사이클로헥사논옥심
(하이드록시아미노)시클로헥산 · 사이클로헥사논옥심 · 시클로헥사논옥심 · CHO · Cyclohexanonoxim · AKOS BBS-00004405 · Cyclohexane oxime · Cyclohexanon-oxime
식별자 및 물리적 특성
| CAS No. | 100-64-1 |
|---|---|
| 분자식 | C6H11NO |
| 평균 분자량 | 113.16 g/mol |
| 단동위원소 질량 | 113.08406397 g/mol |
| SMILES | ON=C1CCCCC1 |
| InChIKey | VEZUQRBDRNJBJY-UHFFFAOYSA-N |
| PubChem CID | 7517 |
| ChEMBL | CHEMBL137035 |
| EC No. | 202-874-0 |
| DTXSID | DTXSID4021842 |
| 현지명 | 사이클로헥사논옥심 |
화학 및 물리적 성질
| XLogP | 1.2 |
|---|---|
| 극성 표면적 | 32.6 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 8 |
| 형식 전하 | 0 |
| 복잡도 | 90.7 |
| 물질 분류 | Nitrogen Compounds -> Oximes |
| SpringerMaterials Properties | 15N nuclear magnetic resonance spectrum |
| Color/Form | HEXAGONAL PRISMS FROM PETROLEUM ETHER |
| 용해도 | less than 1 mg/mL at 68 °F (NTP, 1992)SOL IN WATER, ALCOHOL, ETHER, METHYL ALCOHOL17.7g/L |
| 끓는 점 | 403 to 410 °F at 760 mmHg (NTP, 1992)206-210 °C206-210 °C (lit.) |
| 녹는점 | 192 to 196 °F (NTP, 1992)89-90 °C86-89 °C (lit.) |
| 증기 밀도 | 3.91 (NTP, 1992) - Heavier than airwill sink (Relative to Air) |
| Physical Description | Prisms, liquid or light tan crystalline solid. (NTP, 1992)[HSDB] Liquid or light tan solidmp = 89-91 deg C[CAMEO] White chunks or powder[Alfa Aesar MSDS] |
| 밀도 | 1.0125 (rough estimate) |
| 증기압 | 1.78Pa at 20℃ |
| 굴절률 | 1.4860 (estimate) |
| 인화점 | 90 °C |
| 저장 조건 | Store below +30°C. |
| pKa(산도 계수) | 12.42±0.20(Predicted) |
| 물리적 상태 | 결정질 분말, 결정 또는 덩어리 |
| 색상 | 황백색에서 베이지색 갈색까지 |
| 용해도 | 20°C에서 <0.1g/100mL |
| BRN | 1616769 |
| 헨리 상수 | 4.3×101 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| 유전율 | 3.0(89℃) |
| 안정성 | 안정적인. 타기 쉬운. 강한 산화제와 호환되지 않습니다. 고온에서 발연황산과 격렬하게 반응함. |
| InChI | 1S/C6H11NO/c8-7-6-4-2-1-3-5-6/h8H,1-5H2 |
| InChIKey | VEZUQRBDRNJBJY-UHFFFAOYSA-N |
| SMILES | O\N=C1/CCCCC1 |
| LogP(분배 계수) | 1.265 at 25℃ |
| NIST | Cyclohexanone, oxime(100-64-1) |
| EPA | Cyclohexanone oxime (100-64-1) |
화학적 성질
Cyclohexanone oxime, a white crystalline solid, has a molecular weight of 113.16 and a melting point of 90 C. It is soluble in water and ethanol (Lide, 1992). This colorless solid is an important intermediate in the production of nylon 6, a widely used polymer. Cyclohexanone oxime is produced by the condensation of cyclohexanone with hydroxylamine sulfate or hydroxylamine phosphate (Fisher and Cresentini, 1985).
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 1.9% (5 of 262) of reports.DangerH228 (55%): Flammable solid [Danger Flammable solids]P210, P240, P241, P260, P264, P264+P265, P270, P273, P280, P301+P317, P305+P351+P338, P319, P330, P337+P317, P370+P378, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 262 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: Cyclohexanone, oximeStatus: Active Update: 27-05-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/7659Cyclohexanone oxime: Does not have an individual approval but may be used under an appropriate group standard |
| 기타 안전 정보 | IMAP assessments - Cyclohexanone, oxime: Human health tier I assessment |
| 운송 라벨(DOT) | Poison |
| 화재 위험 | Flash point data for this chemical are not availablehowever, it is probably combustible. (NTP, 1992) |
| 건강 유해성 | ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes of nitrogen oxides. (NTP, 1992) |
| 유해성 요약 | Mixtures of cyclohexanone and oxime (varying ratios) produced anesthesia, conjunctivitis, and increased aggression in oral studies of ratsEmergency treatment: Methemoglobinemia[HSDB] May peroxidize[CAMEO] Increased methemoglobin levels observed in dermal lethal-dose study or rabbitsProgressive anemia with increased splenic hemosiderin deposition and hematopoiesis observed in 90-day gavage study of ratsNo changes in sperm motility or vaginal cytological parameters seenLimited evidence of mutagenicity in vitro and no evidence in vivoA major metabolite, cyclohexanone (CAS # 108-94-1), caused reduced fetal body weight and increased frequency of retardation of ossification at levels maternally toxic in inhalation study of rats (LOAEL for maternal and developmental toxicity both equal 5,600 mg/m3/day)[EPA ChAMP: Screening Level Hazard Characterization] A strong eye irritantHarmful by ingestion |
용도
용도
Cyclohexanone oxime is used in a wide variety of industrial applications. Primarily, it is used as a captive intermediate in the synthesis of caprolactam, which is polymerized in the production of polycaprolactam (Nylon-6) fibers and plastics (Fisher and Cresentini, 1985; NCI, 1985). The annual U.S. caprolactam production is over 500,000 tons (NCI, 1985). Approximately 90% of the monomer is used to produce fibers for clothing, carpets, home furnishings, and tire cording. The remaining 10% is used to produce nylon resins for food packaging film, extrusion compounds for bristle filaments and wire coatings, and molded plastics for automobiles and appliances (NCI, 1985). Cyclohexanone oxime is also thought to be an intermediate in the oxidative metabolism of sodium cyclamate, an artificial sweetener (Unger and McMahon, 1981).
일반 설명
Prisms, liquid or light tan crystalline solid.