3-Nitropropanol

Base Information

• Chemical Name: 3-Nitropropanol
• CAS No.: 25182-84-7
• Molecular Formula: C3H7 N O3
• Molecular Weight: 105.093
• Hs Code.: 2905590090
• European Community (EC) Number: 246-716-9
• UNII: 9284XW200I
• DSSTox Substance ID: DTXSID10179852
• Nikkaji Number: J69.782F
• Wikidata: Q27121449
• Metabolomics Workbench ID: 57179
• Mol file: 25182-84-7.mol

Synonyms:3-nitro-1-propanol;3-nitro-1-propanol, ion (1-)

Chemical Property of 3-Nitropropanol

Chemical Property:

• Vapor Pressure: 0.00696mmHg at 25°C
• Melting Point: -20°C (estimate)
• Refractive Index: 1.4381 (estimate)
• Boiling Point: 240℃
• PKA: 8.40±0.29(Predicted)
• Flash Point: 116℃
• PSA: 66.05000
• Density: 1.189
• LogP: 0.16870
• Storage Temp.: Store below +30°C.
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 105.042593085
• Heavy Atom Count: 7
• Complexity: 57.7

Purity/Quality:

99.5% ^*data from raw suppliers

3-nitropropan-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(C[N+](=O)[O-])CO

Technology Process of 3-Nitropropanol

There total 8 articles about 3-Nitropropanol 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: 95.0%

3-nitropropionic acid (504-88-1) → 3-nitropropan-1-ol (25182-84-7)

Guidance literature:

With dimethylsulfide borane complex; In diethyl ether; 1.) room temp., 2 h, 2.) reflux, 75 min;

Reference yield: 89.0%

3-nitropropionaldehyde (58657-26-4) → 3-nitropropan-1-ol (25182-84-7)

Guidance literature:

With dimethylsulfide borane complex; In diethyl ether; for 4h; Ambient temperature;

Reference yield: 66.0%

1-bromo-3-propanol (627-18-9) → 3-nitropropan-1-ol (25182-84-7)

Guidance literature:

With 3,5-dihydroxyphenol; sodium nitrite; In dimethyl sulfoxide; at 20 ℃;

DOI:10.1246/bcsj.73.1605

upstream raw materials:

1-iodopropan-3-ol

3-nitropropionic acid

1.3-chlorobromopropane

3-acetoxy-1-nitropropane

Downstream raw materials:

ethyl (Z)-2-(N-benzyloxycarbonylamino)-5-hydroxy-2-pentenoate

3-nitro-O-triisopropylsilyl-1-propanol

3-nitro-O-benzyl-1-propanol

3-nitro-O-diphenylmethyl-1-propanol

Refernces

• 1、 Koppes, William M.,Sitzmann, Michael L.,Adolph, Horst G.. "Synthesis of Novel Polynitrodiols". . p. 119 - 123. Retrieved 1986.
• 2、 Han, Xiaoyu,Dong, Li,Geng, Caiwei,Jiao, Peng. "Catalytic Asymmetric Synthesis of Isoxazolines from Silyl Nitronates". supporting information. p. 3194 - 3197. Retrieved 2015/07/15.
• 3、 Yu, Li-Fang,Eaton, J. Brek,Fedolak, Allison,Zhang, Han-Kun,Hanania, Taleen,Brunner, Dani,Lukas, Ronald J.,Kozikowski, Alan P.. "Discovery of highly potent and selective α4β2-nicotinic acetylcholine receptor (nAChR) partial agonists containing an isoxazolylpyridine ether scaffold that demonstrate antidepressant-like activity. Part II". . p. 9998 - 10009. Retrieved 2013/01/16.