2'-Methylacetoacetanilide

Base Information

• Chemical Name: 2'-Methylacetoacetanilide
• CAS No.: 93-68-5
• Molecular Formula: C11H13NO2
• Molecular Weight: 191.23
• Hs Code.: H3COCH2CONHC6H4CH3 MOL WT. 191.23
• European Community (EC) Number: 202-267-0
• NSC Number: 7655
• UNII: MCN1GV8J3R
• DSSTox Substance ID: DTXSID3026562
• Nikkaji Number: J4.680I
• Wikidata: Q27283887
• ChEMBL ID: CHEMBL1893178
• Mol file: 93-68-5.mol

Synonyms:2'-Methylacetoacetanilide;93-68-5;N-(2-Methylphenyl)-3-oxobutanamide;O-Acetoacetotoluidide;N-Acetoacetyl-o-toluidine;Acetoacet-o-toluidide;3-Oxo-N-(o-tolyl)butanamide;Acetoacet-o-toluidine;Butanamide, N-(2-methylphenyl)-3-oxo-;2-Acetoacetylaminotoluene;2-Acetoacetotoluidide;Acetoacetyl-2-methylanilide;Acetoaceto-ortho-toluidide;NSC 7655;AAOT;CCRIS 7750;2'-Methylacetoacetanilide (AAOT);Acetoacet-ortho-toluidide;EINECS 202-267-0;UNII-MCN1GV8J3R;MCN1GV8J3R;BRN 2099098;AI3-08708;DTXSID3026562;NSC-7655;MFCD00008782;EC 202-267-0;4-12-00-01777 (Beilstein Handbook Reference);DTXCID206562;CAS-93-68-5;NSC7655;Acetoacet o-toluidide;2'-methylacetoacetanilid;Acetoacet ortho Toludide;ortho-Acetoacetotoluidide;N-Acetoacetyl o-toluidide;2\'-Methylacetoacetanilide;3-oxo-N-o-tolylbutanamide;WLN: 1V1VMR B;o-Acetoacetotoluidide, 98%;N-Acetoacetyl-2-methylaniline;SCHEMBL382223;CHEMBL1893178;Tox21_201308;Tox21_303146;STK400317;AKOS000120625;BS-4052;N-(2-Methylphenyl)-3-oxobutanamide #;NCGC00164200-01;NCGC00164200-02;NCGC00256990-01;NCGC00258860-01;A1020;FT-0610937;BUTANAMIDE, N-(2-METHYLPHENYL)-3-OXO;EN300-18263;W-100233;Q27283887;Z57708665;F1723-0105

Chemical Property of 2'-Methylacetoacetanilide

Chemical Property:

• Appearance/Colour: White to off white powder
• Vapor Pressure: 2.19E-05mmHg at 25°C
• Melting Point: 104-106 °C(lit.)
• Refractive Index: 1.56
• Boiling Point: 360.6 °C at 760 mmHg
• PKA: 11.22±0.46(Predicted)
• Flash Point: 143.3 °C
• PSA: 46.17000
• Density: 1.132 g/cm³
• LogP: 1.98560
• Storage Temp.: Store below +30°C.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 191.094628657
• Heavy Atom Count: 14
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

2''-Methylacetoacetanilide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-20/21/22
• Safety Statements: 36-36/37-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1NC(=O)CC(=O)C
• Uses: 2'-Methylacetoacetanilide is used as intermediate for the manufacture of organic pigments as well as for the manufacture of agrochemicals.

Technology Process of 2'-Methylacetoacetanilide

There total 26 articles about 2'-Methylacetoacetanilide 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: 99.8%

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + o-toluidine (95-53-4) → 3-oxo-N-o-tolylbutanamide (93-68-5)

Guidance literature:

at 10 - 35 ℃; for 4h;

Reference yield: 95.0%

2-acetyl-3,3-bis-ethylsulfanyl-N-o-tolyl-acrylamide (850998-07-1) + 4-chlorobenzoylmethyl bromide (536-38-9) → 3-oxo-N-o-tolylbutanamide (93-68-5) + 2-(4-chlorophenyl)ethanonyl ethyl sulfide (115505-07-2)

Guidance literature:

2-acetyl-3,3-bis-ethylsulfanyl-N-o-tolyl-acrylamide; With sodium hydroxide; In ethanol; at 25 ℃; for 0.833333h;

4-chlorobenzoylmethyl bromide; In ethanol; at 25 ℃;

DOI:10.1002/cjoc.201100096

Reference yield: 95.0%

2-[bis(benzylthio)methylene]-3-oxo-N-o-tolylbutanamide (875778-80-6) + 4-(bromoacetyl)toluene (619-41-0) → 3-oxo-N-o-tolylbutanamide (93-68-5) + 2-(benzylsulfanyl)-1-(4-methylphenyl)ethanone (52264-86-5)

Guidance literature:

2-[bis(benzylthio)methylene]-3-oxo-N-o-tolylbutanamide; With sodium hydroxide; In ethanol; at 25 ℃; for 0.833333h;

4-(bromoacetyl)toluene; In ethanol; at 25 ℃;

DOI:10.1002/cjoc.201100096

upstream raw materials:

4-methyleneoxetan-2-one

o-toluidine

ethyl acetoacetate

Acetoacetylfluorid

Downstream raw materials:

4,8-dimethyl-1H-quinolin-2-one

3-hydroxy-butyric acid o-toluidide

2-hydroximinoacetoacet-o-toluidide

2,3-bis-hydroxyimino-butyric acid o-toluidide

Refernces

• 1、 Lalpara,Vachhani,Hadiyal,Goswami,Dubal. "Synthesis and in vitro Antidiabetic Screening of Novel Dihydropyrimidine Derivatives". . p. 241 - 246. Retrieved 2021/04/02.
• 2、 Ulven, Elisabeth Rexen,Quon, Tezz,Sergeev, Eugenia,Barki, Natasja,Brvar, Matjaz,Hudson, Brian D.,Dutta, Palash,Hansen, Anders H?jgaard,Bielefeldt, Line O.,Tobin, Andrew B.,McKenzie, Christine J.,Milligan, Graeme,Ulven, Trond. "Structure-Activity Relationship Studies of Tetrahydroquinolone Free Fatty Acid Receptor 3 Modulators". . p. 3577 - 3595. Retrieved 2020/04/30.