1,3-사이클로헥산디온
1,3-사이클로헥산디온 · 1,3-시클로헥산디온 · CYCLOHEXANE-1,3-DIONE · CHD · DIHYDRORESORCINOL · 1,3-Cyclohexandione · TECO-013 · NSC 57477
식별자 및 물리적 특성
| CAS No. | 504-02-9 |
|---|---|
| 분자식 | C6H8O2 |
| 평균 분자량 | 112.13 g/mol |
| 단동위원소 질량 | 112.0524295 g/mol |
| SMILES | O=C1CCCC(=O)C1 |
| InChIKey | HJSLFCCWAKVHIW-UHFFFAOYSA-N |
| PubChem CID | 10434 |
| ChEMBL | CHEMBL363919 |
| ChEBI | CHEBI:17766 |
| EC No. | 207-980-0 |
| DTXSID | DTXSID1044433 |
| 현지명 | 1,3-사이클로헥산디온 |
화학 및 물리적 성질
| XLogP | 0 |
|---|---|
| 극성 표면적 | 34.1 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 8 |
| 형식 전하 | 0 |
| 복잡도 | 112 |
| 물질 분류 | Other Classes -> Aliphatic Ketones, Other |
| Physical Description | Dry PowderSolid[Merck Index] Light brown powder[Alfa Aesar MSDS] |
| Collision Cross Section | 122.6 Ų [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID1044433] |
| 녹는점 | 101-105 °C (lit.) |
| 끓는 점 | 170.05°C (rough estimate) |
| 밀도 | 1,1 g/cm3 |
| 증기압 | 0.018Pa at 25℃ |
| 굴절률 | 1.4576 (estimate) |
| 저장 조건 | Store at +2°C to +8°C. |
| 용해도 | 클로로포름(약간 용해됨), 메탄올(약간 용해됨) |
| 물리적 상태 | 가루 |
| pKa(산도 계수) | 5.26(at 25℃) |
| 색상 | 연한 노란색~베이지색 |
| 용해도 | 녹는 |
| Merck | 14,3178 |
| BRN | 385888 |
| InChI | 1S/C6H8O2/c7-5-2-1-3-6(8)4-5/h1-4H2 |
| InChIKey | HJSLFCCWAKVHIW-UHFFFAOYSA-N |
| SMILES | O=C1CCCC(=O)C1 |
| LogP(분배 계수) | 0.461 at 21.4℃ and pH3.2 |
| 표면장력 | 69.9mN/m at 1.01g/L and 22℃ |
| NIST | 1,3-Cyclohexanedione(504-02-9) |
| EPA | 1,3-Cyclohexanedione (504-02-9) |
화학적 성질
pale yellow to beige powder
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 0.6% (1 of 168) of reports.DangerH302 (98.2%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P264+P265, P270, P273, P280, P301+P317, P305+P354+P338, P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 168 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: 1,3-Cyclohexanedione1,3-Cyclohexanedione is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Cyclohexanedione are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 14-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/135871,3-Cyclohexanedione: Does not have an individual approval but may be used under an appropriate group standard |
| 기타 안전 정보 | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to human health |
| 유해성 요약 | May cause irritationOral LD50 (rat) = 1,600-2,500 mg/kgHarmful by ingestion[Alfa Aesar MSDS] See Cyclohexanone. |
| Hazard Classes and Categories | Acute Tox. 4 (98.2%) |
| 유해 작용 | Neurotoxin - Acute solvent syndrome |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | GV0350000 |
| 관세 코드 | 29142900 |
| 안전 문구(S) | 24/25 |
| 기존화학 물질 | KE-09178 |
| F 고인화성물질 | 8-21 |
| 위험 등급 | Acute Tox. 4 OralAquatic Chronic 3Eye Dam. 1 |
용도
용도
1,3-Cyclohexanedione is used in organic synthesis and pharmaceutical intermediates. It is the intermediate of herbicides sulcotrione and nitrosulfonone. It is also nitisinone intermediate.
용도
1,3-Cyclohexanedione can be used as a building block in the synthesis of:9-substituted 1,8-dioxo-xanthenes by reacting with unactivated aldehydes via aldol condensation/ Michael addition reaction.[(1,2,3-triazol-4-yl)methoxy-phenyl]-2H-indazolo[2,1-b]phthalazine-trione derivatives by treating with phthalhydrazide, aromatic propargyloxy aldehydes, and azides via a four-component condensation reaction.It can be also used to prepare 2-substituted adducts, which are important intermediates for the synthesis of -enaminones , polyhydroquinoline derivatives , 1,8-dioxo-dodecahydroxanthenes , spirocyclopentanols , oxathioles , and triquinanes.