Isoamyl nitrate

Base Information

• Chemical Name: Isoamyl nitrate
• CAS No.: 543-87-3
• Molecular Formula: C5H11 N O3
• Molecular Weight: 133.147
• Hs Code.: 2920909090
• European Community (EC) Number: 208-852-7
• UNII: 7ARR7RA61E
• DSSTox Substance ID: DTXSID70110029
• Wikidata: Q27266852
• Mol file: 543-87-3.mol

Synonyms:Isoamyl nitrate;3-Methylbutyl nitrate;543-87-3;Isopentyl nitrate;iso-Pentyl nitrate;Iso-amyl nitrate;iso-Amylnitrate;1-Butanol, 3-methyl-, nitrate;3-Methyl-1-butanol nitrate;Nitrito d'amile;ISOPENTYL ALCOHOL, NITRATE;Nitrito d'amile [Italian];EINECS 208-852-7;UNII-7ARR7RA61E;BRN 1702824;7ARR7RA61E;3-Methyl-1-butanol 1-nitrate;isoamylnitrat;iso-amyl-nitrate;nitric acid isopentyl ester;ISOAMYL NITRATE [MI];SCHEMBL287823;NTHGIYFSMNNHSC-UHFFFAOYSA-;DTXSID70110029;1-Butanol, 3-methyl-, 1-nitrate;MFCD00007042;AKOS006230622;BS-23580;LS-85176;FT-0627323;I0088;D91078;Q27266852

Chemical Property of Isoamyl nitrate

Chemical Property:

• Vapor Pressure: 5.55mmHg at 25°C
• Melting Point: <-60oC
• Refractive Index: 1.4110-1.4140
• Boiling Point: 148 °C
• Flash Point: 49℃
• PSA: 55.05000
• Density: 1.00
• LogP: 1.76400
• Water Solubility.: Slightly soluble in water
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 133.07389321
• Heavy Atom Count: 9
• Complexity: 86.7

Purity/Quality:

99% ^*data from raw suppliers

Isoamyl Nitrate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 7/9-17-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrates and Nitrites
• Canonical SMILES: CC(C)CCO[N+](=O)[O-]

Technology Process of Isoamyl nitrate

There total 6 articles about Isoamyl nitrate 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%

i-Amyl alcohol (123-51-3) → isopentyl nitrate (543-87-3)

Guidance literature:

With nitric acid; urea; europium(III) trifluoromethanesulfonate; In cyclohexane; at 95 ℃; for 10h; Schlenk technique;

DOI:10.1039/d0ob01519a

Reference yield:

((isopentyloxy)methyl)benzene (122-73-6) + nitric acid (7697-37-2,78989-43-2) → isopentyl nitrate (543-87-3) + benzaldehyde (100-52-7)

Guidance literature:

Reference yield:

isopentyl iodide (541-28-6) → isopentyl nitrate (543-87-3)

Guidance literature:

With nitric acid; at -10 ℃;

upstream raw materials:

i-Amyl alcohol

isopentyl iodide

isopentyl nitrite

perchloric acid

Downstream raw materials:

3-methyl-1-butyl acetate

carbon dioxide

5-bromo-1H-pyrazolo[3,4m-c]pyridine

ethyl 3-(3-cyano-4-methoxyphenyl)isothiazole-5-carboxylate

Refernces

• 1、 An, Jichao,He, Pan,Li, Wenhao,Liu, Peipei,Si, Mengyuan,Yang, Bo,Yang, Guanyu. "Practical catalytic nitration directly with commercial nitric acid for the preparation of aliphatic nitroesters". supporting information. p. 6612 - 6616. Retrieved 2020/09/21.
• 2、 Lewis, Richard J.,Moodie, Roy B.. "The nitration of styrenes by nitric acid in dichloromethane". . p. 563 - 567. Retrieved 2007/10/03.