Oxalyl chloride
ALDRICH/221015 - ReagentPlus®, ≥99%
Synonym: Ethanedioyl dichloride
CAS Number: 79-37-8
Empirical Formula (Hill Notation): C2Cl2O2
Molecular Weight: 126.93
EC Number: 201-200-2
MDL Number: MFCD00000704
Linear Formula: ClCOCOCl
Product Type: Chemical
| assay | ≥99% |
| bp | 62-65 °C (lit.) |
| color | APHA: 0-150 |
| density | 1.5 g/mL at 20 °C (lit.) |
| form | liquid |
| functional group | acyl chloride |
| impurities | <10 ppb Heavy metals |
| InChI | 1S/C2Cl2O2/c3-1(5)2(4)6 |
| InChI key | CTSLXHKWHWQRSH-UHFFFAOYSA |
| mp | −10-−8 °C (lit.) |
| product line | ReagentPlus® |
| Quality Level | 200  |
| reaction suitability | reagent type: oxidant |
| refractive index | n |
| SMILES string | ClC(=O)C(Cl)=O |
| vapor density | 4.4 (vs air) |
| vapor pressure | 150 mmHg ( 20 °C) |
| Application: | Oxalyl chloride may be used in the following processes: • Preparation of Mosher′s acid chloride by reacting with Mosher′s acid in the presence of DMF. • Activation of dimethyl sulfoxide for use in the oxidation of long-chain alcohols to carbonyls. • Activation of α-keto carboxylic acids and N-heterocyclic carboxylic acids for alkynylation to form ynediones and N-heterocyclic ynones, respectively. |
| Application: | Reactant involved in: • Synthesis of N-heterocyclic ynones and ynediones, used to activate carboxylic acids • Chlorination and halogenation • Three-component [3+2] cycloadditions • Reactions with organostannanes • Synthesis of cyclopentenones • Carbonylations, used as a carbonyl synthon |
| Application: | Suitable for the synthesis of acid chlorides used to produce liquid crystals. |
| General description: | Oxalyl chloride is a commonly used chlorinating reagent that can be prepared by the reaction of oxalic acid and phosphorus pentachloride. |
| Legal Information: | ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany |
| Packaging: | 10 kg in Nowpak™ |
| Packaging: | 5, 25, 100 g in ampule |
| Packaging: | The 5g, 25g and 100g units sold in the US are packaged in ampules. |
| Symbol |    GHS02,GHS05,GHS06 |
| Signal word | Danger |
| Hazard statements | H225 - H260 - H314 - H331 - H335 |
| Precautionary statements | P210 - P231 + P232 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 |
| Hazard Codes | T |
| Risk Statements | 14-23-29-34-37 |
| Safety Statements | 26-36/37/39-45 |
| RIDADR | UN 2922 6.1(8) / PGI |
| WGK Germany | WGK 2 |
| Flash Point(F) | 51.8 °F - closed cup |
| Flash Point(C) | 11.0 °C - closed cup |
| Supplemental Hazard Statements | EUH014 - EUH029 |
| Purity | ≥99% |
| bp | 62-65 °C (lit.) |
| mp | −10-−8 °C (lit.) |
| Density | 1.5 g/mL at 20 °C (lit.) |
| Refractive Index | n |
| UNSPSC | 12352106 |