기본 정보
- 표준 SMILES
c1ccc(P(c2ccccc2)c2ccccc2)cc1- InChIKey
RIOQSEWOXXDEQQ-UHFFFAOYSA-N- 분자식
- C18H15P
- 평균 분자량
- 262.3 g/mol
- 단동위원소 질량
- 262.09113711
개요
Triphenyl phosphine appears as white crystals. (NTP, 1992)
이름 및 식별자
- 우선 이름
- Triphenylphosphine
- IUPAC
- triphenylphosphane
- 현지명
- 트리페닐포스핀
- 영어명
- Triphenylphosphine
- 분자식
- C18H15P
- 분자량
- 262.29
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
603-35-0- PubChem CID
- 11776
- DTXSID
DTXSID5026251- ChEMBL
CHEMBL1448331- ChEBI
CHEBI:183318- UNII
- 26D26OA393
- EC Number
- 210-036-0
- Nikkaji
- J1.652G
물성
구조 계산 물성
- XLogP
- 4.6
- 극성 표면적
- 0 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 0
- 회전 가능 결합 수
- 3
- 무거운 원자 수
- 19
- 형식 전하
- 0
- 복잡도
- 202
실험 및 물리화학적 성질
Density
1.194 at 77 °F (NTP, 1992) - Denser than water; will sink
1.075 @ 80 °C/4 °C
1.1 g/cm³
1.194 @25 °C
Color/Form
MONOCLINIC PLATELETS OR PRISMS FROM ETHER
WHITE CRYSTALLINE SOLID
Solubility
Insoluble (NTP, 1992)
FREELY SOL IN ETHER; SOL IN BENZENE, CHLOROFORM, GLACIAL ACETIC ACID; LESS SOL IN ALCOHOL; PRACTICALLY INSOL IN WATER
SOL IN CARBON TETRACHLORIDE
Solubility in water, mg/l at 25 °C: 0.09 (very poor)
Flash Point
356 °F (NTP, 1992)
180 °C OC.
182 °C c.c.
Boiling Point
greater than 680 °F at 760 mmHg (NTP, 1992)
MORE THAN 360 °C
377 °C
Melting Point
176 °F (NTP, 1992)
80.5 °C
80 °C
79 °C
물리화학적 성질
- 녹는점
- 79 · 79-81 °C(lit.)
- 끓는 점
- 377 °C · 377 °C(lit.)
- 밀도
- 1.132 · 1.132
- 증기 밀도
- 9 · 9 (vs air)
- 증기압
- 5 mm · 5 mm Hg ( 20 °C)
- 굴절률
- 1.6358 · 1.6358
- 인화점
- 181 °C · 181 °C
- 저장 조건
- 30 °C · Store below +30°C.
- 용해도
- 22 °C에서 · 물: 22°C에서 용해성0.00017g/L
- 물리적 상태
- 결정, 결정성 분말 또는 플레이크
- Specific Gravity
- 1.132 · 1.132
- 색상
- 하얀색
- 냄새
- 냄새 없는
- 수용성
- 불용성
- 비열
- 1.19 J/ · Cp(crystal): 1.19 J/(g·K), at 25℃
- Merck
- 14 · 14,9743
- BRN
- 610776 · 610776
- Henry's Law Constant
- 4.3 · 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
GHS Classification
This chemical does not meet GHS hazard criteria for 0.5% (6 of 1290) of reports.
Danger
H302 (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.
Danger
유해성 정보
Regulatory Information
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/13659
Triphenylphosphine: Does not have an individual approval but may be used under an appropriate group standard
Fire Hazards
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.
Hazards Summary
Decomposed by heating forming phosphine and phosphorous oxides; A skin, eye, and respiratory tract irritant; [ICSC] Causes convulsions at lethal doses in animal experiments; [RTECS] A strong reducing agent; [CAMEO] Harmful if ingested; May cause skin sensitization; [Aldrich MSDS] See Phosphine.
안전 및 보호
Fire Fighting
Fires involving this chemical can be controlled with dry chemical, carbon dioxide, or Halon extinguisher. (NTP, 1992)
Use water spray, foam, powder, carbon dioxide.
First Aid Measures
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 .
First Aid
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.
Spillage Disposal
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.
독성 정보
Signs and Symptoms
Cough. Sore throat.
Redness.
Redness. Pain.
Cough.
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 IRRITATION; SEVERE 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.
안전 데이터
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- SZ3500000
- ridadr
- 3077
- 독성
- LD50 orally in Rabbit: 700 mg/kg LD50 dermal Rabbit > 4000 mg/kg
- HS 번호
- 29310095
- risk_code
- 22-43-53-50/53-48/20/22
- hazard_code
- Xn,N
- safety_code
- 36/37-60-61-36/37/39-26
- 기존화학 물질
- KE-34740
- F 고인화성물질
- 9
- 자연 발화 온도
- 425 °C
- Hazard Classifications
- Acute Tox. 4 OralEye Dam. 1Skin Sens. 1BSTOT RE 1 Inhalation
- 스토리지 클래스
- 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: 유독물질; 혼합물(제품)함량정보: 트리페닐포스핀 및 이를 25% 이상 함유한 혼합물
- 유해화학물질 필터링
- 97-1-311
화학 및 산업
용도 및 제조
Uses
Used as a polymerization initiator and an intermediate to make pharmaceuticals, phosphonium salts, and other phosphorus compounds; [HSDB]
ORGANIC SYNTHESIS; POLYMERIZATION INITIATOR
SYNTHESIS OF PHOSPHONIUM SALTS, OTHER PHOSPHORUS COMPOUNDS
CHEMICAL INTERMEDIATE, EG, FOR PHARMACEUTICALS
U.S. Exports
(1977) No Data
(1979) No Data
U.S. Imports
(1977) 2.72X10+7 G (PRINCPL CUSTMS DISTS)
(1979) 7.58X10+7 G (PRINCPL CUSTMS DISTS)
U.S. Production
2023: 1,000,000 - <2,500,000 lb
(1977) No Data
(1979) No Data
Methods of Manufacturing
REACTION OF PHENYLMAGNESIUM BROMIDE AND PHOSPHORUS TRICHLORIDE
FROM PHENYLMAGNESIUM BROMIDE & PHOSPHORUS TRICHLORIDE: PFEIFFER, PIETSCH, BER 37, 4621 (1904); SAUVAGE COMPT REND 139, 675 (1904); DODONON, MEDOX, BER 61, 910 (1928); DENNEY ET AL, J AM CHEM SOC 83, 1729 (1961).
BY A MODIFIED GRIGNARD SYNTHESIS.
General Manufacturing Information
Synthetic Rubber Manufacturing
Phosphine, triphenyl-: ACTIVE
응용 분야
용도트리 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.
개요Triphenylphosphine: 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 방법
생산 방법Triphenylphosphine 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
상·하류 제품 정보
상류 원료
하류 제품
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