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42591 Diisobutylaluminum hydride, 1M solution in toluene, packaged under Argon in resealable ChemSeal™ bottles

CAS Number
1191-15-7
Synonyms

Stock No. Size Price ($) Quantity Availability
42591-AD 50ml 38.60
42591-AE 100ml 55.30
42591-AH 200ml 106.00
42591-AP 500ml 167.00
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Diisobutylaluminum hydride, 1M solution in toluene, packaged under Argon in resealable ChemSeal™ bottles

MDL
MFCD00008928
EINECS
214-729-9

Chemical Properties

Formula
C8H19Al
Formula Weight
142.22
Form
Liquid
Boiling Point
ca 110°
Flash Point
4°(40°F)
Density
0.805
Storage & Sensitivity
Moisture Sensitive. Air Sensitive. Ambient temperatures.
Solubility
Miscible with organic solvents.

Applications

Diisobutylaluminum hydride is used as a reducing agent in organic chemistry. It is also used to reduce alpha-beta unsaturated esters to the corresponding allylic alcohol to ester, acyl chlorides to alcohols and nitriles to amines. It acts as an electrophilic reducing agent. It finds application in the palladium -catalyzed debromination of secondary alkyl bromides and ring opening of perbenzylated furaosides. Further, it acts as a co-catalyst for the polymerization of alkenes.

Notes

Air and heat sensitive. Incompatible with water, oxidizing agents, oxygen, alcohols and acids.

Literature References

Ishmuratov, G. Y.; Vydrina, V. A.; Galkina, Y. A.; Yakovleva, M. P.; Kravchenko, A. A.; Muslukhov, R. R.; Tolstikov, A. G. Low-temperature reduction of acyclic (-)-mentholactone derivatives with diisobutylaluminum hydride in methylene chloride. Russ. J. Org. Chem. 2015, 51 (7), 947-950.

Sugimoto, R.; Matsugi, T. Direct Incorporation of Hydroxy Groups into Isotactic Polypropylene via Metallocene-Catalyzed Copolymerization of Ester Group Containing Vinyl Monomer Treated with Dialkylaluminum Hydride and Propylene. Bull. Chem. Soc. Jpn. 2015, 88 (9), 1238-1240.

GHS Hazard and Precautionary Statements

Hazard Statements: H224-H260-H302-H333-H314-H318-H361-H336-H373-H304

Extremely flammable liquid and vapour. In contact with water releases flammable gases which may ignite spontaneously. Harmful if swallowed. May be harmful if inhaled. Causes severe skin burns and eye damage. Causes serious eye damage. Suspected of damaging fertility or the unborn child. May cause drowsiness or dizziness. May cause damage to organs through prolonged or repeated exposure. May be fatal if swallowed and enters airways.

Precautionary Statements: P223-P301+P310a-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from any possible contact with water, because of violent reaction and possible flash fire. IF SWALLOWED: Immediately call a POISON CENTER/doctor IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
4123663
Hazard Class
4.3
Packing Group
I
Harmonized Tariff Code
2931.90
TSCA
Yes

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