Benzenemethanamine, N-(1,1-dimethylethyl)-

Base Information

• Chemical Name: Benzenemethanamine, N-(1,1-dimethylethyl)-
• CAS No.: 3378-72-1
• Molecular Formula: C11H17N
• Molecular Weight: 163.263
• Hs Code.: 29214980
• European Community (EC) Number: 222-179-6
• DSSTox Substance ID: DTXSID2063002
• Nikkaji Number: J150.015E
• Wikidata: Q72502397
• Mol file: 3378-72-1.mol

Synonyms:N-(1,1-dimethylethyl)benzylamine;N-benzylidene-tert-butylamine;NBTBA cpd

Chemical Property of Benzenemethanamine, N-(1,1-dimethylethyl)-

Chemical Property:

• Appearance/Colour: Colorless transparent liquid
• Vapor Pressure: 0.113mmHg at 25°C
• Melting Point: -25 °C
• Refractive Index: n20/D 1.497(lit.)
• Boiling Point: 220.5 °C at 760 mmHg
• PKA: 9.77±0.29(Predicted)
• Flash Point: 80 °C
• PSA: 12.03000
• Density: 0.903 g/cm³
• LogP: 2.96560
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: 2g/l
• Water Solubility.: 2 g/L (20 ºC)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 163.136099547
• Heavy Atom Count: 12
• Complexity: 118

Purity/Quality:

99% ^*data from raw suppliers

N-(1,1-Dimethylethyl)benzenemethanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C; Xi
• Hazard Codes: C,Xi
• Statements: 34-22-36/37/38
• Safety Statements: 23-24/25-36-26-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)NCC1=CC=CC=C1
• Uses: N-Benzyl-tert-butylamine, is used as a protected amine. It aids in the oxidation to the corresponding hydroxylamine and nitrone.

Technology Process of Benzenemethanamine, N-(1,1-dimethylethyl)-

There total 46 articles about Benzenemethanamine, N-(1,1-dimethylethyl)- 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%

(E)-N-benzylidene-2-methylpropan-2-amine (6852-58-0) → N-tert-butylbenzylamine (3378-72-1)

Guidance literature:

With 1,5-dimethylcyclohexa-1,4-diene; tris(pentafluorophenyl)borate; In toluene; at 125 ℃; for 4h; Reagent/catalyst; Concentration; Glovebox; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.201409246

Reference yield: 96.0%

tert-butylamine (75-64-9) + benzyl alcohol (100-51-6,185532-71-2) → N-tert-butylbenzylamine (3378-72-1)

Guidance literature:

benzyl alcohol; With 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; In dichloromethane; for 16h;

tert-butylamine; With sodium tris(acetoxy)borohydride; In dichloromethane; chemoselective reaction;

DOI:10.1021/ol201351a

Reference yield: 95.0%

benzaldehyde (100-52-7) + tert-butylamine (75-64-9) → N-tert-butylbenzylamine (3378-72-1)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In 1,2-dichloro-ethane; for 3h; Ambient temperature;

DOI:10.1016/S0040-4039(00)97905-X

upstream raw materials:

N-benzyl-N-(tert-butyl)nitrous amide

N-benzylidene tert-butylamine

N-t-butylbenzamide

benzyl chloride

Downstream raw materials:

2-(Benzyl-tert-butyl-amino)-1-[3-hydroxy-5-(2-hydroxy-ethoxy)-phenyl]-ethanone

2-(Benzyl-tert-butyl-amino)-1-[4-hydroxy-3-(2-hydroxy-ethoxy)-phenyl]-ethanone

2-(Benzyl-tert-butyl-amino)-1-[3-(2,3-dihydroxy-propoxy)-5-hydroxy-phenyl]-ethanone

2-(Benzyl-tert-butyl-amino)-1-[3-(2,3-dihydroxy-propoxy)-4-hydroxy-phenyl]-ethanone

Refernces

• 1、 Farrell, Jeffrey M.,Posaratnanathan, Roy T.,Stephan, Douglas W.. "A family of N-heterocyclic carbene-stabilized borenium ions for metal-free imine hydrogenation catalysis". . p. 2010 - 2015. Retrieved 2015.
• 2、 Chen, Chaohuang,Daniliuc, Constantin G.,Mück-Lichtenfeld, Christian,Kehr, Gerald,Erker, Gerhard. "A rare olefin 1,1-carboboration reaction opens a synthetic pathway to an unusually structured frustrated Lewis pair". . p. 8806 - 8809. Retrieved 2020.
• 3、 Samigullin, Kamil,Georg, Isabelle,Bolte, Michael,Lerner, Hans-Wolfram,Wagner, Matthias. "A Highly Reactive Geminal P/B Frustrated Lewis Pair: Expanding the Scope to C-X (X=Cl, Br) Bond Activation". . p. 3478 - 3484. Retrieved 2016.
• 4、 Tussing, Sebastian,Greb, Lutz,Tamke, Sergej,Schirmer, Birgitta,Muhle-Goll, Claudia,Luy, Burkhard,Paradies, Jan. "Autoinduced catalysis and inverse equilibrium isotope effect in the frustrated Lewis pair catalyzed hydrogenation of imines". . p. 8056 - 8059. Retrieved 2015.
• 5、 Tao, Xin,Kehr, Gerald,Daniliuc, Constantin G.,Erker, Gerhard. "Selective Metal-free HB(C6F5)2Catalyzed Allene Cyclotrimerization: Formation of 1,3,5-Trimethylenecyclohexane and Its Tris-hydroboration Product". . p. 1376 - 1380. Retrieved 2017.
• 6、 Crowley, Daniel C.,Brouder, Thomas A.,Kearney, Aoife M.,Lynch, Denis,Ford, Alan,Collins, Stuart G.,Maguire, Anita R.. "Exploiting Continuous Processing for Challenging Diazo Transfer and Telescoped Copper-Catalyzed Asymmetric Transformations". . p. 13955 - 13982. Retrieved 2021/09/02.
• 7、 Barbazanges, Marion,Bories, Cassandre C.,Derat, Etienne,Petit, Marc. "Implication of a Silyl Cobalt Dihydride Complex as a Useful Catalyst for the Hydrosilylation of Imines". . p. 14262 - 14273. Retrieved 2021/11/27.