Introduction：Basic information about 4-Cyanophenol CAS 767-00-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
4-Cyanophenol Basic information
| Product Name: | 4-Cyanophenol |
| Synonyms: | p-hydroxy benzonitrile，p-cyano phenol;4-HYDROXYBENZONITRILE FOR SYNTHESIS;AKOS B004225;AKOS 217-25;4-CYANOPHENOL;4-HYDROXYBENZONITRILE;CYANOPHENOL(4-);P-CYANOPHENOL |
| CAS: | 767-00-0 |
| MF: | C7H5NO |
| MW: | 119.12 |
| EINECS: | 212-175-2 |
| Product Categories: | Aromatic Nitriles;Phenoles and thiophenoles;Nitriles;Phenols;Benzonitriles (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Liquid Crystal intermediates;Functional Materials;Benzoic acid Series;Pesticide Intermediate;Alpha sort;C6 to C7;Cyanides/Nitriles;Nitrogen Compounds;H;H-MAlphabetic;HU - HZ;Pesticides&Metabolites;767-00-0;1 |
| Mol File: | 767-00-0.mol |
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4-Cyanophenol Chemical Properties
| Melting point | 110-113 °C(lit.) |
| Boiling point | 146 °C / 2mmHg |
| density | 1.1871 (rough estimate) |
| refractive index | 1.5800 (estimate) |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | methanol: 0.1 g/mL, clear |
| pka | 7.97(at 25℃) |
| form | Crystalline Powder |
| color | Off-white to beige-gray |
| Water Solubility | slightly soluble |
| BRN | 386130 |
| Stability: | Stable. Incompatible with strong oxidizing agents. |
| InChI | 1S/C7H5NO/c8-5-6-1-3-7(9)4-2-6/h1-4,9H |
| InChIKey | CVNOWLNNPYYEOH-UHFFFAOYSA-N |
| SMILES | Oc1ccc(cc1)C#N |
| CAS DataBase Reference | 767-00-0(CAS DataBase Reference) |
| NIST Chemistry Reference | 4-Hydroxybenzoic acid nitrile(767-00-0) |
| EPA Substance Registry System | Benzonitrile, 4-hydroxy- (767-00-0) |
Safety Information
| Hazard Codes | Xn,Xi |
| Risk Statements | 22-36/37/38 |
| Safety Statements | 26-36-45-24/25 |
| WGK Germany | 3 |
| RTECS | DI4375000 |
| Hazard Note | Irritant |
| TSCA | TSCA listed |
| HS Code | 29269095 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
4-Cyanophenol Usage And Synthesis
| Chemical Properties | white crystalline powder or chips. 4-Hydroxybenzonitrile [767-00-0], 4-cyanophenol, 1-cyano-4-hydroxybenzene, Mr 119.2, forms colorless crystals of mp 113℃. 4-Hydroxybenzonitrile is produced by reaction of 4-bromophenol with copper (I) cyanide, by ammoxidation of p-cresol, by reaction of 4-chlorobenzonitrile with sodium methoxide, or by the catalyzed gas phase reaction of ethyl 4-hydroxybenzoate with ammonia. The nitrile is used for the production of the herbicides 3,5-dibromo- and 3,5-diiodo-4- hydroxybenzonitrile (Bromoxynil, Ioxynil, May & Baker). |
| Uses | Intermediates of Liquid Crystals |
| Uses | 4-Cyanophenol is a precursor for the synthesis of a vasodilator, Levcromakalim. Bromination of 4-cyanophenol results in bromoxynil, a commercial herbicide. It can also be used as a component of deep eutectic solvent (DES) mixture. |
| Preparation | 4-Cyanophenol is produced by reaction of 4-bromophenol with copper (I) cyanide, by ammoxidation of p-cresol, by reaction of 4-chlorobenzonitrile with sodium methoxide, or by the catalyzed gas phase reaction of ethyl 4-hydroxybenzoate with ammonia. |
| Definition | ChEBI: 4-cyanophenol is a member of phenols. It has a role as an EC 1.4.3.4 (monoamine oxidase) inhibitor. It is functionally related to a benzonitrile. |
| Synthesis Reference(s) | The Journal of Organic Chemistry, 39, p. 3343, 1974 DOI: 10.1021/jo00937a007 |
| Purification Methods | Crystallise the phenol from pet ether, *benzene or water and keep it under vacuum over P2O5. [Bernasconi & Paschelis J Am Chem Soc 108 2969 1986.] [Beilstein 10 H 167, 10 IV 441.] |
4-Cyanophenol Preparation Products And Raw materials
| Raw materials | Urea-->Hydroxylamine hydrochloride-->Water-->Phosphorus pentasulfide-->4-Hydroxybenzaldehyde-->4-Hydroxybenzoic acid-->Benzyl benzoate-->Benzonitrile, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]--->4-(allyloxy)benzonitrile-->4-Hydroxybenzamide-->4-Iodobenzonitrile-->4-Cyanophenylboronic acid-->4-Hydroxybenzyl alcohol-->4-Hydroxyphenylacetic acid-->4-Iodophenol |
| Preparation Products | 2-(4-HYDROXYPHENYL)-5-PYRIMIDINOL-->Bromoxynil-->4-Hydroxybenzamidine hydrochloride-->CYANOPHOS-->2-(4-CYANOPHENOXY)-2-METHYLPROPANOIC ACID-->3-Fluoro-4-hydroxybenzonitrile-->4-N-BUTOXYBENZONITRILE-->Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylate |
