4-Bromo-N,N-diethylaniline

Base Information

• Chemical Name: 4-Bromo-N,N-diethylaniline
• CAS No.: 2052-06-4
• Molecular Formula: C10H14BrN
• Molecular Weight: 228.132
• Hs Code.: 2921420090
• European Community (EC) Number: 218-140-8
• NSC Number: 8071
• UNII: H93Z8M7DQW
• DSSTox Substance ID: DTXSID3062152
• Nikkaji Number: J95.602C
• Wikidata: Q72454205
• Mol file: 2052-06-4.mol

Synonyms:4-Bromo-N,N-diethylaniline;2052-06-4;Benzenamine, 4-bromo-N,N-diethyl-;P-BROMO-N,N-DIETHYLANILINE;N,N-Diethyl-p-bromoaniline;Aniline, p-bromo-N,N-diethyl-;H93Z8M7DQW;NSC-8071;4-(N,N-diethylamino)-bromobenzene;4-bromo-n,n-diethylbenzenamine;NSC8071;MFCD00013530;p-N,Nddiethylaniline;4-bromodiethylaniline;4-Bromophenyldiethylamine;UNII-H93Z8M7DQW;(4-bromo-phenyl)diethylamine;SCHEMBL381900;(4-bromophenyl)-diethyl-amine;(4-Bromo-phenyl)-diethyl-amine;DTXSID3062152;4-Bromo-N,N-diethylaniline, 97%;ADAL1052768;BROMO-N,N-DIETHYLBENZENAMINE;NSC 8071;EINECS 218-140-8;N-(4-bromophenyl)-N,N-diethylamine;AKOS005207083;AS-61360;B3027;CS-0168158;FT-0617903;D88977;AE-562/43460453;J-013379;63460-05-9

Chemical Property of 4-Bromo-N,N-diethylaniline

Chemical Property:

• Vapor Pressure: 0.00702mmHg at 25°C
• Melting Point: 32-33 °C(lit.)
• Refractive Index: 1.564
• Boiling Point: 270 °C at 760 mmHg
• PKA: 5.82±0.32(Predicted)
• Flash Point: 125.1 °C
• PSA: 3.24000
• Density: 1.291 g/cm³
• LogP: 3.29530
• Storage Temp.: 0-10°C
• Sensitive.: Light Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 227.03096
• Heavy Atom Count: 12
• Complexity: 115

Purity/Quality:

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

4-Bromo-N,N-diethylaniline >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CCN(CC)C1=CC=C(C=C1)Br
• Uses: It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

Technology Process of 4-Bromo-N,N-diethylaniline

There total 22 articles about 4-Bromo-N,N-diethylaniline 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: 95.0%

4-(N,N-diethylamino)benzenediazonium tetrafluoroborate (347-46-6) → 4-bromo-N,N-diethylaniline (2052-06-4)

Guidance literature:

With dibenzo-18-crown-6; potassium bromide; copper(ll) bromide; 1,10-Phenanthroline; copper(I) bromide; In acetonitrile; at 20 ℃; for 0.333333h;

DOI:10.1055/s-2007-983784

Reference yield: 95.0%

ethanol (64-17-5) + 4-bromo-aniline (106-40-1) → 4-bromo-N,N-diethylaniline (2052-06-4)

Guidance literature:

With Cu₁-Mo₁/TiO₂; In neat liquid; at 20 ℃; for 21h; Catalytic behavior; Inert atmosphere; UV-irradiation;

DOI:10.1039/c5cy00316d

Reference yield: 88.0%

N,N-diethyl-O-benzoylhydroxylamine (61582-64-7) + 2-(4-bromophenyl)-5,5-dimethyl-1,3,2-dioxaborinane (183677-71-6) → 4-bromo-N,N-diethylaniline (2052-06-4)

Guidance literature:

With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate; lithium tert-butoxide; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1002/anie.201108773

upstream raw materials:

1.4-dibromobenzene

lithium diethylamide

acetone

N,N-diethylaniline

Downstream raw materials:

4-(diethylamino)benzoic acid

trans-4-pyridine

4-Brom-N,N-diethyl-N-methylanilinium-bromid

2-(4'-N,N-diethylamino)phenyl-4,6-dichloro-1,3,5-triazine

Refernces

• 1、 Fan, Jiali,Wei, Qiancheng,Zhu, Ershu,Gao, Jing,Cheng, Xiamin,Lu, Yongna,Loh, Teck-Peng. "Visible light-induced mono-bromination of arenes with BrCCl3". supporting information. p. 5977 - 5980. Retrieved 2021/06/18.
• 2、 Zhao, Hong-Yi,Yang, Xue-Yan,Lei, Hao,Xin, Minhang,Zhang, San-Qi. "Cu-mediated selective bromination of aniline derivatives and preliminary mechanism study". supporting information. p. 1406 - 1415. Retrieved 2019/05/01.