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557-20-0

Basic Information
CAS No.: 557-20-0
Name: Diethylzinc
Article Data: 57
Molecular Structure:
Molecular Structure of 557-20-0 (Diethylzinc)
Formula: C4H10Zn
Molecular Weight: 123.513
Synonyms: HSDB 929;Zinc ethide;Diethylzinc;
EINECS: 209-161-3
Density: 0.726 g/cm3
Melting Point: -39--28 °C
Boiling Point: 118 °C
Flash Point: -40 °C
Solubility: Reacts violently with water
Appearance: Clear, colorless liquid
Hazard Symbols: FlammableF,HarmfulXn,DangerousN,CorrosiveC
Risk Codes: 14-17-34-50/53-67-65-62-48/20-11-51/53-14/15-63
Safety: 26-45-61-62-8-36/37/39-16-60-43
Transport Information: UN 3399 4.3/PG 1
PSA: 0.00000
LogP: 1.94530
Synthetic route
97-93-8

triethylaluminum

7646-85-7

zinc(II) chloride

557-20-0

diethylzinc

Conditions
ConditionsYield
In neat (no solvent) Sonication; (N2), ZnCl2 introduced into a flask connected to a condenser containingalcohol at -20°C, Et3Al (Et3Al/ZnCl2 2.2) dropped into flask over 10 min at room temp., stirred and heated at 100°C for 1 hed forfurther 20 min; distd.; NMR;86%
In neat (no solvent) Sonication; (N2), ZnCl2 introduced into a flask connected to a condenser containingalcohol at -20°C, Et3Al (Et3Al/ZnCl2 2.4) dropped into flask over 10 min at room temp., stirred and heated at 100°C for 1 hed forfurther 20 min; distd.; NMR;85.2%
In neat (no solvent) Sonication; (N2), ZnCl2 introduced into a flask connected to a condenser containingalcohol at -20°C, Et3Al (Et3Al/ZnCl2 2.6) dropped into flask over 10 min at room temp., stirred and heated at 100°C for 1 hed forfurther 20 min; distd.; NMR;81.1%
74-96-4

ethyl bromide

557-20-0

diethylzinc

Conditions
ConditionsYield
With copper(l) iodide; ethylzinc bromide In neat (no solvent) CuI, Zn were placed in reactor, evacuated for 10 min, filled with Ar, ligand and EtZnBr were added, heated to 38-40°C for 4.5 h, cooled to room temp.; vac. distilled;82%
13824-25-4, 14002-28-9

triethyl-alane; compound with diethyl ether

7646-85-7

zinc(II) chloride

557-20-0

diethylzinc

Conditions
ConditionsYield
In neat (no solvent) Sonication; (N2), ZnCl2 introduced into a flask connected to a condenser containingalcohol at -20°C, Et3Al*Et2O (Et3Al*Et2O/ZnCl2 2.6) dropped intoflask over 10 min at room temp., stirred and heated at 100°C for1 hed for further 20 min; distd.; NMR;82%
In neat (no solvent) Sonication; (N2), ZnCl2 introduced into a flask connected to a condenser containingalcohol at -20°C, Et3Al*Et2O (Et3Al*Et2O/ZnCl2 2.2) dropped intoflask over 10 min at room temp., stirred and heated at 100°C for1 hed for further 20 min; distd.; NMR;80%
In neat (no solvent) Sonication; (N2), ZnCl2 introduced into a flask connected to a condenser containingalcohol at -20°C, Et3Al*Et2O (Et3Al*Et2O/ZnCl2 2.4) dropped intoflask over 10 min at room temp., stirred and heated at 100°C for1 hed for further 20 min; distd.; NMR;80.5%
811-49-4

ethyllithium

7646-85-7

zinc(II) chloride

557-20-0

diethylzinc

Conditions
ConditionsYield
In diethyl ether at -10 - -5℃; for 10h; Large scale;81%
In not given treatment of (ethyl)Li with 0.5 equiv. of ZnCl2;
3840-71-9

2-acetoxy-3,3-dimethyl-but-1-ene

15860-82-9

EtZnOMe

zinc pivaloylacetonate EtZnOMe complex

B

557-20-0

diethylzinc

Conditions
ConditionsYield
In benzene byproducts: methyl acetate; under N2, soln. of EtZnOMe and CH3COOC(t-Bu)CH2 in C6H6 slowly heated to 60°C for 1 h; volatiles (methyl acetate, Et2Zn) removed, residue dissolved in pentane, cooled to -30°C;A 20%
B n/a
74-96-4

ethyl bromide

557-20-0

diethylzinc

Conditions
ConditionsYield
With coppered zinc
925-90-6

ethylmagnesium bromide

ethyl zinc iodide

557-20-0

diethylzinc

2386-64-3

ethylmagnesium chloride

557-20-0

diethylzinc

Conditions
ConditionsYield
With zinc(II) chloride
15106-84-0

ethyl-isobutyl zinc

557-20-0

diethylzinc

Conditions
ConditionsYield
at 25℃; Geschwindikeit der Umlagerung;
627-44-1

diethylmercury

557-20-0

diethylzinc

Conditions
ConditionsYield
With zinc at 100℃;
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Chemistry

Molecular Formula:C4H10Zn
Molecular Weight:123.51
EINECS:209-161-3
Density:1.205 g/mL at 25 °C(lit.)
Melting Point:-39--28°C
Boiling Point:118°C
Flash Point:-40°C
Solubility:REACTS VIOLENTLY with water
Storage temp.:0-6°C 
Water Solubility:REACTS VIOLENTLY
Sensitive:Air & Moisture Sensitive
Merck:  14,3131
Appearance:Clear, colorless liquid
liansport Information:UN 1366/3
Properties:Liquid
Diethylzinc's Synonyms: (C2H5)2Zn;diethyl-zin;diethylzine;ZINCDIETHYL;Zinc ethide;ZINC ETHYL;DIETHYLZINC;DIETHYLZINC, CYLINDER WITH 100 G

Uses

Herbicide for weed control in the cropping of papaver somniferum l

Consensus Reports

Reported in EPA TSCA Inventory. Zinc and its compounds are on the Community Right-To-Know List.

Safety Profile

Presumed to be a poison. Ignites spontaneously in air. Dangerously flammable by spontaneous chemical reaction in air, or with oxidizing materials. A dangerous explosion hazard. Explosive reaction with alkenes + diiodomethane, sulfur dioxide. Reacts violently with bromine, water, nitro compounds. Ignites on contact with air, ozone, methanol, or hydrazine. Reacts violently with nonmetal halides (e.g., arsenic trichloride or phosphorus trichloride) to produce pyrophoric triethyl arsine or triethyl phosphine. To fight fire, do not use water, foam, or halogenated extinguishing agents. Use dry materials, such as graphite, sand, etc. When heated to decomposition it emits toxic fumes of ZnO. See also ZINC COMPOUNDS.

Diethylzinc's Safety Information
Hazard Codes  F,Xn,N,C
RIDADR  UN 3399 4.3/PG 1
WGK Germany  2
RTECS  ZH2077777
F  10-23
TSCA  Yes
HazardClass  4.3

EC Risk Phrase 21/22 50/53
EC Safety Phrase 36/37 60 61
PackingGroup  I

Standards and Recommendations

DOT Classification:  4.2; Label: Spontaneously Combustible

Specification

Diethylzinc's Hazards Identification 
【Inhalation】Material may be irritating to mucous membranes and upper respiratory tract. May be harmful if inhaled.
【Skin】May cause skin irritation. Harmful if absorbed through skin.
【Eyes】May cause eye irritation.
【Ingestion】Harmful if swallowed.
【Hazards】Emits toxic fumes under fire conditions.
【UN (DOT)】2810