Aldrich

Oxalyl chloride

221015 -

ReagentPlus®, ≥99%

DOWNLOAD MSDS (PDF)

Synonym: Ethanedioyl dichloride

  • CAS Number: 79-37-8

  • Linear Formula: ClCOCOCl

  • Molecular Weight: 126.93

  • Beilstein Registry Number: 1361988

  • EC Number: 201-200-2

  • MDL number: MFCD00000704

  • PubChem Substance ID: 24853204

Properties

Related CategoriesOthers, Oxidation, Synthetic Reagents
gradeReagentPlus®
vapor density4.4 (vs air)
vapor pressure150 mmHg ( 20 °C)
assay≥99%
total impurities<10 ppb Heavy metals
refractive indexn20/D 1.429(lit.)
bp62-65 °C(lit.)
mp−10-−8 °C(lit.)
density1.5 g/mL at 20 °C(lit.)

Description

Application

Suitable for the synthesis of acid chlorides used to produce liquid crystals.

Reactant involved in:
• Synthesis of N-heterocyclic ynones and ynediones, used to activate carboxylic acids1
• Chlorination and halogenation2
• Three-component [3+2] cycloadditions3
• Reactions with organostannanes4
• Synthesis of cyclopentenones5
• Carbonylations, used as a carbonyl synthon6

Packaging

5, 25, 100 g in ampule

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Price and Availability

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Documents

Certificate of Analysis

Certificate of Origin

FT-IR Raman
Structure Search
Pressure-Temperature Nomograph
Similar Products

Safety Information

SymbolGHS05GHS06  GHS05, GHS06
Signal wordDanger
Hazard statementsH314-H331-H335
Precautionary statementsP261-P280-P305 + P351 + P338-P310
Supplemental Hazard StatementsContact with water liberates toxic gas., Reacts violently with water.
Personal Protective EquipmentFaceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US)
Hazard CodesC
Risk Statements14-23-29-34
Safety Statements26-36/37/39-43-45
RIDADRUN 2922 8/PG 1
WGK Germany2

accessory

Product #

Description

Z693847       Scienceware® Break-Safe ampule opener, New

Technical information & documentation associated with this product is available in the Safety & Documentation tab.

References

1. C. Boersch, et al., Angew. Chem. Int. Ed. Engl. 50, 10448-10452, (2011)

2. R. M. Denton, et al., Org. Lett. 12, 4678-4681, (2010)

3. Y. L. Zhao, et al., J. Org. Chem. 7, 5622-5625, (2009)

4. T. Kashiwabara and M. Tanaka, J. Org. Chem. 74, 3958-3961, (2009)

5. C. Chen, et al., Tetrahedron Lett. 50, 5434-5436, (2009)

6. M. L. N. Rao, et al., Tetrahedron Lett. 51, 4975-4980, (2010)

Merck 14,6914

Beil. 2,IV,1853

Fieser 1,767 / Fieser 2,301 / Fieser 3,216 / Fieser 4,361 / Fieser 5,481 / Fieser 6,424 / Fieser 7,257 / Fieser 8,366 / Fieser 11,379 / Fieser 17,241

Aldrich MSDS 1, 1414:C / Corp MSDS 1 (2), 2662:D / FT-IR 2 (1), 1245:A / FT-IR 1 (1), 739:C / IR-Spectra (2), 381:H / IR-Spectra (3), 430:B / RegBook 1 (1), 867:D / Sax 6, 2099 / Sigma FT-IR 1 (2), 814:B / Structure Index 1, 133:B:1


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