디메틸황산염(13C2)

Dimethyl Sulfate

HCID 6497CAS 1216599-58-4

기본 정보

표준 SMILES
COS(=O)(=O)OC
InChIKey
VAYGXNSJCAHWJZ-UHFFFAOYSA-N
분자식
C2H6O4S
평균 분자량
126.13 g/mol
단동위원소 질량
125.99867967

개요

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

이름 및 식별자

우선 이름
Dimethyl Sulfate
IUPAC
dimethyl sulfate
영어명
Dimethyl sulfate-13C2,d6
분자식
C2D6O4S
분자량
134.186610668

이름 및 동의어

DIMETHYL SULFATE77-78-1dimethylsulfateDimethyl sulphateDimethyl monosulfateSulfuric acid, dimethyl esterDimethylsulfatSulfuric acid dimethyl esterSulfate dimethyliqueDimethylsulfaatDimetilsolfatoDMS (methyl sulfate)
이름 더 보기
Dimethyl sulfate-13C2,d6Dimethyl sulfate-13C2,d6
Dwumetylowy siarczanSulfato de dimetiloMethyle (sulfate de)Sulfate de dimethyleRCRA waste number U103Dimethylester kyseliny siroveDTXSID5024055Sulfate de methyle

데이터베이스 식별자

CAS
1216599-58-4、286013-18-1、77-78-1
PubChem CID
6497
DTXSID
DTXSID5024055
ChEMBL
CHEMBL162150
ChEBI
CHEBI:59050
UNII
JW5CW40Z50
EC Number
201-058-1、685-236-8、694-313-5
Nikkaji
J2.823A

물성

구조 계산 물성

XLogP
-0.3
극성 표면적
61 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
4
회전 가능 결합 수
2
무거운 원자 수
7

실험 및 물리화학적 성질

Chemical Classes · 3건

Hazardous Air Pollutants (HAPs)

Toxic Gases & Vapors -> Other Toxic Gases & Vapors

Carcinogens

SpringerMaterials PropertiesSchoenflies notation
PesticidesPesticide -> EPA IRIS
LogP · 2건

0.16

0.03

Odor · 2건

Essentially odorless

Faint, onion-like odor

Density · 6건

1.3283 at 68 °F (EPA, 1998) - Denser than water; will sink

1.3322 g/cu cm at 20 °C/4 °C

Relative density (water = 1): 1.3

1.33

1.3322 @ 20°C

1.33

물리화학적 성질

녹는점
-32 °C · -32 °C(lit.)
끓는 점
188 °C · 188 °C(lit.)
밀도
1.417 g/mL · 1.417 g/mL at 25 °C
인화점
83 °C · 83 °C
InChI
1S/C2H6O4S/c1-5-7(3,4)6-2/h1-2H3/i1+1D3,2+1D3
InChIKey
VAYGXNSJCAHWJZ-KLFIIISESA-N

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

P203, P260, P261, P264, P270, P271, P272, P280, P284, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P318, P320, P321, P330, P333+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1004) of reports.

Danger

H301 (> 99.9%): Toxic if swallowed [Danger Acute toxicity, oral]

유해성 정보

Hazards IdentificationToxic/poison by inhalation (TIH/PIH)
Regulatory Information · 6건

Chemical: Sulfuric acid, dimethyl ester

Hazard Traits - Carcinogenicity; Ocular Toxicity; Respiratory Toxicity

Sulfuric acid, dimethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Sulfuric acid, dimethyl 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: 05-02-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/11778

Substance: Dimethyl sulphate

Dimethyl sulphate: HSNO Approval: HSR002977 Approved with controls

Other Safety InformationIMAP assessments - Sulfuric acid, dimethyl ester: Human health tier II assessment
DOT LabelPoison Inhalation Hazard Corrosive
Fire Hazards · 3건

Material is normally stable even under fire exposure conditions and is not hazardously reactive with water. It is incompatible with strong oxidizers and strong ammonia solutions. (EPA, 1998)

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

Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 83 °C explosive vapour/air mixtures may be formed.

Fire PotentialMODERATE, WHEN EXPOSED TO HEAT OR FLAME.

안전 및 보호

Fire Fighting · 2건

Wear positive pressure breathing apparatus and special protective clothing. Dike fire control water for later disposal. Do not scatter material.

Use powder, foam, carbon dioxide, water spray.

First Aid Measures · 4건

Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer immediately for medical attention.

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

Rinse with plenty of water (remove contact lenses if easily possible). Refer immediately for medical attention.

Rinse mouth. Give one or two glasses of water to drink. Do NOT induce vomiting. Refer immediately for medical attention.

Accidental Release Measures · 2건

· 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 · 3건

Warning: Symptoms may be delayed up to 12 hours.

General First Aid:

(General first aid procedures)

Safe StorageSeparated from food and feedstuffs and incompatible materials. See Chemical Dangers. Cool. Dry. Well closed. Ventilation along the floor. Store in an area without drain or sewer access.
Exposure Control and Personal Protection · 2건

· Wear positive pressure self-contained breathing apparatus (SCBA).

TIH (Toxic Inhalation Hazard) - Term used to describe gases and volatile liquids that are toxic when inhaled. Some are TIH materials themselves, e.g., chlorine, and some release TIH gases when spilled in water, e.g., chlorosilanes. [ERG 2016].

독성 정보

Cancer Sites[in animals: nasal & lung cancer]
Target OrgansEyes, skin, respiratory system, liver, kidneys, central nervous system
Ecotoxicity Values · 4건

LC50 Leuciscus idus (orfe) 14 mg/L/48 hr; static

LC50 Leuciscus idus (orfe) 14 mg/L/96 hr; static

LC50; Species: Lepomis macrochirus (Bluegill, length 33-75 mm); Conditions: freshwater, static, 23 °C, pH 7.6-7.9, hardness 55 mg/L CaCO3; Concentration: 7500 ug/L for 96 hr /99% purity/

LC50; Species: Menidia beryllina (Inland silverside, length 40-100 mm); Conditions: saltwater, static, 20 °C, pH 7.6-7.9, hardness 55 mg/L CaCO3; Concentration: 15000 ug/L for 96 hr /99% purity/

Environmental Fate · 3건

TERRESTRIAL FATE: If released to moist soil, dimethyl sulfate is expected to hydrolyze rapidly as indicated by a measured rate constant in water of 1.66X10-4/sec at 25 °C(1), corresponding to a half-life of 1.15 hours at pH 7(SRC). Volatilization from water surfaces, adsorption to suspended solids and sediments, biodegradation, and bioconcentration are not expected to be important fate processes in moist terrestrial systems because of hydrolysis(SRC). Dimethyl sulfate may volatilize slightly from dry soil surfaces(SRC) based upon a vapor pressure of 0.677 mm Hg(2).

AQUATIC FATE: If released to water, dimethyl sulfate is expected to hydrolyze rapidly as indicated by a measured rate constant of 1.66X10-4/sec at 25 °C(1); this corresponds to a half-life of 1.15 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), dimethyl sulfate, which has a vapor pressure of 0.677 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase dimethyl sulfate is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 84 days(SRC), calculated from its rate constant of 5.0X10-13 cu cm/molecule-sec at 25 °C(3). Vapor-phase dimethyl sulfate is degraded in the atmosphere by reaction with water (estimated atmospheric lifetime of >2 days)(4). Dimethyl sulfate is likely to become incorporated into fog and cloudwater, in which case it will hydrolyze to monomethyl hydrogen sulfate (and finally sulfuric acid) and methanol, with a half-life on the order of 30 to 60 min(4). Dimethyl sulfate does not contain chromophores that absorb at wavelengths >290 nm(5) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure Routes · 2건

The substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion.

inhalation, skin absorption, ingestion, skin and/or eye contact

규제 정보

RCRA Requirements · 1건

U103; As stipulated in 40 CFR 261.33, when dimethyl sulfate, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

TSCA Requirements · 2건

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble in 51 FR 41329. Effective date 3/11/1994; Reporting date 5/10/1994.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Dimethyl sulfate is included on this list. Effective date 3/11/1994; Sunset date 6/30/1998.

Atmospheric Standards · 2건

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. Dimethyl sulfate is produced, as an intermediate or 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. Dimethyl sulfate is included on this list.

CERCLA Reportable Quantities · 2건

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 100 lb or 45.4 kg. The toll free number of the NRC is (800) 424-8802; The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Dimethyl sulfate is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500 lbs.

안전 데이터

wgk
WGK 3
ridadr
UN 1595
risk_code
45-25-26-34-43-68
hazard_code
T+
safety_code
53-45
포장분류
I

화학 및 산업

약리 정보

Mechanism of Action · 2건

Pathogenesis ... may be explained by substance's alkylating properties and fact that it hydrolyzes to form sulfuric acid and methyl alcohol which enter bloodstream. ... /in/ animal experimentation ... methyl alcohol was found in blood and viscera.

Methylazoxymethanol (MAM) and dimethyl sulfate (DMS) are mutagens whose genetic effects can be ascribed to the methylation of DNA. While both methylate the N7 position of guanine heavily, only MAM strongly methylates the O(6) position of guanine. ... The relative effectiveness and specificity of MAM and DMS in bacterial assays /were evaluated/ for the induction of point mutations and the formation of chromosomal duplications by genetic recombination. Salmonella typhimurium strain TS1121 was used to measure the formation of genetic duplications on the basis of the aroC321 allele and mutations by reversion of the hisG46 allele. Specific base pair substitutions and frameshift mutations were measured in a reversion assay based on lacZ alleles of Escherichia coli. The results show MAM to be the more potent mutagen and DMS the stronger recombinagen in the Salmonella assay. In the lacZ assay DMS induced several classes of base pair substitutions (GC to AT transitions, GC to TA transversions and AT to TA transversions), as well as lower frequencies of +1, -1 and -2 frameshift mutations. The activity of MAM as a base pair substitution mutagen was more specific than that of DMS, inducing only GC to AT transitions. It also induced +G, -G, -A and -CG frameshift mutations, though more weakly than it induced GC to AT transitions. Long known as a base pair substitution mutagen, the induction of frameshifts by MAM was unexpected. ....

Biological Half-LifeFollowing a single iv injection of 75 mg/kg body weight in 0.5 ml of 0.1 M sodium citrate buffer (pH 7.4) ... /the BHL/ of dimethyl sulfate in the blood of the rat ... /was less than/ 5 min after the injection.
Metabolism/Metabolites · 5건

Dimethyl sulfate is absorbed readily through mucous membranes, the intestinal tract, and the skin. It is rapidly metabolized in mammalian tissues and when injected intravenously into rats is undetectable in the plasma after 3 minutes. It is possible that the hydrolysis of dimethyl sulfate and the subsequent methylation of component molecules of the cells and tissues, including DNA, are responsible for its local effects, systemic toxic effects, and possible carcinogenicity. On the eye, dimethyl sulfate produces toxic effects similar to those of methanol and it is probable that its toxicity is in part a direct result of the dissolved methanol moiety of the molecule as well as being a result of alkylation reactions. The ultimate metabolites in the human body are sulfate and carbon dioxide, and these are excreted by the kidneys and released by the lungs, respectively.

... To establish whether urinary 7-methyladenine (7-MA) might serve as a marker of exposure to exogenous and carcinogenic methylating agents, the excretion of 7-MA following injection of methylating agents was measured. ... Increasing the i.p. dose of N-methylnitrosourea (MNU) from 2 to 80 mg/kg/rat resulted in a linear increase in urinary 7-MA, which at the highest dose was 1.6 ug during the first day and another 0.4 ug during day 2. Doses of 5 mg/kg MNU led to elevated urinary levels of 7-MA (144 ng) compared to controls (26 ng). Other methylating agents, such as dimethylnitrosamine, N-methyl-N'-nitro-N-nitrosoguanidine and dimethyl sulfate, also provided urinary 7-MA. To determine the fate of injected 7-MA, the administration of 2 ug 7-[3H-methyl]adenine led to an 80% recovery of radioactivity in the urine, almost all of it during the first 24 hr. No other labeled metabolites were detected. At least for the rat, urinary 7-MA serves as an indicator of exposure to methylating agents.

Eye effects are probably attributable to metabolism of dimethyl sulfate to methanol and sulfuric acid.

Investigators found a maximum level of methanol of 18.7 mg/L in blood samples taken from 5 guinea pigs, at intervals, following an 18 min inhalation exposure to air containing dimethyl sulfate at a concentration of 393 mg/cu m (75 ppm). During the first 2 days following exposure, 0.064 to 0.156 mg methanol per day was excreted in the urine; if all the dimethyl sulfate inhaled had been absorbed and hydrolyzed, a maximum of 0.9 mg methanol would have been found.

For more Metabolism/Metabolites (Complete) data for DIMETHYL SULFATE (6 total), please visit the HSDB record page.

MeSH Pharmacological Classification · 3건

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.

Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging.

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.

Absorption, Distribution and Excretion · 3건

Following a single iv injection of 75 mg/kg body weight in 0.5 ml of 0.1 M sodium citrate buffer (pH 7.4), there was a rapid fall in the concentration of dimethyl sulfate in the blood of the rat to 1/6 of the amount that would be expected if the compound had been evenly distributed ... No detectable dimethyl sulfate was found, 5 min after the injection.

Dimethyl sulfate is readily absorbed through the intact skin ... .

In all iv studies, the lung and the brain exhibited a much higher degree of nucleic acid alkylation than the liver and kidney. Since the first 2 organs receive a relatively larger proportion of the cardiac output, it was proposed that dimethyl sulfate does not equilibrate throughout the body but breaks down in the organs that it penetrates first ...

용도 및 제조

Uses · 6건

Dimethyl sulfate is used as a methylating agent in the manufacture of many organic chemicals. It is also used in the manufacture of dyes and perfumes, for the separation of mineral oils, and for the analysis of auto fluids. Formerly, dimethyl sulfate was used as a war gas.

Used as a methylating agent in the synthesis of many organic compounds; [ACGIH]

Dimethyl sulfate (DMS) is used both as a methylating agent in industrial chemical synthesis and in medical laboratories for chemical cleavage of DNA.

Methylating agent for amines and phenols, polyurethane-based adhesives.

Methylating and sulfating agent for agrichemicals, fabric softeners, dyes, synthetic drugs, and various intermediates.

... Used as a sulfating and sulfonating agent.

Impurities · 3건

... AVAILABLE AS TECHNICAL GRADE PRODUCT WHICH CONTAINS SMALL AMT OF ACID IMPURITIES.

Commercial dimethyl sulfate may contain trace amounts of sulfuric acid.

Technical grade dimethyl sulfate contains small amounts of dimethyl ether.

U.S. Imports · 2건

(1978) 4.90X10+8 G (INCLUDES DIETHYL SULFATE)

(1982) 5.62X10+8 G (INCLUDES DIETHYL SULFATE)

U.S. Production · 5건

2023: 10,000,000 - <50,000,000 lb

(1978) PROBABLY GREATER THAN 2.27X10+6 G

(1982) PROBABLY GREATER THAN 2.27X10+6 G

Sulfuric acid, dimethyl ester is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#2470]

Consumption PatternsESSENTIALLY 100% AS A CHEM INTERMEDIATE.
Consumer UsesOther

공급사50 곳

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]
上海伟聂化工科技有限公司13046668259 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]
聊城信立新材料有限公司18963527911 18006357927 · [email protected]

관련 반응

3,971건

연결된 노트

불러오는 중…