세바식산
세바식산 · 세바신산 · 세박산 · 세바크산 · 데칸디오산 · 1,8-옥탄디카르복실산 · 1,10-데칸디오산 · N-데칸디
식별자 및 물리적 특성
| CAS No. | 111-20-6 |
|---|---|
| 분자식 | C10H18O4 |
| 평균 분자량 | 202.25 g/mol |
| 단동위원소 질량 | 202.12050906 g/mol |
| SMILES | O=C(O)CCCCCCCCC(=O)O |
| InChIKey | CXMXRPHRNRROMY-UHFFFAOYSA-N |
| PubChem CID | 5192 |
| ChEMBL | CHEMBL1232164 |
| ChEBI | CHEBI:41865 |
| EC No. | 203-845-5 |
| DTXSID | DTXSID7026867 |
| 현지명 | 세바식산 |
화학 및 물리적 성질
| XLogP | 2.1 |
|---|---|
| 극성 표면적 | 74.6 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 4 |
| 회전 가능 결합 수 | 9 |
| 무거운 원자 수 | 14 |
| 형식 전하 | 0 |
| 복잡도 | 157 |
| 물질 분류 | Other Classes -> Organic Acids |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| 지질 | Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Dicarboxylic acids [FA0117] |
| 화장품 | Cosmetic ingredients (Sebacic Acid) -> CIR (Cosmetic Ingredient Review)Buffering |
| SpringerMaterials Properties | Boiling point |
| 농약 | RepellantsActive substance -> EU Pesticides database: Not approved |
| LogP(분배 계수) | 2.2 |
| 밀도 | 1.2075 at 68 °F (NTP, 1992) - Denser than waterwill sink1.2 g/cm³1.21 |
| 용해도 | less than 1 mg/mL at 70 °F (NTP, 1992)1.0 mg/mLSolubility in water, g/100ml: 0.1 (poor)에탄올: 100mg/mL |
| 인화점 | 220 °C |
| 끓는 점 | 563 °F at 100 mmHg (NTP, 1992)364.00 to 365.00 °C. @ 760.00 mm Hgat 13.3kPa: 294 °C294.5 °C/100 mmHg (lit.) |
| 녹는점 | 274.1 °F (NTP, 1992)130.8 °C131 °C133-137 °C (lit.) |
| 증기압 | 1 mm Hg ( 183 °C) |
| 굴절률 | 1.422 |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 분말 또는 과립 |
| pKa(산도 계수) | 4.59, 5.59(at 25℃) |
| 색상 | 흰색에서 황백색까지 |
| 냄새 | 단클린 프리즘 정제, 흰색. 분말, 지방산 냄새. |
| 용해도 | 1g/L(20℃) |
| Merck | 14,8415 |
| BRN | 1210591 |
| 헨리 상수 | 7.6×107 mol/(m3Pa) at 25℃, Compernolle and Müller (2014) |
| 안정성 | 안정적인. 타기 쉬운. 강한 산화제, 염기, 환원제와 호환되지 않습니다. |
| 화장품 원료 기능 | 버퍼링 |
| InChI | 1S/C10H18O4/c11-9(12)7-5-3-1-2-4-6-8-10(13)14/h1-8H2,(H,11,12)(H,13,14) |
| InChIKey | CXMXRPHRNRROMY-UHFFFAOYSA-N |
| SMILES | OC(=O)CCCCCCCCC(O)=O |
| LogP(분배 계수) | 1.5 at 23℃ |
| NIST | Decanedioic acid(111-20-6) |
| EPA | Sebacic acid (111-20-6) |
화학적 성질
White flaky crystals. Slightly soluble in water, soluble in alcohol and ether.
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 99.5% (2752 of 2766) of all reports.Not ClassifiedAggregated GHS information provided per 2766 reports by companies from 9 notifications to the ECHA C&L Inventory. |
|---|---|
| 규제 정보 | Chemical: Decanedioic acidDecanedioic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Decanedioic acid 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)2004/129/ECStatus: Active Update: 23-04-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/29447Decanedioic acid: Non hazardous |
| 기타 안전 정보 | IMAP assessments - Decanedioic acid: Human health tier I assessment |
| 화재 위험 | Flash point data for this compound are not available. It is probably combustible. (NTP, 1992)Combustible. Finely dispersed particles form explosive mixtures in air. |
| 건강 유해성 | SYMPTOMS: This compound may cause irritation. |
| 유해성 요약 | Causes somnolence, excitement, and effects on food intake in oral lethal-dose studies of ratsCauses impaired liver function tests and effects on CNS in repeated-dose inhalation studies of rats[RTECS] No listed effects of short-term or long-term exposure (health effects not fully investigated)[ICSC] May cause irritation[NTP] May cause irritation[Acros Organics MSDS] |
| 반응성 그룹 | Acids, Carboxylic |
| Reactivity Profile | SEBACIC ACID reacts exothermically to neutralize bases, both organic and inorganic. May react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Can react with active metals to form gaseous hydrogen and a metal salt. Such reactions are slow in the dry, but systems may absorb enough water from the air to allow corrosion of iron, steel, and aluminum parts and containers. Reacts slowly with cyanide salts to generate gaseous hydrogen cyanide. Reacts with solutions of cyanides to cause the release of gaseous hydrogen cyanide. May generate flammable and/or toxic gases and heat with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. May react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Can be oxidized exothermically by strong oxidizing agents and reduced by strong reducing agents. May initiate polymerization reactions. |
| Chemical Dangers | Reacts violently with bases and oxidants. |
| Physical Dangers | Dust explosion possible if in powder or granular form, mixed with air. If dry, it can be charged electrostatically by swirling, pneumatic transport, pouring, etc. |
| Air and Water Reactions | Insoluble in water. |
| Hazard Classes and Categories | Not Classified |
| 소화 | Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)Use foam, dry powder, carbon dioxide. |
| 응급 조치 | Fresh air, rest.Rinse and then wash skin with water and soap.Rinse with plenty of water (remove contact lenses if easily possible).Rinse mouth. |
| 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. |
| 안전 보관 | Separated from strong oxidants and strong bases. |
| 비화재 누출 대응 | SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing 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. |
| 누출 처리 | Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. |
| Eye Prevention | Wear safety spectacles. |
| Fire Prevention | NO open flames. Prevent deposition of dust. Closed system, dust explosion-proof electrical equipment and lighting. |
| Inhalation Risk | A nuisance-causing concentration of airborne particles can be reached quickly when dispersed, especially if powdered. |
| Skin Prevention | Protective gloves. |
| Exposure Prevention | PREVENT DISPERSION OF DUST! |
| Ingestion Prevention | Do not eat, drink, or smoke during work. |
| 유해 작용 | Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation. |
| 노출 경로 | The substance can be absorbed into the body by ingestion. |
| 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 |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| Toxicity Data | LC50 (rat) > 4,500 mg/m3 |
| 수질 위해 등급(WGK) | 1 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | VS0875000 |
| 독성 | LD50 orally in Rabbit: 3400 - 14500 mg/kg LD50 dermal Rat > 2000 mg/kg |
| 관세 코드 | 29171310 |
| 위험 문구(R) | 36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 26-36-24/25 |
| 기존화학 물질 | KE-09402 |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
Sebacic acid is a dicarboxylic acid with structure (HOOC)(CH2)8(COOH), and is naturally occurring. In its pure state it is a white flake or powdered crystal. The product is described as non-hazardous, though in its powdered form it can be prone to flash ignition (a typical risk in handling fine organic powders). Sebaceus is Latin for tallow candle, sebum (tallow) is Latin for tallow, and refers to its use in the manufacture of candles. Sebacic acid is a derivative of castor oil, with the vast majority of world production occurring in China which annually exports over 20,000 metric tonnes, representing over 90 % of global trade of the product. In the industrial setting, sebacic acid and its homologues such as azelaic acid can be used in plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc. Sebacic acid is also used as an intermediate for aromatics, antiseptics, and painting materials.
용도
Decanedioic acid was named by Thenard LJ (1802) from the Latin sebaceus(tallow candle) or sebum (tallow) in reference to its use in the manufacture of candles. Thenard LJ isolated this compound from distillation products of beef tallow. In 1954, it was reported that it was produced in excess of 10,000 tons annually by alkali fission of castor oil. Sebacic acid and its derivatives, as azelaic acid, have a variety of industrial uses as plasticizers, lubricants, diffusion pump oils, cosmetics, candles, etc. It is also used in the synthesis of polyamide, as nylon, and of alkyd resins. An isomer, isosebacic acid, has several applications in the manufacture of vinyl resin plasticizers, extrusion plastics, adhesives, ester lubricants, polyesters, polyurethane resins and synthetic rubber.
일반 설명
White granular powder. Melting point 153°F. Slightly soluble in water. Sublimes slowly at 750 mm Hg when heated to melting point.
제조 및 합성 방법
제조 방법
Sebacic acid is normally made from castor oil, which is essentially glycerol triricinoleate. The castor oil is heated with sodium hydroxide at about 250e. This treatment results in saponification of the castor oil to ricinoleic acid which is then cleaved to give 2-octanol and sebacic acid: This process results in low yields of sebacic acid (about 50% based on the castor oil) but, nevertheless, other routes have not proved competitive. Sebacic acid is a colourless crystalline solid, m.p. 134.