Acetone oxime

Base Information

• Chemical Name: Acetone oxime
• CAS No.: 127-06-0
• Molecular Formula: C3H7NO
• Molecular Weight: 73.0947
• Hs Code.: 2928.00
• European Community (EC) Number: 204-820-1
• NSC Number: 7601
• UNII: QX74TFD64T
• DSSTox Substance ID: DTXSID6020010
• Nikkaji Number: J2.515A
• Wikipedia: Acetone_oxime
• Wikidata: Q16744025
• Metabolomics Workbench ID: 50042
• Mol file: 127-06-0.mol

Synonyms:acetone, oxime;acetoxime;acetoxime, 2-(14)C-labeled;actone oxime

Chemical Property of Acetone oxime

Chemical Property:

• Appearance/Colour: white crystals
• Vapor Pressure: 4.65mmHg at 25°C
• Melting Point: 60-63 °C(lit.)
• Refractive Index: 1.41
• Boiling Point: 135 °C at 760 mmHg
• PKA: 12.2(at 25℃)
• Flash Point: 45.2 °C
• PSA: 32.59000
• Density: 0.91 g/cm³
• LogP: 0.85640
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 330 g/L (20 ºC)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 73.052763847
• Heavy Atom Count: 5
• Complexity: 44.9

Purity/Quality:

99% ^*data from raw suppliers

Acetone oxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn:Harmful
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Oximes
• Canonical SMILES: CC(=NO)C
• Uses: 1. Acetone oxime is used in organic synthesis, as an analytical reagent, used for the determination of cobalt. 2. Used as the intermediates of Caffeine, theophylline, SMD 3. Acetone oxime is used as test reagents for Chromium, used for organic synthesis, used as novel oxygen scavenger of boiler water, intermediates of medicine, pesticide. 4. It is used as raw materials of pharmaceutical, pesticide, dyes and organic silane coupling agent, can also be used as analytical reagent to identify nickel, cobalt, etc. It is an intermediate used in organic synthesis and in agriculture. It is also an important raw material.
• Production method: It is obtained by the reaction of acetone with hydroxylamine hydrochloride. The hydroxylamine hydrochloride solution was slowly added dropwise in acetone, the reaction temperature is controlled at 40-50 ℃. The oximation reaction liquild was neutralized by 40% sodium hydroxide up to basic (pH7-8), cooling and filtration, the crude product was filtered off and add the zeolite, atmospheric distillation, cooling to obtain the finished product crystals.

Technology Process of Acetone oxime

There total 85 articles about Acetone oxime 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: 29.0%

syn-benzaldehyde oxime (932-90-1,622-31-1,140461-24-1,140461-25-2,622-32-2) + acetone (67-64-1) → benzaldehyde (100-52-7) + acetone oxime (127-06-0)

Guidance literature:

With perchloric acid; In water; water-d2; at 23 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c6gc02156e

Reference yield: 9.0%

(E)-4-(trifluoromethyl)benzaldoxime (16939-49-4,24652-60-6,66046-34-2) + β-naphthaldehyde (66-99-9) → 4-Trifluoromethylbenzaldehyde (455-19-6) + acetone oxime (127-06-0)

Guidance literature:

With perchloric acid; In dichloromethane; water; at 23 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c6gc02156e

Reference yield:

2-nitropropane (79-46-9) + N,N,N',N'-tetramethyl-C-phenylmethanediamine (13880-55-2) → N,N-dimethylbenzamide (611-74-5) + acetone oxime (127-06-0)

Guidance literature:

at 120 - 130 ℃;

DOI:10.1021/ja01610a010

upstream raw materials:

diethyl ether

2-chloro-2-nitrosopropane

dimethyl zinc(II)

2-bromo-2-nitroso-propane

Downstream raw materials:

propan-2-one O-acetyl oxime

N-(E)-cinnamyl-hydroxylamine

N-ethoxypropan-2-imine

monoammonium para-toluenesulfonate

Refernces

• 1、 Ogata,Hirano. "-". . . Retrieved 1930.
• 2、 Fernandes, Luciano,Fischer, Franciele L.,Ribeiro, Carolina W.,Silveira, Gustavo P.,Sa, Marcus M.,Nome, Faruk,Terenzi, Hernan. "Metal-free artificial nucleases based on simple oxime and hydroxylamine scaffolds". . p. 4499 - 4502. Retrieved 2008.
• 3、 Ding, Jianghong,Wu, Peng. "Selective synthesis of dimethyl ketone oxime through ammoximation over Ti-MOR catalyst". . p. 86 - 95. Retrieved 2014.
• 4、 Yang, Yulin,Ding, Jianghong,Wang, Binshen,Wu, Jing,Zhao, Chen,Gao, Guohua,Wu, Peng. "Influences of fluorine implantation on catalytic performance and porosity of MOR-type titanosilicate". . p. 160 - 169. Retrieved 2014.
• 5、 Cocivera,Effio. "". . p. 393. Retrieved 1976.
• 6、 Cocivera,M.,Woo,K.W.. "-". . p. 7366 - 7371. Retrieved 1976.
• 7、 Francesconi,Milesi. "-". . p. I, 425. Retrieved 1902.
• 8、 Hine, Jack,Tsay, Hwai-Min. "Six-at-Once Dedeuteration of Acetone-d6 in the Presence of 3-exo--2-exo-norbornanamine". . p. 3797 - 3802. Retrieved 1983.
• 9、 Fitzpatrick,Gettler. "-". . p. 530,533. Retrieved 1956.
• 10、 Singh,A. et al.. "". . p. 2440 - 2444. Retrieved 1971.