Bromobutide

Base Information

• Chemical Name: Bromobutide
• CAS No.: 74712-19-9
• Molecular Formula: C15H22 Br N O
• Molecular Weight: 312.25
• Hs Code.: 29242990
• European Community (EC) Number: 616-129-6
• UNII: 7II02Q363B
• DSSTox Substance ID: DTXSID2058176
• Nikkaji Number: J29.481K
• Wikidata: Q27116167
• Metabolomics Workbench ID: 54993
• Mol file: 74712-19-9.mol

Synonyms:(RS)-2-bromo-N-(alpha,alpha-dimethylbenzyl)-3,3-dimethylbutyramide;bromobutide

Chemical Property of Bromobutide

Chemical Property:

• Vapor Pressure: 5.34E-07mmHg at 25°C
• Melting Point: 176-177℃
• Boiling Point: 412°C at 760 mmHg
• PKA: 13.81±0.46(Predicted)
• Flash Point: 203°C
• PSA: 29.10000
• Density: 1.209
• LogP: 4.23840
• Storage Temp.: 0-6°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 311.08848
• Heavy Atom Count: 18
• Complexity: 287

Purity/Quality:

98%Min ^*data from raw suppliers

Bromobutide certified reference material, TraceCERT ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(C(=O)NC(C)(C)C1=CC=CC=C1)Br
• Uses: Bromobutide is a pesticide.

Technology Process of Bromobutide

There total 3 articles about Bromobutide 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: 94.0%

2-bromo-3,3-dimethylbutanoyl chloride (29336-30-9,86512-66-5) + 2-phenyl-2-propylamine (585-32-0) → bromobutide (74712-19-9)

Guidance literature:

With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate; In chlorobenzene; at 20 - 25 ℃; for 2h;

DOI:10.1016/j.tet.2007.08.117

Reference yield:

tert-Butylacetic acid (1070-83-3) → bromobutide (74712-19-9)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / 1 h / Heating

2: Br₂ / CCl₄ / 3.5 h / Heating

3: CCl₄; CH₂Cl₂

With thionyl chloride; bromine; In tetrachloromethane; dichloromethane;

Reference yield:

→ bromobutide (74712-19-9)

Guidance literature:

upstream raw materials:

2-bromo-3,3-dimethylbutanoyl chloride

2-phenyl-2-propylamine

tert-Butylacetic acid

Downstream raw materials:

1-(1-methyl-1-phenylethyl)-3-tert-butylaziridinone

Refernces

• 1、 Nakatsuji, Hidefumi,Morimoto, Mami,Misaki, Tomonori,Tanabe, Yoo. "Mild, powerful, and robust methods for esterification, amide formation, and thioesterification between acid chlorides and alcohols, amines, thiols, respectively". . p. 12071 - 12080. Retrieved 2008/03/13.
• 2、 -. "Synergistic herbicidal mixtures". . . Retrieved 2008/06/13.