Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
트리페닐포스핀
트라이페닐포스핀 · 트라이페닐인(트리페닐인) · 트리페닐포스핀 · 트라이(페닐)포스판 · 트라이페닐 포스핀 · 트라이페닐아인산 · PPh3 · Triphenylphosphane
식별자 및 물리적 특성
| CAS No. | 603-35-0 |
|---|---|
| 분자식 | C18H15P |
| 평균 분자량 | 262.3 g/mol |
| 단동위원소 질량 | 262.09113711 g/mol |
| SMILES | c1ccc(P(c2ccccc2)c2ccccc2)cc1 |
| InChIKey | RIOQSEWOXXDEQQ-UHFFFAOYSA-N |
| PubChem CID | 11776 |
| ChEMBL | CHEMBL1448331 |
| ChEBI | CHEBI:183318 |
| EC No. | 210-036-0 |
| DTXSID | DTXSID5026251 |
| 현지명 | 트리페닐포스핀 |
화학 및 물리적 성질
| XLogP | 4.6 |
|---|---|
| 극성 표면적 | 0 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 0 |
| 회전 가능 결합 수 | 3 |
| 무거운 원자 수 | 19 |
| 형식 전하 | 0 |
| 복잡도 | 202 |
| 물질 분류 | Other Classes -> Phosphorus Compounds |
| SpringerMaterials Properties | Schoenflies notation |
| LogP(분배 계수) | 5.69 |
| 냄새 | ODORLESS냄새 없는 |
| 밀도 | 1.194 at 77 °F (NTP, 1992) - Denser than waterwill sink1.075 @ 80 °C/4 °C1.1 g/cm³1.194 @25 °C1.132 |
| Color/Form | MONOCLINIC PLATELETS OR PRISMS FROM ETHERWHITE CRYSTALLINE SOLID |
| 용해도 | Insoluble (NTP, 1992)FREELY SOL IN ETHERSOL IN BENZENE, CHLOROFORM, GLACIAL ACETIC ACIDLESS SOL IN ALCOHOLPRACTICALLY INSOL IN WATERSOL IN CARBON TETRACHLORIDESolubility in water, mg/l at 25 °C: 0.09 (very poor)물: 22°C에서 용해성0.00017g/L |
| 인화점 | 356 °F (NTP, 1992)180 °C OC.182 °C c.c.181 °C |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 끓는 점 | greater than 680 °F at 760 mmHg (NTP, 1992)MORE THAN 360 °C377 °C377 °C(lit.) |
| 녹는점 | 176 °F (NTP, 1992)80.5 °C80 °C79 °C79-81 °C(lit.) |
| 증기압 | Vapor pressure, Pa at 50 °C: 0.0175 mm Hg ( 20 °C) |
| 증기 밀도 | 9 (vs air) |
| 굴절률 | 1.6358 |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 결정, 결정성 분말 또는 플레이크 |
| 비중 | 1.132 |
| 색상 | 하얀색 |
| 용해도 | 불용성 |
| 비열 | Cp(crystal): 1.19 J/(g·K), at 25℃ |
| Merck | 14,9743 |
| BRN | 610776 |
| 헨리 상수 | 4.3×102 mol/(m3Pa) at 25℃, Zhang et al. (2010) |
| 안정성 | 안정적인. 산화제, 산과 호환되지 않습니다. |
| 화장품 원료 기능 | 손톱 컨디셔닝 |
| InChI | 1S/C18H15P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H |
| InChIKey | RIOQSEWOXXDEQQ-UHFFFAOYSA-N |
| SMILES | c1ccc(cc1)P(c2ccccc2)c3ccccc3 |
| NIST | Phosphine, triphenyl-(603-35-0) |
| EPA | Triphenylphosphine (603-35-0) |
화학적 성질
Triphenylphosphine is a white to light tan flaked solid. Insoluble inwater; slightly soluble in alcohol; soluble in benzene, acetone, carbon tetrachloride. Combustible.
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 0.5% (6 of 1290) of reports.DangerH302 (97.1%): Harmful if swallowed [Warning Acute toxicity, oral]P260, P261, P264, P264+P265, P270, P272, P273, P280, P301+P317, P302+P352, P305+P354+P338, P317, P319, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1290 reports by companies from 56 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: Phosphine, triphenyl-Phosphine, triphenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phosphine, triphenyl- 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: 14-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/13659Triphenylphosphine: Does not have an individual approval but may be used under an appropriate group standard |
| 기타 안전 정보 | IMAP assessments - Phosphine, triphenyl-: Human health tier II assessment |
| 운송 라벨(DOT) | Class 9 |
| 화재 위험 | This compound is combustible. (NTP, 1992)Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air. |
| 건강 유해성 | ACUTE/CHRONIC HAZARDS: Toxicwhen heated to decomposition, emits highly toxic fumes of phosphine and POx. (NTP, 1992) |
| 유해성 요약 | Decomposed by heating forming phosphine and phosphorous oxidesA skin, eye, and respiratory tract irritant[ICSC] Causes convulsions at lethal doses in animal experiments[RTECS] A strong reducing agent[CAMEO] Harmful if ingestedMay cause skin sensitization[Aldrich MSDS] See Phosphine. |
| 반응성 그룹 | Amines, Phosphines, and Pyridines |
| Reactivity Alerts | Highly Flammable |
| Reactivity Profile | TRIPHENYL PHOSPHINE reacts vigorously with oxidizing materials. (NTP, 1992). |
| Chemical Dangers | Decomposes on heating. This produces highly toxic fumes of phosphorus oxides and phosphine. Reacts with strong acids and strong oxidants. |
| Physical Dangers | Dust explosion possible if in powder or granular form, mixed with air. |
| Air and Water Reactions | Triphenylphosphine is a flammable solid which slowly oxidizes in air to form triphenylphosphine oxide. It is insoluble in water. |
| 소화 | Fires involving this chemical can be controlled with dry chemical, carbon dioxide, or Halon extinguisher. (NTP, 1992)Use water spray, foam, powder, carbon dioxide. |
| 응급 조치 | Fresh air, rest. Refer for medical attention.Wear protective gloves when administering first aid. Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .Rinse with plenty of water for several minutes (remove contact lenses if easily possible). Refer for medical attention.Rinse mouth. Refer for medical attention . |
| 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 oxidants and acids. Keep in a well-ventilated room. |
| 노출 관리 및 개인 보호 | 2.0 [mg/m3], inhalable fraction[German Research Foundation (DFG)] |
| 소화 절차 | FOAM MAY CAUSE FROTHING. |
| 정리 방법 | ALKALINE WASTEWATER (PH 11.7) CONTAINING 10 PPM PH3 FROM MFR OF TRIPHENYLPHOSPHINE TREATED WITH 30 PPM OF 0.15% H2O2 SOLN @ 25 °C. ODOR WAS REMOVED IN 4 HR VS 8 @ PH 8.5. |
| 비화재 누출 대응 | Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: |
| 누출 처리 | Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into sealable containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations. |
| Isolation and Evacuation | Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: |
| Eye Prevention | Wear safety goggles or face shield. |
| Fire Prevention | NO open flames. Closed system, dust explosion-proof electrical equipment and lighting. Prevent deposition of dust. |
| 유해 작용 | Neurotoxin - Other CNS neurotoxin |
| 노출 경로 | The substance can be absorbed into the body by inhalation of its aerosol and by ingestion. |
| Signs and Symptoms | Cough. Sore throat.Redness.Redness. Pain. |
| ICSC Environmental Data | Bioaccumulation of this chemical may occur in the environment. |
| Non-Human Toxicity Excerpts | CNS EFFECTS: WEAKNESS & ATAXIA ONLY SYMPTOMS. IRRITANT EFFECTS: SLIGHT SKIN IRRITANT IN GUINEA PIG. /FROM TABLE/DURING INHALATION EXPOSURE MALE CHR-CD RATS SHOWED MILD RESP IRRITATIONSEVERE WT LOSS OCCURRED IMMEDIATELY AFTER EXPOSURE, FOLLOWED BY NORMAL RATE OF WT GAIN. MILD WT LOSS OCCURRED DURING 10-DAY EXPOSURE PERIOD, FOLLOWED BY NORMAL WT GAIN.Triphenylphosphine (TPP) was tested for mutagenicity in the Salmonella/microsome preincubation assay using a protocol approved by the National Toxicology Program. TPP was tested over a wide range of doses (0, 89, 285, 854, 2733 and 8200 ug/plate) in four Salmonella typhimurium strains (TA98, TA100, TA1535, and TA1537) in the presence and absence of Aroclor-induced rat or hamster liver S9. TPP was negative in these tests and the highest ineffective dose level tested (not causing formation of a precipitate) in any Salmonella tester strain was 89 ug/plate. |
| Toxicity Data | LC50 (rat) = 1,135 ppm/4h |
| 수질 위해 등급(WGK) | 2 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | SZ3500000 |
| 운송 번호(UN) | 3077 |
| 독성 | LD50 orally in Rabbit: 700 mg/kg LD50 dermal Rabbit > 4000 mg/kg |
| 관세 코드 | 29310095 |
| 위험 문구(R) | 22-43-53-50/53-48/20/22 |
| 위험 표시 | Xn,N |
| 안전 문구(S) | 36/37-60-61-36/37/39-26 |
| 기존화학 물질 | KE-34740 |
| F 고인화성물질 | 9 |
| 자연 발화 온도 | 425 °C |
| 위험 등급 | Acute Tox. 4 OralEye Dam. 1Skin Sens. 1BSTOT RE 1 Inhalation |
| 저장 분류 | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
| 유해 물질 데이터 | 603-35-0(Hazardous Substances Data) |
| 함량 및 규제정보 | 물질구분: 유독물질혼합물(제품)함량정보: 트리페닐포스핀 및 이를 25% 이상 함유한 혼합물 |
| 유해화학물질 필터링 | 97-1-311 |
용도
용도
트리 페닐 포스 핀 (TPP)은 중요한 약제 중간체이며, 주로 세 팔로 스포린, 라파 마이신, 클린다마이신 및 기타 의약 원료의 생산에 사용되지만, 액정 물질의 생산에도 사용됩니다. 중요한 유기 합성 촉매 리간드입니다. 트리 페닐 포스 핀은 로듐 포스 핀 착화합물 촉매의 기본 원료이며 국내외 석유 화학 산업에서 널리 사용되고 있습니다. 트리 페닐 포스 핀은 또한 제약 산업, 유기 합성, 분석 및 기타 분야에서 사용됩니다. 트리 페닐 포스 핀은 유기 합성을위한 촉매, 염료 공정의 안정제 및 분석 시약으로 사용될 수 있습니다. 따라서 트리 페닐 포스 핀은 석유 화학 산업, 유기 합성, 염료, 제약 산업 및 분석 분야의 발전에 대한 광범위한 전망을 가지고 있습니다.
개요
Triphenylphosphine: a member of tertiary phosphines Triphenylphosphine (TPP) is a member of tertiary phosphines, which is phosphane, in which the three hydrogens are replaced by phenyl groups. It has a role as a reducing agent and an NMR chemical shift reference compound. It is a crucial ligand utilized in the Wittig reaction for alkene synthesis. This reaction involves the formation of alkyliden-etriphenylphosphoranes from the action of butyllithium or another base on the quarternary halide. Triphenylphosphine is used to synthesise organic compounds due to its nucleophilicity and reducing character.
제조 및 합성 방법
생산 방법
Triphenylphosphine is one of the most widely used phosphorus-containing reagents in organic synthesis for many types of transformations such as the Mitsunobu, the Wittig, and the Staudinger reaction. Triphenylphosphine can be prepared in the laboratory by treatment of phosphorus trichloride with phenylmagnesium bromide or phenyllithium. The industrial synthesis involves the reaction between phosphorus trichloride, chlorobenzene, and sodium. PCl3 + 3 PhCl + 6 Na → PPh3 + 6 NaCl