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Diethyl sulfate

Diethyl sulfate Structure
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

Diethyl sulfate Properties

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 n20/D 1.399(lit.)
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
1
3 1

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
Product number Packaging Price Buy
D100706 100G ₹1948.5 Buy
D100706 1KG ₹5596.53 Buy
D100706 2KG ₹8508.45 Buy
ALF-L14291-AP 500mL ₹3881 Buy
ALF-L14291-AE 100mL ₹1540 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.]

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Diaethylsulfat Diethylester kyseliny sirove diethylesterkyselinysirove diethyltetraoxosulfate Ethylsulpate sulfatediethylique Sulphuric acid diethyl ester DIETHYL SULFATE Diethyl sulfate (DES) Diethylsulfate,98% DiethylSulfate,Certified DiethylSulphate99.5% DiethylSulphateForSynthesis DIETHYL SULFATE (BULK) SULPHONICACID,DIETHYLESTER Diethylsulfat DIETHYL SULFATE (DRUMS) DIETHYL SULPHATE extrapure Ethyl sulfate, Sulfuric acid diethyl ester Sulfuric acid diethyl Diethyl sulfate,99% DIETHYL SULFATE FOR SYNTHESIS Two ethyl sulfate DHYS Diethyl Sulphate (DES) DiethylSulfate> Diethyl sulphate, puriss, 98%+ Diethyl sulphate, puriss DS DIETHYL SULPHATE ETHYL SULFATE SULFURIC ACID DIETHYL ESTER Diethyl Sulphate (99%, 99.5%) Parecoxib Impurity 32 Parecoxib Sodium Impurity 28 Parecoxib Impurity 45 (Diethyl Sulfate) Parecoxib Impurity 1 (Diethyl Sulfate) DES (DIETHYL SULFATE) 64-67-5 22292-65-1 4-67-5 CH3CH2O2SO2 C2H52SO4 540829 C4H1004S C4H10O4S Synthetic Reagents C-X Bond Formation (Non-Halogen) Alkyl Transfer Organics Pharmaceutical Intermediates