HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Aminobenzonitrile
4-CYANOANILINE · P-AMINOBENZONITRILE · P-CYANOANILINE · Benzonitrile, 4-amino- · 4-AMinobenzonitirle · PABN · NSC 7625 · AKOS 91151
Identifiers & Physical Properties
| CAS No. | 873-74-5 |
|---|---|
| Molecular formula | C7H6N2 |
| Average molar mass | 118.14 g/mol |
| Monoisotopic mass | 118.0530982 g/mol |
| SMILES | N#Cc1ccc(N)cc1 |
| InChIKey | YBAZINRZQSAIAY-UHFFFAOYSA-N |
| PubChem CID | 13396 |
| EC No. | 212-850-1 |
| DTXSID | DTXSID0061240 |
Chemical & Physical Properties
| XLogP | 1.3 |
|---|---|
| Topological polar surface area | 49.8 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 0 |
| Heavy atoms | 9 |
| Formal charge | 0 |
| Complexity | 125 |
| Vapor pressure | 0.00887 [mmHg]0.002-0.005Pa at 20-25℃ |
| Physical Description | Off-white crystalline powderSlightly soluble in water[MSDSonline] |
| Melting point | 83-85 °C(lit.) |
| Boiling point | 167 °C / 1mmHg |
| Density | 1.1151 (rough estimate) |
| Refractive index | 1.5500 (estimate) |
| Storage conditions | Keep in dark place,Inert atmosphere,Room temperature |
| Solubility | Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)Soluble in ethyl acetate, dichloromethane and chloroform. Insoluble in water. |
| Physical state | Crystalline Powder Chunks |
| pKa (acidity coefficient) | 1.74(at 25℃) |
| Color | Off-white or beige to orange-yellow |
| BRN | 774507 |
| Stability | Toxic |
| InChI | 1S/C7H6N2/c8-5-6-1-3-7(9)4-2-6/h1-4H,9H2 |
| InChIKey | YBAZINRZQSAIAY-UHFFFAOYSA-N |
| SMILES | Nc1ccc(cc1)C#N |
| LogP (partition coefficient) | 1 at 20℃ and pH7 |
| CAS DataBase Reference | 873-74-5(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | PB8V69Y76T |
| NIST Chemistry Reference | Benzonitrile, 4-amino-(873-74-5) |
| EPA Substance Registry System | Benzonitrile, 4-amino- (873-74-5) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS07,GHS08 |
| Signal word | Warning |
| GHS hazard statements | H302-H341-H412 |
| GHS precautionary statements | P202-P264-P270-P273-P301+P312-P308+P313 |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Faceshields, Gloves |
| Hazard symbols | Xn,Xi |
| Risk statements (R) | 22-36-36/37/38-20/21/22 |
| Safety statements (S) | 26-36 |
| UN transport number | UN 2811 6.1/PG 3 |
| Water hazard class (WGK) | 3 |
| RTECS number | BX2320000 |
| Hazard Note | Harmful |
| TSCA inventory status | TSCA listed |
| Hazard class | 6.1Acute Tox. 4 OralAquatic Chronic 3Muta. 2 |
| Packing group | III |
| Customs code | 29269095 |
| Storage class | 11 - Combustible Solids |
| REACH registrations | Active |
| Limited quantities | 5.0 kg (11 lbs) (solid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) |
Safety & Regulations
| GHS classification | DangerH301 (88.1%): Toxic if swallowed [Danger Acute toxicity, oral]H302 (11.9%): Harmful if swallowed [Warning Acute toxicity, oral]H311 (14.9%): Toxic in contact with skin [Danger Acute toxicity, dermal]H315 (11.9%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (88.1%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H331 (10.4%): Toxic if inhaled [Danger Acute toxicity, inhalation]H335 (10.4%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 67 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Regulatory information | Status: Active Update: 04-04-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/25637Status: Active Update: 05-09-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/176884-Aminobenzonitrile: Does not have an individual approval but may be used under an appropriate group standard |
| Hazards summary | An eye irritant[eChemPortal: ERMA] An irritantEffects in high-dose animal studies include cyanosis[MSDSonline] See NITRILES. |
| Hazard Classes and Categories | Acute Tox. 3 (88.1%)Acute Tox. 4 (11.9%)Acute Tox. 3 (14.9%)Skin Irrit. 2 (11.9%)Eye Irrit. 2A (88.1%)Acute Tox. 3 (10.4%)STOT SE 3 (10.4%) |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Faceshields, Gloves |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| RTECS number | BX2320000 |
| UN transport number | UN 2811 6.1/PG 3 |
| Customs code | 29269095 |
| Risk statements (R) | 22-36-36/37/38-20/21/22 |
| Signal word | Warning |
| GHS pictogram | GHS07,GHS08 |
| Hazard symbols | Xn,Xi |
| hazard_note | Harmful |
| Safety statements (S) | 26-36 |
| Hazard class | 6.1Acute Tox. 4 OralAquatic Chronic 3Muta. 2 |
| Storage class | 11 - Combustible Solids |
| Packing group | III |
| GHS hazard statements | H302-H341-H412 |
| Limited quantities | 5.0 kg (11 lbs) (solid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) |
| REACH registrations | Active |
| GHS precautionary statements | P202-P264-P270-P273-P301+P312-P308+P313 |
Applications & Uses
Uses
4-Aminobenzonitrile is used as an amino substituted benzonitrile with hypotensive activity and as a radioprotective agent. It is also used as a derivatization reagent in the capillary zone electrophoretic analysis of aldoses, ketoses and uronic acid. Further, it is used in the preparation of methacrylic monomers containing pendant azobenzene structures and polythiophenes containing an azobenzene moiety in the side-chain.