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4-Chlorbenzaldehyd
AQUEOUS AMMONIA · AMMONIA WATER · P-CHLOROBENZALDEHYDE · AMMONIA GAS · PCAD · PARA-CHLOROBENZALDEHYDE · AMMONIUM ION CHROMATOGRAPHY STANDARD · orobenzaL
Identifikatoren & physikalische Daten
| CAS No. | 104-88-1 |
|---|---|
| Summenformel | C7H5ClO |
| Durchschnittliche Molmasse | 140,56 g/mol |
| Monoisotopische Masse | 140,0028925 g/mol |
| SMILES | O=Cc1ccc(Cl)cc1 |
| InChIKey | AVPYQKSLYISFPO-UHFFFAOYSA-N |
| PubChem CID | 7726 |
| ChEMBL | CHEMBL1474 |
| EC No. | 203-247-4 |
| DTXSID | DTXSID2021860 |
| Lokaler Name | 4-Chlorbenzaldehyd |
Chemische & physikalische Eigenschaften
| XLogP | 2,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 95 |
| Dichte | 1.196 at 142 °F (NTP, 1992) - Denser than waterwill sink |
| Löslichkeit | less than 1 mg/mL at 67.1 °F (NTP, 1992)935mg/l935 mg/L (20 ºC) |
| Flammpunkt | 190 °F (NTP, 1992)52 °F |
| Siedepunkt | 415 to 417 °F at 760 mmHg (NTP, 1992)213-214℃ |
| Schmelzpunkt | 111 to 117 °F (NTP, 1992)46 °C |
| Dampfdruck | 0.18 [mmHg]8.75 atm ( 21 °C) |
| Physical Description | 4-chlorobenzaldehyde appears as colorless to yellow powder or white crystalline solid. Pungent odor. (NTP, 1992)Colorless to yellow solid with a pungent odor[CAMEO] Beige crystalline solid[Sigma-Aldrich MSDS] |
| Kovats Retention Index | 11161122.61113.211371107 |
| Dampfdichte | 0.6 (vs air) |
| Brechungsindex | 1.5550 (estimate) |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Liquid |
| Farbe | White to pale yellow |
| BRN | 385858 |
| Dielektrizitätskonstante | 72(0.0℃) |
| Stabilität | Stable, but air and light-sensitive. Incompatible with strong bases, strong reducing agents, strong oxidizing agents. |
| InChI | 1S/C7H5ClO/c8-7-3-1-6(5-9)2-4-7/h1-5H |
| InChIKey | AVPYQKSLYISFPO-UHFFFAOYSA-N |
| SMILES | [H]C(=O)c1ccc(Cl)cc1 |
| LogP (Verteilungskoeffizient) | 2.34 at 25℃ and pH7 |
| CAS Datenbank | 104-88-1(CAS DataBase Reference) |
| NIST chemische Informationen | Benzaldehyde, 4-chloro-(104-88-1) |
| EPA chemische Informationen | p-Chlorobenzaldehyde (104-88-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]H315 (99.6%): Causes skin irritation [Warning Skin corrosion/irritation]H317 (76.7%): May cause an allergic skin reaction [Warning Sensitization, Skin]H319 (99.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (17.2%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]H411 (81.5%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 227 reports by companies from 11 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. |
|---|---|
| Regulatorische Informationen | Chemical: Benzaldehyde, 4-chloro-Status: Active Update: 13-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/2167Status: Active Update: 30-11-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/82984-Chlorobenzaldehyde: Does not have an individual approval but may be used under an appropriate group standard |
| DOT-Kennzeichnung | Poison |
| Brandgefahren | This chemical is combustible. (NTP, 1992) |
| Gesundheitsgefahren | SYMPTOMS: Symptoms of exposure to this compound include irritation of the skin, eyes and mucous membranes.ACUTE/CHRONIC HAZARDS: This chemical may be harmful by inhalation, ingestion or skin absorption. It is an irritant of the skin, eyes and mucous membranes. When heated to decomposition it emits toxic fumes of carbon monoxide, carbon dioxide and hydrogen chloride gas. (NTP, 1992) |
| Gefahrenübersicht | No mortalities observed in rats exposed by inhalation to 321 mg/m3 for 4 hours or 250 mg/m3 for 7 hoursCauses mild to severe skin and mild eye irritation in rabbits[IUCLID] Causes altered sleep time (including change in righting reflex), somnolence, and excitement in oral lethal-dose studies of mice and rats[RTECS] A skin, eye, and mucous membrane irritant[NTP] A skin and strong eye irritantHarmful by ingestion[Sigma-Aldrich MSDS] |
| Reaktive Gruppe | AldehydesHydrocarbons, AromaticAryl Halides |
| Reactivity Profile | 4-CHLOROBENZALDEHYDE is sensitive to exposure to air. It is also sensitive to light. REACTIVITY: This chemical is incompatible with strong bases, strong oxidizers and strong reducing agents. (NTP, 1992) |
| Air and Water Reactions | This chemical is sensitive to exposure to air. Insoluble in water. |
| Hazard Classes and Categories | Acute Tox. 4 (100%)Skin Irrit. 2 (99.6%)Skin Sens. 1 (76.7%)Eye Irrit. 2A (99.6%)STOT SE 3 (17.2%)Aquatic Chronic 2 (81.5%)Acute toxicity (Oral) - Category 4Skin corrosion/irritation - Category 2Serious eye damage/eye irritation - Category 2BSpecific target organ toxicity - Single exposure - Category 2 (central nervous system)Hazardous to the aquatic environment (Acute) - Category 2Hazardous to the aquatic environment (Long-term) - Category 2 |
| CSL Reaction Information | CSL00161Chlorosulfonic acid + 4-ChlorobenzaldehydeReaction resulted in an explosion.ExplosiveNot AvailableUser Reported |
| Brandbekämpfung | Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992) |
| Erste Hilfe | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.INHALATION: IMMEDIATELY leave the contaminated areatake deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be usedif not available, use a level of protection greater than or equal to that advised under Protective Clothing.INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992) |
| Freisetung ohne Brand | SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.STORAGE PRECAUTIONS: You should protect this chemical from exposure to light. Keep the container tightly closed under an inert atmosphere, and store under refrigerated temperatures. (NTP, 1992) |
| Isolation and Evacuation | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:IMMEDIATE PRECAUTIONARY MEASURE: Isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids.SPILL: Increase the immediate precautionary measure distance, in the downwind direction, as necessary.FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directionsalso, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024) |
| Personal Protective Equipment (PPE) | RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992) |
| Toxicity Data | LC (rat) > 473 mg/m3/4hr |
| F | 8-9 |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 1219 3/PG 2 |
| Zollcode | 29130000 |
| RTECS-Nr. | CU5076000 |
| R-Sätze (R) | 22-36/37/38-51/53-36/38 |
| Toxizität | LD50 orally in Rabbit: 840 mg/kg LD50 dermal Rat 5000 mg/kg |
| Gefahrensymbole | F,C,N,Xn,Xi |
| Sicherheitshinweise (S) | 26-61-37/39-36 |
| Gefahrenklasse | 9Acute Tox. 4 OralAquatic Chronic 2Eye Irrit. 2Skin Irrit. 2Skin Sens. 1 |
| Verpackungsgruppe | III |
| Lagerklasse | 11 - Combustible Solids |
| Selbstentzündungstemperatur | 302 °C |
Anwendungen & Verwendung
Verwenden
4-Chlorobenzaldehyde is used as an intermediate for the manufacture of dyestuffs, optical brighteners, pharmaceuticals, agricultural chemicals and metal finishing products.
Herstellung & Synthese
synthetische
4-Chlorobenzaldehyde can be obtained by chlorinated hydrolysis of p-chlorotoluene: add p-chlorotoluene and phosphorus trichloride to the reaction pot, raise the temperature to 155°C under light and pass chlorine. Control the temperature at 160-170℃ and pass chlorine to the calculated amount to obtain the chlorination solution. Add it to concentrated sulfuric acid with stirring, and stir for 5h at room temperature. let it stand and stratify, take the lower layer into ice water to crystallize, and filter it when it is cold to below 5℃. The filter cake was washed with ice water to obtain the crude product, distilled under reduced pressure and collected 108-111℃ (3.33kPa) fraction to obtain p-chlorobenzaldehyde.