2-bromo-N,N-diethylbenzamide

Base Information

• Chemical Name: 2-bromo-N,N-diethylbenzamide
• CAS No.: 76041-86-6
• Molecular Formula: C11H14BrNO
• Molecular Weight: 256.142
• Hs Code.: 2924297099
• DSSTox Substance ID: DTXSID40349940
• Nikkaji Number: J965.245K
• Wikidata: Q82125539
• Mol file: 76041-86-6.mol

Synonyms:2-bromo-N,N-diethylbenzamide;76041-86-6;N,N-DIETHYL 2-BROMOBENZAMIDE;N,N-Diethyl-2-bromobenzamide;Benzamide, 2-bromo-N,N-diethyl-;CBMicro_048307;Cambridge id 5260865;N,N-diethyl-o-bromobenzamide;2-bromo-N,N-diethyl-benzamide;SCHEMBL3408921;DTXSID40349940;2-bromanyl-N,N-diethyl-benzamide;BYMBWCOGISFGJL-UHFFFAOYSA-N;ADAL1185317;AMY14461;MFCD00457139;AKOS000191070;BIM-0048184.P001;CS-0197418;FT-0666744;E74025;A838595;SR-01000201737;SR-01000201737-1

Chemical Property of 2-bromo-N,N-diethylbenzamide

Chemical Property:

• Vapor Pressure: 4.68E-05mmHg at 25°C
• Refractive Index: 1.547
• Boiling Point: 349.5 °C at 760 mmHg
• PKA: -1.42±0.70(Predicted)
• Flash Point: 165.2 °C
• PSA: 20.31000
• Density: 1.32 g/cm³
• LogP: 2.93110
• Storage Temp.: Keep Cold
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 255.02588
• Heavy Atom Count: 14
• Complexity: 192

Purity/Quality:

98% ^*data from raw suppliers

N,N-Diethyl-2-bromobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=O)C1=CC=CC=C1Br
• Uses: N,N-Diethyl-2-bromobenzamide (cas# 76041-86-6) is a compound useful in organic synthesis.

Technology Process of 2-bromo-N,N-diethylbenzamide

There total 8 articles about 2-bromo-N,N-diethylbenzamide 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%

2-bromobenzoic acid chloride (7154-66-7) + diethylamine (109-89-7) → 2-bromo-N,N-diethylbenzamide (76041-86-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/chem.201905794

Reference yield: 77.0%

diethylamine (109-89-7) + 2-bromobenzoic-acid (88-65-3) → 2-bromo-N,N-diethylbenzamide (76041-86-6)

Guidance literature:

With iodine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1002/ejoc.200901420

Reference yield: 60.0%

diethyl amine hydrochloride (660-68-4) + 2-bromobenzoic-acid (88-65-3) → 2-bromo-N,N-diethylbenzamide (76041-86-6)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 0 - 25 ℃;

DOI:10.1021/jm8008986

upstream raw materials:

2-bromobenzoic acid chloride

diethylamine

N,N-diethylbenzamide

benzyl bromide

Downstream raw materials:

N,N-diethyl-2-(3-methoxyanilino)benzamide

N,N-diethyl-2-(1-naphthylamino)benzamide

N,N-diethylbenzamide

N,N-diethyl-2-(2-toluidino)benzamide

Refernces

• 1、 J?rgensen, K?re B.,Rantanen, Toni,D?rfler, Thilo,Snieckus, Victor. "Directed Metalation-Suzuki-Miyaura Cross-Coupling Strategies: Regioselective Synthesis of Hydroxylated 1-Methyl-phenanthrenes". . p. 9410 - 9424. Retrieved 2015/10/12.
• 2、 Wertjes, William C.,Wolfe, Lydia C.,Waller, Peter J.,Kalyani, Dipannita. "Nickel or phenanthroline mediated intramolecular arylation of sp 3 C-H bonds using aryl halides". supporting information. p. 5986 - 5989. Retrieved 2014/01/06.