2,2-DIMETHYLCYCLOPROPANE CARBOXAMIDE

Base Information

• Chemical Name: 2,2-DIMETHYLCYCLOPROPANE CARBOXAMIDE
• CAS No.: 1759-55-3
• Molecular Formula: C6H11NO
• Molecular Weight: 113.159
• Hs Code.: 2924299090
• Mol file: 1759-55-3.mol

Synonyms:2,2-Dimethylcyclopropanecarboxamide;

Chemical Property of 2,2-DIMETHYLCYCLOPROPANE CARBOXAMIDE

Chemical Property:

• Melting Point: 171-173 °C
• Boiling Point: 225.1 °C at 760 mmHg
• PKA: 16.61±0.40(Predicted)
• Flash Point: 89.9 °C
• PSA: 43.09000
• Density: 1.028 g/cm³
• LogP: 1.21810
• Storage Temp.: sealed in dry, room temperature
• Solubility.: soluble in methanol

Purity/Quality:

99% ^*data from raw suppliers

2,2-Dimethylcyclopropane-1-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,2-Dimethylcyclopropanecarboxamide is employed in the preparation of (Z)-2-(acylamino)-3-substituted propenoic acids as inhibitors of the mammalian β-lactamase renal dipeptidase.

Technology Process of 2,2-DIMETHYLCYCLOPROPANE CARBOXAMIDE

There total 2 articles about 2,2-DIMETHYLCYCLOPROPANE CARBOXAMIDE 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: 82.0%

N'-hydroxy-2,2-dimethylcyclopropanecarboximidamide → rac-2,2-dimethylcyclopropanecarbonitrile (5722-11-2,157728-61-5) + (RS)-2,2-dimethylcyclopropanecarboxamide (1759-55-3)

Guidance literature:

With oxygen; sodium methylate; In methanol; at 20 ℃; Irradiation;

DOI:10.1016/S0040-4039(01)00887-5

Reference yield:

rac-2,2-dimethylcyclopropanecarbonitrile (5722-11-2,157728-61-5) → (RS)-2,2-dimethylcyclopropanecarboxamide (1759-55-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / NaOH / H₂O / 48 h / Heating

2: 89 percent / Thionyl chloride

3: 98 percent / NH₃ / diethyl ether / 2 h

With sodium hydroxide; thionyl chloride; ammonia; In diethyl ether; water;

DOI:10.1021/jo01300a046

Reference yield: 43.5%

(RS)-2,2-dimethylcyclopropanecarboxamide (1759-55-3) → (R)-2,2-dimethylcyclopropanecarboxylic acid (28624-52-4,931-26-0) + (S)-2,2-dimethylcyclopropanecarboxamide (75885-58-4)

Guidance literature:

With water; In acetonitrile; at 30 ℃; for 2.33333h; pH=8.2; Solvent; Concentration; enantioselective reaction; Enzymatic reaction;

DOI:10.1016/j.catcom.2011.11.025

upstream raw materials:

rac-2,2-dimethylcyclopropanecarbonitrile

Downstream raw materials:

Z-2-(2,2-dimethylcyclopropanecarboxamido)-2-octenoic acid

(-)-(Z)-2-(2,2-dimethylcyclopropanecarboxamido)-2-octenoic acid

(+)-(Z)-2-(2,2-dimethylcyclopropanecarboxamido)-2-octenoic acid

(R)-2,2-dimethylcyclopropanecarboxylic acid

Refernces

• 1、 Wills, Max T.,Wills, Irene E.,Dollen, Lawrence Von,Butler, Barry L.,Porter, John,Anderson, Arthur G.. "Azetidines. 5. Reaction of 1,1,3,3-Tetramethyl- and 1-Benzyl-1,3,3-trimethylazetidinium Ions with Butyllithium and Phenyllithium. Deuterium Labeling as a Mechanistic Probe". . p. 2489 - 2498. Retrieved 2007/10/02.