ChemicalBook > CAS DataBase List > Diisobutylaluminium hydride

Diisobutylaluminium hydride

Product Name
Diisobutylaluminium hydride
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
Formula Weight
142.22
MOL File
1191-15-7.mol
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Diisobutylaluminium hydride Property

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
Specific Gravity
0.860
color 
Clear
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)
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Safety

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
F 
1-4.3-10
TSCA 
Yes
HazardClass 
4.3
PackingGroup 
I
HS Code 
29319090
Hazardous Substances Data
1191-15-7(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H250Catches fire spontaneously if exposed to air

H260In contact with water releases flammable gases which may ignite spontaneously

H304May be fatal if swallowed and enters airways

H314Causes severe skin burns and eye damage

H336May cause drowsiness or dizziness

H373May cause damage to organs through prolonged or repeated exposure

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P231+P232Handle under inert gas. Protect from moisture.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P370+P378In case of fire: Use … for extinction.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
214981
Product name
Diisobutylaluminum hydride solution
Purity
1.0?M in THF
Packaging
4X25ML
Price
$102
Updated
2024/03/01
Sigma-Aldrich
Product number
214981
Product name
Diisobutylaluminum hydride solution
Purity
1.0?M in THF
Packaging
18L
Price
$2160
Updated
2024/03/01
Sigma-Aldrich
Product number
190306
Product name
Diisobutylaluminum hydride solution
Purity
1.0M in hexanes
Packaging
100ml
Price
$62.6
Updated
2024/03/01
Sigma-Aldrich
Product number
190306
Product name
Diisobutylaluminum hydride solution
Purity
1.0M in hexanes
Packaging
4x100ml
Price
$215
Updated
2024/03/01
Alfa Aesar
Product number
H37108
Product name
Diisobutylaluminumhydride,1.1Mincyclohexane
Purity
packagedunderNitrogeninresealableAcroSeal[tbottles
Packaging
100ml
Price
$64.5
Updated
2024/03/01
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Diisobutylaluminium hydride Chemical Properties,Usage,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.

Uses

Diisobutylaluminum hydride is used as reducing agent in pharmaceuticals. It is also used as raw material in organic synthesis, agrochemicals and dyestuffs.

Uses

Diisobutylaluminum hydride (DIBAL-H) is a common reducing agent to reduce aldehydes, ketones, esters, acids and acid chlorides to the corresponding alcohols. Some of the applications are:
Synthesis of α-acetoxy ethers by reduction and subsequent acetylation of esters.
Synthesis of coniferyl, sinapyl, and p-coumaryl alcohol by selective reduction of corresponding cinnamate esters.
Reduction of secondary phosphine oxides (SPOs) to the corresponding phosphines.
DIBAL-H can also be used in the hydroalumination of alkene and alkynes.

Flammability and Explosibility

Spontaneously flammable in air (pyrophoric)

reaction suitability

reagent type: reductant

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.

Diisobutylaluminium hydride Preparation Products And Raw materials

Raw materials

Preparation Products

TERT-BUTYL 4-(3-FORMYLBENZYL)TETRAHYDRO-1(2H)-PYRAZINECARBOXYLATE Citronellol 7-BROMO-1,2,3,4-TETRAHYDRO-QUINOLINE HYDROCHLORIDE 3-Methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienal TERT-BUTYL 4-(4-FORMYLBENZYL)PIPERAZINE-1-CARBOXYLATE 1-BOC-4-(4-FORMYLPHENYL)PIPERAZINE (S)-4-BOC-MORPHOLINE-3-CARBOXYLIC ACID
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Diisobutylaluminium hydride Suppliers

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View Lastest Price from Diisobutylaluminium hydride manufacturers

Changzhou Xuanming Pharmaceutical Technology Co., Ltd.
Product
Diisobutylaluminium hydride 1191-15-7
Price
US $30.00-110.00/g
Min. Order
1g
Purity
99%
Supply Ability
1000kg/month
Release date
2024-10-24
Hebei Weibang Biotechnology Co., Ltd
Product
Diisobutylaluminium hydride 1191-15-7
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5tons
Release date
2024-12-02
Shaanxi Dideu Medichem Co. Ltd
Product
Diisobutylaluminium hydride 1191-15-7
Price
US $0.10/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000 tons
Release date
2024-07-15

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  • Diisobutylaluminum hydride, 1M solution in toluene, packaged under Argon in resealable ChemSeal^t bo
  • Diisobutylaluminium hydride, 1M solution in hexane, AcroSeal§3
  • Diisobutylaluminum hydride, 25% w/w in hexane, packaged under Argon in resealable ChemSeal^t bottles
  • DIBAL (1N in hexane)
  • Diisobutylaluminum hydride 1.0 M solution in methylene chloride