N-(2,6-Dimethylphenyl)acetamide

Base Information

• Chemical Name: N-(2,6-Dimethylphenyl)acetamide
• CAS No.: 2198-53-0
• Deprecated CAS: 68040-90-4
• Molecular Formula: C10H13NO
• Molecular Weight: 163.219
• Hs Code.: 2924.29
• European Community (EC) Number: 218-596-8
• NSC Number: 54130
• UNII: 68GZI4J9FM
• DSSTox Substance ID: DTXSID2062244
• Nikkaji Number: J55.070A
• Wikidata: Q27264249
• Mol file: 2198-53-0.mol

Synonyms:N-(2,6-Dimethylphenyl)acetamide;2198-53-0;2',6'-Dimethylacetanilide;2,6-Dimethylacetanilide;2',6'-ACETOXYLIDIDE;Acetamide, N-(2,6-dimethylphenyl)-;N-Acetyl-2,6-xylidine;N-Acetyl-2,6-dimethylaniline;NSC 54130;Acetanilide, 2',6'-dimethyl-;N-(2,6-dimethyl-phenyl)-acetamide;MFCD00008675;68GZI4J9FM;N-Acetoxy-2,6-dimethylaniline;n-(2,6-dimethylphenyl)-acetamide;EINECS 218-596-8;NSC-54130;BRN 2208750;2,6-Acetoxylide;NSC54130;Acetamide,N-(2,6-dimethylphenyl)-;Acetanilide,6'-dimethyl-;UNII-68GZI4J9FM;SCHEMBL436967;WLN: 1VMR B1 F1;DTXSID2062244;N-(2, 6-dimethylphenyl)acetamide;N-(2,6-dimethylphenyl) acetamide;2',6'-Dimethylacetanilide, 97%;CGA42447;STK026386;N~1~-(2,6-dimethylphenyl)acetamide;AKOS003237148;SB75738;s10126;BS-16053;SY061310;LIDOCAINE IMPURITY C [EP IMPURITY];CS-0153429;FT-0610511;FT-0666891;EN300-154494;A878833;AE-562/40191128;W-107511;2,6-Acetoxylidide;Q27264249;LIDOCAINE HYDROCHLORIDE IMPURITY C [EP IMPURITY];2',6'-Dimethylacetanilide (Lidocaine RCC), Pharmaceutical Secondary Standard;Certified Reference Material

Chemical Property of N-(2,6-Dimethylphenyl)acetamide

Chemical Property:

• Appearance/Colour: off-white to yellow cryst. needles or cryst.powder
• Melting Point: 182-184 °C(lit.)
• Refractive Index: 1.5400 (estimate)
• Boiling Point: 282.6 °C at 760 mmHg
• PKA: 15.14±0.70(Predicted)
• Flash Point: 163 °C
• PSA: 29.10000
• Density: 1.052 g/cm³
• LogP: 2.33480
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 163.099714038
• Heavy Atom Count: 12
• Complexity: 157

Purity/Quality:

99%, ^*data from raw suppliers

N-(2,6-Dimethylphenyl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)NC(=O)C
• Uses: Lidocaine (L397800) impurity.

Technology Process of N-(2,6-Dimethylphenyl)acetamide

There total 25 articles about N-(2,6-Dimethylphenyl)acetamide 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: 95.0%

acetyl chloride (75-36-5) + 2,6-dimethylaniline (87-62-7) → N-(2,6-dimethylphenyl)acetamide (2198-53-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃;

Reference yield: 93.0%

2,6-dimethylnitrobenzene (81-20-9) + acetic anhydride (108-24-7) → N-(2,6-dimethylphenyl)acetamide (2198-53-0)

Guidance literature:

2,6-dimethylnitrobenzene; With sodium tetrahydroborate; In water; at 60 - 70 ℃; Green chemistry;

acetic anhydride; In water; at 60 - 70 ℃; Green chemistry;

DOI:10.1007/s13738-018-1469-x

Reference yield: 91.0%

phenylacetaldehyde (122-78-1) + 2,6-dimethylaniline (87-62-7) → N-(2,6-dimethylphenyl)acetamide (2198-53-0)

Guidance literature:

at 119 - 129 ℃; for 0.833333h; Temperature; Reflux;

upstream raw materials:

acetic anhydride

2,6-dimethylaniline

N,N'-Diacetyl-2,6-dimethylphenylhydrazin

carbon monoxide

Downstream raw materials:

N-(4-bromo-2,6-dimethylphenyl)acetamide

3-bromo-2,6-dimethylacetanilide

2-acetylamino-3-methylbenzoic acid

2-acetamidoisophthalic acid

Refernces

• 1、 Patel, Anuj P.,Shaikh, Mohammedumar M.,Gurjar, Kamlesh K.,Chikhalia, Kishor H.. "Synthesis of indenoquinolinone through aryne-mediated Pd(II)-catalysed remote C–H activation". . p. 2049 - 2061. Retrieved 2021/02/01.
• 2、 Vijayapritha, Subbarayan,Viswanathamurthi, Periasamy. "New half-sandwich (η6-p-cymene)ruthenium(II) complexes with benzothiazole hydrazone Schiff base ligand: Synthesis, structural characterization and catalysis in transamidation of carboxamide with primary amines". supporting information. . Retrieved 2020/10/18.