亜りん酸トリフェニル

Triphenyl phosphite

HCID 7540CAS 101-02-0

基本情報

標準SMILES
c1ccc(OP(Oc2ccccc2)Oc2ccccc2)cc1
InChIKey
HVLLSGMXQDNUAL-UHFFFAOYSA-N
分子式
C18H15O3P
平均分子量
310.3 g/mol
単同位体質量
310.07588097

概要

Triphenyl phosphite is a clear, pale yellow liquid with a clean, pleasant odor. (NTP, 1992)

名称と識別子

優先名称
Triphenyl phosphite
IUPAC
triphenyl phosphite
現地名
亜りん酸トリフェニル
英語名
Triphenyl phosphite
分子式
C18H15O3P
分子量
310.28

名称と別名

TRIPHENYL PHOSPHITE101-02-0Phosphorous acid, triphenyl esterTriphenoxyphosphinePhenyl phosphiteAdvance TPPTris(phenoxy)phosphineSumilizer TPP-RTrifenoxyfosfinTrifenylfosfitStabilizer P 36Phosclere T 36
名称をさらに表示
亜りん酸トリフェニルトリフェニル=ホスファイトホスクレールT36ドベルホス-10トリフェノキシホスフィントリフェニルホスファイトホスホン酸トリフェニルトリアルキル亜リン酸エステルトリフェニルホスフィートトリス(フェノキシ)ホスフィントリフェニル ホスフィットTPOP(OPh)3(PhO)3Pp36P 36SK28jp360
EFEDMellite 310P 36 (stabilizer)Sumilizer TTP-RWeston TPPTPP (plasticizer)ADK Stab TPPTP 1 (plasticizer)

データベース識別子

CAS
101-02-0
PubChem CID
7540
DTXSID
DTXSID0026252
ChEMBL
CHEMBL1875503
UNII
9P45GRD24X
EC Number
202-908-4
Nikkaji
J3.594G

物性

構造計算による物性

XLogP
5.5
極性表面積
27.7 Ų
水素結合供与体数
0
水素結合受容体数
3
回転可能結合数
6
重原子数
22

実験および物理化学的性質

Chemical ClassesOther Classes -> Phosphite Compounds
Polymers · 3 件

Plastics -> PVC (soft); PVC (rigid)

Plastics -> Heat stabilisers

Plastics -> Other functions -> Other stabiliser

SpringerMaterials PropertiesChemical shift
OdorPleasant odor
Density · 4 件

1.1844 at 68 °F (NTP, 1992) - Denser than water; will sink

1.1842 @ 20 °C

Relative density (water = 1): 1.18

1.184 @25 °C

Color/FormWater-white to pale yellow solid or oily liquid

物理化学的性質

融点
22 · 22-24 °C (lit.)
沸点
360 °C · 360 °C (lit.)
比重(密度)
1.184 g/mL · 1.184 g/mL at 25 °C (lit.)
蒸気密度
10.7 · 10.7 (vs air)
蒸気圧
5 mm · 5 mm Hg ( 205 °C)
屈折率
20 · n20/D 1.59(lit.)

化学的性質

化学的特性Water-white to pale-yellow solid or oily liquid; pleasant odor. Combustible.

安全と法規制

GHS分類

GHS Classification · 6 件

Warning

H315: Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P273, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Warning

H302 (43.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P272, P273, P280, P301+P317, P302+P352, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 4 件

Chemical: Phosphorous acid, triphenyl ester

Phosphorous acid, triphenyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phosphorous acid, triphenyl ester 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: 28-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14793

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

DOT LabelPoison
Fire Hazards · 2 件

This chemical is combustible. (NTP, 1992)

Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

Fire Potential · 2 件

COMBUSTIBLE

COMBUSTIBLE WHEN EXPOSED TO HEAT OR FLAME

Health Hazards · 1 件

SYMPTOMS: This compound exhibits symptoms similar to those caused by phenols: dizziness muscle weakness; dimness of vision; ringing in the ears; irregular and rapid breathing; weak pulse; shortness of breath. All these may be followed by loss of consciousness, collapse and death.

Hazards Summary · 1 件

Reacts with water; A skin, eye, and respiratory tract irritant; May cause skin sensitization; High concentrations may cause nervous system effects; [ICSC] An eye and severe skin irritant; A mild sensitizer; Emergency treatment: TOCP and related agents; Following exposure to >6-7 mg/kg of TOCP, patients have acute GI symptoms of vomiting, diarrhea and abdominal pain; After a delay of 8-35 days, patients develop peripheral neuropathy (flaccid paralysis) that resolves over the next 2-3 months in some patients; Some patients remain permanently paralyzed; [HSDB] Causes flaccid paralysis in rats after subcutaneous doses >2000 mg/kg; [RTECS] A skin irritant; [CAMEO] A skin and eye irritant; [eChemPortal: ESIS] An irritant; Harmful if swallowed; Toxic to aquatic organisms; [MSDSonline] See Triorthocresyl phosphate.

安全と保護具

Fire Fighting · 2 件

Fires involving this compound should be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

Use water spray, powder, foam, carbon dioxide.

First Aid Measures · 4 件

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Refer for medical attention .

First Aid · 1 件

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 strong oxidants. Well closed.
Fire Fighting Procedures · 2 件

To fight fire use, use /carbon dioxide/, mist, dry chemical.

WATER OR FOAM MAY CAUSE FROTHING.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol 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.

毒性情報

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 · 3 件

Cough. Sore throat.

Redness. Pain.

Redness. Pain.

TSCA Test Submissions · 1 件

The ability of triphenyl phosphite to increase the incidence of micronucleated polychromatic erythrocytes was evaluated in the bone marrow of CD-1 mice. Based on preliminary toxicity determinations, three groups of mice (5/sex/group) were treated with total doses of 1250, 2500 and 5000mg/kg of test material as two equal oral administrations separated by an interval of 24 hours. Animals at the highest dose level experienced tremors and 5 mortalities. The incidence of micronucleated cells were analyzed in 1000 polychromatic erythrocytes per animal. The incidence of micronucleated polychromatic erythrocytes and the ratio of normochromatic to polychromatic erythrocytes were comparable to the vehicle control (corn oil).

Human Toxicity Excerpts · 3 件

...TRIPHENYLPHOSPHITE IS STRONG IRRITANT SUBSTANCE & MILD SENSITIZER.

...TRIPHENYL...PHOSPHITE ARE DELAYED NEUROTOXINS LACKING POTENT ANTI-CHOLINESTERASE PROPERTIES.

NONE OF THESE COMPD /PHOSPHATE & PHOSPHITE ESTERS/ PRODUCES TYPICAL SYMPTOMS ASSOCIATED WITH CHOLINESTERASE INHIBITION...

Non-Human Toxicity Excerpts · 5 件

...TRIPHENYL PHOSPHITE...PRODUCE/S/ TYPICAL FLACCID PARALYSIS IN CATS, DOGS, & MONKEYS

TREMORS, DIARRHEA, VASODILATATION BY ALL ROUTES; NO PARALYSIS IN SURVIVORS. INHIBITION OF CHOLINESTERASE IN WHOLE BLOOD IN MICE. SKIN & EYE IRRITANT. /FROM TABLE/

TRIPHENYL PHOSPHITE DID NOT SHOW IRRITATING OR RESORPTIVE EFFECTS WHEN APPLIED TO SKIN OF MICE, BUT CAUSED DERMATITIS WHEN APPLIED TO SKIN OF GUINEA PIGS; ALSO HAD SENSITIZING ACTION.

THRESHOLD DOSES CAUSING CHANGES IN FUNCTION OF RABBIT NERVOUS SYSTEM WAS 17 MG/KG FOR TRIPHENYL PHOSPHATE.

For more Non-Human Toxicity Excerpts (Complete) data for TRIPHENYL PHOSPHITE (7 total), please visit the HSDB record page.

安全データ

wgk
2
tsca
TSCA listed
rtecs
TH1575000
ridadr
UN 3077 9/PG 3
毒性
LD50 oral in rat: 444mg/kg
hs_code
29209085

化学と産業

薬理情報

Metabolism/Metabolites...LIKELY THAT.../TRIPHENYL PHOSPHITE/ MAY BE HYDROLYZED READILY.
Absorption, Distribution and Excretion · 2 件

...(32)P-LABELED TRIPHENYL PHOSPHITE (0.3 ML/KG) IP IN CATS, INDICATED CONSIDERABLE HYDROLYSIS & ONLY SMALL AMT OF LABELED PHOSPHORUS IN CNS. ... PRESENCE OF SMALL CONCN OF PHOSPHOROUS ACID IN NERVOUS TISSUE MAY BE RELATED TO DEGENERATIVE CHANGES...

ABSORBED THROUGH GUINEA PIG SKIN. /FROM TABLE/

用途と製造

Uses · 6 件

Used as a stabilizer/antioxidant (rubber and plastics industries), metal scavenger, epoxy resin diluent, and insecticide synergist; [HSDB] Used as a reducing agent and in paints, lacquers, and varnishes; [IUCLID]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

Chemical intermediate, stabilizer systems for resins, metal scavenger, diluent for epoxy resins.

ANTIOXIDANT FOR SYN RUBBERS

STABILIZER IN RUBBER & PLASTICS INDUSTRY

COLOR STABILIZER IN ALKYD RESINS

U.S. Production2023: 10,000,000 - <25,000,000 lb
Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesStabilizing agent
Methods of Manufacturing · 2 件

REACTION OF PHOSPHORUS TRICHLORIDE & PHENOL IN THE PRESENCE OF A TERTIARY AMINE

The commercial production method for triphenyl phosphite is believed to be based on the reaction of phenol and phosphorus trichloride in a moisture-free atmosphere.

Use Classification · 3 件

Plastics -> Polymer Type -> PVC (soft); PVC (rigid)

Plastics -> Heat stabilisers

Plastics -> Other functions -> Other stabiliser

応用分野 · 3 件

解説C18H15O3P(310.29).(C6H5O)3P.亜リン酸トリフェニル(triphenylphosphite)ともいう.三塩化リンと3倍 mol のフェノールとを第三級アミン存在下に反応させると得られる.無色の結晶.融点25 ℃,沸点220 ℃(1.5 kPa).nD25"1.587.d2525"1.183.メタノール,アセトン,エーテルに可溶,水に不溶.各種合成樹脂の安定剤,石油製品の酸化防止剤として卓効を示す.森北出版「化学辞典(第2版)

用途各種合成樹脂の安定剤。石油製品の酸化防止剤。各種亜リン酸エステルの中間体。

使用Triphenyl phosphite can be used:As a source of phosphorus and as a ligand for the synthesis of transition metal phosphide nanoparticles via heating-up process.To convert alcohols to alkyl halides.As a peptide coupling agent.As a low-temperature source of singlet oxygen after forming an adduct with ozone.To synthesize bromotriphenoxyphosphonium bromide, a brominating agent, by reacting with bromine.

調製方法 · 1 件

純化方法Its ethereal solution is washed succesively with aqueous 5% NaOH, distilled water and saturated aqueous NaCl, then dried with Na2SO4 and distilled under vacuum after evaporating the diethyl ether. [Walsh J Am Chem Soc 81 3023 1959, Verkade & Coskren in Organo Phosphorus Compounds (Kosolapoff & Maier eds) Wiley Vol 6 pp 211-577 1973, Beilstein 6 IV 695.]

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