CID 10419131

Base Information

• Chemical Name: CID 10419131
• CAS No.: 14044-65-6
• Molecular Formula: C4H11BO
• Molecular Weight: 85.9417
• Hs Code.: 29321900
• DSSTox Substance ID: DTXSID50930823
• Mol file: 14044-65-6.mol

Synonyms:DTXSID50930823;MFCD00012429;AKOS024462587

Chemical Property of CID 10419131

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 152mmHg at 25°C
• Melting Point: -17 °C
• Boiling Point: 68.3 °C at 760 mmHg
• Flash Point: -17 °C
• PSA: 9.23000
• Density: 0.898 g/mL at 25 °C
• LogP: -0.38710
• Storage Temp.: 2-8°C
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: REACTS
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 83.0668200
• Heavy Atom Count: 6
• Complexity: 40.8

Purity/Quality:

98% ^*data from raw suppliers

Borane-tetrahydrofuran complex ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn,Xi
• Statements: 14/15-19-22-36/37/38-41-37/38-11-67-66-40-36/37
• Safety Statements: 16-33-36/37/39-7/9-7/8-43-37/39-26-36-29-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: [B-][O+]1CCCC1
• Description: Borane tetrahydrofuran complex (BH3-THF) is widely used as a reducing agent in organic synthesis. It is also used as a reagent in hydroboration reactions.It is a charge-transfer complex that is a useful surrogate for diborane1 in organic synthesis. It can be used to reduce carboxylic acids to alcohols or nitriles to primary amines. It reacts with olefins to add the BH2 functional group. Alkyl- or arylboranes formed in this way can further react with unsaturated compounds such as olefins, imines, ketones, and alkynes (the hydroboration reaction) to make useful boron-containing intermediates.
• Uses: Borane-tetrahydrofuran complex is used to reduce Nylon surface amide groups to secondary amines.It is an important reagent used in the reduction of certain functional groups viz. aldehyde, ketone, carboxylic acid, amide, oxime, imine and nitrile. It is also used as hydro borating agent. It acts as a borane source for oxazaborolidine catalyzed asymmetric reductions. Borane-tetrahydrofuran complex is an important reagent used in the reduction of certain functional groups viz. aldehyde, ketone, carboxylic acid, amide, oxime, imine and nitrile. It is also used as hydro borating agent. It acts as a borane source for oxazaborolidine catalyzed asymmetric reductions. It is utilized to reduce nylon surface amide groups to secondary amines.

Technology Process of CID 10419131

There total 18 articles about CID 10419131 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:

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + triphenylmethane hydrodisulfide (3492-71-5) → borane-THF (14044-65-6) + triphenylmethanethiol (3695-77-0) + hydrosulfide anion (15035-72-0)

Guidance literature:

With tetrabutylammonium borohydride; In dichloromethane-d2; Inert atmosphere; Glovebox;

DOI:10.1021/ja505371z

Reference yield:

aluminium trichloride (7446-70-0) + tetrabutylammonium borohydride → borane-THF (14044-65-6) + (CH3CH2CH2CH2)4N(1+)*Al(3+)*2BH4(1-)*2Cl(1-)=(CH3CH2CH2CH2)4N[Al(BH4)2Cl2] + tetrabutylammonium diborohydride (40001-25-0)

Guidance literature:

In tetrahydrofuran; addn. of AlCl3 to Bu4NBH4 (molar ratio B:Al=1:1); not isolated, detd. by (11)B-NMR spectrocopy;

Reference yield:

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + sodium tetrahydroborate (16940-66-2) → borane-THF (14044-65-6)

Guidance literature:

With dimethyl sulfate; at -10 ℃;

DOI:10.3390/molecules22122032

upstream raw materials:

tetrahydrofuran

methanesulfonic acid

aluminium trichloride

aluminium bromide

Downstream raw materials:

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

ethylmethylphenylphosphine borane complex

ethylmethylphenylphosphine borane complex

Triisopropyl borate

Refernces

• 1、 Mohan, Lakavathu,Nagaraju, Miriyala,Periasamy, Mariappan,Venkanna, Boda. "Methods for the Synthesis of Piperazine Derivatives Containing a Chiral Bi-2-naphthyl Moiety". . p. 127 - 134. Retrieved 2020.
• 2、 Erb, William,Kadari, Lingaswamy,Al-Mekhlafi, Khadega,Roisnel, Thierry,Dorcet, Vincent,Radha Krishna, Palakodety,Mongin, Florence. "Functionalization of 3-Iodo-N,N-Diisopropylferrocene-Carboxamide, a Pivotal Substrate to Open the Chemical Space to 1,3-Disubstituted Ferrocenes". . p. 832 - 850. Retrieved 2020.