4-Methylbenzylamine

Base Information

• Chemical Name: 4-Methylbenzylamine
• CAS No.: 104-84-7
• Molecular Formula: C8H11N
• Molecular Weight: 121.182
• Hs Code.: 29214980
• European Community (EC) Number: 203-243-2
• NSC Number: 66562
• DSSTox Substance ID: DTXSID2059306
• Nikkaji Number: J134.732B
• Wikidata: Q27449791
• ChEMBL ID: CHEMBL273483
• Mol file: 104-84-7.mol

Synonyms:4-methylbenzylamine;4-methylbenzylamine hydrochloride

Chemical Property of 4-Methylbenzylamine

Chemical Property:

• Appearance/Colour: colorless to yellow clear liquid
• Vapor Pressure: 0.429mmHg at 25°C
• Melting Point: 12-13 °C(lit.)
• Refractive Index: n20/D 1.534(lit.)
• Boiling Point: 194.999 °C at 760 mmHg
• PKA: 9.21±0.10(Predicted)
• Flash Point: 75 °C
• PSA: 26.02000
• Density: 0.964 g/cm³
• LogP: 2.15400
• Storage Temp.: Store below +30°C.
• Water Solubility.: slightly soluble
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 121.089149355
• Heavy Atom Count: 9
• Complexity: 72.6

Purity/Quality:

99% ^*data from raw suppliers

4-Methylbenzylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C:Corrosive
• Statements: R34:
• Safety Statements: S26:; S36/37/39:; S45:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC1=CC=C(C=C1)CN
• Uses: 4-Methylbenzylamine is a methylated benzylamine used in the preparation of various bioactive compounds such as anticonvulsants. 4-Methylbenzylamine has been shown to stimulate food consumption and cou nteract the hypophagic effects of amphetamine acting on brain Shaker-like Kv1.1 channels. The reactions of 1-hexanol with benzylamine and with 4-methylbenzylamine led to the corresponding imines in moderate yields. 4-methylbenzylamine in ethanol/water solution (1:4) as simultaneously absorbing and buffering background electrolyte with detection at 210 nm was found suitable for determination of the individual compounds in determination by capillary zone electrophoresis with indirect detection. Synthesis of benzimidazoles uses 4-methylbenzylamine (R 1 =4-MeBn) and 4-chlorophenyl isothiocyanate (R 2 =4-ClPh) as building blocks.

Technology Process of 4-Methylbenzylamine

There total 85 articles about 4-Methylbenzylamine 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: 99.0%

para-methylbenzonitrile (104-85-8) → para-methylbenzylamine (104-84-7)

Guidance literature:

With hydrogen; silica gel; nickel; In methanol; ammonia; at 120 ℃; for 6h; under 7600 Torr;

DOI:10.1055/s-2001-17481

Reference yield: 96.0%

4-Methylbenzyl alcohol (589-18-4) → para-methylbenzylamine (104-84-7)

Guidance literature:

With sodium azide; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide; at 90 ℃; for 5h;

DOI:10.1080/00397910008087402

Reference yield: 88.0%

2-(4-methylbenzyl)-1H-isoindol-1,3(2H)-dione (101207-45-8) → para-methylbenzylamine (104-84-7)

Guidance literature:

With hydrazine hydrate; In 1,4-dioxane; at 110 ℃; Inert atmosphere;

DOI:10.1039/c4ra05929h

upstream raw materials:

4-methylthiobenzamide

hexamethylenetetramine

4-Methylbenzyl chloride

ethyl 4-methylbenzimidate hydrochloride

Downstream raw materials:

(E)-N-(4-methylbenzylidene)(4-methylphenyl)methanamine

N-benzylidene-1-(p-tolyl)methanamine

N₁,N₂-bis(4-methylbenzyl)ethane-1,2-diamine

3-((4-methylbenzyl)amino)propanenitrile

Refernces

• 1、 Werkmeister, Svenja,Bornschein, Christoph,Junge, Kathrin,Beller, Matthias. "Selective ruthenium-catalyzed transfer hydrogenations of nitriles to amines with 2-butanol". . p. 4437 - 4440. Retrieved 2013.
• 2、 Weber, Stefan,St?ger, Berthold,Kirchner, Karl. "Hydrogenation of Nitriles and Ketones Catalyzed by an Air-Stable Bisphosphine Mn(I) Complex". . p. 7212 - 7215. Retrieved 2018.
• 3、 Zhang, Shaoke,Duan, Ya-Nan,Qian, Yu,Tang, Wenyue,Zhang, Runtong,Wen, Jialin,Zhang, Xumu. "Cobalt-Catalyzed Hydrogenative Transformation of Nitriles". . p. 13761 - 13767. Retrieved 2021/11/17.
• 4、 Amberchan, Gabriella,Snelling, Rachel A.,Moya, Enrique,Landi, Madison,Lutz, Kyle,Gatihi, Roxanne,Singaram, Bakthan. "Reaction of Diisobutylaluminum Borohydride, a Binary Hydride, with Selected Organic Compounds Containing Representative Functional Groups". supporting information. p. 6207 - 6227. Retrieved 2021/05/06.