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(R)-2-Methyl-1-butanamine, commonly known as isoamylamine, is a primary amine with the chemical formula C5H13N. It is an organic compound that serves as a crucial building block in the synthesis of a wide range of pharmaceuticals, agrochemicals, and other organic compounds. Characterized by its clear, colorless liquid appearance and a strong ammonia-like odor, isoamylamine is soluble in both water and organic solvents. Its flammable and corrosive nature requires careful handling. Beyond its use in chemical synthesis, isoamylamine finds applications in various industries, including the production of rubber accelerators, corrosion inhibitors, surfactants, and as a component in fragrances and food flavorings.

36272-22-7

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36272-22-7 Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
(R)-2-Methyl-1-butanamine is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals for its ability to form essential molecular structures that contribute to the desired biological activities of these compounds.
Used in Chemical Synthesis:
Isoamylamine is used as a building block in the synthesis of organic compounds due to its reactivity and ability to form amide, amine, and other functional groups that are integral to the target molecules.
Used in Rubber Industry:
(R)-2-Methyl-1-butanamine is used as a rubber accelerator, enhancing the rate of vulcanization and improving the overall properties of rubber products.
Used in Corrosion Inhibition:
Isoamylamine serves as a corrosion inhibitor in various industrial applications, protecting metal surfaces from degradation and extending the service life of equipment.
Used in Surfactant Production:
(R)-2-Methyl-1-butanamine is used in the production of surfactants, which are essential in industries such as detergents, cosmetics, and textiles for their emulsifying, wetting, and dispersing properties.
Used in Fragrance and Flavoring Industry:
Isoamylamine is used as a component in fragrances and food flavorings, contributing to the development of specific scents and tastes in various products.

Check Digit Verification of cas no

The CAS Registry Mumber 36272-22-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,6,2,7 and 2 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 36272-22:
(7*3)+(6*6)+(5*2)+(4*7)+(3*2)+(2*2)+(1*2)=107
107 % 10 = 7
So 36272-22-7 is a valid CAS Registry Number.

36272-22-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name (R)-(+)-2-methylbutylamine

1.2 Other means of identification

Product number -
Other names (R)-2-methylbutylamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:36272-22-7 SDS

36272-22-7Downstream Products

36272-22-7Relevant academic research and scientific papers

Hepatoprotective amide constituents from the fruit of Piper chaba: Structural requirements, mode of action, and new amides

Matsuda, Hisashi,Ninomiya, Kiyofumi,Morikawa, Toshio,Yasuda, Daisuke,Yamaguchi, Itadaki,Yoshikawa, Masayuki

, p. 7313 - 7323 (2009)

The 80% aqueous acetone extract from the fruit of Piper chaba (Piperaceae) was found to have hepatoprotective effects on d-galactosamine (d-GalN)/lipopolysaccharide-induced liver injury in mice. From the ethyl acetate-soluble fraction, three new amides, p

Synthesis of Chiral Amines via a Bi-Enzymatic Cascade Using an Ene-Reductase and Amine Dehydrogenase

Fossey-Jouenne, Aurélie,Jongkind, Ewald P. J.,Mayol, Ombeline,Paul, Caroline E.,Vergne-Vaxelaire, Carine,Zaparucha, Anne

, (2021/12/23)

Access to chiral amines with more than one stereocentre remains challenging, although an increasing number of methods are emerging. Here we developed a proof-of-concept bi-enzymatic cascade, consisting of an ene reductase and amine dehydrogenase (AmDH), to afford chiral diastereomerically enriched amines in one pot. The asymmetric reduction of unsaturated ketones and aldehydes by ene reductases from the Old Yellow Enzyme family (OYE) was adapted to reaction conditions for the reductive amination by amine dehydrogenases. By studying the substrate profiles of both reported biocatalysts, thirteen unsaturated carbonyl substrates were assayed against the best duo OYE/AmDH. Low (5 %) to high (97 %) conversion rates were obtained with enantiomeric and diastereomeric excess of up to 99 %. We expect our established bi-enzymatic cascade to allow access to chiral amines with both high enantiomeric and diastereomeric excess from varying alkene substrates depending on the combination of enzymes.

Rational Design of Thermodynamic and Kinetic Binding Profiles by Optimizing Surface Water Networks Coating Protein-Bound Ligands

Krimmer, Stefan G.,Cramer, Jonathan,Betz, Michael,Fridh, Veronica,Karlsson, Robert,Heine, Andreas,Klebe, Gerhard

, p. 10530 - 10548 (2016/12/16)

A previously studied congeneric series of thermolysin inhibitors addressing the solvent-accessible S2′ pocket with different hydrophobic substituents showed modulations of the surface water layers coating the protein-bound inhibitors. Increasing stabilization of water molecules resulted in an enthalpically more favorable binding signature, overall enhancing affinity. Based on this observation, we optimized the series by designing tailored P2′ substituents to improve and further stabilize the surface water network. MD simulations were applied to predict the putative water pattern around the bound ligands. Subsequently, the inhibitors were synthesized and characterized by high-resolution crystallography, microcalorimetry, and surface plasmon resonance. One of the designed inhibitors established the most pronounced water network of all inhibitors tested so far, composed of several fused water polygons, and showed 50-fold affinity enhancement with respect to the original methylated parent ligand. Notably, the inhibitor forming the most perfect water network also showed significantly prolonged residence time compared to the other tested inhibitors.

A new amide, piperchabamide F, and two new phenylpropanoid glycosides, piperchabaosides A and B, from the fruit of Piper chaba

Morikawa, Toshio,Yamaguchi, Itadaki,Matsuda, Hisashi,Yoshikawa, Masayuki

experimental part, p. 1292 - 1295 (2010/05/02)

A new amide, piperchabamide F (1), and two new phenylpropanoid glycosides, piperchabaosides A (2) and B (3), were isolated from 80% aqueous acetone extract from fruit of Piper chaba. Their stereostructures were elucidated on the basis of chemical and phys

Synthesis and odor evaluation of stereoisomers of imine derivatives in roasted spotted shrimp

Tachihara, Toru,Ishizaki, Susumu,Kurohayashi, Yoshiko,Tamura, Hiroshi,Ikemoto, Youichi,Onuma, Atsushi,Yoshikawa, Keisuke,Yanai, Tetsuya,Kitahara, Takeshi

, p. 274 - 279 (2007/10/03)

All possible stereoisomers of imine derivatives 1-4. which have the characteristic roast odor of seafood, were synthesized. As a result of odor evaluation of all isomers, we found that each isomer has a different and characteristic odor of roasted seafood.

Spectroscopy of Hydrothermal Reactions, Part 26: Kinetics of Decarboxylation of Aliphatic Amino Acids and Comparison with the Rates of Racemization

Li, Jun,Brill, Thomas B.

, p. 602 - 610 (2007/10/03)

The kinetics of decarboxylation of six α-amino acids (glycine, alanine, aminobutyric acid, valine, leucine, and isoleucine) and β-aminobutyric acid were studied in aqueous solution at 310-330 deg C and 275 bar over the pH25 range 1.5-8.5 by using an in situ FT-IR spectroscopy flow reactor. Based on the rate of formation of CO2, the first-order or pseudo-first-order rate constants were obtained along with the Arrhenius parameters. The decarboxylation rates of amino acids follow the order Gly > Leu ca. Ile ca. Val > Ala > α-Aib > β-Aib. Differences in the concentration between 0.05 and 0.5 m had only a minor effect on the decarboxylation rate. The effect of the position of the amino group on the decarboxylation rate was investigated for α-, β-, and γ-aminobutyric acid and the order was found to be α > β >> γ. Although the pH dependence is complex, the decarboxylation rates of α-amino acids qualitatively have the inverse trend of the racemization rates.

Synthesis of the four possible stereoisomers of N-2′-methylbutyl-2-Methylbutylamide, the sex pheromone of the longhorn beetle Migdolus fryanus westwood

Santangelo,Zarbin,Cass,Ferreira,Correa

, p. 3685 - 3698 (2007/10/03)

The four stereoisomers of N-2′-methylbutyl-2-methylbutylamide, the sex pheromone of the longhorn beetle Migdolus fryanus, an economically important pest of sugarcane in South America, were synthesized. The key intermediate 2-methylbutan-1-ol is commercially available only in its (S)-(-)-form. The (R)-(+)-enantiomer was obtained optically pure from methyl (S)-(+)-3-hydroxy-2-methylpropionate in five steps.

CD OF PRIMARY AMINES AND 1- OR 3-SUBSTITUTED TETRAHYDROISOQUINOLINES IN PRESENCE OF

Diener, Wolfgang,Frelek, Jadwiga,Snatzke, Guenther

, p. 954 - 965 (2007/10/02)

The syntheses of (S)-(-)-1,2-dimethyl-1,2,3,4-tetrahydroisoquinoline (IX) and S-(+)-2,3-dimethyl-1,2,3,4-tetrahydroisoquinoline (XVI) in optically pure form and with known absolute configuration is described.The CD and NMR spectra of these compounds and of most of their intermediates are given, and from these data could be deduced, that the N-methyl groups of the two bases IX and XVI adopt different conformations in solution, but the same (viz. axial) in their complexes with .

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