Benzo-1,3-dioxole-5-carbonitrile (HCID 78136)

Overview

Piperonylonitrile is a member of benzodioxoles.

Names & identifiers

Preferred name: Benzo-1,3-dioxole-5-carbonitrile
IUPAC: 1,3-benzodioxole-5-carbonitrile
English name: Piperonylonitrile
Molecular formula: C8H5NO2
Molecular weight: 147.13

Names & synonyms

4421-09-41,3-Benzodioxole-5-carbonitrile3,4-MethylenedioxybenzonitrileBenzo-1,3-dioxole-5-carbonitrileBenzonitrile, 3,4-methylenedioxy-NSC 27009AI3-31574EINECS 224-590-6BRN 0006224DTXSID801960715-19-07-00303 (Beilstein Handbook Reference)RefChem:565210

Show more names

PIPERONITRILEAKOS 214-97AKOS B004105PIPERONYLNITRILECompound Fr13734Piperonylonitrile>Piperonylonitrile 97%Piperonylonitrile,97%Piperonyl Acetonitrile

DTXCID90118562224-590-6Piperonylonitrile3,4-(Methylenedioxy)benzonitrileBenzo[d][1,3]dioxole-5-carbonitrile2H-1,3-benzodioxole-5-carbonitrileMFCD00005820A5Z5FV3HFS

Database identifiers

CAS: 4421-09-4
PubChem CID: 78136
DTXSID: DTXSID80196071
ChEBI: CHEBI:167767
UNII: A5Z5FV3HFS
EC Number: 224-590-6
Nikkaji: J50.701F

Properties

Computed structural properties

XLogP: 1.3
Topological polar surface area: 42.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 11
Formal charge: 0
Complexity: 196

Physicochemical properties

Melting point: 91 · 91-93 °C (lit.)
Boiling point: 267.22 °C · 267.22°C (rough estimate)
Density: 1.3067 · 1.3067 (rough estimate)
refractive index: 1.551 · 1.5510 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Dichloromethane, Ethyl Acetate, Methanol
form: Crystalline Powder or Needles
color: White to beige
BRN: 6224 · 6224
InChI: InChI=1S/C8H5NO2/c9-4-6-1-2-7-8(3-6)11-5-10-7/h1-3H,5H2
InChIKey: PKRWWZCDLJSJIF-UHFFFAOYSA-N
SMILES: O1C2=CC=C(C#N)C=C2OC1
CAS DataBase Reference: 4421 · 4421-09-4(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 5 Z5FV3HFS · A5Z5FV3HFS
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302+H312+H332
Precautionary statements: 261 · P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xn,Xi
Risk Statements: 20 · 20/21/22-20/21
Safety Statements: 36 · 36-23-24/25
RIDADR: 3276 · 3276
WGK Germany: 3 · 3
RTECS: 2645000 · TO2645000
Hazard Note: Irritant
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29329990 · 29329990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 Oral · Acute Tox. 4 Oral
Toxicity: 50 · mouse,LD50,intravenous,18mg/kg (18mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04711,

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (97.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (97.9%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
rtecs: TO2645000
ridadr: 3276
hs_code: 29329990
Toxicity: mouse,LD50,intravenous,18mg/kg (18mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04711,
risk_code: 20/21/22-20/21
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,Xi
hazard_note: Irritant
safety_code: 36-23-24/25
hazard_class: 6.1
Storage Class: 11 - Combustible Solids
packing_group: III
Hazard statements: H302+H312+H332
Hazard Classifications: Acute Tox. 4 Oral
Precautionary statements: P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312

Chemistry & industry

Applications

UsesA methylenedioxyphenyl (MDP) compound. Inhibitor of nasal P 450-dependent N-demethylase in rabbits. Toxic against D. farinae, D. pteronyssinus, and T. putrescentiae.

UsesPiperonylonitrile has been used to alter the growth of Nif + and Nif - strains of K.pneumoniae.