ISONITROSOACETONE

Base Information

• Chemical Name: ISONITROSOACETONE
• CAS No.: 306-44-5
• Molecular Formula: C3H5 N O2
• Molecular Weight: 87.0782
• Hs Code.: 2928000090
• European Community (EC) Number: 206-184-0,628-911-4
• Mol file: 306-44-5.mol

Synonyms:Pyruvaldehyde,1-oxime (8CI); Pyruvaldehyde, aldoxime (6CI); 2-Oxopropanal 1-oxime;2-Propanone, 1-(hydroxyimino)-; Isonitrosoacetone; MINA; Methylglyoxalaldoxime; Monoisonitrosoacetone; NSC 53172; Pyruvaldoxime; RA 52

Chemical Property of ISONITROSOACETONE

Chemical Property:

• Vapor Pressure: 0.126mmHg at 25°C
• Melting Point: 69°
• Refractive Index: 1.4940 (estimate)
• Boiling Point: 193°Cat760mmHg
• PKA: pK (25°) 8.39
• Flash Point: 70.6°C
• PSA: 49.66000
• Density: 1.1g/cm³
• LogP: 0.03540
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 87.032028402
• Heavy Atom Count: 6
• Complexity: 76.9

Purity/Quality:

99% ^*data from raw suppliers

Isonitrosoacetone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Oximes
• Canonical SMILES: CC(=O)C=NO
• Uses: (E)-2-oxopropanal oxime can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and pharmaceutical and chemical production processes.

Technology Process of ISONITROSOACETONE

There total 19 articles about ISONITROSOACETONE 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: 79.0%

ethyl acetoacetate (141-97-9) → propanone 1-oxime (306-44-5)

Guidance literature:

ethyl acetoacetate; With potassium hydroxide; In water; at 0 ℃; for 24h; Cooling with ice;

With sulfuric acid; sodium nitrite; In water; at 0 - 20 ℃; for 2h; pH=4-5;

Reference yield: 79.0%

2-oxopropanal (78-98-8) → propanone 1-oxime (306-44-5)

Guidance literature:

With hydroxylamine hydrochloride; In tetrahydrofuran; water; at 24 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jacs.7b02388

Reference yield: 74.0%

acetone (67-64-1) → propanone 1-oxime (306-44-5)

Guidance literature:

With hydrogenchloride; ethyl nitrite; at 45 ℃; for 1h;

upstream raw materials:

ethyl acetoacetate

methyl nitrite

acetone

isopentyl nitrite

Downstream raw materials:

2,4-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester

methyl glyoxal bis(benzoylhydrazone)

Acetyl cyanide

1-phenyl-propane-1,2-dione 1-oxime

Refernces

• 1、 Loach,Turney. "-". . p. 179,180. Retrieved 1961.
• 2、 Ma, Xiaoshen,Dang, Hester,Rose, John A.,Rablen, Paul,Herzon, Seth B.. "Hydroheteroarylation of Unactivated Alkenes Using N-Methoxyheteroarenium Salts". supporting information. p. 5998 - 6007. Retrieved 2017/05/04.
• 3、 Kesornpun, Chatchai,Aree, Thammarat,Mahidol, Chulabhorn,Ruchirawat, Somsak,Kittakoop, Prasat. "Water-Assisted Nitrile Oxide Cycloadditions: Synthesis of Isoxazoles and Stereoselective Syntheses of Isoxazolines and 1,2,4-Oxadiazoles". supporting information. p. 3997 - 4001. Retrieved 2016/03/19.