4856-95-5

Basic information

• Product Name: Morpholineborane
• Synonyms: TETRAHYDRO-P-OXAZINE BORANE;MORPHOLINE BORANE;Borane, compound with morpholine;Morpholine, boron complex;Borane-Morpholine coMplex, 97% 25GR;Borane Morpholine coMplex 95%;NSC 93813;Trihydro(morpholine-N4)boron
• CAS NO: 4856-95-5
• Molecular Formula: BH₃*C₄H₉NO
• Molecular Weight: 100.96
• EINECS: 225-450-7
• Product Categories: Synthetic Organic Chemistry;B (Classes of Boron Compounds);Boranes;Reduction
• Mol File: 4856-95-5.mol
• Article Data: 11

Chemical Properties

• Melting Point: 97-99 °C(lit.)
• Boiling Point: 128.9 °C at 760 mmHg
• Flash Point: 35.6 °C
• Appearance: /solid
• Vapor Pressure: 10.4mmHg at 25°C
• Storage Temp.: Refrigerator
• Water Solubility: MAY DECOMPOSE
• CAS DataBase Reference: Morpholineborane(CAS DataBase Reference)
• NIST Chemistry Reference: Morpholineborane(4856-95-5)
• EPA Substance Registry System: Morpholineborane(4856-95-5)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-36/37/38
• Safety Statements: 26-27-28-36/37/39-45
• RIDADR: UN 3263 8/PG 2
• WGK Germany: 3
• RTECS: QD8530000
• TSCA: Yes
• HazardClass: 4.3
• PackingGroup: II
• Hazardous Substances Data: 4856-95-5(Hazardous Substances Data)

Usage

Chemical Properties

Morpholineborane is colorless to white crystalline powder

Uses

Morpholineborane can be used as reducing agent for aldehydes and ketones. It is use-ful in acid media where sodium borohydride is inef-fectual because of its instability in acid.

Application

Borane morpholine complex is used as a pH adjustment additive in fossil fuel and steam systems as a corrosion inhibitor. Reactant involved in:Ethanolysis producing a reducing systemBeing a reducing agent for synthesis of Rh nanoparticle / carbon nanotube catalystsStereoselective and regioselective reduction of steroidal ketonesMethanolic cleavage

InChI:InChI=1/C4H9NO.B.3H/c1-3-6-4-2-5-1;;;;/h5H,1-4H2;;;;/q;+3;3*-1

Upstream product

• 110-91-8 morpholine 
• 19287-45-7 diborane 
• 16940-66-2 sodium tetrahydroborate 
• 10024-89-2 morpholin hydrochloride 
• 14905-85-2 morpholino carbamate 
• 10043-11-5 borane-ammonia complex 
• 109-63-7 trifluoroborane diethyl ether 

Downstream Products

• 45422-42-2 morpholinium 
• 1333-74-0 hydrogen 
• 11113-50-1 boric acid 
• 63833-44-3 morpholino(p-tolyl)methanone 
• 1468-28-6 4-benzoylmorpholine 
• 110-91-8 morpholine 
• 150-46-9 triethyl borate 
• 23328-69-0 4-chloromorpholine 
• 16887-00-6 chloride 

Relevant articles and documents

Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes

Here, a photocatalytic deoxygenative amidation protocol using readily available amine-boranes and carboxylic acids is described. This approach features mild conditions, moderate-to-good yields, easy scale-up, and up to 62 examples of functionalized amides with diverse substituents. The synthetic robustness of this method was also demonstrated by its application in the late-stage functionalization of several pharmaceutical molecules.

Amine-boranes as Dual-Purpose Reagents for Direct Amidation of Carboxylic Acids

Amine-boranes serve as dual-purpose reagents for direct amidation, activating aliphatic and aromatic carboxylic acids and, subsequently, delivering amines to provide the corresponding amides in up to 99% yields. Delivery of gaseous or low-boiling amines as their borane complexes provides a major advantage over existing methodologies. Utilizing amine-boranes containing borane incompatible functionalities allows for the preparation of functionalized amides. An intermolecular mechanism proceeding through a triacyloxyborane-amine complex is proposed.

PREPARATION OF AMINE-BORANES, INCLUDING AMMONIA BORANE

Disclosed herein is a method for preparing amine-boranes.