3-BROMO-5-HYDROXYBENZONITRILE

3-BROMO-5-HYDROXYBENZONITRILE Property

Boiling point:

284.4±25.0 °C(Predicted)

Density 

1.79±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

7.62±0.10(Predicted)

Appearance

White to off-white Solid

Safety

RIDADR 

3439

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

2926907090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

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.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P330Rinse mouth.

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

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

P362Take off contaminated clothing and wash before reuse.

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

P405Store locked up.

P501Dispose of contents/container to..…

3-BROMO-5-HYDROXYBENZONITRILE Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 3-hydroxy-5-bromobenzonitrile from 3-bromo-5-methoxybenzonitrile: Anhydrous colistin (100 mL) was added to a dry flask, followed by 3-bromo-5-methoxybenzonitrile (10.4 g, 49 mmol) and lithium iodide (LiI, 19.6 g, 3 equiv). The reaction mixture was heated to 150 °C and kept overnight under nitrogen protection. After completion of the reaction, the mixture was cooled to room temperature and slowly poured into ice-cold 1 M hydrochloric acid (HCl) solution. The aqueous phase was extracted using a 1:1 mixture of ethyl acetate (EtOAc)/hexane and the organic phase was washed with water and dried with anhydrous magnesium sulfate (MgSO4). Finally, the target product 3-hydroxy-5-bromobenzonitrile (8.7 g, 89% yield) was obtained by vacuum concentration.

References

[1] Patent: US2005/239881, 2005, A1. Location in patent: Page/Page column 47-48
[2] Patent: US2008/20981, 2008, A1. Location in patent: Page/Page column 19
[3] Patent: US2008/45511, 2008, A1. Location in patent: Page/Page column 21
[4] Patent: US2008/293664, 2008, A1. Location in patent: Page/Page column 16
[5] Patent: US2008/249151, 2008, A1. Location in patent: Page/Page column 21