(Phenylthio)acetonitrile

HCID 78891

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 5219-61-4
Standard SMILES: N#CCSc1ccccc1
InChIKey: QMJWPWCKRKHUNY-UHFFFAOYSA-N
Molecular formula: C8H7NS
Average molar mass: 149.21 g/mol
Monoisotopic mass: 149.02992022

Names & identifiers

Preferred name: (Phenylthio)acetonitrile
IUPAC: 2-phenylsulfanylacetonitrile
English name: Phenylthioacetonitrile
Molecular formula: C8H7NS
Molecular weight: 149.21

Names & synonyms

(Phenylthio)acetonitrile2-(Phenylthio)acetonitrilePHENYLTHIOACETONITRILEAcetonitrile, (phenylthio)-QYR5862VFADTXSID10200216RefChem:70204DTXCID10122707226-013-3QMJWPWCKRKHUNY-UHFFFAOYSA-N5219-61-42-phenylsulfanylacetonitrile

Show more names

2-(Phenylthio)cyanomethylphenylsulfide(phenylthio)-acetonitrilPhenylthioacetonitrile,98%(Phenylthio)acetonitrile>Phenyl(cyanomethyl) sulfidePhenylsulfanyl-acetonitrile

PhenylmercaptoacetonitrileCyanomethyl phenyl sulfide2-(phenylsulfanyl)acetonitrileMFCD00019831(phenylsulfanyl)acetonitrileSCHEMBL1931888AKOS000216531EN300-85814

Database identifiers

CAS: 5219-61-4
PubChem CID: 78891
DTXSID: DTXSID10200216
UNII: QYR5862VFA
EC Number: 226-013-3
Nikkaji: J265.540C

Properties

Computed structural properties

XLogP: 2.7
Topological polar surface area: 49.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 10
Formal charge: 0
Complexity: 129

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

Physicochemical properties

Boiling point: 146 · 146-147 °C14 mm Hg(lit.)
Density: 1.142 g/mL · 1.142 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.583(lit.)
Flash point: 146 · 146-147°C/14mm
storage temp.: 2 · 2-8°C, stored under nitrogen
form: clear liquid
color: Colorless to Yellow to Green
Water Solubility: Not miscible or difficult to mix in water.
BRN: 2042078 · 2042078
CAS DataBase Reference: 5219 · 5219-61-4(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 5862 VFA · QYR5862VFA
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302
Precautionary statements: 280 f · P280f
Hazard Codes: Xn,T
Risk Statements: 22 · 22
Safety Statements: 23 · 23-24/25
RIDADR: 3276 · 3276
WGK Germany: 3 · 3
RTECS: 1900000 · AM1900000
F: 13 · 13
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29309099 · 29309099

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (97.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 4 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory InformationAcetonitrile, (phenylthio)-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAcute Tox. 4 (97.8%)

Safety data

F: 13
wgk: 3
rtecs: AM1900000
ridadr: 3276
hs_code: 29309099
risk_code: 22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,T
safety_code: 23-24/25
hazard_class: 6.1
packing_group: III
Hazard statements: H302
Precautionary statements: P280f

Chemistry & industry

Applications · 1 item

UsesApplications include, electron-deficient aromatics undergo vicarious nucleophilic substitution (VNS) reactions with the anion. Thus the molecule is equivalent to an acetonitrile anion synthon with thiophenate as the leaving group. For example, in the presence of solid NaOH in DMSO, nitrobenzene gives predominantly 4-nitrophenylacetonitrile, along with some of the 2-isomer.