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Key Documents

D186309

Sigma-Aldrich

Dimethyl sulfate

≥99.5%

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:
12352100
PubChem Substance ID:
NACRES:
NA.21

vapor density

4.3 (vs air)

Quality Level

vapor pressure

0.7 mmHg ( 25 °C)

Assay

≥99.5%

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.)

SMILES string

COS(=O)(=O)OC

InChI

1S/C2H6O4S/c1-5-7(3,4)6-2/h1-2H3

InChI key

VAYGXNSJCAHWJZ-UHFFFAOYSA-N

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Application

Dimethyl sulfate may be used along with alumina for preparation of monomethylated derivatives of alcohols, phenols and carboxylic acids. It may also be used in combination with dimethylformamide (DMF) to form methoxy-methylene-N,N-dimethyliminium salt, that can be utilized for the preparation of β-lactams.

Packaging

View returnable container options.
18 L in Kilo-Lab® packaging not available in all areas.

Legal Information

Kilo-Lab is a registered trademark of Merck KGaA, Darmstadt, Germany

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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

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Methylation of alcohols, phenols, and carboxylic acids, and selective monomethylation of diols and dicarboxylic acids with dimethyl sulfate by use of alumina.
Ogawa H, et al.
Bulletin of the Chemical Society of Japan, 59(8), 2481-2483 (1986)
DMF-dimethyl sulfate as a new reagent for the synthesis of β-lactams.
Jarrahpour A and Zarei M.
Tetrahedron Letters, 50(14), 1568-1570 (2009)
A new method for sequencing DNA.
Maxam AM and Gilbert W.
Proceedings of the National Academy of Sciences of the USA, 74(2), 560-564 (1977)
Chad M Kurylo et al.
Cell reports, 25(1), 236-248 (2018-10-04)
Prevailing dogma holds that ribosomes are uniform in composition and function. Here, we show that nutrient limitation-induced stress in E. coli changes the relative expression of rDNA operons to alter the rRNA composition within the actively translating ribosome pool. The most
Kwang Sun Ryu et al.
The journal of physical chemistry. B, 111(4), 731-739 (2007-01-26)
The physical properties of polyaniline (PAn) powder, doped by nucleophilic doping of dimethyl sulfate (DMS), were characterized, as well as its electrochemical behaviors, to investigate the possibility of a power source device adopting the PAn-DMS electrodes. It is shown that

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