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亜りん酸トリフェニル

Triphenyl phosphite

HCID 7540
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
101-02-0
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
形式電荷
0
複雑度
247

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
Solubility · 3 件

less than 0.1 mg/mL at 68 °F (NTP, 1992)

Insoluble in water. Very soluble in ethanol, organic solvents.

Solubility in water: none

Flash Point · 3 件

425 °F (NTP, 1992)

425 °F (218 °C) (OPEN CUP)

218 °C o.c.

Boiling Point · 3 件

680 °F at 760 mmHg (NTP, 1992)

360 °C

360 °C

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

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.

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

関連反応

321 件
反応記録を作成
HRID 21851 の反応式
HRID 21851触媒としてuspto-grants-1995_06
HRID 27770 の反応式
HRID 27770反応物としてuspto-grants-1980_09
HRID 35837 の反応式
HRID 35837反応物としてuspto-grants-1995_05
HRID 69579 の反応式
HRID 69579反応物としてuspto-grants-2014_09
HRID 69606 の反応式
HRID 69606反応物としてuspto-grants-2014_09
HRID 69612 の反応式
HRID 69612反応物としてuspto-grants-2014_09
HRID 69623 の反応式
HRID 69623反応物としてuspto-grants-2014_09
HRID 69642 の反応式
HRID 69642反応物としてuspto-grants-2014_09
1 / 41 ページ

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
Decomposition
When heated to decomp ... emits toxic fumes of /phosphorus oxides/.
Melting Point · 3 件

72 to 75 °F (NTP, 1992)

25 °C

22-25 °C

Vapor Density>1 (air = 1)

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.)
闪点
425 °F · 425 °F
貯蔵温度
30 °C · Store below +30°C.
溶解性
25 mg/mL、透明 · メタノール: 25 mg/mL、透明
外見
液体
色
無色透明~淡黄色
PH
1 · 1 (200g/l, H2O, 20℃)
水溶解度
不溶性
BRN
1079456 · 1079456
Henry's Law Constant
1.8 · 1.8×101 mol/(m3Pa) at 25℃, Zhang et al. (2010)
Dielectric constant
3.2 · 3.2(24℃)
安定性
安定。可燃性。強力な酸化剤とは相容れない。
InChI
1S/C18H15O3P/c1-4-10-16(11-5-1)19-22(20-17-12-6-2-7-13-17)21-18-14-8-3-9-15-18/h1-15H
InChIKey
HVLLSGMXQDNUAL-UHFFFAOYSA-N
SMILES
O(P(Oc1ccccc1)Oc2ccccc2)c3ccccc3
CAS データベース
101 · 101-02-0(CAS DataBase Reference)
NISTの化学物質情報
Phosphorous acid, triphenyl ester(101-02-0)
EPAの化学物質情報
Triphenyl phosphite (101-02-0)

化学的性質

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

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.

Reactive GroupSulfonates, Phosphonates, and Thiophosphonates, Organic
EC ClassificationSymbol: Xi, N; R: 36/38-50/53; S: (2)-28-60-61
Reactivity Profile · 1 件

Organophosphates, such as TRIPHENYL PHOSPHITE, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.

Chemical DangersDecomposes on burning. This produces toxic fumes including phosphorus oxides. Reacts with strong oxidants. Reacts with water.
Air and Water ReactionsInsoluble in water.
NFPA Hazard Classification · 3 件

0 - Materials that, under emergency conditions, would offer no hazard beyond that of ordinary combustible materials.

1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.

0 - Materials that in themselves are normally stable, even under fire conditions.

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.

Disposal Methods · 1 件

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Spillage Disposal · 1 件

Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Personal protection: particulate filter respirator adapted to the airborne concentration of the substance.

Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Eye PreventionWear safety goggles or face shield.
Fire PreventionNO open flames.
Inhalation RiskNo indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.

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.

Antidote and Emergency Treatment · 2 件

/SRP:/ Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 m1/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Administer activated charcoal ... . If product was ingested, protect yourself from contact with vomitus as it may cause burns. /Phosphorus and related compounds/

/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload. Treat seizures with diazepam ... . Monitor for signs of hypoglycemia and administer 50% dextrose if necessary. Draw blood sample before administration ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Phosphorus and related compounds/

Toxicity DataLC (rat) > 6,700 mg/m3/4h
Non-Human Toxicity Values · 3 件

LD50 MICE ORAL 1330 MG/KG

LD50 Rat oral 1600 mg/kg

LD50 Mouse ip 1167 mg/kg

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
risk_code
36/38-50/53
化審法
(3)-2501
消防法
危-4-4-III
hazard_code
Xn,N,Xi
safety_code
28-60-61-28A-26
hazard_class
9
packing_group
III
Hazard Classifications
Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Eye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT RE 2
ストレージクラス
10 - Combustible liquids
有毒物質データの
101-02-0(Hazardous Substances Data)
General Manufacturing Information · 5 件

Synthetic Rubber Manufacturing

Phosphorous acid, triphenyl ester: ACTIVE

TRIPHENYL PHOSPHITE USED TO SYNTHESIZE HERBICIDE N-(O,O-DIPHENYLPHOSPHONOMETHYL)GLYCINE ETHYL ESTER.

TRIPHENYL PHOSPHITE DID NOT REACT WITH FERROUS CYTOCHROME P 450 & ITS DENATURED FORM, CYTOCHROME P 420, TO PRODUCE COMPLEXES HAVING 2 PEAKS IN SORET REGION OF OPTICAL DIFFERENCE SPECTRA.

TPP STRONGLY SYNERGIZED TOXICITY OF MALATHION & DIMETHOATE AGAINST RESISTANT GREEN LEAFHOPPER.

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.]

上流・下流製品情報

上流原料

フェノール三塩化りんPhosphorous acid, 2,6-diethylphenyl 2-ethylphenyl phenyl esterPhosphorous acid, 2,6-diethylphenyl diphenyl esterPhosphorous acid, 2,2-dimethylpropyl diphenyl esterPhosphorous acid, bis(2,2-dimethylpropyl) phenyl esterPhosphonic acid, methyl-, 2,2-dimethylpropyl phenyl ester (9CI)Phosphorous acid, 2-(1-methylethyl)phenyl diphenyl ester

下流製品

polyester-based liquid crystalling ionmer containing sulfonate groupスチロホスPhosphite3,9-ビス(オクタデシルオキシ)-2,4,8,10-テトラオキサ-3,9-ジホスファスピロ[5.5]ウンデカンUnsaturated polyester resinネオペンチルヨージドりん酸トリス(2-クロロエチル)3-ヒドロキシジフェニルアミン亜りん酸フェニルビス(2-エチルヘキシル)亜りん酸トリメチルトリフェニルホスフィンScale inhibitorりん酸トリフェニル