Diethyl sulfate
![Diethyl sulfate Structure](CAS/GIF/64-67-5.gif)
- CAS No.
- 64-67-5
- Chemical Name:
- Diethyl sulfate
- Synonyms
- DIETHYL SULPHATE;DS;ETHYL SULFATE;SULFURIC ACID DIETHYL ESTER;DHYS;Ethylsulpate;Diethylsulfat;Diaethylsulfat;DIETHYL SULFATE;Two ethyl sulfate
- CBNumber:
- CB9483493
- Molecular Formula:
- C4H10O4S
- Molecular Weight:
- 154.18
- MOL File:
- 64-67-5.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/8/21 22:41:43
Melting point | -24 °C (lit.) |
---|---|
Boiling point | 208 °C (lit.) |
Density | 1.177 g/mL at 25 °C (lit.) |
vapor density | 5.3 (vs air) |
vapor pressure | <0.01 mm Hg ( 20 °C) |
refractive index |
n |
Flash point | 173 °F |
storage temp. | Refrigerator (+4°C) |
solubility | soluble in Ether,Alcohol |
form | Liquid |
color | Clear |
Odor | char. faint ether odor, irritating after-effect |
Water Solubility | 5 g/L (20 ºC) |
Merck | 14,3130 |
BRN | 1209714 |
Dielectric constant | 29.0(20℃) |
Stability | Moisture sensitive. May react violently with oxidizing agents. |
CAS DataBase Reference | 64-67-5(CAS DataBase Reference) |
IARC | 2A (Vol. 54, 71) 1999 |
NIST Chemistry Reference | Sulfuric acid, diethyl ester(64-67-5) |
EPA Substance Registry System | Diethyl sulfate (64-67-5) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() ![]() ![]() GHS05,GHS07,GHS08 |
|||||||||
---|---|---|---|---|---|---|---|---|---|---|
Signal word | Danger | |||||||||
Hazard statements | H302+H312+H332-H314-H340-H350 | |||||||||
Precautionary statements | P202-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338 | |||||||||
Hazard Codes | T | |||||||||
Risk Statements | 45-46-20/21/22-34 | |||||||||
Safety Statements | 53-45 | |||||||||
RIDADR | UN 1594 6.1/PG 2 | |||||||||
WGK Germany | 3 | |||||||||
RTECS | WS7875000 | |||||||||
TSCA | Yes | |||||||||
HazardClass | 6.1 | |||||||||
PackingGroup | II | |||||||||
HS Code | 29209090 | |||||||||
Toxicity | LD50 orally in rats: 0.88 g/kg (Smyth) | |||||||||
NFPA 704 |
|
Diethyl sulfate price More Price(14)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich(India) | D100706 | Diethyl sulfate 98% | 64-67-5 | 100G | ₹1948.5 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | D100706 | Diethyl sulfate 98% | 64-67-5 | 1KG | ₹5596.53 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | D100706 | Diethyl sulfate 98% | 64-67-5 | 2KG | ₹8508.45 | 2022-06-14 | Buy |
ALFA India | ALF-L14291-AP | Diethyl sulfate, 98% | 64-67-5 | 500mL | ₹3881 | 2022-05-26 | Buy |
ALFA India | ALF-L14291-AE | Diethyl sulfate, 98% | 64-67-5 | 100mL | ₹1540 | 2022-05-26 | Buy |
Diethyl sulfate Chemical Properties,Uses,Production
Chemical Properties
Diethyl sulfate is a colorless, oily liquid with a faint peppermint- like odor, which darkens with age (Budavari, 1996). It is miscible with alcohol and ether (O'Neil, 2006). At higher temperatures, DES rapidly decomposes into monoethyl sulfate and alcohol (NTP, 2011).
Uses
The primary use of diethyl sulfate is as a chemical intermediate (ethylating agent) in synthesis of ethyl derivatives of phenols, amines, and thiols; as an accelerator in the sulfation of ethylene; and in some sulfonation processes. It is used to manufacture dyes, pigments, carbonless paper, and textiles. It is an intermediate in the indirect hydration (strong acid) process for the preparation of synthetic ethanol from ethylene. Smaller quantities are used in household products, cosmetics, agricultural chemicals, pharmaceuticals, and laboratory reagents (IARC 1992, 1999, HSDB 2009). In 1966, it was used as a mutagen to create the Luther variety of barley (IARC 1974).
Application
Diethyl sulfate can be used as a reactant for the synthesis of:
Biologically active compounds such as bispyrazole, pyrazolopyrimidine and pyridine containing antipyrinyl moieties.
N-substituted-2-styryl-4(3H)-quinazolinones.
Ionic liquids with pyrrolidinium, piperidinium and morpholinium cations, having potential applications as electrolytes.
It can also be used as an alkylating agent to synthesize 1-alkyl/aralkyl-2-(1-arylsufonylalkyl)benzimidazoles and an ionic liquid ethylmethylimidazole ethylsulfate ([EMIM][EtSO4].
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).
Definition
ChEBI: Diethyl sulfate is the diethyl ester of sulfuric acid. It has a role as a carcinogenic agent, an apoptosis inducer, an alkylating agent and a mutagen.
General Description
Diethyl sulfate appears as a clear colorless liquid with a peppermint odor. Burns, though may be difficult to ignite. Corrosive to metals and tissue. It is a potent alkylating agent.
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.]
Diethyl sulfate Preparation Products And Raw materials
Raw materials
Preparation Products
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