N,N-Diisopropylaniline

Base Information

• Chemical Name: N,N-Diisopropylaniline
• CAS No.: 4107-98-6
• Molecular Formula: C12H19N
• Molecular Weight: 177.29
• Hs Code.: 2921420090
• European Community (EC) Number: 625-530-5
• UNII: KEP9PKA41K
• DSSTox Substance ID: DTXSID8042189
• Nikkaji Number: J376.928C
• Wikidata: Q27894658
• ChEMBL ID: CHEMBL3185705
• Mol file: 4107-98-6.mol

Synonyms:N,N-DIISOPROPYLANILINE;4107-98-6;N,N-di(propan-2-yl)aniline;Benzenamine, N,N-bis(1-methylethyl)-;N,N-bis(propan-2-yl)aniline;KEP9PKA41K;DTXSID8042189;MFCD00048277;N,N-Dsopropylanlne;diisopropylphenyl amine;n,n-diisopropyl-aniline;UNII-KEP9PKA41K;BIDD:GT0543;SCHEMBL141145;N,N-Diisopropylaniline, 97%;CHEMBL3185705;DTXCID6022189;N,N-DIISOPROPYLBENZENAMINE;Tox21_301373;AKOS005146336;NCGC00255920-01;AS-57730;N,N-BIS(1-METHYLETHYL)BENZENAMINE;SY031997;CAS-4107-98-6;CS-0154206;FT-0635134;S10663;A853397;J-523244;Q27894658

Chemical Property of N,N-Diisopropylaniline

Chemical Property:

• Vapor Pressure: 0.0359mmHg at 25°C
• Melting Point: -45°C (estimate)
• Refractive Index: n20/D 1.519(lit.)
• Boiling Point: 241.4 °C at 760 mmHg
• PKA: 8.05±0.20(Predicted)
• Flash Point: 97.4 °C
• PSA: 3.24000
• Density: 0.912 g/cm³
• LogP: 3.30980
• Storage Temp.: Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 177.151749610
• Heavy Atom Count: 13
• Complexity: 126

Purity/Quality:

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

N,N-Diisopropylaniline 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)N(C1=CC=CC=C1)C(C)C
• Uses: N,N-Diisopropylaniline was used for the synthesis of 4-diisopropylamino benzonitrile.?It may be used for the synthesis of 6-(4-bromophenyl)-3-methoxy-5-methyl-8-oxabicyclo[3.2.1]octa-3,6-dien-2-one.

Technology Process of N,N-Diisopropylaniline

There total 26 articles about N,N-Diisopropylaniline 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: 96.0%

bromobenzene (108-86-1,52753-63-6) + diisopropylamine (108-18-9) → N,N-diisopropylaniline (4107-98-6)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; for 0.0833333h; Heating; microwave irradiation;

DOI:10.1021/ol0353868

Reference yield: 84.0%

Phenyl triflate (17763-67-6) + diisopropylamine (108-18-9) → N,N-diisopropylaniline (4107-98-6)

Guidance literature:

With n-butyllithium; at -78 ℃; also with other solvents (DME); other aryl triflates as substrate; generation of arynes as intermediates;

DOI:10.1021/jo00006a016

Reference yield: 82.0%

N, N-diisopropyl-O-benzoyl hydroxylamine (92197-18-7) + phenyllithium (591-51-5) → N,N-diisopropylaniline (4107-98-6)

Guidance literature:

phenyllithium; With 3-butyl-1,1-diethyl-1,3-dihydrobenzo[c][1,2]oxasilole; In tetrahydrofuran; dibutyl ether; at -78 - 20 ℃; Inert atmosphere;

N, N-diisopropyl-O-benzoyl hydroxylamine; With copper(l) iodide; N-cyclohexyl-1-[2-(diphenylphosphanyl)phenyl]methanimine; In tetrahydrofuran; dibutyl ether; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol4023084

upstream raw materials:

bromobenzene

diisopropylamine

2-iodo-propane

aniline

Downstream raw materials:

isopropyl-phenyl-carbamonitrile

N-(propan-2-ylidene)aniline

N-Isopropylaniline

2-propanethiol

Refernces

• 1、 Qin, Xu-Long,Li, Ang,Han, Fu-She. "Desymmetric enantioselective reduction of cyclic 1,3-diketones catalyzed by a recyclable p-chiral phosphinamide organocatalyst". supporting information. p. 2994 - 3002. Retrieved 2021/03/01.
• 2、 Albkuri, Yahya M.,RanguMagar, Ambar B.,Brandt, Andrew,Wayland, Hunter A.,Chhetri, Bijay P.,Parnell, Charlette M.,Szwedo, Peter,Parameswaran-Thankam, Anil,Ghosh, Anindya. "C–N Cross-coupling Reactions of Amines with Aryl Halides Using Amide-Based Pincer Nickel(II) Catalyst". . p. 1669 - 1678. Retrieved 2019/12/27.