硫酸二乙酯

Diethyl Sulfate

HCID 6163CAS 64-67-5

基本信息

标准SMILES
CCOS(=O)(=O)OCC
InChIKey
DENRZWYUOJLTMF-UHFFFAOYSA-N
分子式
C4H10O4S
平均分子量
154.19 g/mol
单同位素质量
154.0299798

概述

Diethyl Sulfate can cause cancer according to an independent committee of scientific and health experts.

名称与标识

首选名称
Diethyl Sulfate
IUPAC
diethyl sulfate
中文名
硫酸二乙酯
英文名
Diethyl sulfate
分子式
C4H10O4S
分子量
154.18

名称与别名

Diethyl sulfate64-67-5Diethyl sulphateSulfuric acid, diethyl esterDIETHYLSULFATEDiaethylsulfatSulfuric acid diethyl esterDiethyl tetraoxosulfateDiethylester kyseliny siroveK0FO4VFA7INSC-56380CHEBI:34699
展开更多名称
硫酸乙酯硫酸二乙酯二乙基硫酸硫酸二乙酯CP格列美脲杂质30硫酸二乙酯/AR硫酸二乙酯标准品硫酸二乙酯,98%帕瑞考昔钠杂质32硫酸二乙酯检测标准品DSETHYL SULFATEDHYSMIG13EthylsulpateDiethylsulfat
NSC56380RefChem:133445Sufuric Acid Diethyl Ester200-589-6Montelukast Impurity 15MFCD00009099NSC 56380DTXSID1024045

数据库标识

CAS
64-67-5
PubChem CID
6163
DTXSID
DTXSID1024045
ChEMBL
CHEMBL163100
ChEBI
CHEBI:34699
UNII
K0FO4VFA7I
EC Number
200-589-6
Nikkaji
J2.811H

性质

结构计算性质

XLogP
1.1
极性表面积
61 Ų
氢键供体
0
氢键受体
4
可旋转键
4
重原子
9

实验与物化性质

Chemical Classes · 3 条

Hazardous Air Pollutants (HAPs)

Toxic Gases & Vapors -> Other Toxic Gases & Vapors

Carcinogens

SpringerMaterials PropertiesBoiling point
PesticidesPesticide -> EPA IRIS
LogP · 3 条

log Kow= 1.14

1.14

1.14

Odor · 2 条

Peppermint odor

Faint ethereal odor

Density · 4 条

1.1803 at 68 °F (USCG, 1999) - Denser than water; will sink

1.172 g/cu cm @ 25 °C

Relative density (water = 1): 1.2

1.172 @25 °C

物理化学性质

熔点
-24 °C · -24 °C (lit.)
沸点
208 °C · 208 °C (lit.)
密度
1.177 g/mL · 1.177 g/mL at 25 °C (lit.)
蒸气密度
5.3 · 5.3 (vs air)
蒸气压
0.01 mm · <0.01 mm Hg ( 20 °C)
折射率
20 · n20/D 1.399(lit.)

化学性质

无色油状液体。熔点-24.5℃,沸点208℃(稍有分解),96℃(2.0kPa),相对密度1.180(18/0℃),折光率1.4010(18℃),闪点78℃。能与醇、醚混溶,不溶于水,遇水慢慢分解,在热水中剧烈分解为硫酸单乙酯和醇。有薄荷香。

安全与法规

GHS分类

GHS Classification · 6 条

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P261, P264, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P318, P321, P330, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

Danger

H302 (99.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P318, P321, P330, P361+P364, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

危害信息

Regulatory Information · 6 条

Chemical: Sulfuric acid, diethyl ester

Hazard Traits - Carcinogenicity; Genotoxicity

Sulfuric acid, diethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Sulfuric acid, diethyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 26-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24081

Substance: Diethyl sulphate

Diethyl sulphate: HSNO Approval: HSR002968 Approved with controls

Other Safety InformationIMAP assessments - Sulfuric acid, diethyl ester: Human health tier II assessment
DOT LabelPoison
Fire Hazards · 3 条

Special Hazards of Combustion Products: Highly toxic fumes contaning sulfur oxides may be generated along with thermal decomposition products such as ethyl ether and ethylene. Sulfuric acid may be produced in the presence of moisture.

· Combustible material: may burn but does not ignite readily.

Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

Fire PotentialCombustible when exposed to heat or flame... .
Health Hazards · 2 条

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. (USCG, 1999)

· Highly toxic, may be fatal if inhaled, ingested or absorbed through skin.

安全与防护

Fire Fighting · 2 条

Excerpt from ERG Guide 152 [Substances - Toxic (Combustible)]:

Use water spray, powder, foam, carbon dioxide.

First Aid Measures · 4 条

Fresh air, rest. Half-upright position. Refer immediately for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower for at least 15 minutes. Refer immediately for medical attention.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Give nothing to drink. Refer immediately for medical attention.

Accidental Release Measures · 2 条

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 条

INHHALATION: Remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.

General First Aid:

Safe StorageSeparated from food and feedstuffs. Dry. Well closed. Keep in a well-ventilated room. Store in an area without drain or sewer access.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).

毒理信息

Environmental Fate · 3 条

TERRESTRIAL FATE: Based upon the hydrolysis of diethylsulfate in aqueous environments(1), diethylsulfate is expected to hydrolyze in moist soils(SRC). Volatilization from soil surfaces and adsorption to soil are not expected to be important processes because of hydrolysis(SRC).

AQUATIC FATE: If released to water, diethylsulfate is expected to hydrolyze rapidly(SRC). A hydrolysis rate constant of 1.15X10-4/sec at 25 °C(1) translates to a half-life of 1.7 hours at pH 7(SRC). The rate of hydrolysis will increase in both acidic and basic waters as the reaction is catalyzed under these conditions(2). Volatilization from water surfaces, adsorption to suspended solids and sediments, biodegradation, and bioconcentration are not expected to be important fate processes in aquatic systems because of hydrolysis(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), diethylsulfate, which has a vapor pressure of 0.212 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase diethylsulfate is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-lives for this reaction in air is estimated to be about 9 days(SRC), calculated from its rate constant of 1.8X10-12 cu cm/molecule-sec at 25 °C(3). Diethylsulfate also reacts rapidly with water in the atmosphere, with an estimated half-life of <1 day(3).

Adverse Effects · 1 条

Reproductive Toxin - A chemical that is toxic to the reproductive system, including defects in the progeny and injury to male or female reproductive function. Reproductive toxicity includes developmental effects. See Guidelines for Reproductive Toxicity Risk Assessment.

Exposure RoutesThe substance can be absorbed into the body by inhalation, by ingestion and through the skin.
Ecotoxicity Excerpts · 1 条

/PLANTS/ Diethyl sulfate induced unscheduled DNA synthesis in pollen of petunia hybrida. It induced chromosomal aberrations in meiotic cells and chlorophyll mutations in rice, ring chromosomes in Allium sativum root tips and anaphase and telophase aberrations in Papaver somniferum root meristemic cells.

Signs and Symptoms · 4 条

Cough. Sore throat. Laboured breathing. Shortness of breath. Symptoms may be delayed.

Redness. Pain. Serious skin burns.

Redness. Pain. Severe burns.

Burns in mouth and throat. Burning sensation behind the breastbone. Abdominal pain. Shock or collapse.

Effluent ConcentrationsIn 1989, total land releases of diethylsulfate in the US were estimated at approximately 114 kg and total air emissions were estimated as approximately 4 tons from 28 locations(1).

法规信息

Atmospheric Standards · 2 条

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Diethyl sulfate is produced, as an intermediate or a final product, by process units covered under this subpart.

Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. Diethyl sulfate is included on this list.

CERCLA Reportable Quantities · 1 条

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 10 lb or 4.54 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

安全数据

wgk
3
tsca
TSCA listed
毒性
LD50 orally in rats: 0.88 g/kg (Smyth)
RTECS号
WS7875000
包装类别
II
危险等级
6.1
毒性防护 · 3 条

急性毒性口服- 大鼠 LD50: 880 毫克/ 公斤; 口服- 小鼠 LD50: 647 毫克/ 公斤

刺激数据皮肤- 兔子 10 毫克/ 24小时 重度; 眼- 兔子 2 毫克 重度

职业标准TWA 0.03 PPM (0.2 毫克/ 立方米)

包装储运 · 3 条

可燃性危险特性明火、高热可燃; 高热放出有毒硫氧化物气体; 与水、氧化剂反应

储运特性库房通风低温干燥; 与氧化剂、硝酸、食品添加剂分开存放

灭火剂泡沫、二氧化碳、砂土

化学与工业

药理信息

Metabolism/Metabolites · 2 条

ETHYLMERCAPTURIC ACID WAS IDENTIFIED AS A URINARY METABOLITE OF SC, IP, OR ORAL DIETHYL SULFATE, ALSO ISOLATED FROM URINE WAS THE DICYCLOHEXYLAMMONIUM SALT IN 2.4% YIELD.

After male CFE albino rats were administered 1 ml of a 5% (v/v) solution of diethyl sulfate in arachis oil by gavage or by intraperitoneal or subcutaneous injection, ethylmercapturic acid and a sulfoxide were identified as metabolites.

MeSH Pharmacological Classification · 2 条

Highly reactive chemicals that introduce alkyl radicals into biologically active molecules and thereby prevent their proper functioning. Many are used as antineoplastic agents, but most are very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. They have also been used as components in poison gases.

Chemical agents that increase the rate of genetic mutation by interfering with the function of nucleic acids. A clastogen is a specific mutagen that causes breaks in chromosomes.

用途与制造

Uses · 6 条

Diethyl sulfate is primarily used as an ethylating agent, and also as an accelerator in the sulfation of ethylene and in some sulfonations. Diethyl sulfate is also a chemical intermediate for ethyl derivatives of phenols, amines, and thiols, and as an alkylating agent.

Used mainly to make dyes; Also used as an ethylating agent (pigment production), a finishing agent (textile manufacturing), a dye-set agent (carbonless paper), and an accelerator (sulfation of ethylene); Also used in agricultural chemicals, household products, pharmaceuticals, and cosmetics; [HSDB]

Pulp and Paper Processing [Category: Industry]

Chiefly as an ethylating agent; as an accelerator in the sulfation of ethylene; in some sulfonations.

Chemical intermediate for ethyl derivatives of phenols, amines, and thiols and as an alkylating agent.

The principal uses are as an intermediate in dye manufacture, as an ethylating agent in pigment production, as a finishing agent in textile manufacture and as a dye-set agent in carbonless paper. Smaller applications are in agricultural chemicals, in household products, in the pharmaceutical and cosmetic industries, as a laboratory reagent, as an accelerator in the sulfation of ethylene and in some sulfonation processes.

U.S. Production · 3 条

2023: 2,500,000 - <4,000,000 lb

(1972) PROBABLY GREATER THAN 4.5X10+5 GRAMS

(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS

Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesPigment
Methods of ManufacturingPrepared from ethanol + sulfuric acid; by absorption of ethylene in sulfuric acid; from diethyl ether and fuming sulfuric acid.
Formulations/Preparations · 2 条

GRADES: TECHNICAL

Diethyl sulfate is available as a technical grade product that contains 99.5% active ingredient or as a laboratory chemical with a purity of 95% to >98%.

应用领域 · 4 条

用途硫酸二乙酯为反应性强的乙基化剂,广泛应用于染料、医药及其他精细化工产品的生产。还用于季铵盐的合成,用作脱水剂、挥发油抽提剂等。

用途用于酚类的乙氧基化反应

用途用于医药、染料、香料、农药等,也用作乙基化试剂、乙烯磺化促进剂。硫酸二乙酯是一种常用于植物或微生物育种的诱变剂。硫酸二乙酯能诱导大麦种子DNA单链断裂。

用途用于医药、染料、香料及农药等工业

制备方法

生产方法有多种生产方法。1.由乙醇与硫酸反应而得。2.由乙醚与氯磺酸作用。3.将硫酸单乙酯加热或在脱水剂存在下蒸馏,可得硫酸二乙酯。4.乙烯与硫酸反应制得硫酸二乙酯。

试剂价格

D0525 · 25ML
硫酸二乙酯Diethyl Sulfate — 210元
D0525 · 100ML
硫酸二乙酯Diethyl Sulfate — 270元

供应商50 家

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
山东旭晨化工科技有限公司0533-15715337262 15715337262 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]

相关反应

344 条

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