Acetophenone oxime

Base Information

• Chemical Name: Acetophenone oxime
• CAS No.: 10341-75-0
• Molecular Formula: C8H9NO
• Molecular Weight: 135.166
• Hs Code.: 2928000090
• European Community (EC) Number: 210-360-2
• NSC Number: 627226,52223,3988
• UNII: N4KMW6X8MQ
• DSSTox Substance ID: DTXSID7060627,DTXSID701299588
• Nikkaji Number: J89.541E
• ChEMBL ID: CHEMBL336150
• Mol file: 10341-75-0.mol

Synonyms:Acetophenone oxime;613-91-2;Acetophenone, oxime;Ethanone, 1-phenyl-, oxime;Methyl phenyl ketone oxime;Methyl phenyl ketoxime;(Z)-Acetophenone oxime;Acetophenone (E)-oxime;NSC 3988;EINECS 210-360-2;NSC 52223;Acetophenone [(Z)-oxime];1-phenylethan-1-one oxime;BRN 1562059;(E)-N-(1-phenylethylidene)hydroxylamine;AI3-10567;10341-75-0;(E)-1-phenylethan-1-one oxime;NSC-3988;NSC-52223;NSC-627226;Ethanone, 1-phenyl-, oxime, (1E)-;1-Phenylethanone oxime;3-07-00-00954 (Beilstein Handbook Reference);50314-86-8;(E)-Acetophenone oxime;(NE)-N-(1-phenylethylidene)hydroxylamine;1-Phenyl-ethanone oxime;(1E)-1-Phenylethanone oxime #;acetophenonoxime;Acetophenoneoxime;MFCD00013931;NSC627226;syn-Acetophenone oxime;trans-Acetophenone oxime;Acetophenone oxime, 95%;N4KMW6X8MQ;CHEMBL336150;DTXSID7060627;SCHEMBL22575895;JHNRZXQVBKRYKN-VQHVLOKHSA-;NSC3988;JHNRZXQVBKRYKN-VQHVLOKHSA-N;DTXSID701299588;(1E)-N-hydroxy-1-phenylethanimine;NSC52223;STL282681;AKOS004907918;AKOS025310892;(E)-N-(1-phenyl-ethylidene)-hydroxylamine;CS-0160349;EN300-15687;A833198;J-502626;F8889-3596;InChI=1/C8H9NO/c1-7(9-10)8-5-3-2-4-6-8/h2-6,10H,1H3/b9-7+

Chemical Property of Acetophenone oxime

Chemical Property:

• PSA: 32.59000
• LogP: 1.88480
• 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:

98%,99%, ^*data from raw suppliers

(E)-N-(1-Phenylethylidene)hydroxylamine 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=NO)C1=CC=CC=C1
• Isomeric SMILES: C/C(=N\O)/C1=CC=CC=C1

Technology Process of Acetophenone oxime

There total 33 articles about Acetophenone 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: 100.0%

acetophenone (98-86-2) → (E)-1-phenylethanone oxime (10341-75-0)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In methanol; Heating;

DOI:10.1021/jo070297k

Reference yield: 96.0%

rac-methylbenzylamine (618-36-0) → (E)-1-phenylethanone oxime (10341-75-0)

Guidance literature:

With Candida antarctica Lipase type B; urea hydrogen peroxide adduct; ethyl acetate; at 30 ℃; for 1h; under 760.051 Torr; Enzymatic reaction;

DOI:10.1039/c7ob00374a

Reference yield: 93.0%

ethyl acetohydroximate (10576-12-2) + acetophenone (98-86-2) → (E)-1-phenylethanone oxime (10341-75-0)

Guidance literature:

With perchloric acid; In ethanol; for 24h; Reflux; Inert atmosphere; Green chemistry;

DOI:10.1039/c6gc02156e

upstream raw materials:

(Z)-2-chloro-1-phenylethan-1-one oxime

acetophenone

tin(II) benzenethiolate

(1-nitroethyl)benzene

Downstream raw materials:

3-methyl-1-oxoisoindoline

3,4-dimethyl-3,4-diphenyl-azetidin-2-one

4-bromoacetanilide

N-(4-chlorophenyl)acetamide

Refernces

• 1、 Setamdideh, Davood,Khezri, Behrooz,Esmaeilzadeh, Seyran. "Synthesis of oximes with NH2OH.HCl/DOWEX(R)50WX4 system". . p. 1119 - 1124. Retrieved 2012.
• 2、 Waskow, Bianca,Mano, Renata A.,Giacomini, Rafaela X.,Oliveira, Daniela H.,Schumacher, Ricardo F.,Wilhelm, Ethel A.,Luchese, Cristiane,Savegnago, Lucielli,Jacob, Raquel G.. "Synthesis and Beckmann rearrangement of novel (Z)-2-organylselanyl ketoximes: promising agents against grapevine anthracnose infection". . p. 5575 - 5580. Retrieved 2016.
• 3、 Bhuniya, Debnath,Mohan, Sankar,Narayanan, Sanju. "Triphenylphosphine catalyzed Michael addition of oximes onto activated olefins". . p. 1018 - 1024. Retrieved 2003.
• 4、 Jeong, Tae-Sook,Kim, Mi Jeong,Yu, Hana,Kim, Kyung Soon,Choi, Joong-Kwon,Kim, Sung-Soo,Lee, Woo Song. "(E)-Phenyl- and -heteroaryl-substituted O-benzoyl-(or acyl)oximes as lipoprotein-associated phospholipase A2 inhibitors". . p. 1525 - 1527. Retrieved 2005.
• 5、 Sugamoto, Kazuhiro,Hamasuna, Yutaka,Matsushita, Yoh-Ichi,Matsui, Takanao. "A synthesis of oximes from olefins by cobalt(II) porphyrin-catalyzed reduction-nitrosation". . p. 1270 - 1272. Retrieved 1998.
• 6、 Park, Cheonhyoung,Ha, Min Woo,Kim, Byungsoo,Hong, Suckchang,Kim, Doyoung,Park, Yohan,Kim, Mi-Hyun,Lee, Jae Kyun,Lee, Jeeyeon,Park, Hyeung-Geun. "Enantioselective α-Alkylation of Benzylideneamino tert-Butyl Malonates by Phase-Transfer Catalysis". . p. 2841 - 2848. Retrieved 2015.
• 7、 Duarte, Marcelo,Jurberg, Igor D.,Le?o, Luiz Paulo M. O.,Saito, Felipe A.,Stivanin, Mateus L.. "Visible-Light-Mediated Strategies for the Preparation of Oxime Ethers Derived from O-H Insertions of Oximes into Aryldiazoacetates". supporting information. p. 17528 - 17532. Retrieved 2021/12/02.
• 8、 Patil, Dilip V.,Si, Tengda,Kim, Hun Young,Oh, Kyungsoo. "Visible-Light-Induced Photoaddition of N-Nitrosoalkylamines to Alkenes: One-Pot Tandem Approach to 1,2-Diamination of Alkenes from Secondary Amines". supporting information. p. 3105 - 3109. Retrieved 2021/05/05.