2-METHYL-1-NITRONAPHTHALENE

Base Information

• Chemical Name: 2-METHYL-1-NITRONAPHTHALENE
• CAS No.: 881-03-8
• Molecular Formula: C11H9NO2
• Molecular Weight: 187.198
• Hs Code.: 29042090
• European Community (EC) Number: 212-917-5
• NSC Number: 7516
• UNII: 0IG2R1R9F7
• DSSTox Substance ID: DTXSID2025761
• Nikkaji Number: J113.687I
• Wikidata: Q27236823
• ChEMBL ID: CHEMBL1452824
• Mol file: 881-03-8.mol

Synonyms:1-Nitro-2-methylnaphthalene;2-Methyl-1-nitronaphthalene;NSC 7516;

Chemical Property of 2-METHYL-1-NITRONAPHTHALENE

Chemical Property:

• Appearance/Colour: yellow orange powder
• Vapor Pressure: 0.000594mmHg at 25°C
• Melting Point: 79-82 °C(lit.)
• Refractive Index: 1.652
• Boiling Point: 185-186 °C18 mm Hg(lit.)
• Flash Point: 150.4 °C
• PSA: 45.82000
• Density: 1.234 g/cm³
• LogP: 3.57960
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 187.063328530
• Heavy Atom Count: 14
• Complexity: 224

Purity/Quality:

99% ^*data from raw suppliers

2-Methyl-1-nitronaphthalene >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C2=CC=CC=C2C=C1)[N+](=O)[O-]

Technology Process of 2-METHYL-1-NITRONAPHTHALENE

There total 27 articles about 2-METHYL-1-NITRONAPHTHALENE 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: 76.0%

2-Methylnaphthalene (91-57-6,34468-07-0) → 1-nitro-2-methylnaphthalene (881-03-8)

Guidance literature:

With thionyl chloride; bismuth subnitrate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.3390/80700593

Reference yield: 70.0%

1-Nitronaphthalene (86-57-7) + methyl phenyl selenone (98750-90-4) → 1-nitro-2-methylnaphthalene (881-03-8) + C11H9NO2

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at -40 ℃; for 0.5h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03375

Reference yield: 60.0%

1-Nitronaphthalene (86-57-7) + trimethylsulphonium bromide (3084-53-5) → 1-nitro-2-methylnaphthalene (881-03-8)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at -40 ℃; for 0.5h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03375

upstream raw materials:

7-methyl-8-nitro-[1]naphthylamine

2-Methylnaphthalene

1-Nitro-2-methyl-naphthoesaeure-⁽³⁾

1-Nitronaphthalene

Downstream raw materials:

2-(bromomethyl)-1-nitronaphthalene

(S)-3-(1-Amino-naphthalen-2-yl)-2-((R)-2-hydroxy-1-phenyl-ethylamino)-propan-1-ol

(S)-2-((R)-2-Hydroxy-1-phenyl-ethylamino)-3-(1-nitro-naphthalen-2-yl)-propionitrile

(S)-2-((R)-2-Hydroxy-1-phenyl-ethylamino)-3-(1-nitro-naphthalen-2-yl)-propionic acid methyl ester

Refernces

• 1、 Klimovich, Irina V.,Zhilenkov, Alexander V.,Кuznetsova, Lidiya I.,Frolova, Lubov A.,Yamilova, Olga R.,Troyanov, Sergey I.,Lyssenko, Konstantin A.,Troshin, Pavel A.. "Novel functionalized indigo derivatives for organic electronics". . . Retrieved 2020/11/24.
• 2、 Deleersnyder, Karen,Schaltin, Stijn,Fransaer, Jan,Binnemans, Koen,Parac-Vogt, Tatjana N.. "Ceric ammonium nitrate (CAN) as oxidizing or nitrating reagent for organic reactions in ionic liquids". scheme or table. p. 4582 - 4586. Retrieved 2009/10/11.