3,4-Dimethoxybenzeneacetonitrile (HCID 66727)

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 Å²
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
BRN: 1956100 · 1956100
Exposure limits: 25 mg/m3 · NIOSH: IDLH 25 mg/m3
InChI: 1S/C10H11NO2/c1-12-9-4-3-8(5-6-11)7-10(9)13-2/h3-4,7H,5H2,1-2H3
InChIKey: ASLSUMISAQDOOB-UHFFFAOYSA-N
SMILES: COc1ccc(CC#N)cc1OC
LogP: 0.915 · 0.915
CAS DataBase Reference: 93 · 93-17-4(CAS DataBase Reference)
FDA UNII: 62 C8S706SP · 62C8S706SP
NIST Chemistry Reference: 3 · Benzeneacetonitrile, 3,4-dimethoxy-(93-17-4)
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302
Precautionary statements: 301 · P301+P312+P330
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xn,T
Risk Statements: 22 · 22-23/24/25-36/37/38-20/21/22
Safety Statements: 36 · 36/37-45-22-36-26
RIDADR: 3276 · 3276
WGK Germany: 3 · 3
RTECS: 9325000 · AL9325000
HazardClass: IRRITANT
HS Code: 29269090 · 29269090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 Oral · Acute Tox. 4 Oral
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

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: 29269090
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: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H302
REACH Registrations: Active
Hazard Classifications: Acute Tox. 4 Oral
Precautionary statements: P301+P312+P330

Chemistry & industry

Uses & manufacturing

UsesUsed to make fine chemicals; [ExPub: ECHA REACH Registrations]

Applications · 2 items

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).