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o-Cresyl phosphate

o-Cresyl phosphate structure

o-Cresyl phosphate 

structure
  • CAS No:

    78-30-8

  • Formula:

    C21H21O4P

  • Chemical Name:

    o-Cresyl phosphate

  • Synonyms:

    Phosphoric acid,tris(2-methylphenyl) ester;Phosphoric acid,tri-o-tolyl ester;TOCP;Tri-o-cresyl phosphate;Tri-o-tolyl phosphate;TOTP;o-Cresyl phosphate;Tris(o-tolyl) phosphate;Phosflex 179C;Tris(o-methylphenyl) phosphate;TOKF;Tris(o-cresyl) phosphate;Tris(2-tolyl) phosphate;NSC 438;P(o-Tolyl)3;Tris(2-methylphenyl) phosphate;1336-40-9

  • Categories:

    Chemical Reagents  >  Organic Reagents

Description

Tricresyl phosphates are available as the o-isomer (TOCP), the m-isomer (TMCP), and p-isomer (TPCP). The ortho-isomer is the most toxic of the three; the meta-and para-isomers are relatively inactive. The commercial product may contain the ortho-isomer as a contaminant unless special precautions are taken during manufacture. Pure tri-para-cresyl phosphate is a solid, and ortho-and meta-are liquids (see below). The tri-o-cresyl phosphate will be discussed here as the specific example of these co

o-Cresyl phosphate Basic Attributes

368.36

368.36

201-103-5

29199000

Characteristics

44.8

6.1

Clear colorless to yellow Viscous Liquid

1.1955 g/cm3 @ Temp: 20 °C

11 °C

410 °C

225 °C

1.581

Slight

Tricresyl phosphates should be stored in a cool, well ventilated area, protected from direct sunlight and away from open flames. Containers should be made of galvanized steel; these should be effectively sealed and their contents clearly marked. Tricresyl phosphates should not be used in plastic articles which are likely to come into contact with foodstuffs or clothing. /Tricresyl phosphates/

0.195 at 50 °C (Carré and Bertrans, 1998)

12.7

Acute oral LD50 for rats 160 mg/kg (quoted, RTECS, 1985).

Class IIIB Combustible Liquid: Fl.P. at or above 200°F.

Practically odorless

Safety Information

6.1(a)

3082

51/53-39/23/24/25

61-45-28A-20/21-28

TD0350000

N-T,N,T

Separated from strong oxidants and food and feedstuffs. Store in an area without drain or sewer access.

Stable, non-volatile

P260-P273-P301 + P312 + P330-P308 + P311-P391-P501

H302-H370-H411

o-Cresyl phosphate Use and Manufacturing

Methods of Manufacturing

Using o-cresol (or mixed cresol) as a raw material, it is mixed with phosphorus trichloride and reacted at about 40°C for half an hour. The reaction releases hydrogen chloride to obtain an ester. Chlorine oxidizes, converts the ester to acyl chloride, and then hydrolyzes to tricresyl phosphate by dripping water at about 50°C. After neutralization and washing, evaporation and dehydration, vacuum distillation, the finished product is obtained.

Uses

As plasticizer in lacquers and varnishes.

Computed Properties

Molecular Weight:368.4
XLogP3:6.1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:368.11774614
Monoisotopic Mass:368.11774614
Topological Polar Surface Area:44.8
Heavy Atom Count:26
Complexity:416
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

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