557-20-0 Usage
Chemical Description
Different sources of media describe the Chemical Description of 557-20-0 differently. You can refer to the following data:
1. Diethylzinc is used in the asymmetric addition of aldehydes.
2. Diethylzinc is a colorless liquid that is highly reactive and flammable.
3. Diethylzinc is an organozinc compound that is commonly used as a reagent in organic synthesis.
4. Diethylzinc is an organozinc compound used as a reactant in the reaction.
Description
Diethyl zinc is an organometal compound and is a dangerous fire hazard. It spontaneously ignites in air and reacts violently with water, releasing flammable vapors and heat. It is a colorless, pyrophoric liquid with a specific gravity of 1.2, which is heavier than water, so it will sink to the bottom. It decomposes explosively at 248°F (120°C). It has a boiling point of 243°F (117°C), a flash point of ?20°F (?28°C), and a melting point of ?18°F (?27°C). The four-digit UN identification number is 1366. The NFPA 704 designation is health 3, flammability 4, and reactivity 3. The white space at the bottom of the diamond has a W with a slash through it to indicate water reactivity. Primary uses of diethyl zinc are in the polymerization of olefins, high-energy aircraft, and missile fuel and in the production of ethyl mercuric chloride.
Chemical Properties
Clear colorless solution
Uses
Different sources of media describe the Uses of 557-20-0 differently. You can refer to the following data:
1. In organic synthesis; in preservation on archival papers.
2. Diethyl zinc is used in organic synthesis. It isalso used in preservation of archival papers.
3. Diethylzinc solution can be used in the synthesis of:Bis(pyridylpyrrolyl)zinc luminescent complexes.A versatile building block, 5-(ketoaryl)thiazole.ZnxCd1-xSe nanocrystals having high luminescence properties.
General Description
Diethylzinc is a pyrophoric liquid with a garlic-like odor. Diethylzinc is stable when Diethylzinc is shipped in sealed tubes with carbon dioxide. Diethylzinc may decompose violently in water and ignite spontaneously with air. Diethylzinc is toxic by ingestion. If exposed to heat or flame, containers of Diethylzinc may explode. Diethylzinc is used as an aircraft fuel.
Air & Water Reactions
Highly flammable. Ignites in air with a blue flame giving off a peculiar garlic-like odor, [Merck, 11th ed., 1989]. Diethyl zinc is spontaneously flammable in air, [Douda(1966)]. Reacts violently with water to form flammable ethane gas, [Brauer(1965)].
Reactivity Profile
Diethylzinc is pyrophoric in air, Diethylzinc ignites instantaneously. Diethylzinc reacts explosively with alcohols (methanol, ethanol), bromine, chlorine or liquefied sulfur dioxide [Houben-Weyl, 1973, 13.2a, p. 855, 757, 709]. Reaction with water, nitro compounds, arsenic trichloride, phosphorus trichloride is violent [Bretherick, 5th ed., 1995, p. 587].
Health Hazard
Different sources of media describe the Health Hazard of 557-20-0 differently. You can refer to the following data:
1. Inhalation of mist or vapor causes immediate irritation of nose and throat; excessive or prolonged inhalation of fumes from ignition or decomposition may cause ``metal fume fever'' (sore throat, headache, fever, chills, nausea, vomiting, muscular aches, perspiration, constricting sensation in lungs, weakness, sometimes prostration); symptoms usually last 12-24 hrs., with complete recovery in 24-48 hrs. Eyes are immediately and severely irritated on contact with liquid, vapor, or dilute solution; without thorough irrigation, cornea may be permanently damaged. Moisture in skin combines with chemical to cause thermal and acid burns; tissue may be scarred without prompt treatment. Ingestion is unlikely but would cause immediate burns at site of contact; pain, nausea, vomiting, cramps, and diarrhea may follow; if untreated, tissue may become ulcerated.
2. Being moisture sensitive, any accidental contactof the pure liquid or its concentratedsolution with the skin can cause a severeburn.
Fire Hazard
Diethylzinc ignites spontaneously in air,
burning with a blue flame. Reactions with
water and lower alcohols can be violent.Violent reactions can occur with halogens,
halogenated hydrocarbons, nitroorganics,
oxidizers, sulfur dioxide, and chlorides of
phosphorus, arsenic, and antimony. With the
latter compounds, diethylzinc forms pyrophoric
triethylphosphine, triethyl arsine, and
triethylstibine, respectively.
Flammability and Explosibility
Pyrophoric
Safety Profile
Presumed to be a
poison. Ignites spontaneously in air.
Dangerously flammable by spontaneous
chemical reaction in air, or with oxidzing
materials. A dangerous explosion hazard Explosive reaction with alkenes +
diodomethane, sulfur dioxide. Reacts
violently with bromine, water, nitro
compounds. Igmtes 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.
Check Digit Verification of cas no
The CAS Registry Mumber 557-20-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,5 and 7 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 557-20:
(5*5)+(4*5)+(3*7)+(2*2)+(1*0)=70
70 % 10 = 0
So 557-20-0 is a valid CAS Registry Number.
InChI:InChI=1/2C2H5.Zn/c2*1-2;/h2*1H2,2H3;/rC4H10Zn/c1-3-5-4-2/h3-4H2,1-2H3
557-20-0Relevant articles and documents
ZINC ENOLATES: C- OR O-METALLATION?
Dekker, Jan,Schouten, Abraham,Budzelaar, Peter H. M.,Boersma, Jaap,Van Der Kerk, Gerrit J. M.,et al.
, p. 1 - 12 (1987)
Two methods have been used for the generation of zinc enolates: the reaction of EtZnOMe with enol acetates, and that of lithium enolates with zinc chloride.Most of the zinc compounds prepared proved to be very reactive towards carbonyl functions, and so they cannot be isolated from the EtZnOMe/enol acetate system.The final products of these reactions are polymerisation and self-condensation products and β-diketonates, the latter being formed by condensation reactions of the zinc enolates with an acetate molecule.The structure of 2 HPac=pivaloylacetone, (CH3)3CCOCH2COCH3), isolated in 20percent yield from the reaction of EtZnOMe with CH3COOC(t-Bu)=CH2, was determined by X-ray diffraction analysis.The compound forms monoclinic crystals, space group P21/c, with two dimers in a cell of dimensions a 11.677(4), b 18.299(9) and c 12.719(5) Angstroem and β 117.26(3) deg.The structure closely resembles that of the known complex 2.The complications involving reactions of zinc enolates with enol acetates were avoided by treating lithium enolates with zinc chloride.Polimeryzation and self-condensation could be prevented by using the very bulky enolate LiOC(t-Bu)=CMe2.In this way, the corresponding stable zinc enolate RZnCl*THF was obtained as a dissociating dimer.No replacement of the second chlorine atom by an enolate group occurred even when a large excess of lithium enolate was used.The reactivity of the zinc enolates suggest that they contain both zinc-carbon and zinc-oxygen bonds.They are assumed to have a cyclic structure which resembles that of the Reformatsky reagent.
ULTRASONIC IRRADIATION IN ONE-POT SYNTHESIS OF TRIETHYLALUMINUM ETHERATE AND ITS CONVERSION INTO OTHER ORGANOMETALLIC COMPOUNDS
Lin, Yih-tsung
, p. 277 - 284 (1986)
A mixture of ethyl bromide, aluminum and magnesium powders was irradiated with ultrasound and ethylaluminum sesquibromide(I) formed at room temperature.As soon as diethyl ether was introduced into the reaction medium, ethylmagnesium bromide(II) was formed in situ and subsequently treated with I to give the etherate of triethylaluminum (III, TEA * OEt2) in satisfactory yield (82percent) and purity (98percent).III, thus obtained, could react with triethyl borate or zinc chloride to give triethylborane (90percent) and diethylzinc (82percent) respectively.
Dinuclear Zinc-AzePhenol Catalyzed Asymmetric Aza-Henry Reaction of N-Boc Imines and Nitroalkanes under Ambient Conditions
Liu, Shanshan,Gao, Wen-Chao,Miao, Yu-Hang,Wang, Min-Can
, p. 2652 - 2659 (2019/02/26)
The asymmetric aza-Henry reaction of N-Boc imines and nitroalkanes was realized in the presence of 10 mol % dinuclear zinc-AzePhenol catalysts under ambient conditions. A variety of nitroamines were obtained in good yields (up to 97%) with excellent enantioselectivities (up to 99% ee) and high diasteroselectivity (up to 14:1 dr). Our protocol combined the operational simplicity and mild reaction conditions, thus making the process amenable for technical applications.
The continuous reaction device and method of using the continuous composite (by machine translation)
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Paragraph 0184, (2017/01/02)
PROBLEM TO BE SOLVED: compounds with high productivity can be generated. SOLUTION: 1 the raw material supply section 12 and a first, a second and 2 the raw material supply section 14, and a reaction part 18, the first reaction part 1 from the raw material supply section 1 and a second quantity of raw material, the raw material supply section 2 from the first reaction part 2 and a second quantity of raw material, the raw material supply section 1 from the first reaction part 1 and a second temperature of the raw material, the raw material supply section 2 from the first reaction part 2 and supplied to the temperature of the raw material, and having a control part 22, a continuous reaction device as shown in the drawing. Selected drawing: fig. 1 (by machine translation)
