4-Chlorresorcin
Chlororesorcinol · 4-CHLORO RESRCINOL · Monochlororesorcinol · 4- chlorineResorcinol · 2,4-dihydroxychlorobenzene · c.i.76510 · C.I. 76510 · ororesorcinoL
Identifikatoren & physikalische Daten
| CAS No. | 95-88-5 |
|---|---|
| Summenformel | C6H5ClO2 |
| Durchschnittliche Molmasse | 144,55 g/mol |
| Monoisotopische Masse | 143,99780708 g/mol |
| SMILES | Oc1ccc(Cl)c(O)c1 |
| InChIKey | JQVAPEJNIZULEK-UHFFFAOYSA-N |
| PubChem CID | 1731 |
| EC No. | 202-462-0 |
| DTXSID | DTXSID8052643 |
| Lokaler Name | 4-Chlorresorcin |
Chemische & physikalische Eigenschaften
| XLogP | 2,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 40,5 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 97,1 |
| Stoffklassen | Other Classes -> Phenols |
| Kosmetika | Cosmetic ingredients (4-Chlororesorcinol) -> CIR (Cosmetic Ingredient Review)Hair dyeing |
| LogP (Verteilungskoeffizient) | 1.8 |
| Dampfdruck | 0.0012 [mmHg]0.16Pa at 25℃ |
| Physical Description | Beige-brown solid[EC: SCCS - Opinion] Light beige granular powder with a mild phenolic odor[Jos. H. Lowenstein and Sons MSDS] |
| Collision Cross Section | 122.5 Ų [M-H]- [CCS Type: DTBuffer gas: N2Ionization: ESI-Dataset: TOXCASTSource Identifier: DTXSID8052643] |
| Schmelzpunkt | 106-108 °C (lit.) |
| Siedepunkt | 147 °C/18 mmHg (lit.) |
| Dichte | 1.2558 (rough estimate) |
| Brechungsindex | 1.4620 (estimate) |
| Flammpunkt | 146-148°C/18mm |
| Lagerbedingungen | Keep in dark place,Inert atmosphere,Room temperature |
| Löslichkeit | >1000g/lsoluble |
| pKa (Säurekonstante) | 8.28±0.10(Predicted) |
| Aggregatzustand | Powder |
| Farbe | Beige |
| pH | 3.8 (10g/l, H2O, 30℃) |
| BRN | 2042864 |
| Stabilität | Stable. Incompatible with acid chlorides, acid anhydrides, oxidizing agents. |
| Kosmetik-Inhaltsstoffe Funktionen | HAIR DYEING |
| InChI | 1S/C6H5ClO2/c7-5-2-1-4(8)3-6(5)9/h1-3,8-9H |
| InChIKey | JQVAPEJNIZULEK-UHFFFAOYSA-N |
| SMILES | Oc1ccc(Cl)c(O)c1 |
| LogP (Verteilungskoeffizient) | 0.895 at 25℃ |
| CAS Datenbank | 95-88-5(CAS DataBase Reference) |
| NIST chemische Informationen | 1,3-Benzenediol, 4-chloro-(95-88-5) |
| EPA chemische Informationen | 4-Chlororesorcinol (95-88-5) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 1% (1 of 103) of reports.DangerH302 (91.3%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, 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 103 reports by companies from 18 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: 1,3-Benzenediol, 4-chloro-TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.Status: Active Update: 09-02-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/213914-Chlororesorcinol: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - 1,3-Benzenediol, 4-chloro-: Human health tier II assessment |
| Gefahrenübersicht | A skin irritant in rabbitsCorrosive to rabbit eyeConsidered a moderate skin sensitizer, based on local lymph node assay (LLNA) of miceHematotoxicity observed in 90-day oral study of ratsNo evidence of developmental toxicity or teratogenicity in rats at doses up to 200 mg/kg/day[EC: SCCS - Opinion] A severe skin irritant that may cause burns on prolonged contactCorrosive to eyesMay cause skin sensitizationHarmful by ingestion[Jos. H. Lowenstein and Sons MSDS] See Resorcinol. |
| Hazard Classes and Categories | Acute Tox. 4 (91.3%)Acute toxicity (ingestion) - category 4 |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
| Toxizitätsübersicht | Safe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org |
Anwendungen & Verwendung
Beschreibung
4-Chlororesorcinol is a relatively safe hair dye agent, exhibiting no embryotoxicity, reproductive toxicity, teratogenic effects, or carcinogenic effects. This ingredient is typically used at concentrations below 1% and is present in over 30 hair dye products. Furthermore, the CIR Expert Panel has concluded that the use of 4-Chlororesorcinol in current hair dye formulations is safe. Furthermore, it may serve as an analytical reagent, functioning as a coupling agent in oxidation coupling reactions to determine the p-aminophenol (p-Amp) content in paracetamol, as well as the concentration of benzocaine (BENZ) and its preparations (ear drops).
Verwenden
4-Chlororesorcinol is a halogenated phenol that can be used as hair dye formulation. It can also be used in the synthesis of series of six coumarin compounds carrying halogen and trifluoromethyl, having antifungal activities.
Herstellung & Synthese
synthetische
4-Chlororesorcinol is synthesized by reacting resorcinol with dichlorosulfuryl. Resorcinol and diethyl ether were mixed, heated to reflux with stirring, and dichlorosulfuryl was slowly added dropwise. The temperature was then raised to 60°C for 1 h. After recovery of ether, atmospheric distillation is carried out, the distillate is subjected to vacuum distillation again, and the 131°C (0.8-0.93kPa) or 160-164°C (4.0kPa) fractions are collected to obtain the finished 4-chlororesorcinol.