N-tert-Butylbenzamide

Base Information

• Chemical Name: N-tert-Butylbenzamide
• CAS No.: 5894-65-5
• Molecular Formula: C11H15 N O
• Molecular Weight: 177.246
• Hs Code.: 2924299090
• NSC Number: 99237
• DSSTox Substance ID: DTXSID30207681
• Nikkaji Number: J144.444A
• Wikidata: Q83081638
• Mol file: 5894-65-5.mol

Synonyms:N-tert-Butylbenzamide;5894-65-5;N-(tert-butyl)benzamide;N-t-Butylbenzamide;Benzamide, N-tert-butyl-;Benzamide, N-(1,1-dimethylethyl)-;NSC99237;N-t-butyl benzamide;MFCD00041337;N-tert-butyl benzamide;N-Benzoyl-tert-butylamine;ChemDiv3_001101;Benzamide,1-dimethylethyl)-;NCIOpen2_001965;N-tert-Butylbenzamide,98+%;SCHEMBL408310;N-(1,1-Dimethylethyl)benzamide;DTXSID30207681;HMS1476C01;NSC 99237;NSC-99237;AKOS001605257;IDI1_020067;NCGC00172989-01;AS-57992;CS-0322856;EU-0003085;FT-0635897;D85748;A832083;SR-01000414973;SR-01000414973-1;BRD-K46728177-001-01-2

Chemical Property of N-tert-Butylbenzamide

Chemical Property:

• Vapor Pressure: 0.000227mmHg at 25°C
• Melting Point: 172-174°C
• Boiling Point: 293.2°Cat760mmHg
• PKA: 14.99±0.46(Predicted)
• Flash Point: 131.1°C
• PSA: 29.10000
• Density: 1.013g/cm³
• LogP: 2.60580
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 177.115364102
• Heavy Atom Count: 13
• Complexity: 175

Purity/Quality:

99% ^*data from raw suppliers

N-TERT-BUTYLBENZAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-tert-Butylbenzamide

There total 181 articles about N-tert-Butylbenzamide 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: 96.0%

di-tert-butyl disulfide (110-06-5) + benzonitrile (100-47-0) → bis(2-methyl-2-propyl)tetrasulfide (5943-35-1) + N-t-butylbenzamide (5894-65-5)

Guidance literature:

With water; lithium perchlorate; electrochemical oxidation;

DOI:10.1039/c39930000715

Reference yield: 91.0%

S-phenyl tert-butylcarbamothioate (56741-04-9) + phenylmagnesium bromide (100-58-3) → N-t-butylbenzamide (5894-65-5) + diphenyldisulfane (882-33-7)

Guidance literature:

S-phenyl tert-butylcarbamothioate; phenylmagnesium bromide; at 0 - 20 ℃; for 4h; Schlenk technique; Inert atmosphere;

With ammonium hydroxide; oxygen; for 18h; under 760.051 Torr; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/acs.orglett.8b01654

Reference yield: 90.0%

(E)-N-benzylidene-2-methylpropan-2-amine (6852-58-0) → 2-tert-butyl-3-phenyloxaziridine (3585-81-7,7731-34-2,20378-51-2,63087-57-0,88376-32-3) + N-t-butylbenzamide (5894-65-5) + benzaldehyde (100-52-7)

Guidance literature:

With oxygen; isovaleraldehyde; In dichloromethane; at 0 ℃; for 2h;

upstream raw materials:

benzamide

tert-butyl alcohol

benzoyl chloride

tert-butylamine

Downstream raw materials:

methyl (E)-N-tert-butylbenzimidate

tertiary butyl chloride

benzonitrile

t-butyl bromide

Refernces

• 1、 Uchida, Yuzuru,Kozuka, Seizi. "The Thermal Decomposition of N,O-Diacyl-N-t-butylhydroxylamines. IV. A Novel Acyloxyl Migration in N,O-Diacyl-N-t-butylhydroxylamines". . p. 2681 - 2682. Retrieved 1982.
• 2、 Wang, Junwen,Weng, Zhiqiang. "Borrowing and Returning Oxygen Atom in Trifluoroacetic Anhydride Transfer to Nitrones: A Versatile Route for the Synthesis of N-Trifluoroacetyl Amides". . p. 1330 - 1334. Retrieved 2019.
• 3、 Nikitas, Nikolaos F.,Apostolopoulou, Mary K.,Skolia, Elpida,Tsoukaki, Anna,Kokotos, Christoforos G.. "Photochemical Activation of Aromatic Aldehydes: Synthesis of Amides, Hydroxamic Acids and Esters". . p. 7915 - 7922. Retrieved 2021/05/03.
• 4、 Chattopadhyay, Buddhadeb,Hassan, Mirja Md Mahamudul,Hoque, Md Emdadul. "Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates". . p. 5022 - 5037. Retrieved 2021/05/04.