2-methylpropan-2-amine borane

• ChemBase ID: 137736
• Molecular Formular: C4H14BN
• Molecular Mass: 86.97166
• Monoisotopic Mass: 87.12192985
• SMILES: B.CC(C)(C)N
• Canonical SMILES: CC(N)(C)C.B
• InChI: InChI=1S/C4H11N.BH3/c1-4(2,3)5;/h5H2,1-3H3;1H3
• InChIKey: GKFJEDWZQZKYHV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methylpropan-2-amine borane
• IUPAC Traditional name: erbumine borane
• Synonyms: NSC 114045; Trihydro(2-methyl-2-propanamine) boron; tert-Butylamine borane; Borane tert-butylamine complex; tert-Butylamine-borane; Borane-tert-butylamine complex; 叔丁基胺硼烷; 甲硼烷-叔丁胺络合物; 硼烷-叔丁胺络合物

Database IDs

• CAS Number: 7337-45-3
• EC Number: 230-851-5
• MDL Number: MFCD00075635
• Beilstein Number: 4134905
• PubChem SID: 24849571; 24851852; 162231997; 24850855
• PubChem CID: 6364547

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -2.6013281
• LogD (pH = 7.4): -2.3995833
• Log P: 0.42850077
• Molar Refractivity: 23.7244 cm^3
• Polarizability: 9.648022 Å^3
• Polar Surface Area: 26.02 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: pellets; powder
• Melting Point: 93-97 °C; 96-98°C; 98-100 °C (dec.)(lit.)
• Density: 0.870

Safety Information

• RTECS: EO3900000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811; UN2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Risk Statements: 21-25-36/37/38
• Safety Statements: 20-26-36/37-45; 26-36/37-45
• TSCA Listed: 是
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H315-H319-H335
• GHS Precautionary statements: P261-P280-P301 + P310-P305 + P351 + P338-P312; P261-P301+P310-P305+P351+P338-P361-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: ≥97.0% (N); 97%
• Grade: purum
• Diameter: 11 mm
• Weight: ~0.4 g (pellet)
• Linear Formula: (CH3)3CNH2 · BH3

DETAILS

Sigma Aldrich - 180211

Packaging
25, 100 g in glass bottle
Application
Reactant involved in:
• Non-destructive analyses and conservation treatments of Indian drawings1
• Dehydrogenation reactions mediated by ruthenium bidentate phosphine complexes2 or ruthenium / iridium bis(N-heterocyclic carbene) complexes3
• The formation of σ-borane complexes4
• Ethanolysis of amine-borane adducts to form a reducing system for transfer hydrogenation of terminal olefins5
• Photochemical hydroboration and oxidation of single-walled carbon nanotubes6

Sigma Aldrich - 197939

Application
A water-soluble borane reducing agent
Reactant involved in:
• Non-destructive analyses and conservation treatments of Indian drawings1
• Dehydrogenation reactions mediated by ruthenium bidentate phosphine complexes2 or ruthenium / iridium bis(N-heterocyclic carbene) complexes3
• The formation of σ-borane complexes4
• Ethanolysis of amine-borane adducts to form a reducing system for transfer hydrogenation of terminal olefins5
• Photochemical hydroboration and oxidation of single-walled carbon nanotubes6

Sigma Aldrich - 15582

Other Notes
Review1

REFERENCES

• Solid, water-soluble reducing agent. For use in stereoselective reduction of a steroidal ketone, see: Synth. Commun., 11, 875 (1981). Reduces aldehydes, generated in situ by hydrolysis of acetals with aqueous triflic acid in THF, to primary alcohols: Synlett, 59 (1999). For a review of amine boranes as selective reducing and hydroborating agents, see: Org. Prep. Proced. Int., 16, 335 (1984).