Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

214949

Sigma-Aldrich

Diisobutylaluminum hydride solution

1.0 M in cyclohexane

Synonym(s):

DIBAL, DIBAL-H

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
[(CH3)2CHCH2]2AlH
CAS Number:
1191-15-7
Molecular Weight:
142.22
Beilstein:
4123663
MDL number:
MFCD00008928
UNSPSC Code:
12352001
eCl@ss:
38120609
PubChem Substance ID:
24852856
NACRES:
NA.22
Pricing and availability is not currently available.

form

liquid

reaction suitability

reagent type: reductant

concentration

1.0 M in cyclohexane

density

0.781 g/mL at 25 °C

SMILES string

CC(C)C[AlH]CC(C)C

InChI

1S/2C4H9.Al.H/c2*1-4(2)3;;/h2*4H,1H2,2-3H3;;

InChI key

AZWXAPCAJCYGIA-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

Diisobutylaluminum hydride solution (DIBAL-H) can be used as a reducing agent in the:
  • Hydrogenation of ester modified hydroxyl-terminated polybutadiene (HTPB) using cobalt catalyst.[1]
  • Synthesis of primary 6-OH alcohols by regioselective ring opening of 4,6-benzylidene acetals of hexopyranosides using triphenylcarbenium tetrafluoroborate as a catalyst.[2]
  • Conversion of an ester to alcohol.[3]

Used in Pd-catalyzed reductive debromination of secondary alkyl bromides. O-Debenzylation and ring opening of perbenzylated furanosides. Convenient in situ generation of HZrCp2Cl from ZrCp2Cl2 and DIBAL-H.

Signal Word

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1B - STOT SE 3 - Water-react 1

Target Organs

Central nervous system

Supplementary Hazards

EUH014

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 3

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBR6183
SHBP8779
SHBP7740
SHBN4366
SHBN0244

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis and transannular Diels-Alder reaction of a cis-trans-trans and a trans-cis-cis 13-membered macrocyclic trienone
Marinier A, et al.
Canadian Journal of Chemistry, 67(10), 1609-1617 (1989)
Determination of the hydrogenation degree of telechelic polybutadiene by 1HNMR
Lira CH, et al.
Magnetic Resonance in Chemistry, 5, 22-22 (2006)
Triphenylcarbenium Tetrafluoroborate as an Efficient Catalyst in the Regioselective Reductive Ring Opening of Benzylidene Acetals of Carbohydrates
Thota N, et al.
ChemistrySelect, 4(27), 7976-7980 (2019)
Takashi Tomioka et al.
The Journal of organic chemistry, 76(11), 4669-4674 (2011-04-30)
Stepwise, selective DIBAL reduction of the acetonide diester derived from tartaric acid followed by the Horner-Emmons reaction effectively provided desymmetrized hydroxy mono-olefination products in a one-pot operation.
Thomas Lecourt et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 10(12), 2960-2971 (2004-06-24)
To explain the remarkable regioselective de-O-benzylating properties of diisobutylaluminium hydride (DIBAL-H) and triisobutylaluminium (TIBAL) towards polybenzylated sugars or cyclodextrins, we propose a plausible mechanistic rationale critically involving the kinetic formation of a product-generating 2:1 Al-benzylated sugar complex. For the reaction
View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service