4-METHOXYPHENYL ISOCYANIDE Property

Melting point:

29-33 °C (lit.)

Boiling point:

113 °C

Flash point:

224 °F

storage temp. 

-20°C

Safety

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36/37/39

RIDADR 

UN 3335

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2929900090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H311Toxic in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H331Toxic if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P361Remove/Take off immediately all contaminated clothing.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

4-METHOXYPHENYL ISOCYANIDE Chemical Properties,Usage,Production

Uses

4-Methoxyphenyl isocyanide can be used to synthesize N-(isoquinolin-1-yl)-formamides via reaction with 2-alkynylbenzaldoximes in the presence of silver trifluoromethanesulfonate and bismuth triflate.

Preparation

To an ice-cooled flask containing a solution of 10.5 gm (0.065 mole) of p-methoxyformanilide in 37.1 gm (0.47 mole) of pyridine and 13.0 ml (0.16 mole) of chloroform is added dropwise at 0°C 6.12 gm (0.040 mole) of phosphorus oxychloride. The solution is stirred for 1? hr at room temperature and then added to 55 ml of ice-water. The water layer is extracted with two 10-ml portions of chloroform; the combined chloroform layer is dried and distilled under reduced pressure, to afford 3.5 gm (40%), b.p. 767C (1.0 mm Hg), IR 2137 c m " 1 (R—NC).

Synthesis Reference(s)

Journal of Medicinal Chemistry, 38, p. 2955, 1995 DOI: 10.1021/jm00015a018