64-67-5 Usage
Description
Diethyl sulfate, also known as ethyl sulfate or sulfuric acid diethyl ester, is an organic compound with the chemical formula (C2H5)2SO4. It is a colorless, oily liquid with a strong, irritating odor. Diethyl sulfate is a highly reactive ethylating agent and can be used in various chemical reactions.
Uses
Used in Chemical Synthesis:
Diethyl sulfate is used as a chemical intermediate for the synthesis of ethyl derivatives of phenols, amines, and thiols. It acts as an ethylating agent, transferring ethyl groups to other molecules, which is essential for the production of various chemicals.
Used in the Sulfation of Ethylene:
In the chemical industry, diethyl sulfate is used as an accelerator in the sulfation of ethylene. This process involves the reaction of ethylene with sulfur trioxide to produce ethylene sulfate, which is further used in the production of various chemicals.
Used in Sulfonation Processes:
Diethyl sulfate is also used in some sulfonation processes, where it acts as a sulfonating agent to introduce a sulfonic acid group into organic compounds.
Used in Manufacturing Dyes, Pigments, and Carbonless Paper:
Diethyl sulfate is utilized in the production of dyes, pigments, and carbonless paper. Its ethylating properties enable the synthesis of various colorants and other compounds used in these industries.
Used in Textile Industry:
In the textile industry, diethyl sulfate is used for various applications, such as the synthesis of dyes and other chemicals used in the production of textiles.
Used in the Preparation of Synthetic Ethanol:
Diethyl sulfate is an intermediate in the indirect hydration process for the preparation of synthetic ethanol from ethylene. This process involves the conversion of ethylene to ethanol using a strong acid catalyst.
Used in Household Products, Cosmetics, Agricultural Chemicals, Pharmaceuticals, and Laboratory Reagents:
Diethyl sulfate is used in smaller quantities in various industries, including household products, cosmetics, agricultural chemicals, pharmaceuticals, and laboratory reagents, due to its ethylating properties and reactivity.
Used in Mutagenesis:
In 1966, diethyl sulfate was used as a mutagen to create the Luther variety of barley, demonstrating its potential use in genetic research and plant breeding.
Preparation
Diethyl sulfate is produced from ethanol and sulfuric acid, from ethylene and sulfuric acid, or from diethyl ether and fuming sulfuric acid (Budavari, 1996).
Air & Water Reactions
Highly flammable. Slowly reacts with water to form ethyl alcohol, a flammable liquid, and ethyl sulfate, with eventual conversion to sulfuric acid.
Reactivity Profile
The presence of moisture in a metal container of Diethyl sulfate caused the formation of sulfuric acid which reacts with the metal to release hydrogen which pressurized and exploded the container [Chem. Abst. 28:2908(1934)].
Health Hazard
May be fatal if inhaled, swallowed or absorbed through skin. Inhalation causes nausea and vomiting. Causes burns to skin and eyes. Ingestion may cause nausea, vomiting abdominal pain and collapse.
Safety Profile
Confirmed carcinogen
with experimental carcinogenic and
tumorigenic data. Poison by inhalation and
subcutaneous routes. Moderately toxic by
ingestion and sktn contact. A severe skin
irritant. An experimental teratogen.
Mutation data reported. Combustible when
exposed to heat or flame; can react with
oxidzing materials. Moisture causes
liberation of H2SO4. Violent reaction with
potassium tert-butoxide. Reacts violently
with 3,8-dnitro-6-phenylphenanthridine +
water. Reaction with iron + water forms
explosive hydrogen gas. To fight fire, use
alcohol foam, H2O foam, CO2, dry
chemicals. When heated to decomposition it
emits toxic fumes of SOx. See also SULFATES.
Carcinogenicity
Diethyl sulfate is reasonably anticipated to be a human carcinogenbased on sufficient evidence of carcinogenicity from studies in experimental animals.
Purification Methods
Wash the ester with aqueous 3% Na2CO3 (to remove acidic material), then distilled water, dry (CaCl2), filter and distil it in a vacuum. It is an ethylating agent and blisters the skin. [Beilstein 1 IV 1236.]
Check Digit Verification of cas no
The CAS Registry Mumber 64-67-5 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 6 and 4 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 64-67:
(4*6)+(3*4)+(2*6)+(1*7)=55
55 % 10 = 5
So 64-67-5 is a valid CAS Registry Number.
InChI:InChI=1/C4H10.H2O4S/c1-3-4-2;1-5(2,3)4/h3-4H2,1-2H3;(H2,1,2,3,4)/p-2
64-67-5Relevant articles and documents
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Kraft,Ljutina
, (1931)
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Environmentally-friendly diethyl sulfate production process,
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Paragraph 0031-0033, (2020/01/25)
The invention belongs to the field of chemical synthesis, and specially relates to an environmentally-friendly diethyl sulfate production process, which comprises: carrying out a reaction on a diethylsulfate intermediate (ethyl hydrogen sulfate or a mixture containing ethyl hydrogen sulfate) and sulfate or hydrochloride for 4-12 h at a temperature of 60-130 DEG C to generate a mixture of diethylsulfate and disulfate, cooling the mixture, dissolving with water, separating to obtain a disulfate solution and a diethyl sulfate crude product, and refining the diethyl sulfate crude product to obtain diethyl sulfate. According to the process of the invention, the reactants cannot be carbonized in the reaction process, the waste acid difficultly recycled is not generated, the product quality ishigh, the industrial production is easy to realize, and the process is an environmentally-friendly diethyl sulfate production process.
No-discharge atmospheric pressure chemical ionization mass spectrometry of ethyl glucuronide and ethyl sulfate
Favretto, Donata,Nalesso, Alessandro,Frison, Giampietro,Viel, Guido,Traldi, Pietro,Ferrara, Santo Davide
body text, p. 121 - 124 (2010/06/11)
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REACTIONS OF DIMETHYL AND DIETHYL SULFATES WITH SULFUR TRIOXIDE
Andrashchuk, N. P.,Moskvichev, Yu. A.,Shapiro, Yu. E.,Shutova, I. V.,Timoshenko, G. N.,Belyaeva, S. S.
, p. 1075 - 1079 (2007/10/02)
The composition of the products from the reaction of sulfur trioxide with dimethyl and diethyl sulfates and also with diethyl ether was investigated by 1H NMR spectroscopy.In addition to the main reaction leading to the formation of dialkyl polysulfates, in the case of the ethyl derivatives the side reaction involving sulfonation of the alkyl group at the β position is observed.This explains the preferred use of dimethyl sulfate in the syntheses of diaryl sulfones.
