3-Methylbenzylamine

Base Information

• Chemical Name: 3-Methylbenzylamine
• CAS No.: 100-81-2
• Molecular Formula: C8H11N
• Molecular Weight: 121.182
• Hs Code.: 2921.49
• European Community (EC) Number: 202-890-8
• DSSTox Substance ID: DTXSID3059218
• Nikkaji Number: J134.733K
• Wikidata: Q27467960
• ChEMBL ID: CHEMBL274573
• Mol file: 100-81-2.mol

Synonyms:3-Methylbenzylamine;100-81-2;m-Tolylmethanamine;(3-Methylphenyl)methanamine;m-Methylbenzylamine;Benzenemethanamine, 3-methyl-;3-Methylbenzyl amine;1-(3-methylphenyl)methanamine;Benzylamine, m-methyl-;3-Methyl-benzylamine;MFCD00008118;[(3-Methylphenyl)methyl]amine;EINECS 202-890-8;m-Xylylamine;alpha-Amino-m-xylene;3-Methylbenzenemethanamine;3-tolylmethylamine;3-Methylbenzylamin;3-methyl-benzylamin;3-Methyl benzylamine;3-Methylbenzylamine, 98%;SCHEMBL39821;(3-Methylphenyl)methanamine #;CHEMBL274573;DTXSID3059218;STR04724;CK2411;STK503649;AKOS000130458;AM83138;CS-W004682;AC-17021;SY004247;BB 0253725;FT-0616138;M1274;EN300-29981;J-512890;Q27467960

Chemical Property of 3-Methylbenzylamine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.329mmHg at 25°C
• Melting Point: 19.71°C (estimate)
• Refractive Index: n20/D 1.536(lit.)
• Boiling Point: 200.2 °C at 760 mmHg
• PKA: 9.13±0.10(Predicted)
• Flash Point: 80.6 °C
• PSA: 26.02000
• Density: 0.964 g/cm³
• LogP: 2.15400
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• 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: 80.6

Purity/Quality:

99% ^*data from raw suppliers

3-Methylbenzylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, C
• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC1=CC(=CC=C1)CN
• Uses: 3-Methylbenzylamine ({(3-chlorophenyl)methanamine}) has been used as a templating agent in the synthesis of amine-templated materials containing two-dimensional lithium beryllofluoride sheets of the stoichiometry [LiBeF(4)](-). It has also been used to study the chromatographic behavior of a series of substituted aniline and pyridine basic compounds on C18 bonded silica.

Technology Process of 3-Methylbenzylamine

There total 32 articles about 3-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%

3-Methylbenzonitrile (620-22-4) → 3-methyl-benzenemethanamine (100-81-2)

Guidance literature:

With C₁₉H₃₄Cl₂CoN₂P; hydrogen; sodium ethanolate; sodium triethylborohydride; In benzene; at 135 ℃; for 36h; under 22502.3 Torr; Autoclave;

DOI:10.1021/jacs.5b04879

Reference yield: 96.8%

benzene-1,3-dicarbonitrile (626-17-5) → 1,3-di(aminomethyl)benzene (1477-55-0) + 3-methyl-benzenemethanamine (100-81-2)

Guidance literature:

With hydrogen; Ni(NO₃)2, Cu(NO₃)2, Cr(NO₃)3, Na₂CO₃; calcined at 380 deg C for 18 h; pretreatment is given in full text; In 1,2,4-Trimethylbenzene; ammonia; at 80 ℃; for 24h; Product distribution / selectivity;

Reference yield: 77.0%

1-bromomethyl-3-methyl-benzene (620-13-3) → 3-methyl-benzenemethanamine (100-81-2)

Guidance literature:

1-bromomethyl-3-methyl-benzene; With magnesium; Inert atmosphere;

With 3,3’-di-tert-butyl oxaziridine; In diethyl ether; at -78 - 20 ℃; for 6h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03734

upstream raw materials:

m-toluamide

3-methylbenzaldehyde oxime

3-Methylbenzonitrile

1-bromomethyl-3-methyl-benzene

Downstream raw materials:

1-(3-methylbenzyl)-3-phenylurea

3-methylbenzyl alcohol

(3-methyl-benzyl)-(7⁽⁹⁾H-purin-6-yl)-amine

2-(4-chlorophenyl)-3-(3-methylbenzyl)thiazolidin-4-one

Refernces

• 1、 Vilches-Herrera, Marcelo,Werkmeister, Svenja,Junge, Kathrin,Boerner, Armin,Beller, Matthias. "Selective catalytic transfer hydrogenation of nitriles to primary amines using Pd/C". . p. 629 - 632. Retrieved 2014.
• 2、 Carothers,Bickford,Hurwitz. "-". . p. 2908. Retrieved 1927.
• 3、 . "Turning the product selectivity of nitrile hydrogenation from primary to secondary amines by precise modification of Pd/SiC catalysts using NiO nanodots". . . Retrieved .
• 4、 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.
• 5、 Tseliou, Vasilis,Schilder, Don,Masman, Marcelo F.,Knaus, Tanja,Mutti, Francesco G.. "Generation of Oxidoreductases with Dual Alcohol Dehydrogenase and Amine Dehydrogenase Activity". supporting information. p. 3315 - 3325. Retrieved 2020/12/11.