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Diisobutylaluminium hydride

Diisobutylaluminium hydride Structure
CAS No.
1191-15-7
Chemical Name:
Diisobutylaluminium hydride
Synonyms
DIBAL-H;Dibal;DIISOBUTYLALUMINUM HYDRIDE;DIBAH;Diisobutylaluminum;Bis(2-methylpropyl)alumane;Bisisobutylaluminum;Diisobutylaluminum hydrid;diisobutylaluminum hydride solution;DiisobutylaluMinuM hydride solution 1.0 M in cyclohexane
CBNumber:
CB4171924
Molecular Formula:
C8H19Al
Molecular Weight:
142.22
MOL File:
1191-15-7.mol
MSDS File:
SDS
Modify Date:
2024/7/15 16:45:23

Diisobutylaluminium hydride Properties

Melting point -70 °C
Boiling point 65 °C
Density 1.23 g/mL at 25 °C
vapor pressure 13.3Pa at 90℃
Flash point 40 °F
storage temp. 2-8°C
solubility Miscible with organic solvents.
form Solution
color Clear
Specific Gravity 0.860
Water Solubility vigorous reaction
Hydrolytic Sensitivity 8: reacts rapidly with moisture, water, protic solvents
Sensitive Air Sensitive/Heat Sensitive
BRN 4123663
Exposure limits ACGIH: TWA 20 ppm
OSHA: Ceiling 300 ppm; TWA 200 ppm
NIOSH: IDLH 500 ppm; TWA 100 ppm(375 mg/m3); STEL 150 ppm(560 mg/m3)
InChIKey AZWXAPCAJCYGIA-UHFFFAOYSA-N
LogP 4.22
CAS DataBase Reference 1191-15-7(CAS DataBase Reference)
NIST Chemistry Reference Diisobutylaluminum hydride(1191-15-7)
EPA Substance Registry System Diisobutylaluminum hydride (1191-15-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS05,GHS07,GHS08
Signal word  Danger
Hazard statements  H225-H250-H260-H304-H314-H336-H361d-H373-H412
Precautionary statements  P210-P231+P232-P280-P301+P310+P331-P301+P330+P331-P303+P361+P353-P305+P351+P338+P310-P370+P378
Hazard Codes  F,T,C,N
Risk Statements  14/15-17-35-40-67-65-63-48/20-11-34-19-62-51/53-23/24/25-20/21/22-15-14-50/53-37-22
Safety Statements  26-43-45-62-46-36/37/39-29-16-61-27-9
RIDADR  UN 3399 4.3/PG 1
WGK Germany  2
RTECS  BD0710000
1-4.3-10
TSCA  Yes
HazardClass  4.3
PackingGroup  I
HS Code  29319090
NFPA 704
3
0 3

Diisobutylaluminium hydride price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 215007 Diisobutylaluminum hydride solution 1.0?M in toluene 1191-15-7 100ML ₹8649.18 2022-06-14 Buy
Sigma-Aldrich(India) 215007 Diisobutylaluminum hydride solution 1.0?M in toluene 1191-15-7 4X25ML ₹9590.95 2022-06-14 Buy
Sigma-Aldrich(India) 215007 Diisobutylaluminum hydride solution 1.0?M in toluene 1191-15-7 800ML ₹40344.78 2022-06-14 Buy
Sigma-Aldrich(India) 214981 Diisobutylaluminum hydride solution 1.0?M in THF 1191-15-7 100ML ₹7090.38 2022-06-14 Buy
Sigma-Aldrich(India) 214981 Diisobutylaluminum hydride solution 1.0?M in THF 1191-15-7 4X25ML ₹8584.23 2022-06-14 Buy
Product number Packaging Price Buy
215007 100ML ₹8649.18 Buy
215007 4X25ML ₹9590.95 Buy
215007 800ML ₹40344.78 Buy
214981 100ML ₹7090.38 Buy
214981 4X25ML ₹8584.23 Buy

Diisobutylaluminium hydride Chemical Properties,Uses,Production

Description

Diisobutylaluminium hydride (DIBALH, DIBAL, DIBAL-H or DIBAH) is a reducing agent with the formula (i-Bu2AlH)2, where i-Bu represents isobutyl (-CH2CH(CH3)2). It can be used for various homogeneous reductions such as alkynes to alkenes, esters or nitriles to aldehydes. It is available commercially as the neat reagent and as a solution in several different solvents (hexane, dichloromethane, tetrahydrofuran, etc.). The neat reagent is a liquid and is supplied in metal cylinders. It is pyrophoric and highly reactive and therefore must be handled with great care. The molar solutions in organic solvents are more stable and easier to handle provided that the normal precautions are taken for working with air-sensitive compounds. They must all be handled in an atmosphere free from oxygen and water. Commonly used solvents for diisobutylaluminium hydride are dichloromethane, diglyme, dioxane and tetrahydrofuran. Even when the substrate is not completely soluble in these solvents successful reductions can be accomplished.

Chemical Properties

Diisobutylaluminium hydride, also known as Dibal. colorless liquid. Viscosity 18.0mPa-s(25℃). Reacts violently with water to form hydrogen and isobutane. Tetrahydrofuran is not suitable as Dibal solvent, because the two react to produce coordination compounds. Diisobutylaluminium hydride is a useful reducing agent in organic synthesis. It can reduce ketones, carboxylic acids and esters to the corresponding alcohols. Dibal can also reduce lactones to o-hydroxy lactones.

Uses

Diisobutylaluminum hydride is commonly used as a reducing agent in organic synthesis.
Diisobutylaluminum hydride can be used in the following protocols:
As a promotor of Tishchenko reaction of aldehydes.
Conversion of benzylidene acetals of 1,2-and 1,3-glycols to the corresponding monobenzyl ethers of the glycols.
To generate a novel chiral reducing agent based on (S)-proline for the asymmetric reduction of prochiral ketones.

Safety Profile

Mddly toxic by inhalation. Dangerous fire hazard; iptes spontaneously in air. To fight fire, do not use water, foam, or halogenated extinguisking agents. See also HYDRIDES and ALUMINUM COMPOUNDS.

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