2-Methyl-8-nitroquinoline

Base Information

• Chemical Name: 2-Methyl-8-nitroquinoline
• CAS No.: 881-07-2
• Molecular Formula: C10H8 N2 O2
• Molecular Weight: 188.186
• Hs Code.: 29334900
• European Community (EC) Number: 212-919-6
• NSC Number: 163380
• UNII: XRV949AUQZ
• DSSTox Substance ID: DTXSID30236815
• Nikkaji Number: J3.345F
• Wikidata: Q27293971
• ChEMBL ID: CHEMBL167800
• Mol file: 881-07-2.mol

Synonyms:2-Methyl-8-nitroquinoline;881-07-2;8-Nitroquinaldine;QUINALDINE, 8-NITRO-;Quinoline, 2-methyl-8-nitro-;EINECS 212-919-6;UNII-XRV949AUQZ;XRV949AUQZ;NSC 163380;BRN 0145077;MLS002920759;NSC-163380;5-20-07-00387 (Beilstein Handbook Reference);NSC163380;2-Methyl-8-nitro-quinoline;NITROQUINALDINE, 8-;Oprea1_600646;SCHEMBL230859;CHEMBL167800;UHPGVDHXHDPYQP-UHFFFAOYSA-;DTXSID30236815;8-NITRO-2-METHYLQUINOLINE;2-METHYL-8-NITRO QUINOLINE;BBL010511;MFCD00006764;STK720136;AKOS000281792;AKOS015897206;CS-W016816;SB67479;N-DESMETHYLCLOMIPRAMINEHYDROCHLORIDE;SMR001798345;VS-02535;LS-139891;EU-0034287;FT-0612997;N0539;H11359;A842469;SR-01000395953;SR-01000395953-1;Q27293971;Z56862724;F0037-7077

Chemical Property of 2-Methyl-8-nitroquinoline

Chemical Property:

• Vapor Pressure: 0.000483mmHg at 25°C
• Melting Point: 138°C
• Boiling Point: 323.8oC at 760 mmHg
• PKA: 2.04±0.50(Predicted)
• Flash Point: 149.6oC
• PSA: 58.71000
• Density: 1.298g/cm3
• LogP: 2.97460
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Practically insoluble in water
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 188.058577502
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

98% ^*data from raw suppliers

2-Methyl-8-nitroquinoline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 68-40-36/37/38-20/21/22
• Safety Statements: 26-36/37/39-27-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(C=CC=C2[N+](=O)[O-])C=C1

Technology Process of 2-Methyl-8-nitroquinoline

There total 19 articles about 2-Methyl-8-nitroquinoline 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: 90.0%

2-nitro-aniline (88-74-4) + crotonaldehyde (123-73-9,4170-30-3) → 8-nitroquinaldine (881-07-2)

Guidance literature:

With hydrogenchloride; zinc(II) chloride; In water; toluene; at 50 ℃; for 3h; Temperature; Time;

Reference yield: 79.0%

trans-Crotonaldehyde (123-73-9,4170-30-3) + 2-nitro-aniline (88-74-4) → 8-nitroquinaldine (881-07-2)

Guidance literature:

With phospho-tungstic acid; phosphotungstic acid; silica gel; for 0.25h; microwave irradiation;

DOI:10.1016/j.tetlet.2006.01.034

Reference yield: 70.0%

2-nitro-aniline (88-74-4) + acrolein (107-02-8,25068-14-8) + sodium 3-nitrobenzenesulfonate (127-68-4) → 8-nitroquinaldine (881-07-2)

Guidance literature:

With hydrogenchloride; In water; at 80 ℃; for 3h;

DOI:10.1021/acs.organomet.0c00327

upstream raw materials:

2-methylquinoline

2-methyl-8-nitro-quinoline-1-oxide

acetaldehyde

2-nitro-aniline

Downstream raw materials:

2-(4-methyl-styryl)-8-nitro-quinoline

(E)-8-nitro-2-styrylquinoline

2-methyl-8-aminoquinoline

Acetic acid 2-acetoxy-5-[(E)-2-(8-nitro-quinolin-2-yl)-vinyl]-phenyl ester

Refernces

• 1、 -. "Preparation method of nitro-substituted quinadine". Paragraph 0015. . Retrieved 2018/11/22.
• 2、 Denisov, V. Ya.,Grishchenkova,Tkachenko,Luzgarev. "Reaction of nitroanilines with aldehydes. Refinement of the Doebner–Miller reaction mechanism". . p. 1797 - 1803. Retrieved 2017/02/19.