ChemicalBook > CAS DataBase List > Tricresyl Phosphate

Tricresyl Phosphate

Product Name
Tricresyl Phosphate
CAS No.
1330-78-5
Chemical Name
Tricresyl Phosphate
Synonyms
tris(methylphenyl) phosphate;TRITOLYL PHOSPHATE;tricresyl;cresylphosphate;durad;lindol;imols140;kronitex;fyrquel150;nci-c61041
CBNumber
CB8306429
Molecular Formula
C21H21O4P
Formula Weight
368.36
MOL File
1330-78-5.mol
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Tricresyl Phosphate Property

Melting point:
<-40°C
Boiling point:
265 °C10 mm Hg(lit.)
Density 
1.143 g/mL at 25 °C(lit.)
vapor pressure 
0.03 mm Hg ( 25 °C)
refractive index 
n20/D 1.555(lit.)
Flash point:
>230 °F
storage temp. 
Store below +30°C.
solubility 
organic solvents: miscible(lit.)
form 
Powder
color 
White to off-white
Water Solubility 
INSOLUBLE
Merck 
14,9763
Dielectric constant
4.0(80℃)
Stability:
Stable. Incompatible with strong oxidizing agents. May soften some plastics. Hydrolyzes slowly under alkaline conditions.
InChIKey
ISNNXHQBIBWQHG-UHFFFAOYSA-N
LogP
5.93
CAS DataBase Reference
1330-78-5(CAS DataBase Reference)
EPA Substance Registry System
Tricresyl phosphate (1330-78-5)
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Safety

Hazard Codes 
Xn,N,T
Risk Statements 
21/22-51/53-39/23/24/25-62-50/53
Safety Statements 
28-61-45-28A-20/21-60-36/37
RIDADR 
UN 2574 6.1/PG 2
WGK Germany 
2
RTECS 
TD0175000
Autoignition Temperature
770 °F
TSCA 
Yes
HS Code 
2919 90 00
HazardClass 
6.1
PackingGroup 
II
Hazardous Substances Data
1330-78-5(Hazardous Substances Data)
Toxicity
cat,LD50,skin,1500mg/kg (1500mg/kg),BEHAVIORAL: ATAXIAPERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE),Toxicology Letters. Vol. 1000(Sp,
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P391Collect spillage. Hazardous to the aquatic environment

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.14811
Product name
Tritolyl phosphate
Purity
for synthesis
Packaging
250ML
Price
$72.4
Updated
2024/03/01
Sigma-Aldrich
Product number
8.14811
Product name
Tritolyl phosphate
Purity
for synthesis
Packaging
1L
Price
$145
Updated
2024/03/01
Sigma-Aldrich
Product number
268917
Product name
Tritolyl phosphate
Purity
technical grade, mixture of isomers, 90%
Packaging
500ml
Price
$84.1
Updated
2024/03/01
TCI Chemical
Product number
P0273
Product name
Tricresyl Phosphate (mixture of isomers)
Purity
>99.0%(GC)
Packaging
25g
Price
$22
Updated
2024/03/01
TCI Chemical
Product number
P0273
Product name
Tricresyl Phosphate (mixture of isomers)
Purity
>99.0%(GC)
Packaging
500g
Price
$44
Updated
2024/03/01
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Tricresyl Phosphate Chemical Properties,Usage,Production

Chemical Properties

Tricresyl phosphate is an isomeric mixture of phosphoric acid esters of cresols. It is an odourless and colourless oily liquid (molar mass 368.4 g/mol, melting point –33°C).

Tricresyl phosphates were used as flame retardants and plasticisers in PVC, nitrocellulose and acrylates.

Uses

Tricresyl Phosphate is used as plasticizer in vinyl plastics manufacture, as flame-retardant, solvent for nitrocellulose, in cellulosic molding compositions, as additive to extreme pressure lubricants, as a nonflammable fluid in hydraulic systems, as lead scavenger in gasoline: Yust, Bame, US 2889212 (1959 to Shell); to sterilize certain surgical instruments.

Uses

Tricresyl phosphate is used as plasticizer in vinyl plastics manufacturing; in spectacle frames; flame-retardant; solvent for nitrocellulose; in cellulose-molding compositions; additive to extreme-pressure lubricants; nonflammable fluid in hydraulic systems; lead scavenger in gasoline; used to sterilize certain surgical instruments; in polystyrene; in waterproofing; in common organic solvents and thinners; in linseed oil; emulsifying agent in cosmetics; in china wood oil; in castor oil.

Uses

Tricresyl phosphate (TCP) is used as a solvent for nitrocellulose esters and numerous natural resins. It is a plasticizer for chlorinated rubber, vinyl plastics, polystyrene and polyacrylic and polymethacrylic esters. Tricresyl phosphate also acts as a binder for resins and nitrocellulose to improve toughness, elasticity and polishing properties of coatings. Alone or associated with hydrocarbons, it is used as an antiwear and antifriction additive in numerous synthetic lubricants, incorrectly termed “oils” by reason of their appearance. It is also employed as a hydraulic fluid. When incorporated in gasoline, tricresyl phosphate counteracts the harmful effects of lead deposits. In addition, it is an excellent fire retardant in many industries.
Usually used as a mediator in the preparation of uranium-sensitive electrode based on membrane containing uranium di-(4-octylphenyl)phosphate as sensor.

Preparation

Tricresyl phosphate is prepared by reaction of cresols with phosphorus oxychloride, phosphoric acid, or phosphorus pentachloride:
OPCl3 + 3 HOC6H4CH3 → OP(OC6H4CH3)3 + 3 HCl
The grades of cresol commonly is a mixture of three isomers (o-, m-, p-). The fact that tricresyl phosphate is derived from a mixture and itself is a mixture ensures that it remains liquid over a wide span of temperatures.
A "refined grade" of tricresyl phosphate is prepared by vacuum distillation, or alternatively by washing with 2% sodium hydroxide and water.

Health Hazard

The tricresyl phosphates (TCPs) are part of a series of organophosphorus compounds which have been shown to cause delayed neurotoxicity. The 1930 outbreak of “ginger jake” paralysis was caused by the contamination of ginger extract by cresyl phosphates, used in the processing of the spice. Since that time, there have been several incidents reported of accidental poisoning of food by tri-o-cresyl phosphate (TOCP). There are few case series reports of occupational exposure in the literature. Acute occupational exposures have been described as causing gastrointestinal symptoms followed by a latent period of days to 4 weeks, after which extremity pain and tingling progress to motor paralysis of the lower extremities up to the thighs, and of the upper extremities to the elbow. There is rarely sensory loss. Partial to total recovery may take years. Fatalities have occurred in high-dose ingestion.

Safety Profile

Moderately toxic by ingestion and skin contact. Human systemic effects by ingestion: flaccid paralysis without anesthesia, motor activity changes, and muscle weakness. An experimental teratogen. Experimental reproductive effects. An eye and skin irritant. Combustible. When heated to decomposition it emits toxic fumes of POx.

Potential Exposure

According to the World Health Organization there is no safe level of exposure to Tricresyl Phosphate(TCP).
TCP has been used as a flame retardant in fabric, plastics and rubbers and as a plasticizer in PVC, lacquers, varnishes and nitrocellulose. It is also used as a heat exchange medium and hydraulic fluid. TCP was detected in all house dust samples gathered in two different North American studies.Biomonitoring studies detected TCP in the breast milk of women in Asia and Sweden. EPA has characterized TCP to exhibit moderate persistence in the environment based on biodegradation studies.

Purification Methods

Dry the ester with CaCl2, percolate it through a column of alumina, then distil it under a vacuum. Alernatively pass it through a packed column of alumina at 150o, with a counter-current stream of nitrogen, under reduced pressure, to remove residual traces of volatile impurities. It also crystallises from pet ether (b 60-80o). [Cherbuliez in Organic Phosphorus Compounds (Kosolapoff & Maier eds) Wiley-Interscience Vol 6 pp 454-457 1973.]

Toxicity evaluation

Tricresyl Phosphate is classified by the EPA as a high hazard for reproductive toxicity based on studies of rodents fed TCP. Adverse health effects included reduced fertility, sperm motility, number of live pups per litter, testicular and epidydimal weights, and increased incidence of interstitial cell hypertrophy and ovarian interstitial cell vacuolization.
Ovarian and adrenal gland lesions were observed in rats and liver and adrenal gland lesions in mice fed an isomer mixture of TCP for 2 years in an NTP study. Rodents fed TCP for 13 weeks developed neuropathy.
TCP has been shown to influence neurological damage in humans.
There are three tricresyl phosphate isomers, of which, the ortho isomer demonstrates the highest toxicity.

Tricresyl Phosphate Preparation Products And Raw materials

Raw materials

Preparation Products

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Tricresyl Phosphate Suppliers

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View Lastest Price from Tricresyl Phosphate manufacturers

Henan Fengda Chemical Co., Ltd
Product
Tricresyl Phosphate 1330-78-5
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-23
Changzhou waston chemical technology Co.,Ltd
Product
Tricresyl Phosphate 1330-78-5
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
follow customer's requirements
Release date
2023-07-11
Hebei Mojin Biotechnology Co., Ltd
Product
Tricresyl Phosphate 1330-78-5
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-07-04

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