CAS 631-57-2 2-Oxopropiononitrile (HCID 69430)

Names & identifiers

Preferred name: 2-Oxopropiononitrile
IUPAC: acetyl cyanide
English name: PYRUVONITRILE
Molecular formula: C3H3NO
Molecular weight: 69.06

Names & synonyms

Pyruvonitrile631-57-2Propanenitrile, 2-oxo-2-Oxopropiononitrile2-OxopropionitrileOxopropionitrileOxypropionitrilePyruvic acid nitrile.alpha.-Oxopropionitrile2-OxopropanenitrileNSC-91482UNII-ULO441649V

Show more names

ACETYL CYANIDEPyuvoitrilePyruvocyanide1-Cyanoethanal1-CyanoethanonePyruvonitrile 90%

ULO441649VEINECS 211-159-2CH3C(O)CNAI3-28761DTXSID10212430NSC 914822OxopropionitrilePropanenitrile, 2oxo

Database identifiers

CAS: 631-57-2
PubChem CID: 69430
DTXSID: DTXSID10212430
UNII: ULO441649V
EC Number: 211-159-2
Nikkaji: J6.893D

Properties

Computed structural properties

XLogP: -0.1
Topological polar surface area: 40.9 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 5
Formal charge: 0
Complexity: 86.3

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Nitriles

SpringerMaterials PropertiesSchoenflies notation

Physical DescriptionYellow liquid; [Sigma-Aldrich MSDS]

Physicochemical properties

Boiling point: 92 · 92-93 °C(lit.)
Density: 0.974 g/mL · 0.974 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.376(lit.)
Flash point: 58 °F · 58 °F
storage temp.: 2 · 2-8°C
solubility: Soluble in ether and acetonitrile.
form: Liquid
color: Colorless to brown
BRN: 1737633 · 1737633
Exposure limits: 25 mg/m3 · 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 · 631-57-2
FDA UNII: 441649 V · ULO441649V
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02,GHS06
Signal word: Danger
Hazard statements: 225 · H225-H301+H331-H315-H335-H412
Precautionary statements: 210 · P210-P233-P273-P301+P310-P303+P361+P353-P304+P340+P311
target organs: Respiratory system
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: F,T,N
Risk Statements: 11 · 11-23/25-51/53-37/38
Safety Statements: 45 · 45-61-36/37-16
RIDADR: 3273 · UN 3273 3/PG 2
WGK Germany: 3 · 3
F: 8 · 8-10-13
HazardClass: 3.1 · 3.1
PackingGroup: II
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 3 InhalationAcute · Acute Tox. 3 InhalationAcute Tox. 3 OralAquatic Chronic 3Flam. Liq. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H225 (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.

Hazard information

Regulatory InformationPropanenitrile, 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 SummaryContains 5-10% mesitylene (CAS# 108-67-8); A skin and respiratory tract irritant; Toxic by ingestion and inhalation; [Sigma-Aldrich MSDS] See 3-Bromopropionitrile and Propionitrile.

Hazard Classes and CategoriesFlam. Liq. 2 (100%)

Toxicology

Adverse EffectsOther Poison - Chemical Asphyxiant

Safety data

F: 8-10-13
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: UN 3273 3/PG 2
risk_code: 11-23/25-51/53-37/38
Signal word: Danger
Symbol(GHS): GHS02,GHS06
hazard_code: F,T,N
safety_code: 45-61-36/37-16
hazard_class: 3.1
Storage Class: 3 - Flammable liquids
packing_group: II
target organs: Respiratory system
Hazard statements: H225-H301+H331-H315-H335-H412
Hazard Classifications: Acute Tox. 3 InhalationAcute Tox. 3 OralAquatic Chronic 3Flam. Liq. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P210-P233-P273-P301+P310-P303+P361+P353-P304+P340+P311

Chemistry & industry

Applications · 3 items

DescriptionPyruvonitrile is a versatile electrophile useful for selective acylation, cyanohydrin synthesis, and cycloaddition reactions.

UsesPyruvonitrile was used in the synthesis of cuprate-carbonyl π-complexes by reaction with Me2CuLi in THF.

General DescriptionThe infrared spectra of pyruvonitrile was studied.

Preparation methods

PreparationPreparative 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.