(R)-(-)-2-Aminobutane

Base Information

• Chemical Name: (R)-(-)-2-Aminobutane
• CAS No.: 13250-12-9
• Molecular Formula: C4H11N
• Molecular Weight: 73.138
• Hs Code.: 29211999
• European Community (EC) Number: 236-232-6
• UNII: 29HC5ICB6K
• Nikkaji Number: J63.100K
• Wikidata: Q27254421
• Mol file: 13250-12-9.mol

Synonyms:(R)-(-)-2-Aminobutane;13250-12-9;(2R)-butan-2-amine;(R)-(-)-sec-Butylamine;(R)-butan-2-amine;2-Butanamine, (R)-;2-Butanamine, (2R)-;(R)-sec-Butylamine;(R)-2-Butanamine;(1R)-1-methylpropylamine;(r)-(-)-2-butylamine;UNII-29HC5ICB6K;29HC5ICB6K;EINECS 236-232-6;(r)-2-aminobutane;(1R)-(-)-1-Methylpropylamine;(r)-(-)-but-2-ylamine;BHRZNVHARXXAHW-SCSAIBSYSA-N;2-Butanamine, (2R)- (9CI);(R)-(-)-sec-Butylamine, 99%;CS-CU-00001;SEC-BUTYLAMINE L-FORM [MI];MFCD00064416;AKOS006340928;AKOS015833074;B2917;EN300-120198;N12342;J-006182;Q27254421;F8886-8241;(R)-(-)-sec-Butylamine, purum, >=99.0% (sum of enantiomers, GC)

Chemical Property of (R)-(-)-2-Aminobutane

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 175mmHg at 25°C
• Melting Point: -105 °C
• Refractive Index: n20/D 1.393(lit.)
• Boiling Point: 62.937 °C at 760 mmHg
• PKA: 10.74±0.10(Predicted)
• Flash Point: -19.444 °C
• PSA: 26.02000
• Density: 0.742 g/cm³
• LogP: 1.44390
• Storage Temp.: Flammables area
• Sensitive.: Air Sensitive
• Water Solubility.: > 10 mg/L
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 73.089149355
• Heavy Atom Count: 5
• Complexity: 19.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-(-)-2-Aminobutane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C,N
• Hazard Codes: F,C,N,F+
• Statements: 11-34-50-35-20/22
• Safety Statements: 16-26-36/37/39-45-9-61-28A-28

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C)N
• Isomeric SMILES: CC[C@@H](C)N
• Uses: (R)-(-)-2-Aminobutane is a chiral amine plays an important role in pharmaceutical chemistry and in organic synthesis as chiral auxiliary, which is used to determine the enantiomeric excess (ee). (R)-(?)-sec-Butylamine can be used:To prepare (R)-(?)-sec-butylbis(2-hydroxyethyl)amine, an intermediate for the synthesis of aminodiphosphine ligands.As a substrate to demonstrate the stereochemistry of Mitsunobu reaction in the synthesis of secondary amines.As a model compound in the study of singlet-triplet transitions in circular dichroism.

Technology Process of (R)-(-)-2-Aminobutane

There total 35 articles about (R)-(-)-2-Aminobutane 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: 36.0%

SEC-BUTYLAMINE (33966-50-6) + sodium pyruvate (113-24-6) → (R)-sec-butylamine (13250-12-9) + L-alanin (56-41-7,25191-17-7,18875-37-1) + butanone (78-93-3)

Guidance literature:

With sodium hydroxide; potassium dihydrogenphosphate; air; phosphoric acid; In water; at 28 ℃; for 44h; pH=8; optical yield given as %ee; Microbiological reaction; Resolution of racemate;

DOI:10.1002/adsc.200800084

Reference yield: 25.2%

SEC-BUTYLAMINE (33966-50-6) → (R)-sec-butylamine (13250-12-9)

Guidance literature:

With pyridoxal 5'-phosphate; ω-transaminase from Thermomicrobium roseum; piruvate; In aq. buffer; at 85 ℃; for 12h; pH=7.5; enantioselective reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1039/c6ra15110h

Reference yield:

butanone (78-93-3) → (S)-2-aminobutane (513-49-5) + (R)-sec-butylamine (13250-12-9)

Guidance literature:

With Escherichia coli overexpressing ω-transaminase from round 11 variant from Arthrobacter sp.; pyridoxal 5'-phosphate; isopropylamine; In dimethyl sulfoxide; at 45 ℃; pH=11; optical yield given as %ee; aq. buffer; Enzymatic reaction;

DOI:10.1002/adsc.201100558

upstream raw materials:

ethyl methyl ketone oxime

(S)-2-butyl azide

(R)-(-)-2-benzyloxycarbonylaminobutane

SEC-BUTYLAMINE

Downstream raw materials:

(+)-N-sec-Butyl-N'-phenyl-thioharnstoff

D-(R)-phenylalanine

L-phenylalanine

D-Phenylalaninamide

Refernces

• 1、 Mathew, Sam,Deepankumar, Kanagavel,Shin, Giyoung,Hong, Eun Young,Kim, Byung-Gee,Chung, Taeowan,Yun, Hyungdon. "Identification of novel thermostable ω-transaminase and its application for enzymatic synthesis of chiral amines at high temperature". . p. 69257 - 69260. Retrieved 2016.
• 2、 Li, Jianjiong,Wang, Yingang,Wu, Qiaqing,Yao, Peiyuan,Yu, Shanshan,Zhu, Dunming. "Simultaneous Preparation of (S)-2-Aminobutane and d -Alanine or d -Homoalanine via Biocatalytic Transamination at High Substrate Concentration". supporting information. . Retrieved 2022/03/01.
• 3、 Franklin, Robert D.,Mount, Conner J.,Bommarius, Bettina R.,Bommarius, Andreas S.. "Separate Sets of Mutations Enhance Activity and Substrate Scope of Amine Dehydrogenase". . p. 2436 - 2439. Retrieved 2020/04/16.