2,5-Dimethyl-4-nitrosophenol

Base Information

• Chemical Name: 2,5-Dimethyl-4-nitrosophenol
• CAS No.: 20294-63-7
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.1626
• NSC Number: 131646,286491
• DSSTox Substance ID: DTXSID30299622
• Wikidata: Q82042117
• Mol file: 20294-63-7.mol

Synonyms:2,5-dimethyl-4-nitrosophenol;20294-63-7;2593-53-5;MLS002920121;Phenol, 2,5-dimethyl-4-nitroso-;2,5-dimethyl-4-nitroso-phenol;NSC131646;4-Nitroso-2,5-xylenol;SCHEMBL9464262;DTXSID30299622;QYWLKBSOXZNRBF-UHFFFAOYSA-N;NSC286491;AKOS005145252;NSC-131646;NSC-286491;2,5-dimethyl-[1,4]-benzoquinone oxime;SMR001797718;A23596;F20968;J-500162;(1E)-2,5-dimethyl-2,5-cyclohexadiene-1,4-dione 1-oxime

Chemical Property of 2,5-Dimethyl-4-nitrosophenol

Chemical Property:

• Vapor Pressure: 0.000254mmHg at 25°C
• Boiling Point: 314.4°Cat760mmHg
• Flash Point: 143.9°C
• PSA: 49.66000
• Density: 1.16g/cm³
• LogP: 2.40690
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

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

2,5-DIMETHYL-4-NITROSOPHENOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1O)C)N=O

Technology Process of 2,5-Dimethyl-4-nitrosophenol

There total 2 articles about 2,5-Dimethyl-4-nitrosophenol 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:

2,5-Dimethylphenol (95-87-4) → 4-Nitroso-2,5-xylenol (20294-63-7)

Guidance literature:

With sulfuric acid; sodium nitrite; In water; acetic acid; at 8 - 10 ℃; for 0.166667h;

DOI:10.1002/jlac.198519850711

Reference yield:

→ 4-Nitroso-2,5-xylenol (20294-63-7)

Guidance literature:

2,5-Xyloenol, HNO2;

DOI:10.1021/jf60140a025

Reference yield:

4-Nitroso-2,5-xylenol (20294-63-7) → 2-<2-(2,5-Dioxo-1-pyrrolidinyl)-5-methoxy-4-methylphenyl>essigsaeure-tert-butylester (98911-45-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 68percent HNO₃ / H₂O / 0.25 h / 45 °C

2: 58 percent / NaOH / H₂O / 2 h / 40 - 45 °C

3: 1) KOtBu, 2) 10percent H₂O₂, 3N NaOH / 1) benzene; 24h, reflux; 24h, r.t.

4: 76 percent / 60percent HClO₄ / 12 h / Ambient temperature

5: H₂ / 10percent Pd/C / ethyl acetate / 48 h / 735.5 Torr / Ambient temperature

6: 81 percent / dioxane; pyridine / 14 h / 5 °C

7: 96 percent / 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 15 h / Ambient temperature

With sodium hydroxide; perchloric acid; potassium tert-butylate; hydrogen; dihydrogen peroxide; nitric acid; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In 1,4-dioxane; pyridine; dichloromethane; water; ethyl acetate;

DOI:10.1002/jlac.198519850711

upstream raw materials:

2,5-Dimethylphenol

Downstream raw materials:

4-nitro-2,5-xylenol

1-methoxy-2,5-dimethyl-4-nitrobenzene

2-(5-Methoxy-4-methyl-2-nitrophenyl)essigsaeure

2-(2-Amino-5-methoxy-4-methylphenyl)essigsaeure-tert-butylester

Refernces

• 1、 Flitsch,Russkamp. "Studies on the synthesis of mitomycins, 1. Synthesis of the mitosane skeleton by intramolecular condensation and Reformatsky reaction". . p. 1398 - 1412. Retrieved 2007/10/02.