270997

Sigma-Aldrich

Dichloromethane

anhydrous, ≥99.8%, contains 40-150 ppm amylene as stabilizer

Synonym(s):
Methylene chloride, DCM
Empirical Formula (Hill Notation):
CH2Cl2
CAS Number:
Molecular Weight:
84.93
Beilstein/REAXYS Number:
1730800
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

grade

anhydrous

vapor density

2.9 (vs air)

vapor pressure

24.45 psi ( 55 °C)
6.83 psi ( 20 °C)
6.86 psi ( 20 °C)

assay

≥99.8%

form

liquid

autoignition temp.

1223 °F

contains

40-150 ppm amylene as stabilizer

expl. lim.

22 %

application(s)

gas chromatography (GC): suitable

impurities

≤0.001% water
≤0.005% water (100 mL pkg)

evapn. residue

<0.0005%

refractive index

n20/D 1.424 (lit.)

bp

39.8-40 °C (lit.)

mp

−97 °C (lit.)

density

1.325 g/mL at 25 °C (lit.)

SMILES string

ClCCl

InChI

1S/CH2Cl2/c2-1-3/h1H2

InChI key

YMWUJEATGCHHMB-UHFFFAOYSA-N

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General description

Dichloromethane has been tested as a solvent medium for the dipyridine-chromium(VI) oxide. Solubility was reported to be 12.5g/100ml. Role of quantity of TiO2 loading on activated carbon support employed in the photodecomposition of dichloromethane has been investigated.
Dichloromethane is a chlorinated organic solvent that is susceptible to degradation with time. This can be suppressed by adding amylene as a stabilizer.

Application

Dichloromethane has been used for the quantification of herbivore (gypsy moth) induced blueberry volatiles by gas chromatography (GC).
Dichloromethane may be used as a solvent for the oxidation of primary and secondary alcohols using dipyridine-chromium(VI) oxide. Lithium perchlorate suspended in DCM is an effective medium for Mukaiyama aldol reactions of aldehydes with silyl ketene acetal. DCM may also be used as solvent for the synthesis of 2-bromo-6-lithiopyridine from 2,6-dibromopyridine via lithium-bromine exchange reaction.

Packaging

1, 6×1, 2, 4×2 L in Sure/Seal™
20 L in Pure-Pac™ 2
100, 12×100 mL in Sure/Seal™
200 L in Pure-Pac™ 1
18 L in Pure-Pac™ 1

Pictograms

Exclamation markHealth hazard

Signal Word

Warning

Hazard Statements

Target Organs

Central nervous system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 1593 6.1 / PGIII

WGK Germany

WGK 2

Flash Point(F)

does not flash

Flash Point(C)

does not flash

Certificate of Analysis

Certificate of Origin

Cesar R Rodriguez-Saona
Journal of visualized experiments : JoVE, (58)(58), doi:10-doi:10 (2012-01-05)
Herbivore-induced plant volatiles (HIPVs) are commonly emitted from plants after herbivore attack. These HIPVs are mainly regulated by the defensive plant hormone jasmonic acid (JA) and its volatile derivative methyl jasmonate (MeJA). Over the past 3 decades researchers have documented...
Efficient Preparation of 2-Bromo-6-lithiopyridine via Lithium? Bromine Exchange in Dichloromethane
Peterson MA & Mitchell JR
The Journal of Organic Chemistry, 62(23), 8237-8239 (1997)
Carbon-carbon bond formation catalyzed by lithium perchlorate in dichloromethane
Reetz MT & Fox DN
Tetrahedron Letters, 34(7), 1119-1122 (1993)
Effect of activated carbon content in TiO2-loaded activated carbon on photodegradation behaviors of dichloromethane.
Torimoto T, et al.
Journal of Photochemistry and Photobiology A: Chemistry, 103(1), 153-157 (1997)
Dipyridine-chromium (VI) oxide oxidation of alcohols in dichloromethane.
Collins JC, et al.
Tetrahedron Letters, 9(30), 3363-3366 (1968)
Articles
Amide bonds are ubiquitous in both nature and industrial applications. They are vital to the structure and function of biological macromolecules and polymers. The importance of this functionality has resulted in numerous approaches to its formation, ranging from stoichiometric activation of carboxylic acids to more recent advances in catalytic amide bond formation.
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