Tris(2-chloroethyl) phosphate

For the reducing agent frequently used in biochemistry and molecular biology applications, see TCEP.

Tris(2-chloroethyl) phosphate

Names
Preferred IUPAC name

Tris(2-chloroethyl) phosphate

Other names

2-Chloroethanol phosphate; Tris(β-chloroethyl) phosphate; Tri(2-chloroethyl) phosphate; Tris(2-chloroethyl) orthophosphate; TCEP

Identifiers

CAS Number

* 115-96-8 Y

3D model (JSmol)

* Interactive image

ChemSpider |

* 7994

ECHA InfoCard | 100.003.744

PubChem CID

* 8295

UNII |

* 32IVO568B0 Y

CompTox Dashboard (EPA)

* DTXSID5021411

InChI

* InChI=1S/C6H12Cl3O4P/c7-1-4-11-14(10,12-5-2-8)13-6-3-9/h1-6H2

Key: HQUQLFOMPYWACS-UHFFFAOYSA-N

* InChI=1/C6H12Cl3O4P/c7-1-4-11-14(10,12-5-2-8)13-6-3-9/h1-6H2

Key: HQUQLFOMPYWACS-UHFFFAOYAR

SMILES

* ClCCOP(=O)(OCCCl)OCCCl

Properties

Chemical formula

| C6H12Cl3O4P
Molar mass | 285.48 g·mol−1
Density | 1.39 g/mL[1]
Boiling point | 192 °C (378 °F; 465 K) 10 mmHg[1]
Hazards
GHS labelling:

Pictograms

Signal word

| Danger

Hazard statements

| H302, H351, H360, H411

Precautionary statements

| P201, P202, P270, P273, P301+P312, P308+P313, P391

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

Chemical compound

Tris(2-chloroethyl) phosphate (TCEP) is a chemical compound used as a flame retardant, plasticizer, and viscosity regulator in various types of polymers including polyurethanes, polyester resins, and polyacrylates.[2]

## Safety

[edit]

Because of its suspected reproductive toxicity, it is listed as a substance of very high concern under the European Union's REACH regulations. Its use has been largely replaced by tris(chloropropyl) phosphate, which is safer.[3]

## See also

[edit]

* Tris(2,3-dibromopropyl) phosphate

## References

[edit]

1. ^ a b "Tris(2-chloroethyl) phosphate". Sigma-Aldrich. Retrieved February 25, 2013.
2. ^ Opinion on tris(2-chloroethyl)phosphate (TCEP) in Toys (PDF) (Report). European Commission, Scientific Committee on Health and Environmental Risks. 22 March 2012. Retrieved February 25, 2013.
3. ^ Krivoshiev, Boris V.; Beemster, Gerrit T.S.; Sprangers, Katrien; Blust, Ronny; Husson, Steven J. (April 2018). "A toxicogenomics approach to screen chlorinated flame retardants tris(2-chloroethyl) phosphate and tris(2-chloroisopropyl) phosphate for potential health effects". Journal of Applied Toxicology. 38 (4): 459–470\. doi:10.1002/jat.3553. PMID 29143341. S2CID 3320347.459-470&rft.date=2018-04&rft_id=https://api.semanticscholar.org/CorpusID:3320347#id-name=S2CID&rft_id=info:pmid/29143341&rft_id=info:doi/10.1002/jat.3553&rft.aulast=Krivoshiev&rft.aufirst=Boris+V.&rft.au=Beemster,+Gerrit+T.S.&rft.au=Sprangers,+Katrien&rft.au=Blust,+Ronny&rft.au=Husson,+Steven+J.&rfr_id=info:sid/en.wikipedia.org:Tris(2-chloroethyl)+phosphate" class="Z3988">

*[CID]: Compound ID
*[EPA]: U.S. Environmental Protection Agency
*[H302]: H302: Harmful if swallowed
*[H351]: H351: Suspected of causing cancer
*[H360]: H360: May damage fertility or the unborn child
*[H411]: H411: Toxic to aquatic life with long lasting effects
*[P201]: P201: Obtain special instructions before use.
*[P202]: P202: Do not handle until all safety precautions have been read and understood.
*[P270]: P270: Do not eat, drink or smoke when using this product.
*[P273]: P273: Avoid release to the environment.
*[P301+P312]: P301+P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.
*[P308+P313]: P308+P313: IF exposed or concerned: Get medical advice/attention.
*[P391]: P391: Collect spillage.