192724
氢化二异丁基铝 溶液
25 wt. % in toluene
别名:
DIBAL, DIBAL-H
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关于此项目
线性分子式:
[(CH3)2CHCH2]2AlH
化学文摘社编号:
分子量:
142.22
UNSPSC Code:
12352001
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4123663
InChI
1S/2C4H9.Al.H/c2*1-4(2)3;;/h2*4H,1H2,2-3H3;;
SMILES string
CC(C)C[AlH]CC(C)C
InChI key
AZWXAPCAJCYGIA-UHFFFAOYSA-N
form
liquid
reaction suitability
reagent type: reductant
concentration
25 wt. % in toluene
density
0.846 g/mL at 25 °C
Quality Level
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General description
二异丁基氢化铝溶液是一种强还原剂，用于将芳基丙炔酸酯转化为炔丙基醇。
二异丁基氢化铝还原剂常用于将酯还原为醛。
二异丁基氢化铝还原剂常用于将酯还原为醛。
Application
二异丁基氢化铝溶液（25 wt.% 甲苯溶液）已用于酰亚胺的还原：
- N
- -（ 顺式 -2-乙烯基环己基）琥珀酰亚胺生成 1-（ 顺式 -2-乙烯基环己基）-5-羟基-2-吡咯烷酮
- N -（丁-4-烯-1-基）-2 ( E )-（卡贝亚氧基亚甲基）-5-氧代-吡咯烷生成 N -（丁-4-烯-1-基）-2（E ）-（甲氧基亚乙基）-5-羟基吡咯烷
- N -（庚烷-1-烯-4-基）-2 ( E )-（甲氧基亚乙基）-5-氧代-吡咯烷至 N -（庚烷-1-烯-4-基）-2 ( E )-（甲氧基亚乙基）-5-羟基吡咯烷
- N -（ 顺 -乙烯基环己基）-2-（甲氧基亚乙基）-5-氧代-吡咯烷至相关-（3a R ， SS ，5a S ,Sa R ）-1 ( E )-（碳乙氧基亚甲基）-5-（甲酰氧基）十二氢吡咯并 [1,2- a 喹啉
用于Pd催化的仲烷基溴的还原脱溴过程。过苄基化呋喃糖苷的O-脱苄基和开环。方便从 ZrCp2Cl2 和DIBAL-H原位生成 HZrCp2Cl。
Legal Information
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
signalword
Danger
target_organs
Central nervous system
supp_hazards
存储类别
4.2 - Pyrophoric and self-heating hazardous materials
wgk
WGK 3
flash_point_f
39.2 °F - closed cup
flash_point_c
4 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Classifications
Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Repr. 2 - Skin Corr. 1B - STOT RE 2 Inhalation - STOT SE 3 - Water-react. 1
法规信息
新产品
此项目有
Preparation of arylpropiolate esters from trichlorocyclopropenium cation and elaboration of the esters to unsymmetrical 1, 4-pentadiyn-3-ones and unsymmetrical tellurapyranones
Wadsworth, et al.
The Journal of Organic Chemistry, 52, 3662-3668 (1987)
Vinylogous N-acyliminium ion cyclizations: application to the synthesis of depentylperhydrogephyrotoxin.
Hart DJ
The Journal of Organic Chemistry, 46(2), 367-373 (1981)
Chemoselective Reduction of Esters to Aldehydes by Potassium Diisobutyl-t-butoxyaluminum Hydride (PDBBA).
Chae MJ, et al.
Bull. Korean Chem. Soc., 28(12), 2517-2517 (2007)
J Marco-Contelles et al.
Carbohydrate research, 335(1), 63-70 (2001-09-13)
The reaction of DIBALH with bis(heteroannulated)-pyranosides containing the perhydrofuro[2,3-b]pyran moiety is described. The hydride attack at the anomeric carbon (C-9a) resulted in the exclusive tetrahydrofuran ring opening. The selectivity of this reaction has been evaluated as other benzylidene acetals built
Y Kitade et al.
Nucleic acids symposium series, (27)(27), 107-108 (1992-01-01)
Reaction of purine nucleosides, such as 2',3'-isopropylideneinosine (1a) and 2',3'-isopropylideneadenosine (1c), with diisobutylaluminum hydride (DIBAL) in dry tetrahydrofurane resulted in the formation of the corresponding 9-(2',3'-isopropylideneribity)purines (2) in good yields. Oxidation of the ribityl derivatives (2) with NalO4 and subsequent
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