morpholine borane

• ChemBase ID: 75250
• Molecular Formular: C4H12BNO
• Molecular Mass: 100.95518
• Monoisotopic Mass: 101.10119441
• SMILES: O1CCNCC1.B
• Canonical SMILES: C1CNCCO1.B
• InChI: InChI=1S/C4H9NO.BH3/c1-3-6-4-2-5-1;/h5H,1-4H2;1H3
• InChIKey: IFVAHVOGOBRFSP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: morpholine borane
• IUPAC Traditional name: morpholine borane
• Synonyms: Borane morpholine complex; NSC 93813; Trihydro(morpholine-N4)boron; Morpholineborane; Borane morpholine complex; Morpholine borane; Borane-morpholine complex; 吗啉硼烷; 硼烷吗啉络合物; 硼烷-吗啉,络合物 97%

Database IDs

• CAS Number: 4856-95-5
• EC Number: 225-450-7
• MDL Number: MFCD00066736
• PubChem SID: 162040168; 24850854
• PubChem CID: 6327109

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -3.218641
• LogD (pH = 7.4): -1.5465257
• Log P: -0.41137892
• Molar Refractivity: 23.7679 cm^3
• Polarizability: 9.589044 Å^3
• Polar Surface Area: 21.26 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 93-95°C; 97-99 °C(lit.)

Safety Information

• RTECS: QD8530000
• European Hazard Symbols: Corrosive (C); Flammable (F); X
• UN Number: 3263; UN2925
• German water hazard class: 3
• Hazard Class: 4.1; 8
• Packing Group: 2; II
• Risk Statements: 11-22-34; 34
• Safety Statements: 16-26-36/37/39-45; 26-27-28-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H228-H301-H314-H318; H314
• GHS Precautionary statements: P210-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3263 8/PG 2

Product Information

• Purity: 95%; 97%
• Empirical Formula (Hill Notation): C4H12BNO

DETAILS

Sigma Aldrich - 180203

Packaging
5, 25 g in glass bottle
Application
Reactant involved in:
• Ethanolysis producing a reducing system1
• Being a reducing agent for synthesis of Rh nanoparticle / carbon nanotube catalysts2
• Stereoselective and regioselective reduction of steroidal ketones3
• Methanolic cleavage4

REFERENCES

• Selective reducing agent. Reactivity in carbonyl reductions is increased in acidic media: J. Am. Chem. Soc., 92, 4203 (1970); J. Chem. Soc., Perkin 2, 1948 (1973). For a review of amine boranes as selective reducing and hydroborating agents, see: Org. Prep. Proced. Int., 16, 335 (1984).
• Treatment with n-BuLi generates the lithium aminoborohydride, a powerful reducing agent similar to LiAH₄ in its reducing power, but air-stable and non-pyrophoric: J. Org. Chem., 59, 6378 (1994).