Acetoxime O-(2,4,6-Trimethylphenylsulfonate)

Base Information

• Chemical Name: Acetoxime O-(2,4,6-Trimethylphenylsulfonate)
• CAS No.: 81549-07-7
• Molecular Formula: C12H17NO3S
• Molecular Weight: 255.338
• Hs Code.: 2928000090
• NSC Number: 189817,131091
• DSSTox Substance ID: DTXSID901002050
• Nikkaji Number: J1.196.522I
• Mol file: 81549-07-7.mol

Synonyms:81549-07-7;Acetoxime O-(2,4,6-Trimethylphenylsulfonate);Acetone O-(2,4,6-Trimethylphenylsulfonyl)oxime;Propan-2-one O-mesitylsulfonyl oxime;(propan-2-ylideneamino) 2,4,6-trimethylbenzenesulfonate;NSC189817;O-mesitylenesulfonylacetoxime;SCHEMBL3976134;BCPWUOSBRCQZFB-UHFFFAOYSA-N;DTXSID901002050;NSC131091;AKOS025295784;NSC-131091;NSC-189817;CS-0455890;FT-0641832;D88436;ACETOXIME O-(2,4,6-TRIMEHYLPHENYLSULFONATE);N-[(2,4,6-Trimethylbenzene-1-sulfonyl)oxy]propan-2-imine

Chemical Property of Acetoxime O-(2,4,6-Trimethylphenylsulfonate)

Chemical Property:

• Vapor Pressure: 3.1E-05mmHg at 25°C
• Melting Point: 96oC
• Boiling Point: 366.4°Cat760mmHg
• Flash Point: 175.4°C
• PSA: 64.11000
• Density: 1.13g/cm³
• LogP: 3.40360
• Solubility.: almost transparency in Methanol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 255.09291458
• Heavy Atom Count: 17
• Complexity: 367

Purity/Quality:

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

Acetoxime O-(2,4,6-Trimethylphenylsulfonate) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)S(=O)(=O)ON=C(C)C)C

Technology Process of Acetoxime O-(2,4,6-Trimethylphenylsulfonate)

There total 5 articles about Acetoxime O-(2,4,6-Trimethylphenylsulfonate) 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: 88.2%

2-mesitylenesulphonyl chloride (773-64-8) + acetone oxime (127-06-0) → acetone O-(2,4,6-trimethylphenylsulfonyl)oxime (81549-07-7)

Guidance literature:

With triethylamine; In diethyl ether; at 20 ℃; for 120h;

DOI:10.1007/BF00952389

Reference yield:

N-isopropylidene-N'-methylhydrazine (5771-02-8) + mesitylenesulfonylhydroxylamine (36016-40-7) → acetone O-(2,4,6-trimethylphenylsulfonyl)oxime (81549-07-7) + methylhydrazine (60-34-4)

Guidance literature:

With triethylamine; Yield given. Multistep reaction; 1.) ether, 1 h, RT, 2.) ether;

DOI:10.1139/v82-043

Reference yield:

2-mesitylenesulphonyl chloride (773-64-8) → acetone O-(2,4,6-trimethylphenylsulfonyl)oxime (81549-07-7)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) nBuLi, Et₂O, hexane, (ii) /BRN= 1107601/

2: aq. HCl / methanol

3: AcOH

With hydrogenchloride; acetic acid; In methanol;

DOI:10.1055/s-1975-23927

upstream raw materials:

2-mesitylenesulphonyl chloride

acetone oxime

N-isopropylidene-N'-methylhydrazine

mesitylenesulfonylhydroxylamine

Downstream raw materials:

4-methyl-N-(propan-2-ylidene)aniline

N-(propan-2-ylidene)aniline

N-Isopropyliden-p-fluoranilin

N-Isopropyliden-4-chloranilin

Refernces

• 1、 Makhova, N. N.,Petukhova, V. Yu.,Khmel'nitskii, L. I.. "SYNTHESIS OF DIAZIRIDINES FROM OXIME ESTERS". . p. 1858 - 1862. Retrieved 2007/10/02.