N-Hydroxy-2,4,6-trimethylbenzimidoyl chloride

Base Information

• Chemical Name: N-Hydroxy-2,4,6-trimethylbenzimidoyl chloride
• CAS No.: 2904-63-4
• Molecular Formula: C₁₀H₁₂ClNO
• Molecular Weight: 197.664
• DSSTox Substance ID: DTXSID10503734
• Mol file: 2904-63-4.mol

Synonyms:N-Hydroxy-2,4,6-trimethylbenzimidoyl chloride;2904-63-4;(1Z)-N-hydroxy-2,4,6-trimethylbenzenecarboximidoyl chloride;DTXSID10503734;N-Hydroxy-2,4,6-trimethylbenzimidoylchloride;N-Hydroxy-2,4,6-trimethylbenzene-1-carboximidoyl chloride

Chemical Property of N-Hydroxy-2,4,6-trimethylbenzimidoyl chloride

Chemical Property:

• Melting Point: 61-69 °C
• Boiling Point: 321.2±52.0 °C(Predicted)
• PKA: 10.75±0.70(Predicted)
• Density: 1.13±0.1 g/cm3(Predicted)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 197.0607417
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

N-Hydroxy-2,4,6-trimethylbenzimidoylchloride 95+% ^*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)C(=NO)Cl)C
• Isomeric SMILES: CC1=CC(=C(C(=C1)C)/C(=N/O)/Cl)C

Technology Process of N-Hydroxy-2,4,6-trimethylbenzimidoyl chloride

There total 3 articles about N-Hydroxy-2,4,6-trimethylbenzimidoyl chloride 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: 99.0%

2,4,6-trimethylbenzaldehyde oxime (40188-34-9) → 2,4,6-trimethylbenzohydroximoyl chloride (2904-63-4)

Guidance literature:

With hydrogenchloride; potassium peroxomonosulfate; In N,N-dimethyl-formamide; for 5h; Ambient temperature;

DOI:10.1021/jo00050a054

Reference yield:

mesytaldehyde (487-68-3) → 2,4,6-trimethylbenzohydroximoyl chloride (2904-63-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 38 percent / hydroxylamine hydrochloride, 50percent NaOH / ethanol; H₂O / 1 h / 25 - 30 °C

2: N-Chlorosuccinimide, HCl gas / dimethylformamide

With hydrogenchloride; sodium hydroxide; N-chloro-succinimide; hydroxylamine hydrochloride; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jo01307a039

Reference yield:

→ 2,4,6-trimethylbenzohydroximoyl chloride (2904-63-4)

Guidance literature:

DOI:10.1021/jo01019a074

upstream raw materials:

2,4,6-trimethylbenzaldehyde oxime

mesytaldehyde

Downstream raw materials:

3-(2,4,6-trimethyl-phenyl)-3a,4,5,9b-tetrahydro-naphtho[2,1-d]isoxazole

1-(2,4,6-trimethyl-phenyl)-3a,4,5,9b-tetrahydro-naphtho[1,2-d]isoxazole

3-(2,4,6-trimethyl-phenyl)-4,5-dihydro-isoxazole-5-carboxylic acid methyl ester

3-(2,4,6-trimethyl-phenyl)-4,5-dihydro-isoxazole-4-carboxylic acid methyl ester

Refernces

• 1、 Yang, Kai,Zhang, Feng,Fang, Tongchang,Zhang, Guan,Song, Qiuling. "Stereospecific 1,4-Metallate Shift Enables Stereoconvergent Synthesis of Ketoximes". supporting information. p. 13421 - 13426. Retrieved 2019/08/20.
• 2、 El-Sayed, Ibrahim,Ali, Omar M.,Hawata, Mohamed A.,Hegazey, Sally Abou. "A comparative study of the effect of water and organic solvents on 1,3-dipolar cycloaddition reactions of mesitonitrile oxide with c-sulfonyl- and sulfanyl-dithioformates". scheme or table. p. 1979 - 1985. Retrieved 2010/11/18.