2,3-다이하이드록시나프탈렌
2,3-다이하이드록시나프탈렌 · 2,3-나프탈렌다이올 · 2,3-디하이드록시나프탈렌 · Naphthalene-2,3-diol · 2,3-Dihydroxy · 2,3-NAPHTHALENEDIOL · 2,3-DIHYDROXYNAPHTHALENE, SUBL. · Naphthalin-2,3-diol
식별자 및 물리적 특성
| CAS No. | 92-44-4 |
|---|---|
| 분자식 | C10H8O2 |
| 평균 분자량 | 160.17 g/mol |
| 단동위원소 질량 | 160.0524295 g/mol |
| SMILES | Oc1cc2ccccc2cc1O |
| InChIKey | JRNGUTKWMSBIBF-UHFFFAOYSA-N |
| PubChem CID | 7091 |
| ChEMBL | CHEMBL205007 |
| ChEBI | CHEBI:38135 |
| EC No. | 202-156-7 |
| DTXSID | DTXSID2043903 |
| 현지명 | 2,3-다이하이드록시나프탈렌 |
화학 및 물리적 성질
| XLogP | 2.5 |
|---|---|
| 극성 표면적 | 40.5 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 12 |
| 형식 전하 | 0 |
| 복잡도 | 140 |
| 물질 분류 | Other Classes -> Naphthols |
| 화장품 | Cosmetic ingredients (2,3-Naphthalenediol) -> CIR (Cosmetic Ingredient Review)Hair dyeing |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| LogP(분배 계수) | 2.24 |
| 증기압 | 0.00000715 [mmHg]0.8 hPa (149 °C) |
| Physical Description | White powder[Alfa Aesar MSDS] |
| Collision Cross Section | 132.44 Ų [M-H]- [CCS Type: DTMethod: stepped-field]131.3 Ų [M-H]- |
| 녹는점 | 161-165 °C (lit.) 162-164 °C |
| 끓는 점 | 246.06°C (rough estimate) |
| 밀도 | 1.0924 (rough estimate) |
| 굴절률 | 1.5178 (estimate) |
| 인화점 | 175 °C |
| 저장 조건 | Store below +30°C. |
| 용해도 | 4g/L |
| 물리적 상태 | 가루 |
| pKa(산도 계수) | 9.10±0.40(Predicted) |
| 색상 | 흰색에서 분홍빛이 도는 베이지색 회색까지 |
| pH | 6 (1g/l, H2O, 20℃) |
| 용해도 | 약간 용해됨 |
| BRN | 742375 |
| 헨리 상수 | 2.0×105 mol/(m3Pa) at 25℃, Ebert et al. (2023) |
| 화장품 원료 기능 | 머리 염색 |
| InChI | 1S/C10H8O2/c11-9-5-7-3-1-2-4-8(7)6-10(9)12/h1-6,11-12H |
| InChIKey | JRNGUTKWMSBIBF-UHFFFAOYSA-N |
| SMILES | Oc1cc2ccccc2cc1O |
| NIST | 2,3-Naphthalenediol(92-44-4) |
| EPA | 2,3-Naphthalenediol (92-44-4) |
화학적 성질
Off white to redish white powder. 2,3-Naphthalenediol [92-44-4], mp 161℃, gives a dark blue color with iron(III) chloride; is aminated to 2- amino-3-naphthol at 140℃ and 2,3-naphthalenediamine at 240℃; and couples with diazotized anilines in the 1- or 1,4-positions.
안전 및 규제
| GHS 분류 | DangerH302 (16%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 50 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: 2,3-Naphthalenediol2,3-Naphthalenediol: Does not have an individual approval but may be used under an appropriate group standard |
| 기타 안전 정보 | IMAP assessments - Chemicals with limited data availability that may be used in hair dyes overseas: Human health tier II assessment |
| 유해성 요약 | Intravenous LD50 (mouse) = 56 mg/kg[RTECS] An irritant that may cause serious eye injuryHarmful by ingestion[Alfa Aesar MSDS] See 1-Napththol and 2-Naphthol. See 2,7-Naphthalenediol. |
| Hazard Classes and Categories | Acute Tox. 4 (16%) |
| 독성 요약 | The CIR Expert Panel concludes that the available data are insufficient to support the safety of 2,3-Naphthalenediol as used in cosmetics.Ingredients for which the data are insufficient and their use in cosmetics is not supported |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | QJ4750000 |
| 독성 | LD50 orally in Rabbit: 970 mg/kg |
| 관세 코드 | 29072900 |
| 위험 문구(R) | 36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 26-37/39 |
| 기존화학 물질 | 2004-3-2637 |
| F 고인화성물질 | 10-23 |
| 자연 발화 온도 | >330 °C |
| 위험 등급 | Acute Tox. 4 OralEye Dam. 1 |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
2,3-Dihydroxynaphthalene is used in making dyes, pigments, fluorescent whiteners, tanning agents, antioxidants, and antiseptics.
일반 설명
2,3-Dihydroxynaphthalene is a polyhydroxy phenol. It is an aromatic dihydroxy compound having hydroxyl groups at ortho positions. Its reaction with molybdenum(VI) complexes has been reported. The asymmetric oxidative coupling polymerization of 2,3-dihydroxynaphthalene using the Cu(I)-bisoxazoline complex as catalyst has been reported to afford poly(2,3-dihydroxy-1,4-naphthylene), having a continuous 1,1′-bi-2-naphthol main chain structure. The nitrodisplacement reaction between nitrophthalodinitriles and 2,3-dihydroxynaphthalene has been investigated.