HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylacetyl chloride
phenylacetyl · Benzeneacetyl chloride · PHENYLACETIC ACID CHLORIDE · -Toluylchloride · A-TOLUYL CHLORIDE · AKOS BBS-00003909 · ylacetyl chloride · PHENACETYL CHLORIDE
Identifiers & Physical Properties
| CAS No. | 103-80-0 |
|---|---|
| Molecular formula | C8H7ClO |
| Average molar mass | 154.59 g/mol |
| Monoisotopic mass | 154.01854252 g/mol |
| SMILES | O=C(Cl)Cc1ccccc1 |
| InChIKey | VMZCDNSFRSVYKQ-UHFFFAOYSA-N |
| PubChem CID | 7679 |
| EC No. | 203-146-5 |
| DTXSID | DTXSID6059281 |
Chemical & Physical Properties
| XLogP | 2.4 |
|---|---|
| Topological polar surface area | 17.1 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 2 |
| Heavy atoms | 10 |
| Formal charge | 0 |
| Complexity | 116 |
| Chemical classes | Toxic Gases & Vapors -> Acid HalidesCorrosives |
| SpringerMaterials Properties | Boiling point |
| Physical Description | Phenylacetyl chloride appears as a colorless volatile liquid with a strong odor. Denser than water. Contact may severely irritate skin, eyes and mucous membranes. May be toxic by ingestion. May also be combustible.Colorless liquid with a strong odor[CAMEO] Clear light yellow liquid[Sigma-Aldrich MSDS] |
| Melting point | 264-266 °C(Solv: N,N-dimethylformamide (68-12-2)) |
| Boiling point | 94-95 °C/12 mmHg (lit.) |
| Density | 1.169 g/mL at 25 °C (lit.) |
| Refractive index | n20/D 1.5325(lit.) |
| Flash point | 217 °F |
| Storage conditions | 2-8°C |
| Solubility | Miscible with alcohol and ether. |
| Physical state | clear liquid |
| Color | Colorless to Light yellow |
| Sensitivity | Moisture Sensitive |
| BRN | 742254 |
| Stability | Stable. Reacts with water. Incompatible with amines, most common metals, moisture, strong oxidizing agents. |
| InChI | 1S/C8H7ClO/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2 |
| InChIKey | VMZCDNSFRSVYKQ-UHFFFAOYSA-N |
| SMILES | ClC(=O)Cc1ccccc1 |
| LogP (partition coefficient) | 1.628 (est) |
| CAS DataBase Reference | 103-80-0(CAS DataBase Reference) |
| FDA UNII | T30899DRND |
| NIST Chemistry Reference | Benzeneacetyl chloride(103-80-0) |
| EPA Substance Registry System | Benzeneacetyl chloride (103-80-0) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS05 |
| Signal word | Danger |
| GHS hazard statements | H314-H290 |
| GHS precautionary statements | P501-P234-P264-P280-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P406-P405 |
| Target organs | Respiratory system |
| Personal protective equipment (PPE) | Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter |
| Hazard symbols | C |
| Risk statements (R) | 34-37-14 |
| Safety statements (S) | 26-36/37/39-45-25-27 |
| UN transport number | UN 2577 |
| Water hazard class (WGK) | 3 |
| F | 21 |
| TSCA inventory status | TSCA listed |
| Hazard class | 8Eye Dam. 1Met. Corr. 1Skin Corr. 1BSTOT SE 3 |
| Packing group | II |
| Customs code | 29163900 |
| Storage class | 8A - Combustible corrosive hazardous materials |
| REACH registrations | Active |
| Limited quantities | 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) |
Safety & Regulations
| GHS classification | DangerH314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P261, P264, P271, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P319, P321, P363, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 65 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Chemical: Benzeneacetyl chlorideStatus: Active Update: 05-02-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/20430Phenylacetyl chloride: Does not have an individual approval but may be used under an appropriate group standardThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| Other safety information | IMAP assessments - Benzeneacetyl chloride: Human health tier I assessment |
| DOT label | Corrosive |
| Fire hazards | Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:· Combustible material: may burn but does not ignite readily. |
| Health hazards | Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:· TOXIC and/or CORROSIVEinhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. |
| Hazards summary | Fumes in airDecomposed by water evolving hydrogen chloride gasMay cause severe skin, eye, and mucous membrane irritation[CAMEO] Causes burnsInhalation may cause corrosive injuries to upper respiratory tract and lungs[Sigma-Aldrich MSDS] See Acetyl chloride. |
| DOT ID and guide | 2577 156 |
| Reactive group | Acyl Halides, Sulfonyl Halides, and Chloroformates |
| Reactivity Alerts | Water-Reactive |
| Reactivity Profile | PHENYLACETYL CHLORIDE is incompatible with strong oxidizing agents, alcohols, bases (including amines). May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291]. |
| DOT Hazard Classification | Phenylacetyl chlorideUN2577Class 8 Corrosive material (49 eCFR § 173.136)PG II: the degree of danger presented by the material is medium |
| Air and Water Reactions | Soluble in water. Fumes in air. Decomposes in water or steam to form very corrosive hydrogen chloride gas. |
| Fire fighting | Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]: |
| Accidental release measures | · CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. |
| First aid | Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:General First Aid: |
| Exposure control and personal protection | · Wear positive pressure self-contained breathing apparatus (SCBA). |
| Nonfire spill response | Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]: |
| Isolation and Evacuation | Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:Immediate precautionary measure |
| Personal Protective Equipment (PPE) | Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]: |
| Emergency Response Planning Guidelines | · Note: Most foams will react with the material and release corrosive/toxic gases. |
| Adverse effects | Dermatotoxin - Skin burns. |
| F | 21 |
| Personal protective equipment (PPE) | Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| UN transport number | UN 2577 |
| Customs code | 29163900 |
| Risk statements (R) | 34-37-14 |
| Signal word | Danger |
| GHS pictogram | GHS05 |
| Hazard symbols | C |
| Safety statements (S) | 26-36/37/39-45-25-27 |
| Hazard class | 8Eye Dam. 1Met. Corr. 1Skin Corr. 1BSTOT SE 3 |
| Storage class | 8A - Combustible corrosive hazardous materials |
| Packing group | II |
| Target organs | Respiratory system |
| GHS hazard statements | H314-H290 |
| Limited quantities | 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) |
| REACH registrations | Active |
| GHS precautionary statements | P501-P234-P264-P280-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P406-P405 |
Applications & Uses
Uses
Phenylacetyl chloride is used in the preparation of 1,2-diphenyl-ethanone by reaction with iodobenzene using tetrabutylammonium tetrafluoroborate as a phase transfer catalyst. It is widely used in the chemical industry for manufacturing dyes and pharmaceutical products. It plays an important role in the preparation of penicillin. Further, it is used to prepare esters for flavorings.
Uses
Phenylacetyl chloride is used as a key precursor in the total synthesis of vialinin B. It is employed as a linker to prepare dendrimers and also used in the synthesis of various conjugated aromatic small molecules.
General Description
A colorless volatile liquid with a strong odor. Denser than water. Contact may severely irritate skin, eyes and mucous membranes. May be toxic by ingestion. May also be combustible.