34985-37-0

Basic information

• Product Name: (S)-(-)-2-METHYLBUTYLAMINE
• Synonyms: RARECHEM AL BW 2191;(S)-(-)-2-METHYLBUTYLAMINE;S(-)-2-METHYL-1-BUTYLAMINE;(S)-1-AMINO-2-METHYLBUTANE;(S)-(-)-2-METHYLBUTYLAMINE, 98+%;(S)-(-)-1-Amino-2-methylbutane hydrochloride;(2S)-2-Methyl-1-butanamine;(2S)-2-Methylbutane-1-amine
• CAS NO: 34985-37-0
• Molecular Formula: C₅H₁₃N
• Molecular Weight: 87.16
• EINECS: 252-307-6
• Product Categories: Amines;Chiral Building Blocks;Organic Building Blocks
• Mol File: 34985-37-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 40-45 °C12 mm Hg(lit.)
• Flash Point: 38 °F
• Appearance: CLEAR COLOURLESS TO LIGHT BROWN LIQUID
• Density: 0.756 g/mL at 20 °C(lit.)
• Vapor Pressure: 52.4mmHg at 25°C
• Refractive Index: n20/D 1.4126(lit.)
• Storage Temp.: Flammables area
• PKA: 10.75±0.10(Predicted)
• Water Solubility: Fully miscible in water.
• Sensitive: Air Sensitive
• BRN: 1718807
• CAS DataBase Reference: (S)-(-)-2-METHYLBUTYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-2-METHYLBUTYLAMINE(34985-37-0)
• EPA Substance Registry System: (S)-(-)-2-METHYLBUTYLAMINE(34985-37-0)

Safety Data

• Hazard Codes: F,C
• Statements: 11-20/21/22-34
• Safety Statements: 16-26-36/37/39-45
• RIDADR: UN 2733 3/PG 2
• WGK Germany: 3
• F: 10-34
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 34985-37-0(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR COLOURLESS TO LIGHT BROWN LIQUID

Uses

(S)-(-)-2-Methylbutylamine is used as aintermediate in organic synthesis, as pharmaceutical intermediate.

InChI:InChI=1/C5H13N/c1-3-5(2)4-6/h5H,3-4,6H2,1-2H3/t5-/m0/s1

Upstream product

• 29394-58-9 (S)-1-iodo-2-methyl-butane 
• 73-32-5 L-isoleucine 
• 68-12-2 N,N-dimethyl-formamide 
• 41764-13-0 (R)-2-(2-methyl-butyl)-isoindole-1,3-dione 
• 114284-81-0 N-bis(trimethylsilyl)-(S)-2-methylbutylamine 
• 534-00-9 (S)-2-methylbutyl bromide 
• 38261-81-3 (S)-2-methylbutyl tosylate 
• 1565-80-6 (2S)-2-methyl-1-butanol 
• 4435-54-5 2-Methylene-1-butanol 
• 866487-68-5 2-(2-methylene-butyl)-isoindole-1,3-dione 
• 25570-03-0 (+)-(S)-2-methylbutane nitrile 
• 104835-33-8 (S)-2-(2-methyl-butyl)-isoindole-1,3-dione 
• 129539-82-8 (S)-(-)-2-methylbutylamine hydrochloride 
• 16885-26-0 (S)-2-methyl-butyraldehyde (Ξ)-oxime 

Downstream Products

• 118233-29-7 Boc-(3R,4S)-4-amino-5-cyclohexyl-2,2-difluoro-3-oxopentanoic acid (S)-2-methylbutylamide 
• 100002-56-0 [(S)-1-{(S)-1-[(S)-1-Hydroxy-2-((S)-2-methyl-butylcarbamoyl)-ethyl]-3-methyl-butylcarbamoyl}-2-(1H-imidazol-4-yl)-ethyl]-carbamic acid benzyl ester 
• 124322-05-0 N-<4-(S)-<(tert-butyldimethylsilyl)oxy>-5(S)-<(tert-butyloxycarbonyl)amino>-6-cyclohexyl-2(S)-isopropylhexanoyl>-2(S)-methylbutylamine 
• 134915-99-4 (4S,5S)-4-Cyclohexylmethyl-2,2-dimethyl-5-[(S)-1-((S)-2-methyl-butylcarbamoyl)-pent-4-enyl]-oxazolidine-3-carboxylic acid tert-butyl ester 
• 114284-95-6 (S)-5-Oxo-1-(toluene-4-sulfonyl)-pyrrolidine-2-carboxylic acid ((S)-2-methyl-butyl)-amide 
• 73-32-5 L-isoleucine 
• 1509-35-9 D-alloisoleucine 
• 135306-19-3 p-nitrobenzoic acid (N-2-methylbutyl)amide 
• 1026701-65-4 N-[(1S,2R)-2-hydroxy-3-[((2S)-2-methylbutyl)amino]-1-(phenylmethyl)propyl]-carbamic acid 1,1-dimethylethyl ester 
• 185212-69-5 N-benzyloxycarbonyl-(2S)-aminobutyryl-L-proline-(2S)-methylbutylamide 
• 114284-85-4 N-p-tosylamidocarbonyl-2-methylbutylamine 
• 4404-51-7 (S)-2-Methyl-butyl-isothiocyanat 
• 1066865-57-3 C₂₆H₃₇N₃O₆S 

Relevant articles and documents

Organocatalytic Decarboxylation of Amino Acids as a Route to Bio-based Amines and Amides

Amino acids obtained by fermentation or recovered from protein waste hydrolysates represent an excellent renewable resource for the production of bio-based chemicals. In an attempt to recycle both carbon and nitrogen, we report here on a chemocatalytic, metal-free approach for decarboxylation of amino acids, thereby providing a direct access to primary amines. In the presence of a carbonyl compound the amino acid is temporarily trapped into a Schiff base, from which the elimination of CO2 may proceed more easily. After evaluating different types of aldehydes and ketones on their activity at low catalyst loadings (≤5 mol%), isophorone was identified as powerful organocatalyst under mild conditions. After optimisation many amino acids with a neutral side chain were converted in 28–99 % yield in 2-propanol at 150 °C. When the reaction is performed in DMF, the amine is susceptible to N-formylation. This consecutive reaction is catalysed by the acidity of the amino acid reactant itself. In this way, many amino acids were efficiently transformed to the corresponding formamides in a one-pot catalytic system.

One-pot sequence for the decarboxylation of α-amino acids

Treatment of an α-amino acid with N-bromosuccinimide in water at pH 5 or in an alcoholic-aqueous ammonium chloride mixture, followed by addition of nickel(II) chloride and sodium borohydride, effected an overall decarboxylation via an intermediate nitrile to afford the corresponding amine in good yield.

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

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 .