CAS 2024-83-1 3,4-Dimethoxybenzonitrile (HCID 74842)

Substructure search Find similar structures

Basic information

CAS: 2024-83-1
Standard SMILES: COc1ccc(C#N)cc1OC
InChIKey: OSEQIDSFSBWXRE-UHFFFAOYSA-N
Molecular formula: C9H9NO2
Average molar mass: 163.17 g/mol
Monoisotopic mass: 163.06332853

Names & identifiers

Preferred name: 3,4-Dimethoxybenzonitrile
IUPAC: 3,4-dimethoxybenzonitrile
English name: 2,3-Dimethoxybenzonitrile
Molecular formula: C9H9NO2
Molecular weight: 163.17

Names & synonyms

3,4-Dimethoxybenzonitrile2024-83-1VeratronitrileDTXSID40942354RefChem:901793DTXCID501326654217-969-24-CyanoveratroleBENZONITRILE, 3,4-DIMETHOXY-MFCD000018023,4-Dimethoxybenzoic acid nitrile3.4-Dimethoxybenzonitrile

Show more names

AKOS B004317O-VERATRONITRILE2-VERATRONITRILE3-CYANOVERATROLEAKOS BBS-00004470LABOTEST-BB LT00159775Vilanterol Impurity 71

3,4-dimethoxy-benzonitrile23024-83-13,4-dimethoxybenzenecarbonitrileNSC27016EINECS 217-969-23,4-dimethyoxybenzonitrile3.4-Dimethoxy-benzonitrileSCHEMBL509522

Database identifiers

CAS: 2024-83-1、23024-83-1
PubChem CID: 74842
DTXSID: DTXSID40942354
EC Number: 217-969-2
Nikkaji: J126.365J

Properties

Computed structural properties

XLogP: 1.8
Topological polar surface area: 42.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 184

Physicochemical properties

Melting point: 68 · 68-70 °C(lit.)
Boiling point: 290.25 °C · 290.25°C (rough estimate)
Density: 1.2021 · 1.2021 (rough estimate)
refractive index: 1.53 · 1.5300 (estimate)
Flash point: 230 °F · >230 °F
storage temp.: Sealed in dry,Room Temperature
solubility: Soluble in methanol.
form: powder to crystal
color: White to Light yellow
BRN: 1451651 · 1451651
InChI: 1S/C9H9NO2/c1-11-8-4-3-7(6-10)5-9(8)12-2/h3-5H,1-2H3
InChIKey: OSEQIDSFSBWXRE-UHFFFAOYSA-N
SMILES: COc1ccc(cc1OC)C#N
CAS DataBase Reference: 2024 · 2024-83-1(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
UNSPSC Code

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H302 (97.8%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (97.8%): 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 (97.8%): Harmful if inhaled [Warning Acute toxicity, inhalation]；H335 (97.8%): 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 45 reports by companies from 5 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

Hazard Classes and CategoriesAcute Tox. 4 (97.8%)；Acute Tox. 4 (97.8%)；Skin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；Acute Tox. 4 (97.8%)；STOT SE 3 (97.8%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
rtecs: DI4355000
ridadr: 3276
hs_code: 2926907090
risk_code: 20/21/22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07

Chemistry & industry

Applications

Uses3,4-Dimethoxybenzonitrile is used as an organic chemical synthesis intermediate.

Preparation methods · 1 item

PreparationVeratraldoxime(88–89 g, 0.45 mol) was combined with acetic anhydride (100 g) in a 300-mL round-bottomed flask equipped with a ground-glass air condenser, and the mixture was cautiously heated. A vigorous reaction took place, at which point the flame (heating by oil bath; the author) was removed. After the reaction had subsided, the solution was gently refluxed for 2 h and then carefully poured, with stirring, into cold water (300 mL). Stirring was continued, and on cooling the nitrile separated as small, almost colorless crystals; these were collected by filtration and dried in air. The veratronitrile thus obtained was quite pure; yield 57–62 g (72–76%); mp 66–67 C°. 1-Cyanoacenaphthene 1403 can be synthesized from its carbaldoxime by dehydration with acetic anhydride in 87% yield. Whereas acetic anhydride usually serves as the solvent as well as the reactant, this procedure is performed in n-octane.