Isoamyl alcohol

Base Information

• Chemical Name: Isoamyl alcohol
• CAS No.: 123-51-3
• Molecular Formula: C5H12O
• Molecular Weight: 88.1497
• Hs Code.: 29335995
• European Community (EC) Number: 204-633-5
• ICSC Number: 0798
• NSC Number: 7905,1029
• UN Number: 1105
• UNII: DEM9NIT1J4
• DSSTox Substance ID: DTXSID3025469
• Nikkaji Number: J2.011G
• Wikipedia: Isoamyl_alcohol
• Wikidata: Q223101
• Metabolomics Workbench ID: 3198
• ChEMBL ID: CHEMBL372396
• Mol file: 123-51-3.mol

Synonyms:3-methyl-1-butanol;isoamyl alcohol;isopentanol;isopentyl alcohol;isopentyl alcohol, 1-(14)C-labeled;isopentyl alcohol, barium salt;isopentyl alcohol, lead (2+) salt;isopentyl alcohol, magnesium salt;isopentyl alcohol, potassium salt;isopentyl alcohol, sodium salt;isopentyl alcohol, strontium salt

Chemical Property of Isoamyl alcohol

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 2 mm Hg ( 20 °C)
• Melting Point: -117 °C
• Refractive Index: n20/D 1.407
• Boiling Point: 131.2 °C at 760 mmHg
• PKA: >14 (Schwarzenbach et al., 1993)
• Flash Point: 45.6 °C
• PSA: 20.23000
• Density: 0.809 g/cm³
• LogP: 1.02480
• Storage Temp.: Flammables area
• Solubility.: 25g/l
• Water Solubility.: 25 g/L (20 ºC)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 88.088815002
• Heavy Atom Count: 6
• Complexity: 25.1
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Isoamyl alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-20-37-66-20/22-R20/22-R10
• Safety Statements: 46-16-S16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Alcohols (
• Canonical SMILES: CC(C)CCO
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is severely irritating to the eyes. The substance is irritating to the respiratory tract. The substance is mildly irritating to the skin. Ingestion could cause effects on the central nervous system. If swallowed the substance may cause vomiting and could result in aspiration pneumonitis.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking.
• Uses: (1) Used as food flavors according to GB 2760-96. Mainly used for the preparation of apple and banana flavor. (2) Used as chromatographic reagent and extractant, and also used in the pharmaceutical industry (3) Used in the manufacture of spices, pharmaceuticals and mineral processing agents, and also used as solvents (4) This goods have apple brandy aroma and spicy flavor. China's GB 2760-86 provides for its allowable use as food spices, mainly for the preparation of apple and banana flavor. Isoamyl alcohol and sodium nitrite can perform esterification to form isoamyl nitrite, which is the fastest nitrous esters short-acting vasodilator. Isoamyl alcohol can be used to synthesize sedatives and hypnotics, such as bromural and amytal. Isoamyl alcohol can also be used as solvents and the reagents for chemical analysis. It is also used as the raw materials to produce plasticizers and photographic pharmaceutical. In addition, it is one component of the fuel oil. (5) Used for the manufacture of spices, pharmaceuticals and photographic drugs, and also used as solvents. (6) Used as the solvents of fat, resin and alkaloid. Used for the determination of fat in milk and the determination of iron, silicon, thorium and fusel oil. Also used for the complexation extraction of iron, cobalt, copper salt and diphenylcarbazide. Used for the separation of lithium Chloride from other alkali metal chlorides. 3-Methyl-1-butanol and 2-methyl-1-butanol are normally used as apple or banana flavoring agents for wine. They can also be used as chemical intermediates and solvents in pharmaceutical products. Isoamylol is one of the several isomers of amyl alcohol and the main ingredient in the production of banana oil. Solvent for fats, resins, alkaloids, etc.; manufacture of isoamyl (amyl) Compounds, isovaleric acid, mercury fulminate, pyroxylin, artificial silk, lacquers, smokeless powders; in microscopy; for dehydrating celloidin solutions; for determining fat in milk.
• Description: Isoamyl alcohol has a characteristic pungent odor and repulsive taste. Industrially prepared by rectification of fusel oil.
• Physical properties: Clear, colorless liquid with a pungent odor. An odor threshold concentration of 1.7 ppbv was reported by Nagata and Takeuchi (1990).

Technology Process of Isoamyl alcohol

There total 195 articles about Isoamyl alcohol 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: 60.0%

isobutene (115-11-7,15220-85-6) → i-Amyl alcohol (123-51-3) + isovaleraldehyde (590-86-3)

Guidance literature:

In toluene;

Reference yield: 37.0%

isovaleraldehyde (590-86-3) → i-Amyl alcohol (123-51-3) + 3-methyl-N-(3-methylbutyl)-1-butanamine (544-00-3) + triisoamylamine (645-41-0)

Guidance literature:

With ammonia; hydrogen; In ethanol; at 50 ℃; for 2.5h; under 26252.6 Torr;

Reference yield: 22.0%

carbon monoxide (201230-82-2) + isopropyl alcohol (67-63-0,8013-70-5) → i-Amyl alcohol (123-51-3) + 2-methyl-propan-1-ol (78-83-1) + di-isopropyl ether (108-20-3) + 1-isopropoxy-2-methyl-propane (78448-33-6)

Guidance literature:

With hydrogen; Cobalt rhodium; iodine; at 200 ℃; for 2h; under 315025 Torr; Product distribution; other promoter, other pressure;

DOI:10.1016/0022-328X(88)80121-9

upstream raw materials:

oxirane

isopropylmagnesium bromide

diisopropylmagnesium

4,4-dimethyl-1,3-dioxane

Downstream raw materials:

2,4,6-trinitro-1,3-bis(styryl)benzene

piperidine

N-isopentylpiperidine

isopentyl 4-oxopentanoate

Refernces

• 1、 Wender et al.. "-". . p. 5760. Retrieved 1955.
• 2、 Koch. "". . p. 3503,3511,3514. Retrieved 1970.
• 3、 Wender,Lewine,Orchin. "". . p. 4161. Retrieved 1949.
• 4、 Haitinger. "". . p. 688. Retrieved 1882.
• 5、 Birchem,Pradier,Berthier,Cordier. "Hydrogenation of 3-methyl-crotonaldehyde on the Pt(553) stepped surface: Influence of the structure and of preadsorbed tin". . p. 68 - 77. Retrieved 1996.
• 6、 Burger,Mosettig. "-". . p. 1570. Retrieved 1936.
• 7、 Potier, Jonathan,Guerriero, Antonella,Menuel, Stéphane,Monflier, Eric,Peruzzini, Maurizio,Hapiot, Frédéric,Gonsalvi, Luca. "Cyclodextrins as first and second sphere ligands for Rh(I) complexes of lower-rim PTA derivatives for use as catalysts in aqueous phase hydrogenation". . p. 74 - 78. Retrieved 2015.
• 8、 Baur,Schindler. "-". . p. 1147. Retrieved 1935.
• 9、 Waghray, Akshay,Blackmond, Donna G.. "Infrared Spectroscopic Studies of the Adsorption and Reaction of 3-Methyl-2-butenal over Alkali-Promoted Ru/SiO2 Catalysts". . p. 6002 - 6006. Retrieved 1993.
• 10、 Greenwood,F.L.. "-". . p. 1321 - 1324. Retrieved 1964.