oxolane borane

• ChemBase ID: 136015
• Molecular Formular: C4H11BO
• Molecular Mass: 85.94054
• Monoisotopic Mass: 86.09029537
• SMILES: B.C1CCOC1
• Canonical SMILES: C1CCCO1.B
• InChI: InChI=1S/C4H8O.BH3/c1-2-4-5-3-1;/h1-4H2;1H3
• InChIKey: RMCYTHFAWCWRFA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: oxolane borane
• IUPAC Traditional name: tetrahydrofuran borane
• Synonyms: Borane tetrahydrofuran complex solution; Borane-tetrahydrofuran complex, 1M soln. in THF; Trihydro(tetrahydrofuran)boron; BTHF; Borane-tetrahydrofuran complex, 1M soln. in THF, stab. with 5mmol NaBH4; 硼烷四氢呋喃络合物 溶液; 四氢呋喃硼烷络合物,1M THF溶液, 氩气下可重封的ChemSeal™瓶包装; 四氢呋喃硼烷,1M 在四氢呋喃溶剂中,以5mmol NaBH

Database IDs

• CAS Number: 14044-65-6
• EC Number: 237-881-8
• MDL Number: MFCD00012429
• Beilstein Number: 3668402
• PubChem SID: 24850560; 162230286; 24883750
• PubChem CID: 11062302

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.53034693
• LogD (pH = 7.4): 0.53034693
• Log P: 0.53034693
• Molar Refractivity: 20.5535 cm^3
• Polarizability: 8.060449 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Liquid
• Boiling Point: 35 °C
• Flash Point: 1 °F; 1.4 °F; -17 °C; -21°C(-8°F); -22 °F; -30 °C
• Density: 0.846 g/mL at 25 °C; 0.87 g/mL at 20 °C; 0.878; 0.880 g/mL at 25 °C; 0.898 g/mL at 25 °C

Safety Information

• Storage Warning: Air & Moisture Sensitive
• European Hazard Symbols: Flammable (F); Irritant (Xi); Harmful (Xn)
• UN Number: 3399; UN3148
• German water hazard class: 3
• Hazard Class: 4.3
• Packing Group: 1; I
• Risk Statements: 11-14/15-19-22-36/37/38-66-67; 11-14/15-19-22-37/38-41; 11-14/15-19-36/37; 11-14/15-19-37/38-41; 14/15-19-22-36/37/38
• Safety Statements: 16-26-29-33-36; 16-26-33-43; 16-26-43; 16-33-36/37/39-7/9; 7/8-9-16-23-26-30-33-36/37/39-43-60
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H260-H302-H315-H318-H335; H225-H260-H318-H315-H351-H335-H303; H225-H260-H319-H335
• GHS Precautionary statements: P210-P223-P231 + P232-P261-P370 + P378-P422; P210-P231+P232-P303+P361+P353-P305+P351+P338-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3399 4.3/PG 1
• Supplemental Hazard Statements: May form explosive peroxides.
• Storage Temperature: 2-8°C

Product Information

• Purity: 95+%
• Concentration: ~1 M in THF; 1.0 M in THF; 1.5 M in THF and ether; 1M soln. in THF
• Grade: purum; technical grade
• Packaging: packaged under Argon in resealable ChemSeal? bottles
• Impurities: ≤20% diethylether
• Contains: <0.005 M sodium borohydride as stabilizer; 0.005 M N-Isopropyl-N-methyl-tert-butylamine as stabilizer
• Linear Formula: BH3OC4H8

DETAILS

Sigma Aldrich - 176192

Application
Used to reduce Nylon surface amide groups to secondary amines.1
New, Safer, NIMBA-Stabilized BH3 THF Solutions
Packaging
4×25, 100, 800 mL in Sure/Seal™

Sigma Aldrich - 650412

Application
This useful reagent for reductions1 and other transformations is now safer in transport utilizing this new stabilizer
Used to reduce nylon surface amide groups to secondary amines.
New, Safer, NIMBA-Stabilized BH3 THF Solutions
Packaging
4×25, 100, 800 mL in Sure/Seal™
8, 18 L in Kilo-Lab™
View returnable container options.

Sigma Aldrich - 436879

Application
New, Safer, NIMBA-Stabilized BH3 THF Solutions

Sigma Aldrich - 15594

Other Notes
Reducing agent1; Selective reduction of certain oximes to hydroxylamines2; Preparation of chiral boranes as Lewis acid mediators3,4
Application
New, Safer, NIMBA-Stabilized BH3 THF Solutions

REFERENCES

• Hydroboration, followed by reaction of the trialkylborane with a diazoketone to give a homologated ketone: Org. Synth. Coll., 6, 919 (1988). In situ generation of "disiamyl" borane from 2-methyl-2-butene, and use of this reagent in selective hydroboration reactions: Org. Synth. Coll., 7, 258 (1990). Preparation of di-3-pinanylborane from (-)-ɑ-pinene, and its use in asymmetric hydroborations, see: Org. Synth. Coll., 7,339 (1990).
• For other reactions of borane, see Borane-dimethyl sulfide complex, L07705.
• Examples of hydroboration reactions:
• For use in the reduction of carboxylic acids to alcohols, see: Org. Synth. Coll., 7, 221 (1990).