아세토닐아세톤
2,5-헥세인다이온 · 아세토닐아세톤 · Hexane-2,5-dione · 2,5-HEXANEDIONE · ACETONYLACETONE · 2,5-Hexadione · acan · Hexanedione
식별자 및 물리적 특성
| CAS No. | 110-13-4 |
|---|---|
| 분자식 | C6H10O2 |
| 평균 분자량 | 114.14 g/mol |
| 단동위원소 질량 | 114.06807956 g/mol |
| SMILES | CC(=O)CCC(C)=O |
| InChIKey | OJVAMHKKJGICOG-UHFFFAOYSA-N |
| PubChem CID | 8035 |
| ChEMBL | CHEMBL1564795 |
| ChEBI | CHEBI:85014 |
| EC No. | 203-738-3 |
| DTXSID | DTXSID8030138 |
| 현지명 | 아세토닐아세톤 |
화학 및 물리적 성질
| XLogP | -0.3 |
|---|---|
| 극성 표면적 | 34.1 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 3 |
| 무거운 원자 수 | 8 |
| 형식 전하 | 0 |
| 복잡도 | 91.1 |
| 지질 | Fatty Acyls [FA] -> Oxygenated hydrocarbons [FA12] |
| Solvents | Solvents -> Ketones (<C12) |
| SpringerMaterials Properties | Boiling point |
| LogP(분배 계수) | -0.27 |
| 밀도 | 0.9737 at 68 °F (NTP, 1992) - Less dense than waterwill float0.973 g/mL at 25 °C (lit.) |
| 용해도 | greater than or equal to 100 mg/mL at 72 °F (NTP, 1992)알코올: 혼합 가능 |
| 인화점 | 174 °F (NTP, 1992) |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 끓는 점 | 376 °F at 760 mmHg (NTP, 1992)191 °C (lit.) |
| 녹는점 | 22.1 °F (NTP, 1992)-6--5 °C (lit.) |
| 증기 밀도 | 3.94 (NTP, 1992) - Heavier than airwill sink (Relative to Air) |
| 증기압 | 0.43 mmHg at 68 °F1.6 mmHg at 77 °F (NTP, 1992)2.93 [mmHg]0.43 mm Hg ( 20 °C) |
| 굴절률 | n20/D 1.425(lit.) |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 액체 |
| 색상 | 투명한 노란색에서 갈색까지 |
| 냄새 | Pleasant, sweet-ethereal odor. |
| pH | 6.1 (10g/l, H2O, 20℃) |
| 폭발한계 | 1.5%(V) |
| 용해도 | 혼용 가능 |
| Merck | 14,71 |
| BRN | 506525 |
| 안정성 | 안정적인. 강염기, 강환원제, 강산화제와 호환되지 않습니다. 가연성. |
| 화장품 원료 기능 | 향수 |
| InChI | 1S/C6H10O2/c1-5(7)3-4-6(2)8/h3-4H2,1-2H3 |
| InChIKey | OJVAMHKKJGICOG-UHFFFAOYSA-N |
| SMILES | CC(=O)CCC(C)=O |
| LogP(분배 계수) | -0.270 |
| NIST | CH3COCH2CH2COCH3(110-13-4) |
| EPA | 2,5-Hexanedione (110-13-4) |
화학적 성질
colourless to pale yellow liquid
안전 및 규제
| GHS 분류 | WarningH315 (97.9%): Causes skin irritation [Warning Skin corrosion/irritation]P260, P264, P264+P265, P280, P302+P352, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 143 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.DangerH227: Combustible liquid [Warning Flammable liquids] |
|---|---|
| 규제 정보 | Chemical: 2,5-HexanedioneHazard Traits - Reproductive Toxicity2,5-Hexanedione is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2,5-Hexanedione 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: 24-01-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/176232,5-Hexanedione: HSNO Approval: HSR002760 Approved with controls |
| 운송 라벨(DOT) | Flammable Liquid |
| 화재 위험 | This chemical is combustible. (NTP, 1992) |
| 건강 유해성 | SYMPTOMS: This compound may cause irritation of the skin and eyes. It may also cause irritation of the mucous membranes and upper respiratory tract. Exposure to high concentrations of this compound may cause narcosis. It is neurotoxic. It may cause peripheral neuropathy. Discoloration of the skin has been reported. Chronic exposure may produce severe neurologic damage and testicular germinal cell damage. It may affect formed elements of blood after prolonged exposure. Chronic exposure may also cause severe impairment of the central and peripheral nervous systems, the testes and circulating elements in the blood. |
| 유해성 요약 | A mild irritantHigh concentrations may cause narcosis[Merck Index] Causes degenerative changes to brain and nerves in 15-week intermittent dermal studies of ratsCauses neurotoxicity and male reproductive changes in repeated dose studies[RTECS] A skin and strong eye irritantProlonged or repeated exposure may cause serious organ injuryMay cause impaired fertilityHarmful by ingestion and inhalation[Alfa Aesar MSDS] |
| 반응성 그룹 | Ketones |
| Reactivity Alerts | Highly Flammable |
| Reactivity Profile | 2,5-HEXANEDIONE is incompatible with oxidizing agents. It is also incompatible with strong bases and strong reducing agents. (NTP, 1992) |
| Air and Water Reactions | Highly flammable. Water soluble. |
| Hazard Classes and Categories | Skin Irrit. 2 (97.9%)Flammable liquids - Category 4 |
| 소화 | Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992) |
| 응급 처치 | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
| 비화재 누출 대응 | SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
| Isolation and Evacuation | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]: |
| Personal Protective Equipment (PPE) | RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992) |
| 유해 작용 | Neurotoxin - Acute solvent syndrome |
| Toxicity Data | LC50 (rat) = 2,000 ppm/4hr |
| 수질 위해 등급(WGK) | 2 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | MO3150000 |
| 독성 | LD50 orally in rats: 2.7 g/kg (Smyth, Carpenter) |
| 관세 코드 | 29141990 |
| 위험 문구(R) | 36/38-48/20/21/22-36/37/38 |
| 위험 표시 | Xn,Xi |
| 안전 문구(S) | 23-26-36/37-37/39 |
| 기존화학 물질 | KE-19785 |
| F 고인화성물질 | 8 |
| 자연 발화 온도 | 400 °C |
| 위험 등급 | Acute Tox. 4 OralEye Irrit. 2Repr. 2Skin Irrit. 2STOT RE 2 |
| 저장 분류 | 10 - Combustible liquids |
용도
개요
2, 5-hexadione (2,5-HD) is a flammable, transparent colorless to amber water-soluble liquid that is a multifunctional platform chemical, a major metabolite of n-hexane, and a key intermediate for the production of high energy density aviation fuels from biomass resources. It has a sweet aromatic smell and neurotoxic effects. It can be used as a high energy density fuel additive of platform chemicals, and can induce ovarian granulosa cell cycle arrest to establish ovarian injury model. It can also be used for biological monitoring of 2, 5-hexanedione exposure to n-hexane[1-2].
용도
It is the metabolite implicated in n-hexane neurotoxicity.
용도
Urinary 2,5-hexanedione (2,5-HD) is used as a biomarker for biological monitoring of workers exposed to n-hexane.[6]
일반 설명
Clear colorless to amber liquid with a sweet aromatic odor.
제조 및 합성 방법
제조 방법
20 g of diethyl 2,3-diacetylbutanedioate are mechanically shaken for several days with 250 ml (excess) of 5% aqueous sodium hydroxide, and until no diethyl 2,3-diacetylbutanedioate separates on acidification of a sample with dilute hydrochloric acid. The solution is then saturated with potassium carbonate and extracted with ether, the extract is washed with brine to remove alcohol, dried over calcium chloride, and distilled, the fraction 192-198° C being retained. You can get 2,5-Hexanedione with a yield of 70%. Colourless liquid; agreeable odour; miscible with water, alcohol and ether; m.p. 9° C; b.p. 194° C; d=0.973 g/ml at 20° C.