숙신산무수물
석신산무수물 · 숙신무수물 · 숙신산무수물 · 무수숙신산 · 바이닐브로마이드 · SAN · succinic · SAA

식별자 및 물리적 특성
| CAS No. | 108-30-5 |
|---|---|
| 분자식 | C4H4O3 |
| 평균 분자량 | 100.07 g/mol |
| 단동위원소 질량 | 100.01604399 g/mol |
| SMILES | O=C1CCC(=O)O1 |
| InChIKey | RINCXYDBBGOEEQ-UHFFFAOYSA-N |
| PubChem CID | 7922 |
| ChEMBL | CHEMBL1370164 |
| ChEBI | CHEBI:36595 |
| EC No. | 203-570-0 |
| DTXSID | DTXSID7021287 |
| 현지명 | 숙신산무수물 |
화학 및 물리적 성질
| XLogP | -0.5 |
|---|---|
| 극성 표면적 | 43.4 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 7 |
| 형식 전하 | 0 |
| 복잡도 | 102 |
| 냄새 | ODORLESS |
| 맛 | BURNING TART TASTE |
| 밀도 | 1.234 at 68 °F (NTP, 1992) - Denser than waterwill sink1.503 (also given as 1.104 and 1.234)Bulk density: 47.2 lb/cu ftRelative density (water = 1): 1.5031.104 @25 °C1,572 g/cm3 |
| Color/Form | NEEDLES FROM ALCRHOMBIC PYRAMIDS FROM CHLOROFORM OR CARBON TETRACHLORIDECOLORLESS OR LIGHT-COLORED NEEDLES OR FLAKESOrthorhombic prisms from abs alc.Succinic anhydride forms rhombic pyramidal or bipyramidal crystals. |
| 용해도 | less than 1 mg/mL at 70 °F (NTP, 1992)Insoluble in waterIN ETHANOL AT 25 °C: 2.56 G/100 MLIN ETHER AT 25 °C: 0.64 G/100 MLIN CHLOROFORM AT 25 °C: 0.87 G/100 MLSoluble in chloroform, carbon tetrachloride, alcoholvery slightly soluble in ether and water.Solubility in water: none62.9g/l 가수분해 |
| 인화점 | 157 °C157°C |
| 끓는 점 | 502 °F at 760 mmHg (NTP, 1992)261 °C at 760 mm Hg261 °C @760 [mm Hg]261 °C (lit.) |
| Decomposition | When heated to decomposition it emits acrid smoke and irritating fumes. |
| 녹는점 | 247.3 °F (NTP, 1992)119.6 °C119 °C118-120 °C (lit.) |
| 증기 밀도 | 3.7 (NTP, 1992) - Heavier than airwill sink (Relative to Air)Relative vapor density (air = 1): 3.453.5 (vs air) |
| 증기압 | 1 mmHg at 197.6 °F5 mmHg at 239.0 °F10 mmHg at 262.8 °F (NTP, 1992)0.0015 [mmHg]Vapor pressure = 1 mm Hg at 92 °C1.5X10-3 mm Hg at 25 °C (estrapolated)Vapor pressure, kPa at 92 °C: 1.31 [mm Hg] @92 °C1 mm Hg ( 92 °C) |
| Heat of Combustion | -1537.9 kJ/mol |
| 굴절률 | 1.4688 (estimate) |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 고체 |
| pKa(산도 계수) | 4.67[at 20 ℃] |
| 색상 | 흰색에서 황백색까지 |
| 비중 | 1.2340 (20℃) |
| pH | 2.7 (10g/l, H2O) |
| 용해도 | 21°C에서 <0.1g/100mL(분해) |
| Merck | 14,8870 |
| BRN | 108441 |
| 안정성 | 안정적인. 산화제, 강산, 강염기, 알코올, 아민과 호환되지 않습니다. 물이나 습기에 노출되지 않도록 하세요. |
| InChI | 1S/C4H4O3/c5-3-1-2-4(6)7-3/h1-2H2 |
| InChIKey | RINCXYDBBGOEEQ-UHFFFAOYSA-N |
| SMILES | O=C1CCC(=O)O1 |
| LogP(분배 계수) | 2.44 at 40℃ |
| NIST | 2,5-Furandione, dihydro-(108-30-5) |
| EPA | Succinic anhydride (108-30-5) |
화학적 성질
fine white crystalline solid
화학적 성질
Succinic anhydride is an odourless, colourless needle-like or white crystalline solid natural product. Molecular formula C4H4O3, molecular weight 100.07 g/mol, relative density 1.503, melting point 237 °F. 239 °F at 5 mmHg, 239 °F at 198 °F and 1 mmHg. Soluble in chloroform, carbon tetrachloride, and ethanol; very slightly soluble in ether and water (insoluble in water). Moderately toxic and irritating, emits pungent and irritating fumes when heated to decomposition.
안전 및 규제
| GHS 분류 | DangerH302: Harmful if swallowed [Warning Acute toxicity, oral]H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]H317: May cause an allergic skin reaction [Warning Sensitization, Skin]H318: Causes serious eye damage [Danger Serious eye damage/eye irritation]H334: May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]P233, P260, P261, P264, P264+P265, P270, P271, P272, P280, P284, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P333+P317, P342+P316, P362+P364, P363, P403, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 0.2% (2 of 1275) of reports. |
|---|---|
| 규제 정보 | Chemical: 2,5-Furandione, dihydro-Hazard Traits - Respiratory ToxicityAuthoritative List - EC Annex VI Resp. Sens. - Cat. 1Report - if used as a fragrance or flavor ingredient2,5-Furandione, dihydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2,5-Furandione, dihydro- 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: 18-05-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/2061Status: Active Update: 05-09-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/30019Succinic anhydride: Does not have an individual approval but may be used under an appropriate group standard |
| 화재 위험 | Flash point data for this compound are not available, however, it is probably combustible. (NTP, 1992)Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air. |
| 화재 가능성 | Combustible |
| 건강 유해성 | SYMPTOMS: Symptoms of exposure to this chemical may include eye, skin, mucous membrane and respiratory tract irritationit may blister and burn the skin on contact.ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits acrid smoke and fumes of carbon monoxide and carbon dioxide. It may cause eye, respiratory tract, mucous membrane and skin irritation. It is a suspected carcinogen. (NTP, 1992) |
| 유해성 요약 | A skin, eye, and respiratory tract irritant[HSDB] May cause blisters and burns to skin[CAMEO] The substance is severely irritating to the eyes and is irritating to the respiratory tract. [ICSC] An irritant (severe to eyes)[MSDSonline] See ACID ANHYDRIDES. |
| 반응성 그룹 | Anhydrides |
| EC 분류 | Symbol: XiR: 36/37S: (2)-25 |
| Special Reports | DHHS/NTPToxicology & Carcinogenesis Studies of Succinic Anhydride in F344/N Rats and B6C3F1 Mice (Gavage Studies) Technical Report Series No. 373 (1990) NIH Publication No. 90-2828 |
| Reactivity Profile | SUCCINIC ANHYDRIDE reacts exothermically with water. Reactions are usually slow, but might become violent if local heating accelerates their rate. Acids accelerate the reaction with water. Incompatible with acids, strong oxidizing agents, alcohols, amines, and bases. |
| Chemical Dangers | Decomposes on heating. This produces irritating fumes. |
| Air and Water Reactions | Reacts slowly with water. Insoluble in water. |
| Other Hazardous Reactions | Evaporation at 20 °C is negligiblea harmful concentration of airborne particles can, however, be reached quickly when dispersed. |
| 소화 | Fires involving this compound should be controlled using a Halon, carbon dioxide, or dry chemical extinguisher. A water spray may also be used. (NTP, 1992)Use water spray, powder, alcohol-resistant foam, carbon dioxide. |
| 응급 조치 | Fresh air, rest.Rinse and then wash skin with water and soap.First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.Rinse mouth. Give one or two glasses of water to drink. |
| 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.SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.INHALATION: IMMEDIATELY leave the contaminated areatake deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be usedif not available, use a level of protection greater than or equal to that advised under Protective Clothing.INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992) |
| 정리 방법 | Remove all ignition sources. Sweep spilled substance into covered containersif appropriate, moisten first to prevent dusting. |
| 비화재 누출 대응 | SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone 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.STORAGE PRECAUTIONS: You should store this material at ambient temperatures, and protect it from moisture. (NTP, 1992) |
| 처리 방법 | SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air qualitypotential migration in soil or watereffects on animal, aquatic, and plant lifeand conformance with environmental and public health regulations. |
| 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. |
| Preventive Measures | Prevent dispersion of dust!Inhalation /exposure can be prevented by/ local exhaust or breathing protection. Skin /exposure can be prevented by/ protective gloves. Eye /exposure can be prevented by/ safety goggles, or eye protection in combination with breathing protection if powder. /from table/Do not eat, drink, or smoke during work. /from table/ |
| Eye Prevention | Wear safety goggles or eye protection in combination with breathing protection if powder. |
| Fire Prevention | NO open flames. |
| Inhalation Risk | A harmful concentration of airborne particles can be reached quickly when dispersed, especially if powdered. |
| Skin Prevention | Protective gloves. |
| 환경 거동 | TERRESTRIAL FATE: The half-life for the hydrolysis of succinic anhydride is 4.3 minutes(SRC), based on a rate constant of 0.0027 1/sec at 25 °C(1). The major fate of succinic anhydride in soil is expected to be hydrolysis (SRC). Succinic anhydride is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.5X10-3 mm Hg(2).AQUATIC FATE: The half-life for the hydrolysis of succinic anhydride is 4.3 minutes(SRC), based on a rate constant of 0.0027 1/sec at 25 °C(1). The major fate of succinic anhydride in aquatic environments is expected to be hydrolysis(SRC). Bioconcentration of succinic anhydride in aquatic organisms is unlikely due its rapid hydrolysis(SRC). Approximately 78% of the succinic anhydride added to activated sewage sludge was biodegraded within five days(2,3)however, hydrolysis is expected to be the principal fate of succinic anhydride in water(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), succinic anhydride, which has a vapor pressure of 1.5X10-3 mm Hg at 25 °C(2) is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase succinic anhydride is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC)the half-life for this reaction in air is estimated to be 70 days (SRC), calculated from its rate constant of 4.56X10-13 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). |
| 유해 작용 | Dermatotoxin - Skin burns. |
| 노출 경로 | The substance can be absorbed into the body by inhalation and by ingestion. |
| Signs and Symptoms | Cough. Shortness of breath. Sore throat.Redness. Pain.Diarrhoea. Nausea. Vomiting. |
| Ongoing Test Status | The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=108-30-5] |
| Soil Adsorption/Mobility | Adsorption of succinic anhydride in soil is unlikely due its rapid hydrolysis(1). |
| Human Toxicity Excerpts | /SIGNS AND SYMPTOMS/ The substance irritates the eyes, the skin and the respiratory tract./SIGNS AND SYMPTOMS/ Inhalation /may cause/ cough, shortness of breath, sore throat. Skin or eye /exposure may cause/ redness, pain. Ingestion /may cause/ diarrhea, nausea, vomiting. /from table/ |
| Artificial Pollution Sources | Succinic anhydride's production and use as a chemical reactant and intermediate, in the manufacture of pharmaceuticals and esters, as a hardener for resin(1), and as an acidulant in foods(2) may result in its release to the environment through various waste streams(SRC). |
| Environmental Biodegradation | AEROBIC: Approximately 78% of the succinic anhydride added to activated sewage sludge at 50 ug/L was biodegraded within five days at 25 °C (1,2)however, hydrolysis is expected to be the principal fate of succinic anhydride in water and these results are probably for succinic acid, the hydrolysis product(SRC). |
| Carcinogen Classification | Succinic anhydrideGroup 3: Not classifiable as to its carcinogenicity to humansVolume 15: (1977) Some Fumigants, the Herbicides 2,4-D and 2,4,5-T, Chlorinated Dibenzodioxins and Miscellaneous Industrial ChemicalsVolume Sup 7: Overall Evaluations of Carcinogenicity: An Updating of IARC Monographs Volumes 1 to 42, 1987440 pagesISBN 92-832-1411-0 (out of print) |
| Environmental Bioconcentration | Bioconcentration of succinic anhydride in aquatic organisms is unlikely due its rapid hydrolysis(1). Experimental bioconcentration factors (chemical concentration in fish/chemical concentration in water) of succinic anhydride in fish (Golden ide) were less than 10(2,3). |
| Volatilization from Water/Soil | Hydrolysis is expected to be the predominate fate of succinic anhydride in moist soil and water(1). Succinic anhydride is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.5X10-3 mm Hg(2). |
| 수질 위해 등급(WGK) | 1 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | WN0875000 |
| 운송 번호(UN) | UN 3261 8 / PGII |
| 독성 | LD50 orally in Rabbit: 1510 mg/kg |
| 관세 코드 | 29171990 |
| 위험 문구(R) | 36/37-22 |
| 위험 표시 | Xi,Xn |
| 안전 문구(S) | 25-46 |
| 위험 등급 | 8Acute Tox. 4 OralEye Dam. 1Resp. Sens. 1Skin Corr. 1BSkin Sens. 1 |
| 기존화학 물질 | KE-10664 |
| F 고인화성물질 | 21 |
| 자연 발화 온도 | 480 °C |
| 저장 분류 | 8A - Combustible corrosive hazardous materials |
| 유해 물질 데이터 | 108-30-5(Hazardous Substances Data) |
용도
용도
이 제품은 접착력과 내수성을 향상시키기 위해 알키드 수지와 불포화 폴리 에스테르 수지의 개질제로 사용할 수 있습니다. 의학 용 원료로도 쓰인다. 이온 교환 수지 용 가교제. 1. 제약 산업은 진통제, 이뇨제, 진통제, 해열제 및 항염증제, 피임약, 항암제 및 기타 의약품 제조에 사용됩니다. 2. 유기 산업은 유기 화합물의 합성을위한 중간체로 사용된다. 3. 합성 수지 산업은 알키드 수지 및 이온 교환 수지를 제조하는 데 사용됩니다. 4. 염료 산업은 가수 분해에 의해 합성 염료의 원료로 사용될 수 있습니다. 5. 플라스틱 산업은 유리 섬유 강화 플라스틱 제조에 사용됩니다. 6. 살충제 산업은 식물 생장 조절자를 만드는 데 사용됩니다. 7. 분석 화학은 알칼리 방법의 적정 표준으로 사용됩니다.
개요
Succinic anhydride, also called di hydro - 2,5- furandione , is an organic compound with the molecular formula C4H4O3.This colorless solid is the acid anhydride of succinic acid.
용도
Succinic Anhydride is an acidulant that hydrolyzes very slowly to succinic acid in water. it has thermal stability and a low melting point of 118°c which permits it to be used in products at compara- tively low temperatures. it is used as a leavening acidulant for bak- ing powder.
일반 설명
Colorless needles or white crystalline solid. Melting point 237°F. Sublimes at 239°F at 5 mm Hg pressure; and at 198°F and 1 mm Hg pressure. Moderately toxic and an irritant.
일반 설명
Succinic anhydride is a cyclic anhydride of succinic acid with a five-membered ring. It is widely used in the manufacture of polymeric materials, pharmaceuticals, agrochemicals, dyes, surface-active agents, and organic flame-retardant materials. It also finds application as a cross-linking agent in ion-exchange membranes and a curing agent for epoxy resins.
제조 및 합성 방법
생산 방법
The compound is produced from succinic anhydride and hydrogen peroxide . This material must be stabilized by using a dehydrating agent such as disodium sulfate or magnesium sulfate.
제조 방법
A solution of succinic acid (500 mg, 42 mmol) and triethylamine (1.23 mL, 42 mmol) in anhydrous THF (120 mL) was allowed to react with triphosgene (42 mg, 7.0 mmol) at ice-water temperature for 10 min. The reaction mixture was subsequently stirred for a further 15 min at room temperature. The solution was then filtered, and the filtrate was concentrated to dryness. The residue was crystallized from ethyl acetate to afford the desired product as white crystals (370 mg, 85%).