1-Phenyl-1-ethanone oxime

Base Information

• Chemical Name: 1-Phenyl-1-ethanone oxime
• CAS No.: 613-91-2
• Molecular Formula: C8H9 N O
• Molecular Weight: 135.166
• Hs Code.: 29280090
• European Community (EC) Number: 210-360-2
• Nikkaji Number: J81.492J,J90.781B
• Wikidata: Q76308995
• Mol file: 613-91-2.mol

Synonyms:613-91-2;(Z)-N-(1-phenylethylidene)hydroxylamine;(E)-Acetophenone oxime;50314-86-8;Ethanone, 1-phenyl-, oxime;1-phenyl-1-ethanone oxime;1-Phenylethanone oxime;NSC627226;(Z)-Acetophenonoxim;(Z)-Acetophenoneoxime;(1Z)-1-phenylethanone oxime;SCHEMBL257242;SCHEMBL22575894;(Z)-1-phenylethan-1-one oxime;AKOS005070755;ethanone, 1-phenyl-, oxime, (1Z)-;A0807;CS-0235450;6F-040;InChI=1/C8H9NO/c1-7(9-10)8-5-3-2-4-6-8/h2-6,10H,1H3/b9-7

Chemical Property of 1-Phenyl-1-ethanone oxime

Chemical Property:

• Appearance/Colour: white solid crystal
• Vapor Pressure: 0.0157mmHg at 25°C
• Melting Point: 55-60 ºC
• Refractive Index: 1.5302 (rough estimate)
• Boiling Point: 245 ºC
• PKA: 11.43±0.70(Predicted)
• Flash Point: 138.1 °C
• PSA: 32.59000
• Density: 1.11
• LogP: 1.88480
• Storage Temp.: 0-6°C
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: slightly soluble
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 135.068413911
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

99.5% ^*data from raw suppliers

1-PhenylethanoneOxime ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,Xi
• Statements: 25-41-36/37/38
• Safety Statements: 26-39-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=NO)C1=CC=CC=C1
• Isomeric SMILES: C/C(=N/O)/C1=CC=CC=C1
• Description: Acetophenone oxime is a solid but slightly soluble substance. Acetophenone oxime is incompatible with strong oxidising agents, moisture, acids, and metal and alkali compounds. Acetophenone oxime on decomposition releases irritating and toxic fumes and gases. There is no published data about the hazardous polymerisation of acetophenone oxime.
• Uses: 1-Phenylethanone Oxime is a useful reagent for organic synthesis

Technology Process of 1-Phenyl-1-ethanone oxime

There total 84 articles about 1-Phenyl-1-ethanone 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: 98.0%

1-phenyl-1-trimethylsilyloxyethane (14856-75-8) → acetophenone oxime (613-91-2)

Guidance literature:

With trichloroisocyanuric acid; hydroxylamine hydrochloride; In neat (no solvent); at 100 ℃; for 4.5h; Green chemistry;

DOI:10.1080/10426507.2014.990015

Reference yield: 94.0%

4-methyl-N-(1-phenylethyl)-N'-(1-phenylethylidene)benzene sulfonohydrazide → acetophenone oxime (613-91-2)

Guidance literature:

With sodium hydroxide; In nitromethane; dimethyl sulfoxide; at 110 ℃; for 16h;

DOI:10.1016/j.tet.2013.03.055

Reference yield: 94.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) → acetophenone oxime (613-91-2)

Guidance literature:

With ethyl nitrite; tetraethylammonium borohydride; In benzene; for 25h; Product distribution; Mechanism; Ambient temperature; other substitutet styrenes and 1,2-disubstituted aryl-conjugated ethylenes; other nitrite; other catalyst; var. time;

DOI:10.1021/jo00256a001

upstream raw materials:

benzonitrile oxide

methyl magnesium iodide

diethyl ether

1,2-diphenylpropan-1-one

Downstream raw materials:

O-methyl acetophenone oxime

(Z)-N-(1-phenylethylidene)methanamine N-oxide

2-amino-1-phenyl-1-p-tolyl-ethanol

1-Aethoxy-1,1-bis-<1-phenylaethyliden-oximino>-aethan

Refernces

• 1、 Osadchenko,Tomilov. "Phase-transfer catalysis in synthesis of oximes". . p. 511 - 512. Retrieved 2002.
• 2、 Padmanaban, Sudakar,Choi, Jonghoon,Vazquez-Lima, Hugo,Ko, Donghwi,Yoo, Dagyum,Gwak, Jinseong,Cho, Kyung-Bin,Lee, Yunho. "Nickel-Catalyzed NO Group Transfer Coupled with NOxConversion". supporting information. p. 4585 - 4593. Retrieved 2022/03/02.
• 3、 Kandale, Ajit,Patel, Khushboo,Hussein, Waleed M.,Wun, Shun Jie,Zheng, Shan,Tan, Lendl,West, Nicholas P.,Schenk, Gerhard,Guddat, Luke W.,McGeary, Ross P.. "Analogues of the Herbicide, N-Hydroxy- N-isopropyloxamate, Inhibit Mycobacterium tuberculosis Ketol-Acid Reductoisomerase and Their Prodrugs Are Promising Anti-TB Drug Leads". . p. 1670 - 1684. Retrieved 2021/02/27.