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트리페닐포스핀

Triphenylphosphine

HCID 11776
새 노트새 반응견적 요청하기
인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
603-35-0
표준 SMILES
c1ccc(P(c2ccccc2)c2ccccc2)cc1
InChIKey
RIOQSEWOXXDEQQ-UHFFFAOYSA-N
분자식
C18H15P
평균 분자량
262.3 g/mol
단동위원소 질량
262.09113748

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

TRIPHENYLPHOSPHINE603-35-0TriphenylphosphaneTriphenyl phosphineTriphenylphosphorusPhosphine, triphenyl-TriphenylphosphideTrifenylfosfinPP 360DTXSID5026251NSC-1026D26OA393
이름 더 보기
트라이페닐포스핀트라이페닐인(트리페닐인)트리페닐포스핀트라이(페닐)포스판트라이페닐 포스핀트라이페닐아인산PPh3TriphenylTriphenyphosphineriphenylphosphineTriphenyl phospinetptbp
NSC-215203DTXCID906251CHEBI:183318RefChem:6333210-036-0Triphenylphosphine resintriphenyl-phosphane39319-11-4

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

Chemical ClassesOther Classes -> Phosphorus Compounds
SpringerMaterials PropertiesSchoenflies notation
LogP · 2건

5.69

5.69

OdorODORLESS
Density · 4건

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 · 2건

MONOCLINIC PLATELETS OR PRISMS FROM ETHER

WHITE CRYSTALLINE SOLID

Solubility · 4건

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 · 3건

356 °F (NTP, 1992)

180 °C OC.

182 °C c.c.

Endocrine DisruptorsPotential endocrine disrupting compound

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

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 · 4건

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)

REACH registered substance: Triphenylphosphine (EC: 210-036-0)

Triphenylphosphine: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Phosphine, triphenyl-: Human health tier II assessment
DOT LabelClass 9
Fire Hazards · 2건

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.

Health HazardsACUTE/CHRONIC HAZARDS: Toxic; when heated to decomposition, emits highly toxic fumes of phosphine and POx. (NTP, 1992)
Hazards Summary · 1건

화학 및 산업

용도 및 제조

Uses · 4건

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 · 2건

(1977) No Data

(1979) No Data

U.S. Imports · 2건

(1977) 2.72X10+7 G (PRINCPL CUSTMS DISTS)

(1979) 7.58X10+7 G (PRINCPL CUSTMS DISTS)

U.S. Production · 3건

2023: 1,000,000 - <2,500,000 lb

(1977) No Data

(1979) No Data

Consumer UsesCatalyst
Industry UsesCatalyst
Methods of Manufacturing · 3건

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 · 2건

Synthetic Rubber Manufacturing

Phosphine, triphenyl-: ACTIVE

응용 분야 · 2건

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.

관련 반응

31,358건
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1 / 500 페이지

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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Boiling Point · 3건

greater than 680 °F at 760 mmHg (NTP, 1992)

MORE THAN 360 °C

377 °C

Melting Point · 4건

176 °F (NTP, 1992)

80.5 °C

80 °C

79 °C

Vapor PressureVapor pressure, Pa at 50 °C: 0.017

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.

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.

Reactive GroupAmines, Phosphines, and Pyridines
Reactivity AlertsHighly Flammable
Reactivity ProfileTRIPHENYL PHOSPHINE reacts vigorously with oxidizing materials. (NTP, 1992).
Chemical DangersDecomposes on heating. This produces highly toxic fumes of phosphorus oxides and phosphine. Reacts with strong acids and strong oxidants.
Physical DangersDust explosion possible if in powder or granular form, mixed with air.
Air and Water ReactionsTriphenylphosphine is a flammable solid which slowly oxidizes in air to form triphenylphosphine oxide. It is insoluble in water.

안전 및 보호

Fire Fighting · 2건

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 · 4건

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 · 1건

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.

Safe StorageSeparated from oxidants and acids. Keep in a well-ventilated room.
Exposure Control and Personal Protection2.0 [mg/m3], inhalable fraction[German Research Foundation (DFG)]
Fire Fighting ProceduresFOAM MAY CAUSE FROTHING.
Cleanup MethodsALKALINE 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.
Nonfire Spill ResponseExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Spillage Disposal · 1건

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 EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Eye PreventionWear safety goggles or face shield.
Fire PreventionNO open flames. Closed system, dust explosion-proof electrical equipment and lighting. Prevent deposition of dust.

독성 정보

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Exposure RoutesThe substance can be absorbed into the body by inhalation of its aerosol and by ingestion.
Signs and Symptoms · 4건

Cough. Sore throat.

Redness.

Redness. Pain.

Cough.

ICSC Environmental DataBioaccumulation of this chemical may occur in the environment.
Non-Human Toxicity Excerpts · 3건

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.

Toxicity DataLC50 (rat) = 1,135 ppm/4h

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

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 · 1건

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

나트륨트리페닐 포스파이트브로모벤젠삼염화 인염산

하류 제품

2-Diphenylphosphino-6-methylpyridineIvermectin메틸트리페닐포스포늄브로마이드2-브로모-1,1-비나프틸지도부딘2-(2-(Diphenylphosphino) 에틸) pyridineTriphenylphosphine dibromide5-아미노메틸-피롤리딘-2-온5-페닐티오펜-2-카르복살디하이드펜틸 트리 페닐 포스 포늄 브로마이드2-(DIPHENYLPHOSPHINO)에틸라민트리스(트리페닐포스핀)루테늄(II) 염화물(Methoxymethyl)triphenylphosphonium chlorideCefixime3-Bromoisonicotinic acid6-(Boc-amino)-hexyl bromideS-2-벤조티아졸릴 2-아미노-알파-(메톡시이미노)-4-티아졸티올 아세트산5,5'-Dimethyl-2,2'-dipyridyl독세핀시스-9-테트라데센-1-OLDesacetylvinblastineamideLacidipine[1,2-Bis(diphenylphosphino)ethane]dichloropalladium(II)1-Methyl-prop-2-ynylamine13-씨스-레티노산N10-(Trifluoroacetyl)pteroic acid옥텐(트란스-2-)-1-올3-Bromopyridine-2-carboxylic acid5-페닐티오펜-2-카르복실산6-Amino-chromen-2-one아크리바스틴3-페닐-1H-피라졸아미노프로펜2,2'-Dibromo-1,1'-binaphthyl비스 (트리 페닐 포스 핀) 니켈 (Ⅱ) 디 클로라이드2,7-DIBROMO-9H-카바졸5-[(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-2-furaldehyde에틸트리페닐소프피튬아세테이트 초산착제 (메탄올 70%)4-((1-Methylpiperidin-3-yl)methoxy)-3,5-dichlorobenzenamineBut-3-yn-1-amine