4-사이클로레조시놀
4-사이클로레조시놀 · 4-클로로레조시놀 · 4-클로로레소르시놀 · Chlororesorcinol · 4-CHLORO RESRCINOL · Monochlororesorcinol · 4- chlorineResorcinol · 2,4-dihydroxychlorobenzene
식별자 및 물리적 특성
| CAS No. | 95-88-5 |
|---|---|
| 분자식 | C6H5ClO2 |
| 평균 분자량 | 144.55 g/mol |
| 단동위원소 질량 | 143.99780708 g/mol |
| SMILES | Oc1ccc(Cl)c(O)c1 |
| InChIKey | JQVAPEJNIZULEK-UHFFFAOYSA-N |
| PubChem CID | 1731 |
| EC No. | 202-462-0 |
| DTXSID | DTXSID8052643 |
| 현지명 | 4-사이클로레조시놀 |
화학 및 물리적 성질
| XLogP | 2.1 |
|---|---|
| 극성 표면적 | 40.5 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 9 |
| 형식 전하 | 0 |
| 복잡도 | 97.1 |
| 물질 분류 | Other Classes -> Phenols |
| 화장품 | Cosmetic ingredients (4-Chlororesorcinol) -> CIR (Cosmetic Ingredient Review)Hair dyeing |
| LogP(분배 계수) | 1.8 |
| 증기압 | 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] |
| 녹는점 | 106-108 °C (lit.) |
| 끓는 점 | 147 °C/18 mmHg (lit.) |
| 밀도 | 1.2558 (rough estimate) |
| 굴절률 | 1.4620 (estimate) |
| 인화점 | 146-148°C/18mm |
| 저장 조건 | Keep in dark place,Inert atmosphere,Room temperature |
| 용해도 | >1000g/L |
| pKa(산도 계수) | 8.28±0.10(Predicted) |
| 물리적 상태 | 가루 |
| 색상 | 베이지색 |
| pH | 3.8 (10g/l, H2O, 30℃) |
| 용해도 | 녹는 |
| BRN | 2042864 |
| 안정성 | 안정적인. 산 염화물, 산 무수물, 산화제와 호환되지 않습니다. |
| 화장품 원료 기능 | 머리 염색 |
| 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(분배 계수) | 0.895 at 25℃ |
| NIST | 1,3-Benzenediol, 4-chloro-(95-88-5) |
| EPA | 4-Chlororesorcinol (95-88-5) |
화학적 성질
4-Chlororesorcinol is a colorless crystalline or off-white to light brown powder with a melting point of 89°C (or 106.5–107.5°C) and a boiling point of 259°C (147°C at 2.4 kPa). It dissolves in water, alcohol, ether, benzene, and carbon disulfide, sublimes readily, and turns blue-purple upon reaction with ferric chloride.
안전 및 규제
| GHS 분류 | 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. |
|---|---|
| 규제 정보 | 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 |
| 기타 안전 정보 | IMAP assessments - 1,3-Benzenediol, 4-chloro-: Human health tier II assessment |
| 유해성 요약 | 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 |
| 유해 작용 | Dermatotoxin - Skin burns. |
| 독성 요약 | 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 |
| 수질 위해 등급(WGK) |
용도
개요
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).
용도
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.
제조 및 합성 방법
제조 방법
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.