CAS 78-50-2 Trioctylphosphine oxide (HCID 65577)

Names & identifiers

Preferred name: Trioctylphosphine oxide
IUPAC: 1-dioctylphosphoryloctane
English name: Trioctylphosphine oxide
Molecular formula: C24H51OP
Molecular weight: 386.63

Names & synonyms

Trioctylphosphine oxide78-50-2Tri-n-octylphosphine oxideTOPOPhosphine oxide, trioctyl-Cyanex 921Hostarex PX 324Trioctyl phosphine oxideEXU8U2AM5ADTXSID1052537NSC-41937RefChem:899962

Show more names

TOPO(R)DKSI031(Oct)3PODKFELEX0081hostarexpx324HISHICOLIN PO-8trioctylphosphinoxide

DTXCID2031110201-121-31-dioctylphosphoryloctaneMFCD000020831-(dioctylphosphoryl)octaneEINECS 201-121-3EC 201-121-3C24H51OP

Database identifiers

CAS: 78-50-2
PubChem CID: 65577
DTXSID: DTXSID1052537
UNII: EXU8U2AM5A
EC Number: 201-121-3
Nikkaji: J57.794D

Properties

Computed structural properties

XLogP: 9.6
Topological polar surface area: 17.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 21
Heavy atoms: 26
Formal charge: 0
Complexity: 266

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Phosphorus Compounds

Melting Point52 °C

Physical DescriptionWhite solid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point: 50 · 50-52 °C(lit.)
Boiling point: 201 · 201-202 °C2 mm Hg(lit.)
Density: 0 · 0,88 g/cm3
vapor pressure: 0.004 Pa · 0.004Pa at 50℃
Flash point: 230 °F · >230 °F
storage temp.: 30 °C · Store below +30°C.
solubility: 1 g/l · <1g/l
form: Crystalline Powder, Crystals or Flakes
color: White to slightly yellow
Water Solubility: Insoluble
BRN: 1796648 · 1796648
Henry's Law Constant: 8.2 · 8.2×10-4 mol/(m3Pa) at 25℃, Zhang et al. (2010)
Stability: Stable. Incompatible with strong oxidizing agents.
InChI: 1S/C24H51OP/c1-4-7-10-13-16-19-22-26(25,23-20-17-14-11-8-5-2)24-21-18-15-12-9-6-3/h4-24H2,1-3H3
InChIKey: ZMBHCYHQLYEYDV-UHFFFAOYSA-N
SMILES: CCCCCCCCP(=O)(CCCCCCCC)CCCCCCCC
LogP: 9.54 · 9.54
CAS DataBase Reference: 78 · 78-50-2(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 8 U2AM5A · EXU8U2AM5A
EPA Substance Registry System: Phosphine oxide, trioctyl- (78-50-2)
UNSPSC Code: 12352119 · 12352119
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 315 · H315-H318-H412
Precautionary statements: 264 · P264-P273-P280-P302+P352-P305+P351+P338-P332+P313
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi,Hazard
Risk Statements: 38 · 38-41-50/53-34
Safety Statements: 26 · 26-36/39-39-61-60-45-36/37/39
RIDADR: 3261 · 3261
WGK Germany: 2 · 2
RTECS: 1662500 · SZ1662500
Autoignition Temperature: 270 °C · 270 °C
TSCA: TSCA listed
PackingGroup: II
HS Code: 29310095 · 29310095
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 3 Eye · Aquatic Chronic 3Eye Dam. 1Skin Irrit. 2
Toxicity: 50 orally · LD50 orally in Rabbit: > 10000 mg/kg LD50 dermal Rat 2830 mg/kg
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H315 (97.4%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P272, P280, P302+P352, P305+P354+P338, P317, P321, P332+P317, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 155 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Phosphine oxide, trioctyl-

Status: Active Update: 01-07-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/16452

Phosphine oxide, trioctyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 item

A moderate skin and severe eye irritant; Causes changes in liver and kidney weights and other musculoskeletal changes in 30-day intermittent dermal studies of rats; [RTECS] An irritant that may cause serious eye injury; [Sigma-Aldrich MSDS] See Phosphine oxide. See Triphenylphosphine oxide.

Hazard Classes and CategoriesSkin Irrit. 2 (97.4%)

Safety & protection

Protective Action Criteria (PAC) · 3 items

1 [mg/m3]

11 [mg/m3]

68 [mg/m3]

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 2
tsca: TSCA listed
rtecs: SZ1662500
ridadr: 3261
hs_code: 32019090
Toxicity: LD50 orally in Rabbit: > 10000 mg/kg LD50 dermal Rat 2830 mg/kg
risk_code: 38-41-50/53-34
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: Xi,Hazard
safety_code: 26-36/39-39-61-60-45-36/37/39
Storage Class: 11 - Combustible Solids
packing_group: II
Hazard statements: H315-H318-H412
REACH Registrations: Active
Hazard Classifications: Aquatic Chronic 3Eye Dam. 1Skin Irrit. 2
Autoignition Temperature: 270 °C
Precautionary statements: P264-P273-P280-P302+P352-P305+P351+P338-P332+P313

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationPhosphine oxide, trioctyl-: ACTIVE

Applications · 4 items

UsesTri-n-octylphosphine oxide is a solvent used in the extraction of metals, especially uranium, zirconium and hafnium. It is also used as an auxiliary reagent in the solvent extraction of metals. It is also used to extract hydrogen bonding organic compounds. Further, it is useful as a capping ligand for the production of quantum dots, such as those consisting of cadmium selenide.

UsesCatalyst in:Preparation of tetradentate planar-chiral hydroxy-substituted ferrocenecarboxaldimine Schiff base ligandsReactions of allyl esters with hydrosilanesAsymmetric cyanosilylation of aldehydesPreparation of chlorothiol formates from thiols and phosgene

UsesTrioctylphosphine oxide (TOPO) is most commonly used as the solvent due to its high boiling point and chemical stability, and its ability to prevent particle aggregation via coordination to the NP surface. trioctylphosphine oxide is a frequently used surfactant, starts to decompose at around 425℃.

General DescriptionVisit our Sensor Applications portal to learn more.