6-Nitrohexanoic acid

Base Information

• Chemical Name: 6-Nitrohexanoic acid
• CAS No.: 10269-96-2
• Molecular Formula: C6H11 N O4
• Molecular Weight: 161.158
• Hs Code.: 2915900090
• European Community (EC) Number: 622-913-9
• DSSTox Substance ID: DTXSID30399010
• Nikkaji Number: J817.323K
• Wikidata: Q82201304
• Mol file: 10269-96-2.mol

Synonyms:6-Nitrohexanoic acid;10269-96-2;6-Nitrocaproic acid;6-nitro-hexanoic acid;6-Nitrocaproic acid,99%;6-Nitrohexanoic acid, 98%;SCHEMBL504353;DTXSID30399010;AKOS015894378;J-000771

Chemical Property of 6-Nitrohexanoic acid

Chemical Property:

• Vapor Pressure: 1.25E-05mmHg at 25°C
• Melting Point: 21-22 °C(lit.)
• Refractive Index: n20/D 1.459(lit.)
• Boiling Point: 136 °C0.3 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 83.12000
• Density: 1.186 g/mL at 25 °C(lit.)
• LogP: 1.43130
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 161.06880783
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

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

6-Nitrohexanoic acid 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCC(=O)O)CC[N+](=O)[O-]
• Uses: 6-Nitrohexanoic acid may be used in the synthesis of 6-aminohexanoic acid, which on polymerization yields Nylon-6. It may be used in the synthesis of conjugable analog of benzodiazepine 4′′chlorodiazepam (Ro5-4864), C6Ro5-4864.

Technology Process of 6-Nitrohexanoic acid

There total 8 articles about 6-Nitrohexanoic acid 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%

caprolactam (105-60-2,9012-16-2) → 6-nitrohexanoic acid (10269-96-2)

Guidance literature:

With methyltrifluoromethyldioxirane; In water; at 0 ℃; for 2h;

DOI:10.1016/j.tetlet.2012.11.074

Reference yield: 97.0%

2-nitrocyclohexanone (4883-67-4) → 6-nitrohexanoic acid (10269-96-2)

Guidance literature:

With sodium hydroxide; cetyltrimethylammonium chloride; at 80 ℃; for 4h;

DOI:10.1002/(SICI)1099-0690(199901)1999:1<87::AID-EJOC87>3.0.CO;2-M

Reference yield: 57.0%

caprolactam (105-60-2,9012-16-2) → 6-amino-6-oxohexanoic acid (334-25-8) + 6-nitrohexanoic acid (10269-96-2)

Guidance literature:

With 3,3-dimethyldioxirane; In acetone; at 0 - 25 ℃; for 60h;

DOI:10.1002/chem.201604507

upstream raw materials:

2-nitrocyclohexanone

6-Nitrocapronsaeureethylester

6-bromo-hexanoic acid ethyl ester

caprolactam

Downstream raw materials:

Adipic acid

1-Methylthio-2-nitro-cyclohexen

2,2-Bis(methylthio)cyclohexanon-oxim

6-aminohexanoic acid

Refernces

• 1、 Ballini, Roberto,Papa, Fabrizio,Abate, Corrado. "Synthesis of ω-nitro acids and ω-amino acids by ring cleavage of α- nitrocycloalkanones". . p. 87 - 90. Retrieved 1999.
• 2、 Annese, Cosimo,D'Accolti, Lucia,Filardi, Rosella,Tommasi, Immacolata,Fusco, Caterina. "Oxidative cleavage of lactams in water using dioxiranes: An expedient and environmentally-safe route to ω-nitro acids". . p. 515 - 517. Retrieved 2013/02/23.