Identification | More | [Name]
Dimethyl sulfate | [CAS]
77-78-1 | [Synonyms]
AKOS BBS-00004221 DIMETHYL SULFATE DIMETHYL SULPHATE METHYL SULFATE SULFURIC ACID DIMETHYL ESTER SULPHURIC ACID DIMETHYL ESTER ai3-52118 Dimethoxysulfone Dimethyl monosulfate Dimethylester kyseliny sirove dimethylesterkyselinysirove dimethylesterkyselinysirove(czech) dimethylmonosulfate Dimethylsulfaat Dimethylsulfat dimethylsulfat(czech) Dimetilsolfato DMS (Methyl sulfate) dms(methylsulfate) Dwumetylowy siarczan | [EINECS(EC#)]
201-058-1 | [Molecular Formula]
C2H6O4S | [MDL Number]
MFCD00008416 | [Molecular Weight]
126.13 | [MOL File]
77-78-1.mol |
Chemical Properties | Back Directory | [Appearance]
colourless liquid | [Melting point ]
-32 °C | [Boiling point ]
188 °C(lit.)
| [density ]
1.333 g/mL at 25 °C(lit.)
| [vapor density ]
4.3 (vs air)
| [vapor pressure ]
0.7 mm Hg ( 25 °C)
| [refractive index ]
n20/D 1.386(lit.)
| [Fp ]
182 °F
| [storage temp. ]
2-8°C
| [solubility ]
ethanol: 0.26 g/mL, clear, colorless
| [form ]
Liquid | [color ]
Clear colorless | [Odor]
Almost odorless | [Stability:]
Stable; combustible. Incompatible with strong oxidizing agents, strong bases including ammonia. Moisture-sensitive. | [Water Solubility ]
2.8 g/100 mL (18 ºC) | [Merck ]
13,3282 | [BRN ]
635994 | [Dielectric constant]
55.0(20℃) | [Exposure limits]
TLV/PEL-TWA skin 0.1 ppm (0.52 mg/m3 )
(ACGIH, OSHA, NIOSH)
IDLH 10 ppm (NIOSH). | [CAS DataBase Reference]
77-78-1(CAS DataBase Reference) | [IARC]
2A (Vol. 4, Sup 7, 71) 1999 | [NIST Chemistry Reference]
Sulfuric acid, dimethyl ester(77-78-1) | [EPA Substance Registry System]
77-78-1(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
T+ | [Risk Statements ]
R45:May cause cancer. R25:Toxic if swallowed. R26:Very Toxic by inhalation. R34:Causes burns. R43:May cause sensitization by skin contact. R68:Possible risk of irreversible effects. | [Safety Statements ]
S53:Avoid exposure-obtain special instruction before use . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 1595 6.1/PG 1
| [WGK Germany ]
2
| [RTECS ]
WS8225000
| [F ]
21 | [Autoignition Temperature]
495 °C | [HazardClass ]
6.1(a) | [PackingGroup ]
I | [HS Code ]
29209090 | [Safety Profile]
Confirmed carcinogen
with experimental carcinogenic,
tumorigenic, and teratogenic data. Human
poison by inhalation. Experimental poison
by ingestion, inhalation, intravenous, and
subcutaneous routes. Other experimental
reproductive effects. Human mutation datareported. A corrosive irritant to skin, eyes,
and mucous membranes. There is no odor
or initial irritation to give warning of
exposure. On brief, dd exposures,
conjunctivitis, catarrhal inflammation of the
mucous membranes of the nose, throat,
larynx, and trachea, and possibly some
reddening of the skin develop after the
latent period. With longer, heavier
exposures, the cornea shows clouding, the
irritation changes to the nasopharynx are
more marked, and after 6 to 8 hours
pulmonary edema may develop. Death may
occur in 3 or 4 days. The liver and kidneys
are frequently damaged. Spang of the liquid
on the skin can cause ulceration and localnecrosis. In patients surviving severe
exposure, there may be serious injury of the
liver and hdneys, with suppression of urine,
jaunlce, albuminuria, and hematuria
appearing. Death, resulting from the hdney
or liver damage, may be delayed for several
weeks. Flammable when exposed to heat,
flame, or oxidizers. Can react with oxidizing
materials. Violent reaction with NH4OH
and NaN3. To fight fire, use water, foam,
CO2, dry chemical. When heated to
decomposition it emits toxic fumes of SOx
See also SULFATES. | [Hazardous Substances Data]
77-78-1(Hazardous Substances Data) | [Toxicity]
LD50 orally in rats: 440 mg/kg (Smyth) | [IDLA]
7 ppm |
Raw materials And Preparation Products | Back Directory | [Raw materials]
Methanol-->Sulfuric acid-->FUMING SULFURIC ACID-->Sulfur-->Chlorosulfonic acid-->Nicotinic acid-->Sulfur trioxide-->OLEU | [Preparation Products]
2,5-Dimethoxy-4-chloroaniline-->Aminopyrine-->5-Chloro-2-methoxybenzoic acid-->o-Anisic acid-->α-Dimethoxymethyl-methoxypropionitrile-->Methyl cedryl ether-->antistatic Agent TM-->2,4,5-Trimethoxynitrobenzene
-->4-METHYLDIBENZOTHIOPHENE-->2,4-Dimethoxybenzoic acid-->Methyl trifluoromethanesulfonate-->6-AMINO-2-METHYLTHIO-3-METHYLURACIL-->3,5-DIBROMO-2-METHOXYBENZALDEHYDE-->Fursultiamine-->5-Chloro-2-(methylamino)benzophenone-->3-(Dimethylamino)benzoic acid-->7-METHYLGUANINE-->2-(4-aminophenyl)propiononitrile-->Methyl 4-acetamido-2-methoxybenzoate-->1-CHLOROMETHYL-2,3,4-TRIMETHOXYBENZENE-->UV absorber UV-9-->5-(Dimethylamino)-1-naphthalenesulfonic acid-->7-METHOXY-3,4,5,6-TETRAHYDRO-2H-AZEPINE-->3'-DIMETHYLAMINOACETOPHENONE-->BIFENAZATE-->2-(4-(ACETYLAMINO)PHENYL)PROPIONITRILE-->Cationic surface active agent-->3,5-Dimethoxybenzoic acid-->Methyl 4-acetamido-5-chloro-2-methoxybenzoate-->softening CS-->1-METHYL-5-NITROIMIDAZOLE-->2-(4-ACETAMINO-3-CHLOROPHENYL)PROPIONITRILE-->3,4-DIHYDROXY-5-METHOXYBENZOIC ACID METHYL ESTER-->trimethyl lauroylaminopropyl ammonium methylsulfate-->SCOPARONE-->3,4,5-TRIMETHOXYBENZHYDRAZIDE-->2-(METHYLTHIO)BENZOIC ACID-->BENZOIC 2-BENZOYL-1,2-DIMETHYLHYDRAZIDE-->2-(4-Nitrophenyl)propiononitrile-->Cationic Brilliant Blue RL |
Hazard Information | Back Directory | [General Description]
DIMETHYL SULFATE(77-78-1) is a colorless oily liquid, odorless to a faint onion-like odor. DIMETHYL SULFATE(77-78-1) is very toxic by inhalation. DIMETHYL SULFATE(77-78-1) is a combustible liquid and has a flash point of 182°F. DIMETHYL SULFATE(77-78-1) is slightly soluble in water and decomposed by water to give sulfuric acid with evolution of heat. DIMETHYL SULFATE(77-78-1) is corrosive to metals and tissue. | [Reactivity Profile]
Pure DIMETHYL SULFATE and concentrated aqueous ammonia react extremely violently with one another, as is the case for tertiary organic bases, [NFPA 491M, 1991]. Dimethyl sulfate ignites in contact with unheated barium chlorite, due to the rapid formation of unstable methyl chlorite. The product of methylating an unnamed material at 110°C was alloyed to remain in a reactor for 80 min. before the reactor exploded. This involved a sulfur ester such as dimethyl sulfate, [MCA Case History No. 1786]. | [Air & Water Reactions]
Water soluble. | [Health Hazard]
Acute: extremely toxic vapors and liquid--a few whiffs or contact on skin could be fatal. Also acutely toxic if ingested. Delayed effects which are ultimately fatal may also occur. Lethal concentrations as low as 97 ppm/10 min have been reported in humans. DNA inhibition and damage to human somatic cells, and sister chromatid exchange in human fibroblast cells were observed. Delayed appearance of symptoms may permit unnoticed exposure to lethal quantities. | [Fire Hazard]
Material is normally stable even under fire exposure conditions and is not hazardously reactive with water. DIMETHYL SULFATE is incompatible with strong oxidizers and strong ammonia solutions. | [Application]
Dimethyl Sulfate is a diester of methanol and sulfuric acid. Dimethyl Sulfate is commonly used as a reagent for the methylation of phenols, amines, and thiols. Dimethyl Sulfate is an effective and widely used probe for sequence-specific protein-DNA interactions. | [Definition]
ChEBI: The dimethyl ester of sulfuric acid. | [Preparation]
Dimethyl sulfate is prepared by distillation of an oleum/methanol mixture; technical production using dimethyl ether and SO3 has also been reported (NLM, 2013). | [Flammability and Explosibility]
Dimethyl sulfate is a combustible liquid (NFPA rating = 2). Toxic dimethyl sulfate vapors are produced in a fire. Carbon dioxide or dry chemical extinguishers should be used to fight dimethyl sulfate fires. | [Chemical Reactivity]
Reactivity with Water Slow, non-hazardous reaction; Reactivity with Common Materials: Corrodes metal when wet; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Sodium bicarbonate or lime; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent. | [Potential Exposure]
Tumorigen,Mutagen; Reproductive Effector; Human Data; PrimaryIrritant. Industrial use of dimethyl sulfate is based upon itsmethylating properties. It is used as an alkylating agent; inthe manufacture of methyl esters, ethers, and amines; indyes, drugs, perfume, phenol derivatives, and other organicchemicals; as a solvent in the separation of mineral oils; asan intermediate in the manufacture of sodium acetylide synthesis, as well as many pharmaceuticals and pesticides. | [First aid]
If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least30 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. If victim is conscious, administer water ormilk. Do not induce vomiting. Medical observation isrecommended for 2448 h after breathing overexposure, aspulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consideradministering a corticosteroid spray. | [Carcinogenicity]
Dimethyl sulfate is reasonably anticipated to be a human carcinogenbased on sufficient evidence of carcinogenicity from studies in experimental animals. | [Environmental Fate]
Chemical/Physical. Hydrolyzes in water (half-life = 1.2 h) to methanol and sulfuric acid
(Robertson and Sugamori, 1966) via the intermediate methyl sulfuric acid (Du Pont, 1999a) | [storage]
work with dimethyl sulfate should be conducted in a fume hood to prevent exposure by inhalation, and appropriate impermeable gloves and safety goggles should be worn at all times to prevent skin and eye contact. | [Shipping]
This compound requires a shipping label of“POISONOUS/TOXIC MATERIALS, CORROSIVE.” Itfalls in Hazard Class 6.1 and Packing Group I. | [Incompatibilities]
Dimethyl sulfate can react violently with ammonium hydroxide, sodium azide, and strong oxidizers. | [Waste Disposal]
Excess dimethyl sulfate and waste material containing this substance should be placed in a covered metal container, clearly labeled, and handled according to your institution's waste disposal guidelines. |
Questions And Answer | Back Directory | [Description]
Dimethyl sulfate (chemical formula: (CH3O)2SO2) is an odorless, corrosive, oily liquid which can release toxic fumes during heating. It can be synthesized through the esterification of sulfuric acid with methanol, and alternatively by the distillation of methyl hydrogen sulfate.
In industry, dimethyl sulfate is used as a methylating agent for the manufacture of many organic chemicals. It can be used for methylation of phenols, amines, and thiol. Moreover, it can be used for base sequencing and DNA chain cleavage since it can rupture the imidazole rings present in guanine. It can also be used for protein-DNA interaction analysis. However, its vapor is toxic to eyes and lungs, can do harm to our body. It is a potential carcinogen based on known experimental data.
| [Chemical Properties]
Dimethyl sulfate is a colorless, oily liquid that is slightly soluble in water. It has a faint, onion-like odor; the odor threshold has not been established. The vapor pressure for dimethyl sulfate is 0.5 mm Hg at 20 °C, and it has a log octanol/water partition coefficient (log Kow ) of 0.032. | [Uses]
Dimethyl sulphate has been used since the beginning of the century as a methylating agent in the preparation of organic chemical products and colouring agents, in the perfume industry, and in other processes. It is a colourless or yellowish liquid of oily consistency which vaporizes at 50℃. and has a slight piquant smell. Both the liquid and the vapour are vesicants and by virtue of this property may be used in warfare. | [References]
https://en.wikipedia.org/wiki/Dimethyl_sulfate
https://pubchem.ncbi.nlm.nih.gov/compound/dimethyl_sulfate#section=Top
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