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Diethylzinc

CAS No.:
557-20-0
Catalog Number:
AG003PIG
Molecular Formula:
C4H10Zn
Molecular Weight:
123.5022
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Product Description
Catalog Number:
AG003PIG
Chemical Name:
Diethylzinc
CAS Number:
557-20-0
Molecular Formula:
C4H10Zn
Molecular Weight:
123.5022
MDL Number:
MFCD00009021
IUPAC Name:
zinc;ethane
InChI:
InChI=1S/2C2H5.Zn/c2*1-2;/h2*1H2,2H3;/q2*-1;+2
InChI Key:
IPSRAFUHLHIWAR-UHFFFAOYSA-N
SMILES:
CC[Zn]CC
EC Number:
209-161-3
UNII:
S0W5NQH7C6
UN Number:
1366
Properties
Complexity:
3.6  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
3  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
122.007g/mol
Formal Charge:
0
Heavy Atom Count:
5  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
123.504g/mol
Monoisotopic Mass:
122.007g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
0A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
Title Journal
Enantioselective Reformatsky reaction of ethyl iododifluoroacetate with ketones. Organic & biomolecular chemistry 20120428
Switching of enantioselectivity in the catalytic addition of diethylzinc to aldehydes by regioisomeric chiral 1,3-amino sulfonamide ligands. The Journal of organic chemistry 20110701
Modular amino acids-based chiral ligands for copper-catalyzed enantioselective conjugation addition of diethylzinc to cyclic enones. Chirality 20110201
(R)-(+)-Binol-functionalized mesoporous organosilica as a highly efficient pre-chiral catalyst for asymmetric catalysis. Chemistry, an Asian journal 20100503
Diethylzinc-mediated one-step stereoselective synthesis of alpha-fluoroacrylates from aldehydes and ketones. Two different pathways depending on the carbonyl partner. The Journal of organic chemistry 20090605
The synthesis of new oxazoline-containing bifunctional catalysts and their application in the addition of diethylzinc to aldehydes. Organic & biomolecular chemistry 20090421
Highly enantioselective addition of terminal alkynes to aldehydes catalyzed by a new chiral beta-sulfonamide alcohol/Ti(OiPr)4/Et2Zn/R3N catalyst system. Chirality 20090201
Stereoselective formation of a functionalized dipeptide isostere by zinc carbenoid-mediated chain extension. The Journal of organic chemistry 20090116
Direct asymmetric aldol reaction of aryl ketones with aryl aldehydes catalyzed by chiral BINOL-derived zincate catalyst. The Journal of organic chemistry 20080919
Probing the importance of the hemilabile site of bis(phosphine) monoxide ligands in the copper-catalyzed addition of diethylzinc to N-phosphinoylimines: discovery of new effective chiral ligands. The Journal of organic chemistry 20080815
Aluminum-catalyzed asymmetric alkylations of pyridyl-substituted alkynyl ketones with dialkylzinc reagents. Journal of the American Chemical Society 20080730
3-substituted BINOL Schiff bases and their reductive products for catalytic asymmetric addition of diethylzinc to aldehydes. Chirality 20080701
Diastereoselective nickel-catalyzed reductive aldol cyclizations using diethylzinc as the stoichiometric reductant: scope and mechanistic insight. Journal of the American Chemical Society 20080611
N-heterocyclic carbene ligands in copper-catalyzed addition of diethylzinc to N-sulfonylimines. Chemical & pharmaceutical bulletin 20080101
Et2Zn-catalyzed intramolecular hydroamination of alkynyl sulfonamides and the related tandem cyclization/addition reaction. The Journal of organic chemistry 20070720
Syntheses of novel chiral sulfinamido ligands and their applications in diethylzinc additions to aldehydes. The Journal of organic chemistry 20070216
Asymmetric amplification in catalysis by trans-1,2-diaminocyclohexane bistriflamide. Organic letters 20070118
Phosphazene base-promoted halogen-zinc exchange reaction of aryl iodides using diethylzinc. Chemical communications (Cambridge, England) 20060907
Physicochemical stereodescriptors of atomic chiral centers. Journal of chemical information and modeling 20060101
A green chemistry approach to a more efficient asymmetric catalyst: solvent-free and highly concentrated alkyl additions to ketones. Journal of the American Chemical Society 20051130
Chiral aminonaphthol-catalyzed enantioselective carbonyl addition of diethylzinc to aromatic aldehydes high-throughput screened by CD-HPLC analysis. Chirality 20051001
Stereoselective allyl amine synthesis through enantioselective addition of diethylzinc and [1,3]-chirality transfer: synthesis of lentiginosine and polyoxamic acid derivative. Chemistry (Weinheim an der Bergstrasse, Germany) 20050304
Asymmetric diethyl- and diphenylzinc additions to aldehydes by using a fluorine-containing chiral amino alcohol: a striking temperature effect on the enantioselectivity, a minimal amino alcohol loading, and an efficient recycling of the amino alcohol. Chemistry (Weinheim an der Bergstrasse, Germany) 20050121
Chiral ligands derived from Abrine 8. An experimental and theoretical study of free ligand conformational preferences and the addition of diethylzinc to benzaldehyde. The Journal of organic chemistry 20050107
Diastereoselective solid-phase radical addition to oxime ether anchored to polymer support. Chemical & pharmaceutical bulletin 20030501
[Development of carbon radical addition to imine derivatives]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20030501
anti-Selective direct catalytic asymmetric Mannich-type reaction of hydroxyketone providing beta-amino alcohols. Journal of the American Chemical Society 20030423
A one-pot diastereoselective synthesis of cis-3-hexene-1,6-diols via an unusually reactive organozinc intermediate. Journal of the American Chemical Society 20030319
Desymmetrization of meso 1,3- and 1,4-diols with a dinuclear zinc asymmetric catalyst. Journal of the American Chemical Society 20030305
Catalytic enantioselective addition of dialkylzinc to N-diphenylphosphinoylimines. A practical synthesis of alpha-chiral amines. Journal of the American Chemical Society 20030219
Polymer-bound 1-aryl-3-alkyltriazenes as modular ligands for catalysis. Part 2: screening immobilized metal complexes for catalytic activity. Bioorganic & medicinal chemistry letters 20020722
Polymer-supported chiral catalysts with positive support effects. Bioorganic & medicinal chemistry letters 20020722
Cu-catalyzed enantioselective conjugate addition of alkylzincs to cyclic nitroalkenes: catalytic asymmetric synthesis of cyclic alpha-substituted ketones. Journal of the American Chemical Society 20020717
Addition of diethylzinc to dicobalt hexacarbonyl complexes of alpha,beta-acetylenic aldehydes with virtually complete enantioselectivity. A formal synthesis of (+)-incrustoporin. Organic letters 20020711
Properties