Basic information
- Standard SMILES
CC(=O)C(C#N)c1ccccc1- InChIKey
KHNWFTMUBKJWRZ-UHFFFAOYSA-N- Molecular formula
- C10H9NO
- Average molar mass
- 159.18 g/mol
- Monoisotopic mass
- 159.06841391
Names & identifiers
- Preferred name
- Alpha-phenylacetoacetonitrile
- IUPAC
- 3-oxo-2-phenylbutanenitrile
- English name
- 2-Phenylacetoacetonitrile
- Molecular formula
- C10H9NO
- Molecular weight
- 159.19
Names & synonyms
alpha-PhenylacetoacetonitrileRefChem:1110722-Phenylacetoacetonitrile4468-48-83-Oxo-2-phenylbutanenitrilealpha-AcetylphenylacetonitrileAcetonitrile, phenylacetoUSAF PE-1Acetoacetonitrile, 2-phenyl-a-acetylphenylacetonitrile1-Cyano-1-phenyl-2-propanoneBenzeneacetonitrile, alpha-acetyl-
Show more names
α-Acetylphenylacetonitrile2-Phenyl-3-oxobutanenitrile3-OXO-2-PHENYLBUTYRONITRILEA-ACETYL BENZENEACETONITRIDE2-OXO-1-PHENYLPROPYL CYANIDEBENZENEACETONITRILE, -ACETYL-2-acetyl-2-phenyl-acetonitril
120065-76-12-Acetyl-2-phenylacetonitrileNSC 25183ACETONITRILE, 2-ACETYL-2-PHENYL-Benzeneacetonitrile, .alpha.-acetyl-NSC 11777NSC 55206.alpha.-Phenylacetoacetonitrile
Database identifiers
- CAS
4468-48-8- PubChem CID
- 20547
- DTXSID
DTXSID70863402- UNII
- 302PX39407
- EC Number
- 224-737-4
- Nikkaji
- J30.662B
Properties
Computed structural properties
- XLogP
- 1.5
- Topological polar surface area
- 40.9 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 207
Physicochemical properties
- Melting point
- 92 · 92-94 °C(lit.)
- Boiling point
- 284.68 °C · 284.68°C (rough estimate)
- Density
- 1.1202 · 1.1202 (rough estimate)
- refractive index
- 1.546 · 1.5460 (estimate)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- 30 mg/ml; · DMF: 30 mg/ml; DMF:PBS (pH 7.2); (1:7): 0.12 mg/ml; DMSO: 25 mg/ml; Ethanol: 15 mg/ml
- form
- A crystalline solid
- color
- Crystals from EtOH (aq) or EtOAc/pet ether
- CAS DataBase Reference
- 4468 · 4468-48-8(CAS DataBase Reference)
- FDA UNII
- 302 PX39407 · 302PX39407
- EPA Substance Registry System
- Benzeneacetonitrile, .alpha.-acetyl- (4468-48-8)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302+H312+H332-H315-H319-H335
- Precautionary statements
- 260 · P260-P280-P312
- Hazard Codes
- Xn,Xi
- Risk Statements
- 20 · 20/21/22-36/37/38
- Safety Statements
- 26 · 26-37/39
- RIDADR
- 3439 · UN 3439 6.1/PG 3
- WGK Germany
- 3 · 3
- RTECS
- 7708000 · AL7708000
- TSCA
- TSCA listed
- HazardClass
- IRRITANT
- HS Code
- 2926907090 · 2926907090
- Toxicity
- 50 ipr-mus: · LD50 ipr-mus: 200 mg/kg NTIS** AD277-689
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 42 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
List I Chemical: A chemical specified by regulation that, in addition to legitimate uses, is used in manufacturing a controlled substance in violation of the Act and is important to the manufacture of a controlled substance. (21 eCFR 1310.02)
Hazard Classes and CategoriesAcute Tox. 4 (100%)；Acute Tox. 4 (100%)；Skin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；Acute Tox. 4 (100%)；STOT SE 3 (100%)
Regulatory information
Regulatory Information
List I Chemical: A chemical specified by regulation that, in addition to legitimate uses, is used in manufacturing a controlled substance in violation of the Act and is important to the manufacture of a controlled substance. (21 eCFR 1310.02)
Safety data
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- AL7708000
- ridadr
- UN 3439 6.1/PG 3
- hs_code
- 2926907090
- Toxicity
- LD50 ipr-mus: 200 mg/kg NTIS** AD277-689
- risk_code
- 20/21/22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn,Xi
- safety_code
- 26-37/39
- hazard_class
- IRRITANT
- Hazard statements
- H302+H312+H332-H315-H319-H335
- Precautionary statements
- P260-P280-P312
Chemistry & industry
Uses & manufacturing
DEA Listed Chemicals
Alpha-phenylacetoacetonitrile and its salts, optical isomers, and salts of optical isomers (APAAN)
A chemical specified by regulation that, in addition to legitimate uses, is used in manufacturing a controlled substance in violation of the Act and is important to the manufacture of a controlled substance. (21 eCFR 1310.02)
General Manufacturing InformationBenzeneacetonitrile, .alpha.-acetyl-: INACTIVE
Applications
Uses2-Phenylacetoacetonitrile is an analytical reference standard categorized as a precursor in the synthesis of amphetamines.This product is intended for research and forensic applications.
Upstream & downstream products
Upstream raw materials
Related reactions
8 records
Linked notes
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