2-(4-methoxyphenyl)acetonitrile

• ChemBase ID: 69800
• Molecular Formular: C9H9NO
• Molecular Mass: 147.17386
• Monoisotopic Mass: 147.06841391
• SMILES: C(#N)Cc1ccc(cc1)OC
• Canonical SMILES: COc1ccc(cc1)CC#N
• InChI: InChI=1S/C9H9NO/c1-11-9-4-2-8(3-5-9)6-7-10/h2-5H,6H2,1H3
• InChIKey: PACGLQCRGWFBJH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-methoxyphenyl)acetonitrile
• IUPAC Traditional name: 2-(4-methoxyphenyl)acetonitrile
• Synonyms: ANISYL CYANIDE; 4-(Cyanomethyl)anisole; 4-Methoxybenzyl cyanide; 4-Methoxybenzyl cyanide; 4-Methoxyphenylacetonitrile; 4-Methoxyphenylacetonitrile; 4-Methoxybenzeneacetonitrile; (p-Methoxyphenyl)acetonitrile; 2-(4-Methoxyphenyl)acetonitrile; NSC 96; PAI 106; p-Anisylacetonitrile; p-Methoxybenzeneacetonitrile; p-Methoxybenzyl Cyanide; p-Methoxybenzylnitrile; 4-甲氧基苯乙腈; 对甲氧基苯乙腈; 4-甲氧基苯乙腈

Database IDs

• CAS Number: 104-47-2
• EC Number: 203-206-0
• MDL Number: MFCD00001919
• Beilstein Number: 509162
• PubChem SID: 162035525; 24850283
• PubChem CID: 66031

CALCULATED PROPERTIES

• Acid pKa: 14.235609
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.5112717
• LogD (pH = 7.4): 1.5112716
• Log P: 1.5112717
• Molar Refractivity: 42.8081 cm^3
• Polarizability: 16.365181 Å^3
• Polar Surface Area: 33.02 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 8°C
• Boiling Point: 285-287°C; 286-287 °C(lit.); 286-287°C
• Flash Point: 113 °C; 113°C; 117°C(242°F); 235.4 °F
• Density: 1.085; 1.085 g/mL at 25 °C(lit.)
• Refractive Index: 1.5300; n20/D 1.531; n20/D 1.531(lit.)

Safety Information

• Storage Warning: IRRITANT; Toxic
• RTECS: AM0810000
• European Hazard Symbols: Toxic (T)
• UN Number: 3276; UN3276
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Risk Statements: 25-52/53
• Safety Statements: 36/37-45-61; 45-61
• TSCA Listed: false; 是
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301; H301-H402-H412
• GHS Precautionary statements: P273-P264-P301+P310-P321-P405-P501A; P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3276 6.1/PG 3

Product Information

• Purity: ≥95.0% (GC); 95+%; 97%; 98%
• Grade: purum
• Linear Formula: CH3OC6H4CH2CN

DETAILS

MP Biomedicals - 05212630

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 169986

Packaging
25, 100 g in glass bottle

Toronto Research Chemicals - M266380

4-Methoxyphenylacetonitrile is used in the biosynthesis of p-methoxyphenylacetic acid by immobilized Bacillus subtilis ZJB-063.

REFERENCES

• Yardley, J., et al.: J. Med. Chem., 33, 2899 (1990)
• Johnson, D., et al.: Anticancer Drugs, 7, 288 (1990)
• Zheng, Y., et al.: Appl. Microbiol. Biotechnol., 77, 985 (1990)