3,4-Dimethoxybenzeneacetonitrile
Basic information
- CAS
93-17-4- Standard SMILES
COc1ccc(CC#N)cc1OC- InChIKey
ASLSUMISAQDOOB-UHFFFAOYSA-N- Molecular formula
- C10H11NO2
- Average molar mass
- 177.2 g/mol
- Monoisotopic mass
- 177.07897859
Overview
structure
Names & identifiers
- Preferred name
- 3,4-Dimethoxybenzeneacetonitrile
- IUPAC
- 2-(3,4-dimethoxyphenyl)acetonitrile
- English name
- (3,4-Dimethoxyphenyl)acetonitrile
- Molecular formula
- C10H11NO2
- Molecular weight
- 177.2
Names & synonyms
93-17-43,4-DimethoxyphenylacetonitrileHomoveratronitrileVeratryl cyanide3,4-Dimethoxybenzyl cyanide3,4-DimethoxybenzeneacetonitrileBenzeneacetonitrile, 3,4-dimethoxy-62C8S706SPNSC-6324RefChem:486313202-225-13,4-Dimethylbenzyl cyanide
Show more names
3,4-dimethoxybenzylDobutamine 13HOMOVERATONITRILEWLN: NC1R CO1 DO1HomoveratronitriteTIMTEC-BB SBB005899
(3,4-Dimethoxyphenyl)acetonitrile2-(3,4-dimethoxyphenyl)acetonitrileMFCD00001911NSC 6324UNII-62C8S706SP3,4-DIMETHOXYPHENYL ACETONITRILEAcetonitrile, (3,4-dimethoxyphenyl)-(3,4-Dimethoxyphenyl)acetonirile
Database identifiers
- CAS
93-17-4- PubChem CID
- 66727
- DTXSID
DTXSID30239220- UNII
- 62C8S706SP
- EC Number
- 202-225-1
- Nikkaji
- J31.172C
Properties
Computed structural properties
- XLogP
- 1.2
- Topological polar surface area
- 42.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 196
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Nitriles
LogP1.15
Physical DescriptionLight yellow crystalline solid; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 54 · 54-57 °C(lit.)
- Boiling point
- 171 · 171-178 °C10 mm Hg(lit.)
- Density
- 1.1607 · 1.1607 (rough estimate)
- refractive index
- 1.5168 · 1.5168 (estimate)
- Flash point
- 230 °F · >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- 0.1 g/mL, · methanol: 0.1 g/mL, clear
- form
- Crystals or Crystalline Needles
- color
- yellow
- Water Solubility
- insoluble
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (60%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P301+P316, P301+P317, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 245 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationStatus: Active Update: 05-12-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/21304
Hazards SummaryCauses somnolence and analgesia in oral lethal-dose studies of mice; [RTECS] May cause irritation and cyanosis; Harmful by ingestion and skin absorption; [Sigma-Aldrich MSDS] See m-Phthalodinitrile and Benzonitrile.
Hazard Classes and CategoriesAcute Tox. 3 (60%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- rtecs
- AL9325000
- ridadr
- 3276
- hs_code
- 2926909090
- risk_code
- 22-23/24/25-36/37/38-20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn,T
- safety_code
- 36/37-45-22-36-26
- hazard_class
Chemistry & industry
Uses & manufacturing
UsesUsed to make fine chemicals; [ExPub: ECHA REACH Registrations]
Applications
Uses(3,4-Dimethoxyphenyl)acetonitrile has been used in the synthesis of (Z)-3-(benzo[b]thiophen-2-yl)-2-(3,4-dimethoxyphenyl)acrylonitrile. It has also been used in the preparation of modified diterpene (±) nimbidiol which relies on a sulfenium ion promoted polyene cyclization.
UsesAn Impurity of Verapamil (V125000). An intermediate in the preparation of the muscle relaxant Papverine (P190500).
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
159 records
Compound notes
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