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Merck
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214981

Sigma-Aldrich

Diisobutylaluminum hydride solution

1.0 M in THF

동의어(들):

DIBAL, DIBAL-H

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모든 사진(2)

About This Item

Linear Formula:
[(CH3)2CHCH2]2AlH
CAS Number:
1191-15-7
Molecular Weight:
142.22
Beilstein:
4123663
MDL number:
MFCD00008928
UNSPSC 코드:
12352001
eCl@ss:
38120609
PubChem Substance ID:
24852859
NACRES:
NA.22

양식

liquid

Quality Level

200

반응 적합성

reagent type: reductant

농도

1.0 M in THF

bp

65 °C

density

0.866 g/mL at 25 °C

저장 온도

2-8°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

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관련 카테고리

애플리케이션

Diisobutylaluminum hydride solution (1M in THF) is a powerful reducing agent. It can be used in the following reactions:
  • Synthesis of trans-alkene isosteres of protected dipeptides.
  • To generate bis(1,5-cyclooctadiene)nickel(0) (Ni(cod)2) in situ, which can catalyze the conjugate addition of ethenyltributyltin to 2-propenal to form tert-butyldimethyl[((E)-1,4pentadienyl)oxy]silane.
  • Reduction of the arylpropiolate esters to give the corresponding propargyl alcohol.

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.

포장

View returnable container options.

신호어

Danger

유해 및 위험 성명서

H225,H250,H260,H302,H314,H335,H336,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1B - STOT SE 3 - Water-react 1

표적 기관

Central nervous system, Respiratory system

보충제 위험성

EUH014,EUH019

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 1

Flash Point (°F)

1.4 °F - closed cup

Flash Point (°C)

-17 °C - closed cup

개인 보호 장비

Faceshields, Gloves, Goggles

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시험 성적서(COA)

Lot/Batch Number
SHBR2434
SHBR0979
SHBR0978
STBK5189
STBK1428

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문서 라이브러리 방문

A stereocontrolled synthesis of trans-alkene isosteres of dipeptides.
Spaltenstein A, et al.
Tetrahedron Letters, 27(19), 2095-2098 (1986)
Carl A Busacca et al.
The Journal of organic chemistry, 73(4), 1524-1531 (2008-01-17)
The reduction of tertiary phosphine oxides (TPOs) and sulfides with diisobutylaluminum hydride (DIBAL-H) has been studied in detail. An extensive solvent screen has revealed that hindered aliphatic ethers, such as MTBE, are optimum for this reaction at ambient temperature. Many
[The reduction of prostaglandin intermediate with diisobutylaluminium hydride].
Z Y Liu et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 17(4), 296-298 (1982-04-01)
K Hirota et al.
Nucleic acids symposium series, (34)(34), 15-16 (1995-01-01)
It is reported that the diisobutylaluminum hydride (DIBALH) reduction of inosine and adenosine derivatives (1a and 1d) causes cleavage of the ribose moiety to give the corresponding 9-ribitylhypoxanthine (2a) and 9-ribityladenine (2d), respectively. The substitution effect of purine nucleosides on
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
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