트리페닐포스핀

Triphenylphosphine

HCID 11776CAS 603-35-0

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

TRIPHENYLPHOSPHINE603-35-0TriphenylphosphaneTriphenyl phosphinePhosphine, triphenyl-TriphenylphosphorusTriphenylphosphideTrifenylfosfinPP 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

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Phosphorus Compounds
SpringerMaterials PropertiesSchoenflies notation
LogP5.69
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

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

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 · 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)

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

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

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 · 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.

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

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
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.

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

공급사50 곳

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