2,6-Dimethylanilinium chloride

Base Information

• Chemical Name: 2,6-Dimethylanilinium chloride
• CAS No.: 21436-98-6
• Molecular Formula: C8H11 N . Cl H
• Molecular Weight: 157.643
• Hs Code.: 2921490002
• Mol file: 21436-98-6.mol

Synonyms:(2,6-dimethylphenyl)azanium;chloride;2,6-dimethylanilinium chloride;2,6-dimethylphenylammonium chloride

Chemical Property of 2,6-Dimethylanilinium chloride

Chemical Property:

• Vapor Pressure: 0.13mmHg at 25°C
• Melting Point: 275°C
• Boiling Point: 217.9°Cat760mmHg
• Flash Point: 91.1°C
• PSA: 26.02000
• Density: g/cm³
• LogP: 3.26880
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 157.0658271
• Heavy Atom Count: 10
• Complexity: 80.6

Purity/Quality:

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

2,6-Dimethylaniline Hydrochloride ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)[NH3+].[Cl-]
• Uses: 2,6-Dimethylaniline hydrochloride may be used in the preparation of 2,6-dimethylphenyl isocyanate via phosgenation. This product was previously listed as CDS000447.

Technology Process of 2,6-Dimethylanilinium chloride

There total 7 articles about 2,6-Dimethylanilinium chloride 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: 84.0%

N-(2,6-dimethylphenyl)acetamide (2198-53-0) + ethylmagnesium bromide (925-90-6) → 2,6-dimethylaniline hydrochloride (21436-98-6)

Guidance literature:

N-(2,6-dimethylphenyl)acetamide; With 2-fluoropyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at 0 ℃; for 0.5h;

ethylmagnesium bromide; With cerium(III) chloride; In tetrahydrofuran; dichloromethane; at -78 ℃; for 2h;

With hydrogenchloride; In ethyl acetate;

DOI:10.1016/j.cclet.2015.05.033

Reference yield: 75.0%

Re(N-2,6-C6H3Me2)3(CH2t-Bu) (118968-29-9) → Re(N-2,6-C6H3Me2)2(CH2t-Bu)Cl2 (118968-19-7) + 2,6-dimethylaniline hydrochloride (21436-98-6)

Guidance literature:

With hydrogenchloride; In dichloromethane; pentane; addn. of HCl gas to a soln. of Re-compd. in CH2Cl2 and pentane at -78°C, kept at -78°C for 20 min, warmed to 25°C over 45 min; addn. of CH2Cl2, filtered through Celite, concd., cooled, crystn. from a mixture of CH2Cl2 and pentane; elem. anal.;

DOI:10.1016/S0277-5387(00)80695-6

Reference yield: 62.0%

pyridine hydrochloride (628-13-7) + trimethylsilylperrhenate (16687-12-0) + 2,6-dimethylphenylisocyanate (28556-81-2) → Re(N-2,6-C6H3Me2)2Cl3(pyridine) + 2,6-dimethylaniline hydrochloride (21436-98-6)

Guidance literature:

In dichloromethane; toluene; ReO3(OSiMe3) and isocyanate in toluene refluxed for 24 h, removal of solvent in vac., redissolved in CH2Cl2, addn. of pyridine*HCl, 2 h; addn. of pentane, concn. in vac., filtered through Celite, reduced to dryness in vac., extn. (boiling benzene), filtered (ArNH3Cl and Py*HCl), concn. of filtrate, cooled, recrystn. (CH2Cl2/pentane); elem. anal.;

DOI:10.1016/S0277-5387(00)80695-6

upstream raw materials:

2,6-dimethylnitrobenzene

pyridine hydrochloride

trimethylsilylperrhenate

2,6-dimethylphenylisocyanate

Downstream raw materials:

2,6-dimethylphenylisocyanate

2-<5-(2,6-dimethyl-phenylaminomethyl)-2-(1H-indol-3-yl)-4-oxo-3-thiazolidinyl>-9,10 anthracenedione hydrochloride

3-[(2,6-Dimethyl-phenylamino)-methyl]-5-pyridin-4-yl-3H-[1,3,4]oxadiazole-2-thione; hydrochloride

1-(2.6-dimethylphenyl)-4-methyl-2,3-dihydropyrrolo[3,2-c]quinoline

Refernces

• 1、 Wang, Ai-E.,Chang, Zong,Liu, Yong-Peng,Huang, Pei-Qiang. "Mild N-deacylation of secondary amides by alkylation with organocerium reagents". supporting information. p. 1055 - 1058. Retrieved 2015/09/01.
• 2、 Asghar, Basim H.. "Steric hindrance as a key factor on proton transfer in the σ-adduct forming reactions of o-substituted anilines with 1,3,5-trinitrobenzene in dimethylsulfoxide". experimental part. p. 1191 - 1195. Retrieved 2009/12/03.