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270997 Sigma-Aldrich

Dichloromethane

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

Synonym: DCM, Methylene chloride

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Properties

Related Categories Anhydrous, Anhydrous Solvents, Dichloromethane (Methylene chloride), Products, Returnable Containers,
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%
autoignition temp.   1223 °F
contains   40-150 ppm amylene as stabilizer
expl. lim.   22 %
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.)

Description

Packaging

1, 6×1, 2, 4×2 L in Sure/Seal™

18, 200 L in Pure-Pac™ 1

View returnable container options.

100, 12×100 mL in Sure/Seal™

200 L in Pure-Pac™ 2

Application

Dichloromethane has been used for the quantification of herbivore (gypsy moth) induced blueberry volatiles by gas chromatography (GC).

Price and Availability

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Blood, Central nervous system, Liver
RIDADR 
UN 1593 6.1 / PGIII
WGK Germany 
2
RTECS 
PA8050000

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Articles

A Mild and Efficient Palladium-Catalyzed Cyanation of Aryl Chlorides with K4[Fe(CN)6]

The cross-coupling reactions of allylboronic acid pinacol ester derivatives with aryl and heteroaryl halides occurred with high selectivity (>97%) at the ?-carbon of the allylboron reagent in the pre...
Keywords: Chromatography, Coupling reactions, Cross couplings, Flash chromatography

A new palladium catalyst system for the cyanation of aryl chlorides with K4[Fe(CN)6]

Potassium 1-(alkoxy/acyloxy)alkyltrifluoroborates have been synthesized through a copper-catalyzed?diboration of aldehydes and subsequent conversion of the?resulting potassium 1-(hydroxy)alkyltrifluo...
Keywords: Catalysis, Chromatography, Column chromatography, Cross couplings, Eliminations

BippyPhos: A Single Ligand With Unprecedented Scope in the Buchwald- Hartwig Amination of (Hetero)aryl Chlorides

We report a diverse demonstration of synthetically useful chemoselectivity in the synthesis of di-, tri-, and?tetraamines (62 examples) by use of Buchwald?Hartwig?amination employing a single catalys...
Keywords: Aminations, Arylations, Chromatography, Column chromatography, Gas chromatography, Ligands

Cascade Palladium Catalysis: A Predictable and Selectable Regiocontrolled Synthesis of N-Arylbenzimidazoles

A wide-ranging study�of Suzuki reactions which use nitrogen-containing heterocycles is described (see scheme). This method is highly versatile (a single procedure was used for all substrates, includi...
Keywords: Chromatography, Column chromatography, Suzuki reactions

Copper-Free Sonogashira Coupling of Cyclopropyl Iodides with Terminal Alkynes

An efficient palladium-catalyzed cyanation of aryl chlorides is established. In the presence of a highly effective Pd/CM-phos catalyst, cyanation of aryl chlorides proceeds at 71 �C in general, which...
Keywords: Catalysis, Chromatography, Column chromatography, Gas chromatography, Ligands, Nuclear magnetic resonance spectroscopy

Cross-Coupling of Mesylated Phenol Derivatives with Potassium Cyclopropyltrifluoroborate

A robust and efficient protocol for the introduction of the dioxolanylethyl moiety onto various aryl and heteroaryl halides has been developed, providing cross-coupling yields up to 93%. Copper-catal...
Keywords: Catalysis, Chromatography, Cross couplings, Flash chromatography, Purification

Determination of Water Content in Dichloromethane Using Karl Fischer Titration

The determination of water in halogenated hydrocarbons is simple and in most cases straightforward. Solubility in methanol is good and the use of 1-propanol or chloroform is only necessary in the cas...
Keywords: Pharmaceutical, Titrations

Determination of Water Content in Dichloromethane, free chlorine Using Karl Fischer Titration

The determination of water in halogenated hydrocarbons is simple and in most cases straightforward. Solubility in methanol is good and the use of 1-propanol or chloroform is only necessary in the cas...
Keywords: Titrations

Palladium-Catalyzed Amination of Unprotected Five-Membered Heterocyclic Bromides

An efficient method for the palladium-catalyzed amination of unprotected bromoimidazoles and bromopyrazoles is presented. The transformation is facilitated by the use of our newly developed Pd precat...
Keywords: Aminations, Catalysis, Chromatography, Column chromatography, Ligands, transformation

Palladium-catalyzed coupling of functionalized primary and secondary amines with aryl and heteroaryl halides: two ligands suffice in most cases

We report our studies on the use of two catalyst systems, based on the ligands BrettPhos and RuPhos, which provide the widest scope for Pd-catalyzed C-N cross-coupling reactions to date. Often low ca...
Keywords: Arylations, Catalysis, Coupling reactions, Cross couplings, Ligands, Pharmaceutical

Rational and Predictable Chemoselective Synthesis of Oligoamines via Buchwald-Hartwig Amination of (Hetero)Aryl Chlorides Employing Mor-DalPhos

We report our studies on the use of two catalyst systems, based on the ligands BrettPhos and RuPhos, which provide the widest scope for Pd-catalyzed C-N cross-coupling reactions to date. Often low ca...
Keywords: Catalysis, Coupling reactions, Cross couplings, Ligands, Pharmaceutical

Reversed-Polarity Synthesis of Diaryl Ketones through Palladium- Catalyzed Direct Arylation of 2-Aryl-1,3-dithianes

The title reaction leads to satisfactory yields of dihydrodibenzoazepines�1?a�from norbornene. The dibenzoazepines�2�can also be accessed from compounds of type�1?b�when norbornadiene is used as a re...
Keywords: Chromatography, Column chromatography

Related Content

Agriculture | Crop Protection Workflow

Pesticides are an essential component in modern agriculture and enable growers to fully realize the yield potential of their seeds. From compound discovery to active ingredient development, our chemi...
Keywords: Agriculture, Pesticides

Peer-Reviewed Papers
15

References

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