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Lithium Triethylborohydride (ca. 12% in Tetrahydrofuran, ca. 1.0mol/L)
(CAS RN:22560-16-3 Product Number:L0190)

Structure

Lithium Triethylborohydride

General Information

Product Number L0190

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Purity/Analysis Method
Storage Temperature
M.F. / M.W. C6H16BLi=105.94
CAS RN 22560-16-3
Related CAS RN
MDL Number MFCD00011703
  • Product Details
  • Safety & Regulations
  • Reference & Application

Specification

Concentration(Neutralization titration) 12.0 to 14.0 w/w%

References

Beilstein 4(4)4359
Reaxys-RN 4151240
PubChem SID 253660352
Merck Index(14) 5544
F&F 17,172

GHS

Pictogram
Signal Word Danger
Hazard Statements
  • H225
  • :Highly flammable liquid and vapor.
  • H260
  • :In contact with water releases flammable gases which may ignite spontaneously.
  • H302
  • :Harmful if swallowed.
  • H314
  • :Causes severe skin burns and eye damage.
  • H335
  • :May cause respiratory irritation.
  • H371
  • :May cause damage to Nervous System.
  • H372
  • :Causes damage to Liver, Nervous System, Kidney through prolonged or repeated exposure.
Precautionary Statements
  • P210
  • :Keep away from heat, sparks, open flames and hot surfaces. – No smoking.
  • P223
  • :Do not allow contact with water.
  • P231+P232
  • :Handle under inert gas. Protect from moisture.
  • P233
  • :Keep container tightly closed.
  • P240
  • :Ground and bond container and receiving equipment.
  • P241+P242+P243
  • :Use explosion-proof electrical, ventilating and lighting equipment. Use only non-sparking tools. Take precautionary measures against static discharge.
  • P260
  • :Do not breathe mist, vapors or spray.
  • P264
  • :Wash hands and face thoroughly after handling.
  • P270
  • :Do not eat, drink or smoke when using this product.
  • P271
  • :Use only outdoors or in a well-ventilated area.
  • P280
  • :Wear protective gloves, protective clothing, face protection.
  • P301+P330+P331+P310
  • :If swallowed: Rinse mouth. Do NOT induce vomiting. Immediately call a poison center or doctor.
  • P303+P361+P353+P310+P363
  • :If on skin (or hair): Take off immediately all contaminated clothing. Rinse skin with water or shower. Immediately call a poison center or doctor. Wash contaminated clothing before reuse.
  • P304+P340+P310
  • :If inhaled: Remove person to fresh air and keep comfortable for breathing. Immediately call a poison center or doctor.
  • P305+P351+P338+P310
  • :If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a poison center or doctor.
  • P308+P311
  • :If exposed or concerned: Call a poison center or doctor.
  • P335+P334
  • :Brush off loose particles from skin. Immerse in cool water or wrap with wet bandages.
  • P370+P378
  • :In case of fire: Use dry chemical or dry sand to extinguish.
  • P402+P404
  • :Store in a dry place. Store in a closed container.
  • P403+P233
  • :Store in a well-ventilated place. Keep container tightly closed.
  • P405
  • :Store locked up.
  • P501
  • :Dispose of contents and container in accordance with local, regional, national regulations (e.g. US: 40 CFR Part 261, EU:91/156/EEC, JP: Waste Disposal and Cleaning Act, etc.).

Transport Information

UN Number 3399
Class 4.3/3
Packing Group I
HS Number 3822.00.5090

Application

An Efficient Synthesis of Phenanthridines via a Transition-Metal-Free Process

L0190

Typical Procedure (R=R'=H):
2'-Bromo-[1,1'-biphenyl]-2-carbonitrile (103 mg, 0.4 mmol) is dissolved in THF (2 mL) in a screw-capped vial (10-mL). The vial is kept stirring for 5 min. Then, Li(Et)3BH (1.0 M in THF, 52 μL, 0.44 mmol, 1.1 eq.) is injected into the reaction mixture. The vial is sealed with a cap, and allowed to stir at 100 °C for 48 h. After completion of the reaction, the reaction mixture is cooled to room temperature and diluted with CH2Cl2 (15 mL), filtered through a Celite pad, and concentrated in vacuo. The residue is purified by flash column chromatography (eluent: hexane/EtOAc = 23/2) to give phenanthridine as a white solid (66 mg, 92%).

References

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