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654213

Sigma-Aldrich

2-Methylpyridine borane complex

95%

Sinonimo/i:

2-Picoline borane complex

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About This Item

Numero CAS:
3999-38-0
Numero MDL:
MFCD11042668
Codice UNSPSC:
12352005
ID PubChem:
24884021
NACRES:
NA.22

Saggio

95%

Stato

solid

Impiego in reazioni chimiche

reagent type: reductant

Temperatura di conservazione

2-8°C

Stringa SMILE

CC1=NC=CC=C1.B

InChI

1S/C6H7N.B/c1-6-4-2-3-5-7-6;/h2-5H,1H3;
QHXLIQMGIGEHJP-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

2-Methylpyridine borane complex is a nontoxic alternate to the reducing agent sodium cyanoborohydride.

Applicazioni

2-Methylpyridine borane complex solution (2-Picoline borane complex) was used as reducing agent for the labeling of oligosaccharides by reductive amination. It may be used in the following studies:
  • Synthesis of alkoxyamine derivatives, via reduction of oxime ethers.
  • Reductive amination reactions of C1-C10 aldehyde 2,4-dinitrophenylhydrazones.
  • Synthesis of various trifluoromethylated amino compounds.
  • An alternative reagent for reductive aminations.
Environmentally benign reducing agent

Reactant for:
Reductive amination
N-Benzyl-protection of amino acid derivatives by reductive alkylation
Reductive alkoxyamination

Pittogrammi

FlameExclamation mark
GHS02,GHS07

Avvertenze

Danger

Indicazioni di pericolo

H261,H315,H319,H335

Classi di pericolo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3 - Water-react 2

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

4.3 - Hazardous materials which set free flammable gases upon contact with water

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

212.0 °F - closed cup

Punto d’infiammabilità (°C)

100 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificati d'analisi (COA)

Lot/Batch Number
SHBN5082
SHBN5083
SHBM2077
SHBK7324
SHBK7323

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One-pot synthesis of alkoxyamine derivatives by reductive alkoxyamination with a 2-picoline-borane complex.
Kawase Y , et al.
Heterocycles, 78(2), 463-470 (2009)
Maaike M Appeldoorn et al.
Carbohydrate research, 381, 33-42 (2013-09-24)
In order to use corn fiber as a source for bioethanol production the enzymatic hydrolysis of the complex glucuronoarabinoxylans present has to be improved. Several oligosaccharides present in the supernatant of mild acid pretreated and enzymatically saccharified corn fiber that
Shigehisa Uchiyama et al.
Analytical chemistry, 81(1), 485-489 (2008-12-06)
A new method for the determination of carbonyls in air using 2,4-dinitrophenylhydrazine (DNPH) has been developed. The traditional method for the measurement of carbonyl compounds, using DNPH to form the corresponding 2,4-dinitrophenylhydrazone (DNPhydrazone) derivatives, is subject to analytical errors because
Sato, S. et al
Tetrahedron, 60, 7899-7899 (2004)
Trifluoroacetaldehyde: A useful industrial bulk material for the synthesis of trifluoromethylated amino compounds.
Mimura H, et al.
Journal of Fluorine Chemistry, 131(4), 477-486 (2010)
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Articoli

Reductive amination with 2-picoline-borane complex

2-picoline-borane (pic-BH3) is an excellent alternative reagent for reductive aminations.

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