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Isobutylamine
[CAS# 78-81-9]

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Identification
ClassificationOrganic raw materials >> Amino compound >> Acyclic monoamines, polyamines and their derivatives and salts
NameIsobutylamine
Synonyms1-Amino-2-methylpropane; 2-Methyl-1-propanamine; 2-Methylpropanamine
Molecular StructureCAS # 78-81-9, Isobutylamine
Molecular FormulaC4H11N
Molecular Weight73.14
CAS Registry Number78-81-9
EC Number201-145-4
SMILESCC(C)CN
Properties
Density0.736 g/mL (Expl.)
Melting point-85 °C (Expl.)
Boiling point64-71 °C (Expl.)
Refractive index1.397 (Expl.)
Flash point-9 °C (Expl.)
Water solubilitysoluble
Safety Data
Hazard Symbolssymbol symbol symbol symbol   GHS02;GHS05;GHS06;GHS07 Danger  Details
Risk StatementsH225-H301+H311+H331-H301-H302-H311-H314-H318-H331-H335  Details
Safety StatementsP210-P233-P240-P241-P242-P243-P260-P261-P262-P264-P264+P265-P270-P271-P280-P301+P316-P301+P317-P301+P330+P331-P302+P352-P302+P361+P354-P303+P361+P353-P304+P340-P305+P354+P338-P316-P317-P319-P321-P330-P361+P364-P363-P370+P378-P403+P233-P403+P235-P405-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Flammable liquidsFlam. Liq.2H225
Skin corrosionSkin Corr.1AH314
Acute toxicityAcute Tox.4H302
Acute toxicityAcute Tox.3H301
Serious eye damageEye Dam.1H318
Skin corrosionSkin Corr.1BH314
Specific target organ toxicity - single exposureSTOT SE3H335
Acute toxicityAcute Tox.3H311
Acute toxicityAcute Tox.3H331
Acute hazardous to the aquatic environmentAquatic Acute1H400
Transport InformationUN 1214
SDSAvailable
up Discovery and Applications
Isobutylamine is a colorless, flammable liquid amine with the chemical formula C4H11N. It is a branched-chain amine derived from isobutane, a hydrocarbon commonly found in natural gas and crude oil. Isobutylamine is primarily used as an intermediate in the synthesis of various chemicals, particularly in the production of pharmaceuticals, agricultural chemicals, and industrial applications.

The discovery of isobutylamine dates back to the 19th century, with its first known synthesis occurring in the laboratory of the chemist Adolph Windaus in the early 1900s. The compound was identified as a product of the reaction between isobutene and ammonia. This reaction, known as amination, forms the basis for the industrial production of isobutylamine. Over time, the compound's utility in chemical synthesis led to its widespread use in various industrial applications.

In the pharmaceutical industry, isobutylamine plays an important role as an intermediate in the production of active pharmaceutical ingredients (APIs). It is used in the synthesis of drugs that treat conditions such as asthma, hypertension, and other cardiovascular diseases. Isobutylamine is also involved in the manufacture of certain antihistamines, which are used to treat allergic reactions. Additionally, the compound is utilized in the production of local anesthetics and other therapeutic agents.

Another significant application of isobutylamine is in the production of agricultural chemicals. It is a key intermediate in the synthesis of certain herbicides, insecticides, and fungicides. These chemicals are essential for modern agriculture, helping to control pests and diseases that can damage crops. Isobutylamine's role in the synthesis of these agricultural chemicals makes it an important compound for maintaining food production and crop yields worldwide.

Isobutylamine is also used in the synthesis of polymers and resins. It is employed in the production of coatings, adhesives, and sealants that are essential in industries ranging from automotive manufacturing to construction. The compound's ability to react with various chemicals to form complex polymers makes it valuable in the development of materials with specific properties, such as durability and resistance to heat and chemicals.

In addition to its industrial applications, isobutylamine is used as a chemical reagent in laboratory settings. It serves as a catalyst in certain organic reactions, helping to facilitate the formation of carbon-carbon bonds in the synthesis of complex organic molecules. Its versatility as a reagent has made it a valuable tool for chemists in the development of new compounds and materials.

The handling of isobutylamine requires caution, as it is a hazardous substance. It is classified as a flammable liquid, and exposure to the compound can cause irritation to the eyes, skin, and respiratory system. Therefore, it is important to use appropriate safety precautions when working with isobutylamine in both industrial and laboratory settings. Proper storage and disposal methods are also essential to prevent environmental contamination.

In conclusion, isobutylamine is an important chemical compound with a wide range of applications across various industries. Its discovery in the early 20th century led to its use as an intermediate in the synthesis of pharmaceuticals, agricultural chemicals, and industrial materials. As research continues into its potential applications, isobutylamine is likely to remain a valuable compound in chemical manufacturing and production.

References

2023. Construction and optimization of a biocatalytic route for the synthesis of neomenthylamine from menthone. Bioresources and Bioprocessing, 10(1).
DOI: 10.1186/s40643-023-00693-w

2023. Synthesis and antioxidant, antimicrobial, and antiviral activity of some pyrazole-based heterocycles using a 2(3H)-furanone derivative. Journal of the Iranian Chemical Society, 20(10).
DOI: 10.1007/s13738-023-02814-w

2022. Photocatalytic C(sp)-H activation. Theoretical and Experimental Chemistry, 58(5). DOI: 10.1007/s11237-022-09713-w
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