N-Benzylbenzamide

Base Information

• Chemical Name: N-Benzylbenzamide
• CAS No.: 1485-70-7
• Molecular Formula: C14H13NO
• Molecular Weight: 211.263
• Hs Code.: 29242990
• European Community (EC) Number: 216-063-4
• NSC Number: 31622
• UNII: JMX9K7MD23
• DSSTox Substance ID: DTXSID50164000
• Nikkaji Number: J80.127E
• Wikidata: Q83033025
• ChEMBL ID: CHEMBL207313
• Mol file: 1485-70-7.mol

Synonyms:N-Benzylbenzamide;1485-70-7;Benzamide, N-(phenylmethyl)-;N-benzyl-benzamide;N-Benzoylbenzylamine;N-(phenylmethyl)benzamide;MFCD00003070;JMX9K7MD23;MLS002639410;CHEMBL207313;EINECS 216-063-4;NSC-31622;AI3-00504;Benzbenzylamid;benzoylbenzylamine;NSC31622;N~1~-benzylbenzamide;Benzamide, N-benzyl-;UNII-JMX9K7MD23;TimTec1_000762;N-Benzylbenzamide, >=98%;SCHEMBL457082;BENZOIC ACID BENZYLAMIDE;LKQUCICFTHBFAL-UHFFFAOYSA-;DTXSID50164000;HMS1536C14;AMY41905;AC8756;BDBM50183710;NSC 31622;STK067759;AKOS000485547;NCGC00175147-01;MS-10602;SMR001548855;SY061592;CS-0149864;FT-0633601;A808786;AN-329/13082042;methyl N-[2-(methoxycarbonylamino)phenyl]carbamate;SR-01000358526;J-008489;SR-01000358526-1;BRD-K68080625-001-01-9;Z27749565

Chemical Property of N-Benzylbenzamide

Chemical Property:

• Appearance/Colour: White fine crystalline powder
• Vapor Pressure: 1.56E-07mmHg at 25°C
• Melting Point: 104-106 °C(lit.)
• Refractive Index: 1.59
• Boiling Point: 428 °C at 760 mmHg
• PKA: 14.86±0.46(Predicted)
• Flash Point: 256.6 °C
• PSA: 29.10000
• Density: 1.109 g/cm³
• LogP: 3.00750
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in Acetone (25 mg/ml).
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 211.099714038
• Heavy Atom Count: 16
• Complexity: 215

Purity/Quality:

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

N-Benzylbenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC(=O)C2=CC=CC=C2
• Uses: A convenient precursor to α-substituted benzylamines and an indicator for the titration of butyllithium and other lithium bases. For references see Aldrichimica Acta .

Technology Process of N-Benzylbenzamide

There total 604 articles about N-Benzylbenzamide 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: 88.0%

3-benzoyl-2-oxa-3-azabicyclo<2.2.1>hept-5-ene (59438-62-9) + benzylamine (100-46-9) → N-benzylbenzamide (1485-70-7) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8)

Guidance literature:

In toluene; at 80 ℃; for 20h; Product distribution; Mechanism; var. amine; determination of formed N₂O; retro-Diels Alder dissociation;

DOI:10.1016/S0040-4039(97)82943-7

Reference yield: 87.0%

diisopropyl benzoylphosphonate (22950-57-8) + benzylamine (100-46-9) → diisopropyl hydrogenphosphonate (1809-20-7) + N-benzylbenzamide (1485-70-7) + [(Diisopropoxy-phosphoryloxy)-phenyl-methyl]-phosphonic acid diisopropyl ester (74449-29-9)

Guidance literature:

In diethyl ether; for 20h; Ambient temperature;

DOI:10.1021/jo01309a019

Reference yield: 83.0%

N-benzylidenebenzamide (10374-29-5) + acetaldehyde (75-07-0,9002-91-9) → (S)-3-benzoylamino-3-phenylpropanol (1072916-80-3) + C30H28N2O3 (1094216-86-0) + N-benzylbenzamide (1485-70-7) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

N-benzylidenebenzamide; acetaldehyde; With (S)-(-)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol; In tetrahydrofuran; at 4 ℃; for 48h; Sealed tube;

With lithium aluminium tetrahydride; In tetrahydrofuran; at -50 ℃; for 1h;

DOI:10.1002/anie.200802073

upstream raw materials:

ethanol

N-benzyl-N-nitrosobenzamide

N-(hydroxymethyl)benzamide

N-Benzylidenebenzylamine N-oxide

Downstream raw materials:

O,O-Diethyl O-(N-benzylbenzimidoyl) phosphite

N-Benzyl-N-<(trimethylsilyl)methyl>benzamide

Benzoesaeure-i-(1,1,1,3,3,3-hexafluoro-2-phenyl)-propylester

N-Benzyl-S,S-diphenylsulfilimine

Refernces

• 1、 Cohen et al.. "". . p. 1. Retrieved 1961.
• 2、 Kim, Sunggak,Kim, Sung Soo. "2-Pyridon-1-yl Diphenyl Phosphate. A Useful New Reagent for the Synthesis of Amides and Peptides". . p. 719. Retrieved 1986.
• 3、 Takaoka, Kiyo,Aoyama, Toyohiko,Shioiri, Takayuki. "Reaction of nitrones with trimethylsilyiketene". . p. 3017 - 3020. Retrieved 1999.
• 4、 Mondal, Ramij R.,Khamarui, Saikat,Maiti, Dilip K.. "Photocatalytic Generation of Nitrenes for Rapid Diaziridination". . p. 5964 - 5967. Retrieved 2017.
• 5、 Buscemi, Gabriella,Miller, Philip W.,Kealey, Steven,Gee, Antony D.,Long, Nicholas J.,Passchier, Jan,Vilar, Ramon. "Rapid carbonylative coupling reactions using palladium(i) dimers: Applications to 11CO-radiolabelling for the synthesis of PET tracers". . p. 3499 - 3503. Retrieved 2011.
• 6、 Moss, Robert A.,Jang, Eun G.,Krogh-Jespersen, Karsten. "Kinetics of the Reactions of Phenylchlorocarbene with Alkyl Azides". . p. 1409 - 1412. Retrieved 1995.
• 7、 Arndtsen, Bruce A.,Erguven, Huseyin,Keyzer, Evan N.. "A Versatile Approach to Dynamic Amide Bond Formation with Imine Nucleophiles". . . Retrieved 2020.
• 8、 Wang,Rosingana,Discordia,Soundararajan,Polniaszek. "Aminolysis of esters or lactones promoted by NaHMDS-A general and efficient method for the preparation of N-aryl amides". . p. 1485 - 1487. Retrieved 2001.
• 9、 Gong, Xiuqing,Miller, Philip W.,Gee, Antony D.,Long, Nicholas J.,De Mello, Andrew J.,Vilar, Ramon. "Gas-liquid segmented flow microfluidics for screening Pd-catalyzed carbonylation reactions". . p. 2768 - 2772. Retrieved 2012.
• 10、 Burchat, Andrew F.,Chong, J. Michael,Nielsen, Nathan. "Titration of alkyllithiums with a simple reagent to a blue endpoint". . p. 281 - 283. Retrieved 1997.