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Distearyl pentaerythritol diphosphite

HCID 19645
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Basic information

CAS
3806-34-6
Standard SMILES
CCCCCCCCCCCCCCCCCCOP1OCC2(CO1)COP(OCCCCCCCCCCCCCCCCCC)OC2
InChIKey
PZRWFKGUFWPFID-UHFFFAOYSA-N
Molecular formula
C41H82O6P2
Average molar mass
733 g/mol
Monoisotopic mass
732.55866433

Names & identifiers

Preferred name
Distearyl pentaerythritol diphosphite
IUPAC
3,9-dioctadecoxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane
English name
O,O'-Dioctadecylpentaerythritol bis(phosphite)
Molecular formula
C41H82O6P2
Molecular weight
733.03

Names & synonyms

3806-34-6O,O'-Dioctadecylpentaerythritol bis(phosphite)Distearyl pentaerythritol diphosphiteHSDB 7257UNII-VYL51769RXVYL51769RXEINECS 223-276-6ANTIOXIDANT 118EC 223-276-6DTXSID20275492,4,8,10-Tetraoxa-3,9-diphosphaspiro(5.5)undecane, 3,9-bis(octadecyloxy)-2,4,8,10-Tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis(octadecyloxy)-
Show more names
Distearyl Pentaerythrityl DiphsophiteAO-118AP-618Weston 618GSPNOS 618JADEWIN AN 618Antioxidant 618JADEADD AN 3019JADEWIN AN 3019antioxidant 3019
pentaerythritol bis(stearyl phosphite)CYCLIC NEOPENTANETETRAYL BIS(OCTADECYL PHOSPHITE)DIOCTADECYL PENTAERYTHRITOL DIPHOSPHITEDIOCTADECYL PENTAERYTHRITYL DIPHOSPHITEDISTEARYL PENTAERYTHRITOL DIPHOSPHITE [HSDB]PHOSPHOROUS ACID, CYCLIC NEOPENTANETETRAYL DIOCTADECYL ESTERRefChem:135130DTXCID507549

Database identifiers

CAS
3806-34-6
PubChem CID
19645
DTXSID
DTXSID2027549
UNII
VYL51769RX
EC Number
223-276-6
Nikkaji
J217.691B

Properties

Computed structural properties

XLogP
17.3
Topological polar surface area
55.4 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
6
Rotatable bonds
36
Heavy atoms
49
Formal charge
0
Complexity
611

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Phosphite Compounds
Polymers · 2 items

Plastics -> Antioxidants

Plastics -> Polyolefin-I; Polyolefin-II

LogPlog Kow = 15.05 /Estimated/
Melting Point37-46 °C /Measured/
Vapor Pressure8X10-17 mm Hg at 25 °C /Estimated/
Food Contact Substances · 3 items

FCS -> FDA Cumulative Estimated Daily Intake (CEDI)

FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR

FCS -> FDA Inventory of Effective Food Contact Substance (FCS) Notifications

Henry's Law ConstantHenry's Law constant = 2.6X10-5 atm cu-m/mole at 25 °C /Estimated/
Physical Description · 2 items

Liquid; Large Crystals

White waxy flakes; [MSDSonline]

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 38% (101 of 266) of reports.

Danger

H340 (14.3%): May cause genetic defects [Danger Germ cell mutagenicity]

P203, P273, P280, P318, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 266 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: 2,4,8,10-Tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis(octadecyloxy)-

2,4,8,10-Tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis(octadecyloxy)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2,4,8,10-Tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis(octadecyloxy)- 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: O,O'-dioctadecylpentaerythritol bis(phosphite) (EC: 223-276-6)

2,4,8,10-Tetraoxa-3,9-diphosphaspiro5.5undecane, 3,9-bis(octadecyloxy)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards Summary10% concentration in cottonseed oil is a mild eye irritant in rabbits; [HSDB]
Special Reports · 1 item

The U.S. high production volume (HPV) chemicals are those which are manufactured in or imported into the United States in amounts equal to or greater than one million pounds per year. Robust Summaries include health effects, ecotoxicity data, and environmental fate information for selected chemicals. EPA/Office of Pollution Prevention and Toxics; High Production Volume (HPV) Challenge Program's Robust Summaries and Test Plans. Available from: http://www.epa.gov/chemrtk/viewsrch.htm on 2,4,8,10-tetraoxa-3,9-diphosphaspiro(5.5)undecane,3,9-bis(octadecyloxy)- as of November 3, 2004.

Chemistry & industry

Uses & manufacturing

Uses · 5 items

Used as a color and molecular weight stabilizer for polyolefins, polyesters, elastomers, styrenics, engineering thermoplastics, and adhesive formulations; Also used as a commercial antioxidant; [HSDB]

Working with Glues and Adhesives [Category: Other]

O,O'dioctadecylpentaerythritol bis(phosphite) (Weston 618) is used as a color and molecular weight stabilizer for polyolefins, polyesters, elastomers, styrenics, engineering thermoplastics and adhesive formulations.

Commercial antioxidant. /From table/

Plastics -> Typical concentration range in plastic materials -> 0.2%

U.S. Production · 2 items

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

2,4,8,10-Tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis(octadecyloxy)- is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).[EPA/Office of Pollution Prevention and Toxics; High Production Volume (HPV) Challenge Program. 2,4,8,10-Tetraoxa-3,9-diphosphaspiro

Industry UsesStabilizing agent
Formulations/PreparationsTrade name: Weston 618F
Use Classification · 2 items

Plastics -> Antioxidants

Plastics -> Polymer Type -> Polyolefin-I; Polyolefin-II

General Manufacturing Information · 2 items

Synthetic Rubber Manufacturing

2,4,8,10-Tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis(octadecyloxy)-: ACTIVE

Applications

UsesColor stabilizer for polymers

General Description3,9-Bis(octadecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane is a diphosphaspiro compound which contains two phosphorus atoms and can be used as an antioxidant and as a reducing agent.

Related reactions

1 records
New reaction record
HRID 2403076 reaction equation
HRID 2403076As reactantuspto-grants-2014_08

Compound notes

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Physicochemical properties

Melting point
44 · 44-47 °C(lit.)
Boiling point
692.2 · 692.2±55.0 °C(Predicted)
Density
1.05 · 1.05[at 20℃]
vapor pressure
0 Pa · 0Pa at 25℃
Flash point
230 °F · >230 °F
storage temp.
2 · 2-8°C
form
solid
color
White
Water Solubility
330 ng/L · 330ng/L at 25℃
InChIKey
PZRWFKGUFWPFID-UHFFFAOYSA-N
SMILES
C1C2(COP(OCCCCCCCCCCCCCCCCCC)OC2)COP(OCCCCCCCCCCCCCCCCCC)O1
LogP
16.4 at · 16.4 at 25℃
Indirect Additives used in Food Contact Substances
CYCLIC NEOPENTANETETRAYL BIS(OCTADECYL PHOSPHITE)
FDA 21 CFR
178.201 · 178.2010
FDA UNII
51769 RX · VYL51769RX
EPA Substance Registry System
2 · 2,4,8,10-Tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis(octadecyloxy)- (3806-34-6)
UNSPSC Code
41116107 · 41116107
NACRES
24 · NA.24
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302-H315-H319-H335
Precautionary statements
280 · P280-P305+P351+P338
PPE
95 · Eyeshields, Gloves, type N95 (US)
WGK Germany
3 · 3
TSCA
TSCA listed
HS Code
2920299090 · 2920299090
Storage Class
11 · 11 - Combustible Solids
Hazardous Substances Data
3806 · 3806-34-6(Hazardous Substances Data)
REACH Registrations
Active
Hazard Classes and CategoriesMuta. 1B (14.3%)

Safety & protection

Disposal Methods · 1 item

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Toxicology

Non-Human Toxicity Excerpts · 5 items

/LABORATORY ANIMALS: Acute Exposure/ /Following application of 10% distearyl pentaerythritol diphosphite in cottonseed oil to the eyes of 6 rabbits/ ...the test material produced a very mild conjunctival effect in two of the animals which cleared by the second day of observation.

/LABORATORY ANIMALS: Acute Exposure/ /Following 2000 mg/kg distearyl pentaerythritol diphosphite applied to the dermis of ten white New Zealand rabbits/ ... the test material induced very slight to moderate erythema on all rabbits and very slight edema on eight rabbits. Desquamation was present on 8 sites by day 7 and one site by day 14. There were no other dermal findings. Three sites had very slight erythema and/or desquamation at study termination (day 14).

/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ /In a 90 day dietary study, Charles River albino rats were exposed to /Distearyl Pentaerythritol Diphosphite/ at concentrations of 0, 300, 1000, 3000 ppm/ ... Statistical comparisons of final body weights and total weight gains revealed no significant differences between test and control rats. ... The only statistically significant difference reported was the liver/body weight ratio for the 3000 ppm males. The authors of the study concluded that the lack of any consistent dietary or sex-related response indicates that the intergroup differences were not related to treatment. ... Six deaths occurred during the study. All of these deaths resulted from trauma incurred during the collection of blood samples. These deaths occurred in the control as well as the test groups and were not attributed to the ingestion of the test material. ... All of the lesions noted in the microscopic examination of tissues were those of spontaneous disease and are not unusual for the albino rat. The most frequent findings were lesions in the trachea and lungs, indicating chronic murine pneumonia. These occurred in the control as well as the treated rats.

/GENOTOXICITY/ /In a micronucleus assay, male and female ICR mice were exposed to ip doses of /distearyl pentaerythritol diphosphite/ of 0, 500, 1000, 2000 mg/kg bw for 24 or 48 hr./ The test article was judged negative /with/ no statistically significant increase in micronucleated polychromatic erythrocytes above the concurrent vehicle control values and no evidence of dose responses were observed at any sampling time ...

/GENOTOXICITY/ /Distearyl pentaerythritol diphosphite/ was negative in the Ames test using Salmonella strains TA 97, TA 98, TA 100, TA 102 and E. coli WP2/pKM101 at concentrations 0, 0.05, 0.1, 0.2, 9.5 ug/plate with and without metabolic activation. ... Under /study/ conditions, there was neither an increase in number of revertant cells, nor any toxicity.

Antidote and Emergency Treatment · 2 items

Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as 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 (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. 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 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/

Non-Human Toxicity Values · 2 items

LD50 Rabbit dermal >2,000 mg/kg

LD50 Rat oral >1,000 mg/kg

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
hs_code
2920299090
Signal word
Warning
Symbol(GHS)
GHS07
Storage Class
11 - Combustible Solids
Hazard statements
H302-H315-H319-H335
REACH Registrations
Active
Precautionary statements
P280-P305+P351+P338
Hazardous Substances Data
3806-34-6(Hazardous Substances Data)

Upstream & downstream products

Upstream raw materials

Phosphite1-OctadecanolTriphenyl phosphitePhosphorus trichloridePentaerythritol