Pyridine borane

Base Information

• Chemical Name: Pyridine borane
• CAS No.: 110-51-0
• Deprecated CAS: 67571-42-0,878775-62-3
• Molecular Formula: C5H8BN
• Molecular Weight: 92.9362
• Hs Code.: 29333990
• DSSTox Substance ID: DTXSID1051569
• Mol file: 110-51-0.mol

Synonyms:pyridine borane

Chemical Property of Pyridine borane

Chemical Property:

• Appearance/Colour: clear to slightly hazy colorless to amber liquid
• Vapor Pressure: 22.8mmHg at 25°C
• Melting Point: 10-11 °C(lit.)
• Refractive Index: 1.530 - 1.532
• Boiling Point: 1575 ℃
• Flash Point: 21 °C
• PSA: 3.88000
• Density: 0.92 g/cm³
• LogP: -0.89740
• Storage Temp.: 2-8°C
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: reacts slowly
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 90.0515043
• Heavy Atom Count: 7
• Complexity: 30.9

Purity/Quality:

99% ^*data from raw suppliers

Borane pyridine complex ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, T, T+
• Hazard Codes: F,T,T+
• Statements: 10-15-20-24/25-36/38-44-36/37/38-26
• Safety Statements: 26-36/37-43-45-36/37/39-28A-28

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Metals -> Metalloid Compounds (Boron)
• Canonical SMILES: [B].C1=CC=NC=C1
• Uses: Borane-pyridine complex is used for synthesis of α-alkyl-β-hydroxy esters and preparation of Igs conjugated with viral peptide epitopes. It is used as reducing agent for high performance liquid chromatography analysis of oligosaccharides. It is also used as modifier in decant oil affecting its carbonization to mesophase pitch.

Technology Process of Pyridine borane

There total 34 articles about Pyridine borane 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: 99.0%

pyridine (110-86-1) + sodium tetrahydroborate (16940-66-2) → borane pyridine (110-51-0)

Guidance literature:

With iodine; In pyridine; byproducts: NaI, H2; addn. of I2 to Na(BH4) in excess C5H5N, removal of excess C5H5N, extn. of residue with CCl4; evapn.;;

DOI:10.1021/ja00989a013

Reference yield: 96.0%

sulfur (10544-50-0) + sodium tetrahydroborate (16940-66-2) → borane pyridine (110-51-0)

Guidance literature:

With pyridine; In pyridine; to NaBH4 in a flask at 10°C is added pyridine, then is slowly added sulfur (2 h); the amine is evapd., to the residue is added benzene, the solvent is after 1 d removed, elem. anal.;

Reference yield: 95.0%

pyridine (110-86-1) + diborane (19287-45-7) → borane pyridine (110-51-0)

Guidance literature:

In pentane; introduction of B2H6 (freshly prepared from (C2H5)2O*BF3 and Na(BH4)) into C5H5N in pentane; removal of solvent;;

DOI:10.1016/0022-1902(68)80283-0

upstream raw materials:

sodium tetrahydroborate

pyridine

hydrogen

diborane

Downstream raw materials:

tris(2-phenylpropyl)borane

pyridine

hydrogen

boric acid

Refernces

• 1、 Greenwood, Norman N.,Kennedy, John D.,Reed, David. "Reactions of the Octahydrotriborate(1-) Anion, -, with Some Complexes of Cobalt(I), Cobalt(II), Rhodium(I), and Iridium(I), and the Characterization of the 'Borallyl' Complex III(η3-B3H7)(CO)H(PPh3)2>". . p. 196 - 200. Retrieved 1980.
• 2、 Ford,Kalb,Mcclelland,Muetterties. "Chemistry of boranes. XV. Synthesis of diborane from boric oxide". . p. 1032 - 1035. Retrieved 1964.
• 3、 Kikugawa,Kawase. "-". . p. 1279. Retrieved 1977.
• 4、 Taylor et al.. "". . p. 1506. Retrieved 1955.
• 5、 Aoyama, Yasuhiro,Fujisawa, Takeshi,Watanabe, Takamichi,Toi, Hiroo,Ogoshi, Hisanobu. "Catalytic Reactions of Metalloporphyrins. 1. Catalytic Modifikation of Borane Reduction of Ketone with Rhodium(III) Porphyrin as Catalyst". . p. 943 - 947. Retrieved 1986.
• 6、 Brown et al.. "-". . p. 325,328. Retrieved 1942.
• 7、 Lemaire, Sébastien,Zhdanko, Alexander,van der Worp, Boris A.. "Coordination Chemistry of Borane in Solution: Application to a STING Agonist". . . Retrieved 2022/04/09.
• 8、 Morimoto, Mariko,Cao, Wendy,Bergman, Robert G.,Raymond, Kenneth N.,Toste, F. Dean. "Chemoselective and Site-Selective Reductions Catalyzed by a Supramolecular Host and a Pyridine-Borane Cofactor". supporting information. p. 2108 - 2114. Retrieved 2021/02/06.