HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Oxopropiononitrile
ACETYL CYANIDE · 2-Oxopropanenitrile · Pyuvoitrile · PYRUVONITRILE · Pyruvocyanide · 1-Cyanoethanal · 1-Cyanoethanone · Oxypropionitrile
Identifiers & Physical Properties
| CAS No. | 631-57-2 |
|---|---|
| Molecular formula | C3H3NO |
| Average molar mass | 69.06 g/mol |
| Monoisotopic mass | 69.02146372 g/mol |
| SMILES | CC(=O)C#N |
| InChIKey | QLDHWVVRQCGZLE-UHFFFAOYSA-N |
| PubChem CID | 69430 |
| EC No. | 211-159-2 |
| DTXSID | DTXSID10212430 |
Chemical & Physical Properties
| XLogP | -0.1 |
|---|---|
| Topological polar surface area | 40.9 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 0 |
| Heavy atoms | 5 |
| Formal charge | 0 |
| Complexity | 86.3 |
| Chemical classes | Nitrogen Compounds -> Nitriles |
| SpringerMaterials Properties | Schoenflies notation |
| Physical Description | Yellow liquid[Sigma-Aldrich MSDS] |
| Boiling point | 92-93 °C(lit.) |
| Density | 0.974 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.376(lit.) |
| Flash point | 58 °F |
| Storage conditions | 2-8°C |
| Solubility | Soluble in ether and acetonitrile. |
| Physical state | Liquid |
| Color | Colorless to brown |
| BRN | 1737633 |
| Exposure limits | NIOSH: IDLH 25 mg/m3 |
| InChI | 1S/C3H3NO/c1-3(5)2-4/h1H3 |
| InChIKey | QLDHWVVRQCGZLE-UHFFFAOYSA-N |
| SMILES | CC(=O)C#N |
| CAS DataBase Reference | 631-57-2 |
| FDA UNII | ULO441649V |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS02,GHS06 |
| Signal word | Danger |
| GHS hazard statements | H225-H301+H331-H315-H335-H412 |
| GHS precautionary statements | P210-P233-P273-P301+P310-P303+P361+P353-P304+P340+P311 |
| Target organs | Respiratory system |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Hazard symbols | F,T,N |
| Risk statements (R) | 11-23/25-51/53-37/38 |
| Safety statements (S) | 45-61-36/37-16 |
| UN transport number | UN 3273 3/PG 2 |
| Water hazard class (WGK) | 3 |
| F | 8-10-13 |
| Hazard class | 3.1Acute Tox. 3 InhalationAcute Tox. 3 OralAquatic Chronic 3Flam. Liq. 2Skin Irrit. 2STOT SE 3 |
| Packing group | II |
| Storage class | 3 - Flammable liquids |
Safety & Regulations
| GHS classification | DangerH225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P316, P319, P321, P330, P332+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 42 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Propanenitrile, 2-oxo-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| Hazards summary | Contains 5-10% mesitylene (CAS# 108-67-8)A skin and respiratory tract irritantToxic by ingestion and inhalation[Sigma-Aldrich MSDS] See 3-Bromopropionitrile and Propionitrile. |
| Hazard Classes and Categories | Flam. Liq. 2 (100%) |
| Adverse effects | Other Poison - Chemical Asphyxiant |
| F | 8-10-13 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 3 |
| UN transport number | UN 3273 3/PG 2 |
| Risk statements (R) | 11-23/25-51/53-37/38 |
| Signal word | Danger |
| GHS pictogram | GHS02,GHS06 |
| Hazard symbols | F,T,N |
| Safety statements (S) | 45-61-36/37-16 |
| Hazard class | 3.1Acute Tox. 3 InhalationAcute Tox. 3 OralAquatic Chronic 3Flam. Liq. 2Skin Irrit. 2STOT SE 3 |
| Storage class | 3 - Flammable liquids |
| Packing group | II |
| Target organs | Respiratory system |
| GHS hazard statements | H225-H301+H331-H315-H335-H412 |
| GHS precautionary statements | P210-P233-P273-P301+P310-P303+P361+P353-P304+P340+P311 |
Applications & Uses
Description
Pyruvonitrile is a versatile electrophile useful for selective acylation, cyanohydrin synthesis, and cycloaddition reactions.
Uses
Pyruvonitrile was used in the synthesis of cuprate-carbonyl π-complexes by reaction with Me2CuLi in THF.
General Description
The infrared spectra of pyruvonitrile was studied.
Preparation & Synthesis
Preparation
Preparative Methods of Pyruvonitrile: acyl cyanides are readily prepared from the reaction of acyl halides with Copper(I) Cyanide, Sodium Cyanide,or Cyanotrimethylsilane and via the oxidation of cyanohydrins.