Isobutyranilide

Base Information

• Chemical Name: Isobutyranilide
• CAS No.: 4406-41-1
• Molecular Formula: C10H13NO
• Molecular Weight: 163.219
• Hs Code.: 2924299090
• European Community (EC) Number: 636-946-1
• NSC Number: 7113
• UNII: VK482AEK67
• DSSTox Substance ID: DTXSID20196030
• Nikkaji Number: J21.683F
• Wikidata: Q83069118
• Mol file: 4406-41-1.mol

Synonyms:ISOBUTYRANILIDE;2-Methyl-N-phenylpropanamide;Isobutyric acid anilide;4406-41-1;i-Butyranilide;Propanamide, 2-methyl-N-phenyl-;2-Methyl-N-phenylpropanimide;N-phenylisobutyramide;CCRIS 5672;AI3-22986;NSC 7113;2-METHYL-N-PHENYL-PROPANAMIDE;BRN 2083864;NSC-7113;4-12-00-00389 (Beilstein Handbook Reference);Isobutyranilid;SCHEMBL9886;WLN: 1Y1&1VMR;VK482AEK67;2-Methyl-N-phenylpropanamide #;DTXSID20196030;NSC7113;AKOS003270748;AS-0217;LS-84388;EN300-7822220;Z27782614

Chemical Property of Isobutyranilide

Chemical Property:

• Vapor Pressure: 0.000375mmHg at 25°C
• Boiling Point: 317.8°Cat760mmHg
• Flash Point: 185.8°C
• PSA: 29.10000
• Density: 1.046g/cm³
• LogP: 2.35410
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 163.099714038
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

99%, ^*data from raw suppliers

N-PHENYLISOBUTYRAMIDE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)C(=O)NC1=CC=CC=C1

Technology Process of Isobutyranilide

There total 84 articles about Isobutyranilide 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: 50.0%

2-bromo-2-methyl-N-phenylpropanamide (2322-45-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → N-phenylisobutyramide (4406-41-1) + 2-methyl-N-phenylacrylamide (1611-83-2)

Guidance literature:

With tetrabutylammomium bromide; Mechanism; Product distribution; electrochemical reduction;

Reference yield: 26.0%

benzoic isobutyric anhydride (19820-59-8) + aniline (62-53-3) → N-phenyl benzoyl amide (93-98-1,5705-51-1) + N-phenylisobutyramide (4406-41-1)

Guidance literature:

In chloroform; for 3.5h;

DOI:10.1246/bcsj.61.247

Reference yield: 2.8%

propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + phenyl isocyanate (103-71-9) → N-phenylisobutyramide (4406-41-1) + 2-methyl-N-phenylacrylamide (1611-83-2) + N-phenylbutyramide (1129-50-6) + (E)-crotonanilide (17645-30-6)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; sulfuric acid; triethylphosphine; Yield given. Multistep reaction; 1.) THF, -20 deg C -> 70 deg C, 1 h; 2.) THF, 70 deg C, 40 h;

DOI:10.1016/0022-328X(88)80488-1

upstream raw materials:

N-(2-methyl-1-propenylidene)aniline

3,3,7,7,10,10-hexamethyl-[1,5]dioxecane-2,4,6,8,10-pentaone

aniline

isopropylmagnesium chloride

Downstream raw materials:

N,N'-diphenyl-isobutyramidine

Isobutyryl-phenyl-carbamic acid isopropyl ester

(E)-2-butenyl N-phenyl-2-methylpropanimidate

3-methyl-2-butenyl N-phenyl-2-methylpropanimidate

Refernces

• 1、 Kissman,Williams. "-". . p. 5323. Retrieved 1950.
• 2、 Hirata, Goki,Takeuchi, Kentarou,Shimoharai, Yusuke,Sumimoto, Michinori,Kaizawa, Hazuki,Nokami, Toshiki,Koike, Takashi,Abe, Manabu,Shirakawa, Eiji,Nishikata, Takashi. "Chemistry of Tertiary Carbon Center in the Formation of Congested C?O Ether Bonds". supporting information. p. 4329 - 4334. Retrieved 2020/12/23.
• 3、 -. "Method for catalyzing one-pot hydrogenation and amidation of nitroaromatic hydrocarbon and carboxylic acid by visible light". Paragraph 0029. . Retrieved 2021/06/09.