2-Cyanophenol
- CAS No.
- 611-20-1
- Chemical Name:
- 2-Cyanophenol
- Synonyms
- 2-HYDROXYBENZONITRILE;CYANOPHENOL;O-CYANOPHENOL;Salicylnitrile;TIMTEC-BB SBB007959;2-Cyanopheno;2-CYANOPHENOL;SALICYLONITRILE;2 /4 CyanoPhenol;2-Cyanophenol,99%
- CBNumber:
- CB9305904
- Molecular Formula:
- C7H5NO
- Molecular Weight:
- 119.12
- MOL File:
- 611-20-1.mol
- MSDS File:
- SDS
- Modify Date:
- 2023/12/22 19:40:13
| Melting point | 92-95 °C (lit.) |
|---|---|
| Boiling point | 149 °C/14 mmHg (lit.) |
| Density | 1.1052 |
| vapor pressure | 0.17Pa at 25℃ |
| refractive index | 1.5372 |
| Flash point | 149°C/14mm |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | Chloroform (Sparingly), Methanol (Slightly) |
| form | Crystalline Powder |
| pka | 6.86(at 25℃) |
| color | Off-white to brown |
| Water Solubility | soluble |
| BRN | 1210029 |
| Stability | Stable. Incompatible with strong oxidizing agents, strong bases. |
| LogP | 1.66 at 30℃ |
| CAS DataBase Reference | 611-20-1(CAS DataBase Reference) |
| NIST Chemistry Reference | Benzonitrile, 2-hydroxy-(611-20-1) |
| EPA Substance Registry System | Benzonitrile, 2-hydroxy- (611-20-1) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS05,GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H302-H317-H318 | |||||||||
| Precautionary statements | P280-P280-P301+P312+P330-P305+P351+P338+P310 | |||||||||
| Hazard Codes | Xn,Xi | |||||||||
| Risk Statements | 22-36/37/38-20/21/22 | |||||||||
| Safety Statements | 26-36-45 | |||||||||
| WGK Germany | 3 | |||||||||
| Hazard Note | Irritant | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 29269095 | |||||||||
| NFPA 704 |
|
2-Cyanophenol price More Price(13)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 141038 | 2-Hydroxybenzonitrile 99% | 611-20-1 | 5G | ₹2273.25 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 141038 | 2-Hydroxybenzonitrile 99% | 611-20-1 | 5G | ₹2273.25 | 2022-06-14 | Buy |
| Sigma-Aldrich | 141038 | 2-Hydroxybenzonitrile 99% | 611-20-1 | 25G | ₹7837.3 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 141038 | 2-Hydroxybenzonitrile 99% | 611-20-1 | 25G | ₹7837.3 | 2022-06-14 | Buy |
| ALFA India | ALF-A13606-22 | 2-Hydroxybenzonitrile, 98% | 611-20-1 | 100g | ₹11894 | 2022-05-26 | Buy |
2-Cyanophenol Chemical Properties,Uses,Production
Description
Cyanophenol is a vital molecule widely used to synthesize liquid crystal materials, medicines, spices, pesticides, corrosion inhibitors, etc. Cyanophenol is formed by substituting two hydrogen atoms of benzene molecules with hydroxyl and cyano groups, respectively. The cyano and hydroxyl groups are in the ring plane in the stable molecular structure. The hydroxyl group can have two different orientations relative to the cyano group. 2-cyanophenol, one of the Cyanophenol, is an essential ingredient in pesticides, spices, liquid crystal materials, etc. It is an especially critical intermediate for synthesizing methoxyacrylate fungicide mystrostrobin, widely used in agrochemicals, pharmaceutical chemicals, and other industries. The cyano group can strongly attract electrons. Replacing a hydrogen atom of the benzene ring by the cyano group usually increases the ionization energy (IE)[1].
Chemical Properties
2-Cyanophenol is a white to light yellow crystal powder with a pungent and bitter odor. It is partially soluble in water with a Pka value of 7.17. However, it is unstable when exposed to strong alkalis and oxidants. It is an important intermediate for the synthesis of the fungicide azoxystrobin and the antihypertensive drug Bunirolol.
Uses
2-Hydroxybenzonitrile is used as starting reagent during the synthesis of mono-alkoxyphenyloxazoline, furanoside.
Preparation
A method for preparing 2-cyanophenol, which comprises the following steps: preparing salicylaldoxime; performing dehydration; and performing hydrolytic-acidification reaction, wherein in the dehydration, anhydride is adopted as a dehydrating agent; and in the hydrolytic-acidification reaction, a hydrolyticreagent is 10 to 30 mass percent alkaline solution, and the temperature of the hydrolytic-acidification reaction is 100 to 150℃.
Application
2-Cyanophenol is used in the synthesis of CDK/GSK-3 inhibitors, for usage as therapeutics in Alzheimer's disease (AD).
Synthesis
2-Hydroxybenzonitrile can be synthesized by condensing salicylaldehyde with hydroxylamine hydrochloride to produce salicylaldoxime. Then, the salicylaldoxime is reacted with acetic anhydride followed by hydrolysis to yield 2-Hydroxybenzonitrile.
Process for the preparation of 2-hydroxybenzonitrile
storage
Store at 2°C - 8°C, close container well, protect from light.
References
[1] Na Li. “Vibrational spectra of 2-cyanophenol cation studied by the mass analyzed threshold ionization technique.” Chemical Physics Letters 792 (2022): Article 139402.
2-Cyanophenol Preparation Products And Raw materials
Raw materials
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| Supplier | Advantage |
|---|---|
| GLR Innovations | 58 |
| SNECOFRi Pvt Ltd | 58 |
| Yash Rasayan and Chemicals | 58 |
| ARRKEM LIFE SCIENCES PRIVATE LIMITED | 58 |
| LAURICE LABS | 58 |
| GVSK PHARMA PVT LTD | 58 |
| Otto Chemie Pvt Ltd | 58 |
| Navitus Chemicals Pvt Ltd | 58 |
| Elam Pharma Pvt Ltd | 58 |
| BASR Fine Chemicals Pvt. Ltd. | 58 |
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