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Merck
모든 사진(1)

문서

179752

Sigma-Aldrich

Borane pyridine complex

~8 M BH3

동의어(들):

NSC 10219, NSC 53324, Pyridine borane, Trihydro(pyridine)boron

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모든 사진(1)

About This Item

실험식(Hill 표기법):
C5H8BN
CAS Number:
110-51-0
Molecular Weight:
92.93
MDL number:
MFCD00012435
UNSPSC 코드:
12352005
eCl@ss:
39151701
PubChem Substance ID:
24850651
NACRES:
NA.22

형태

liquid

반응 적합성

reagent type: reductant

농도

~8 M BH3

refractive index

n20/D 1.532 (lit.)

mp

10-11 °C (lit.)

density

0.92 g/mL at 25 °C (lit.)

저장 온도

2-8°C

SMILES string

[BH3-][n+]1ccccc1

InChI

1S/C5H8BN/c6-7-4-2-1-3-5-7/h1-5H,6H3

InChI key

LPGWNCNRGQANGC-UHFFFAOYSA-N

애플리케이션

Borane pyridine complex is commonly used as a reducing reagent for the reductive amination of aldehydes and ketones. It is the precursor to synthesize carbon-based material, BC4N. Along with iodine, it can be used as a reagent for hydroboration of alkenes and alkynes.
Used for:
  • Investigations of site energy distribution functions from Toth isotherm for adsorption of gases on heterogeneous surfaces
  • Preparation of α−alkyl-β-hydroxy esters
  • Regioselective immobilization of short oligonucleotides to acrylic copolymer gels
  • Preparation of Igs conjugated with viral peptide epitopes
  • Sintering of silicon carbide

Reducing agent for high performance liquid chromatography analysis of oligosaccharides

Modifier in decant oil affecting its carbonization to mesophase pitch

주의사항

May darken in storage.

기타 정보

may contain excess pyridine

픽토그램

FlameSkull and crossbones
GHS02,GHS06

신호어

Danger

유해 및 위험 성명서

H225,H301 + H311,H315,H319,H330

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point (°F)

69.8 °F

Flash Point (°C)

21 °C

시험 성적서(COA)

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Analytical chemistry, 80(3), 713-720 (2008-01-11)
A sequential reaction methodology is employed for the complete derivatization of protein thiols, amines, and acids in high purity under denaturing conditions. Following standard thiol alkylation, protein amines are modified via reductive methylation with formaldehyde and pyridine-borane. Protein acids are
Synthetic Communications, 23, 789-789 (1993)
Matthew A Zajac
The Journal of organic chemistry, 73(17), 6899-6901 (2008-08-06)
Efforts to couple 4 with 12 employing base mediation are problematic due to the formation of 6. To circumvent this issue, 12 was converted to the pyridine borane complex (13). Alkylation of 4 with 13 provided 3 after removal of
Reductive aminations of ketones and aldehydes using borane-pyridine.
Pelter, Andrew et al.
Journal of the Chemical Society, 717-720 (1984)
T Miron et al.
Analytical biochemistry, 440(1), 12-14 (2013-05-28)
In this note, we describe a method devised to detect, by means of mass spectrometry (MS), tryptophan-containing peptides and proteins using pyridine-borane. This reagent selectively reduces tryptophan residues, converting them to 2,3-dihydro-tryptophan, thereby enabling quantitation of tryptophans.
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