI:10.3390/molecules26102957

Reference yield: 91.0%

C8H14BrF2NO + 4-Chlorophenylboronic acid (1679-18-1) → N,N-diisopropyl 4-chlorobenzamide (79606-45-4)

Guidance literature:

With potassium fluoride; 5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene; copper(ll) bromide; magnesium chloride; for 8h; Inert atmosphere; Heating;

DOI:10.3390/molecules26102957

upstream raw materials:

1-(4-chloro-benzoyl)-1H-imidazole

diisopropylamine

N,N-diisopropyl benzamide

4-Cyanochlorobenzene

Downstream raw materials:

N,N-diisopropyl 4-chloro-2-dicyclohexylphosphinobenzamide

1-(4-chlorophenyl)pentan-1-one

N,N-diisopropyl 4-[1-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethyl]benzamide

4-Chloro-N,N-diisopropyl-thiobenzamide

Refernces

• 1、 Iaroshenko, Viktor O.,Jakubczyk, Micha?,Lanka, Suneel,Mkrtchyan, Satenik,Pittelkow, Michael. "Cu-catalyzed arylation of bromo-difluoro-acetamides by aryl boronic acids, aryl trialkoxysilanes and dimethyl-aryl-sulfonium salts: New entries to aromatic amides". . . Retrieved 2021/06/12.
• 2、 Brown, Caleb A.,Guzmán Santiago, Alexis J.,Ison, Elon A.,Sommer, Roger D.. "Identification of key functionalization species in the Cp?Ir(iii)-catalyzed-: ortho halogenation of benzamides". supporting information. p. 16166 - 16174. Retrieved 2020/12/03.