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Key Documents

Safety Information

320293

Sigma-Aldrich

Dimethyl sulfate

≥99%

Synonym(s):

Sulfuric acid dimethyl ester

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About This Item

Linear Formula:
(CH3O)2SO2
CAS Number:
Molecular Weight:
126.13
Beilstein:
635994
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

bp:
188 °C (lit.)
vapor pressure:
0.7 mmHg ( 25 °C)

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vapor density

4.3 (vs air)

Quality Level

vapor pressure

0.7 mmHg ( 25 °C)

Assay

≥99%

form

liquid

autoignition temp.

923 °F

refractive index

n20/D 1.386 (lit.)

bp

188 °C (lit.)

mp

−32 °C (lit.)

density

1.333 g/mL at 25 °C (lit.)

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This Item
40560113301113303
Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

form

solid

form

-

form

-

form

-

application(s)

food and beverages
pharmaceutical

application(s)

agriculture
clinical testing
environmental
food and beverages
pharmaceutical, microbiology

application(s)

detection, environmental
food and beverages

application(s)

detection, environmental
food and beverages

suitability

selective and differential for

suitability

Plesiomonas spp., Aeromonas spp., Neisseria spp., Pseudomonas spp.

suitability

Aeromonas spp., Bacillus spp., Salmonella spp.

suitability

Citrobacter spp., Escherichia coli, Proteus spp.

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

Application

Dimethyl sulfate is a powerful methylating reagent for the methylation of carboxylic acids, alcohols, phenols, lactams, oximes, hydroxylamines, and hydroperoxides.[1][2] It can be used as a reagent for the preparation of N-methyl alkyl- and aryl-substituted amines, amides, and quaternary ammonium salts. Dimethyl sulfate is also used in the methylation of sulfur-containing compounds to synthesize sulfides and sulfonium ions.[1]
It can also be used as a reagent:       
  • For the preparation of quaternary ammonium acrylic monomer as a potent antibacterial agent by the quaternization of 2-dimethylamino ethyl methacrylate.[3]       
  • Along with dimethyl sulfoxide for the synthesis of epoxides from aldehydes and ketones via formation of trimethylsulfonium cation.[4]      
  • To prepare an oxygenate additive for diesel by the methylation of glycerol.[5]

related product

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Carc. 1B - Eye Dam. 1 - Muta. 2 - Skin Corr. 1B - Skin Sens. 1

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

181.4 °F - closed cup

Flash Point(C)

83 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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    Synthesis of antibacterial polymers from 2-dimethylamino ethyl methacrylate quaternized by dimethyl sulfate
    Zuo Huajiang, et al.
    Polymer Journal, 42(9), 766-771 (2010)
    Fieser and Fieser: Reagents For Organic Synthesis
    Fieser, Mary and March, Jerry
    Fieser and Fieser's Reagents for Organic Synthesis, 16 (1993)
    Dimethyl Sulfate
    Merriman G
    Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
    Generation of trimethylsulfonium cation from dimethyl sulfoxide and dimethyl sulfate: implications for the synthesis of epoxides from aldehydes and ketones
    Forrester J, et al.
    Journal of the Chemical Society. Perkin Transactions 1, (18), 2289-2291 (1995)
    Dimethyl Sulfate.
    Merriman G.
    Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)

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