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Trichloroacetic acid

Names

[ CAS No. ]:
76-03-9

[ Name ]:
Trichloroacetic acid

[Synonym ]:
Trichloroacetic acid
MFCD00004177
2,2,2-trichloroacetic acid
TCA
EINECS 200-927-2

Biological Activity

[Description]:

Trichloroacetic acid is a commonly utilized agent for chemical resurfacing of the face. Trichloroacetic acid is a metabolite of trichloroethylene thought to contribute to its hepatocarcinogenic effects in mice[1][2].

[Related Catalog]:

Research Areas >> Cancer

[Target]

Human Endogenous Metabolite


[In Vitro]

Trichloroacetic acid (TCA) is a common drinking water disinfection byproduct that produces a spectrum of liver effects, including hepatomegaly and liver tumors, in mice. It is also an oxidative metabolite of trichloroethylene (TCE), a solvent used in degreasing with widespread environmental exposure, which also produces hepatomegaly and liver tumors in mice[3].

[References]

[1]. Herbig K, et al. Combination Jessner's solution and trichloroacetic acid chemical peel: technique and outcomes. Plast Reconstr Surg. 2009;124(3):955-964.

[2]. Stenner RD, et al. Enterohepatic recirculation of trichloroethanol glucuronide as a significant source of trichloroacetic acid. Metabolites of trichloroethylene. Drug Metab Dispos. 1997;25(5):529-535.

[3]. Chiu WA. Trichloroacetic acid: updated estimates of its bioavailability and its contribution to trichloroethylene-induced mouse hepatomegaly. Toxicology. 2011;285(3):114-125.

Chemical & Physical Properties

[ Density]:
1.62 g/mL at 25 °C(lit.)

[ Boiling Point ]:
196 °C(lit.)

[ Melting Point ]:
54-58 °C(lit.)

[ Molecular Formula ]:
C2HCl3O2

[ Molecular Weight ]:
163.39

[ Flash Point ]:
196°C

[ Exact Mass ]:
161.90400

[ PSA ]:
37.30000

[ LogP ]:
1.44120

[ Vapour density ]:
<1 (vs air)

[ Vapour Pressure ]:
1 mm Hg ( 51 °C)

[ Index of Refraction ]:
n20/D 1.62(lit.)

[ Water Solubility ]:
120 g/100 mL (20 ºC)

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AJ7875000
CHEMICAL NAME :
Acetic acid, trichloro-
CAS REGISTRY NUMBER :
76-03-9
BEILSTEIN REFERENCE NO. :
0970119
LAST UPDATED :
199712
DATA ITEMS CITED :
42
MOLECULAR FORMULA :
C2-H-Cl3-O2
MOLECULAR WEIGHT :
163.38
WISWESSER LINE NOTATION :
QVXGGG

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration into the eye
SPECIES OBSERVED :
Rodent - rabbit
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
270 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
32 gm/kg/90D-C
TOXIC EFFECTS :
Liver - changes in liver weight Kidney, Ureter, Bladder - changes in bladder weight Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - other oxidoreductases
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1420 mg/kg/10W-C
TOXIC EFFECTS :
Liver - changes in liver weight Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - hepatic microsomal mixed oxidase (dealkylation, hydroxylation, etc.) Biochemical - Effect on specific coenzyme - CoA
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
427 gm/kg/61W-C
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Liver - tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
3300 mg/kg
SEX/DURATION :
female 6-15 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
8 gm/kg
SEX/DURATION :
female 6-15 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea) Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
125 mg/kg
SEX/DURATION :
male 5 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count)
TYPE OF TEST :
Micronucleus test
TYPE OF TEST :
DNA damage
TYPE OF TEST :
Mutation test systems - not otherwise specified
TYPE OF TEST :
Cytogenetic analysis
TYPE OF TEST :
Cytogenetic analysis
TYPE OF TEST :
Sperm Morphology

MUTATION DATA

TEST SYSTEM :
Bird - chicken
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 367,253,1996 *** REVIEWS *** ACGIH TLV-Not classifiable as a human carcinogen DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996 Volume(issue)/page/year: TLV/BEI,1997 ACGIH TLV-TWA 6.7 mg/m3 (1 ppm) DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996 Volume(issue)/page/year: TLV/BEI,1997 IARC Cancer Review:Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 63,291,1995 IARC Cancer Review:Human Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 63,291,1995 IARC Cancer Review:Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 63,291,1995 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-AUSTRALIA:TWA 1 ppm (7 mg/m3) JAN 1993 OEL-BELGIUM:TWA 1 ppm (6.7 mg/m3) JAN 1993 OEL-DENMARK:TWA 1 mg/m3 JAN 1993 OEL-FRANCE:TWA 1 ppm (5 mg/m3) JAN 1993 OEL-THE NETHERLANDS:TWA 1 mg/m3 JAN 1993 OEL-RUSSIA:STEL 5 mg/m3;Skin JAN 1993 OEL-SWITZERLAND:TWA 1 ppm (7 mg/m3) JAN 1993 OEL-UNITED KINGDOM:TWA 1 ppm (5 mg/m3) JAN 1993 OEL IN BULGARIA, COLOMBIA, JORDAN, KOREA check ACGIH TLV OEL IN NEW ZEALAND, SINGAPORE, VIETNAM check ACGIH TLV *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH RECOMMENDED EXPOSURE LEVEL (REL) : NIOSH REL TO TRICHLOROACETIC ACID-air:10H TWA 1 ppm REFERENCE : NIOSH* National Institute for Occupational Safety and Health, U.S. Dept. of Health, Education, and Welfare, Reports and Memoranda. Volume(issue)/page/year: DHHS #92-100,1992 NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 81560 No. of Facilities: 1353 (estimated) No. of Industries: 8 No. of Occupations: 13 No. of Employees: 13946 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 81560 No. of Facilities: 1562 (estimated) No. of Industries: 9 No. of Occupations: 21 No. of Employees: 35124 (estimated) No. of Female Employees: 16821 (estimated)

Safety Information

[ Symbol ]:

GHS05, GHS09

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H314-H410

[ Precautionary Statements ]:
P260-P280-P303 + P361 + P353-P304 + P340 + P310-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
C:Corrosive

[ Risk Phrases ]:
R35;R50/53

[ Safety Phrases ]:
S26-S36/37-S61-S60-S45-S36/37/39

[ RIDADR ]:
UN 1839 8/PG 2

[ WGK Germany ]:
2

[ RTECS ]:
AJ7875000

[ Packaging Group ]:
II

[ Hazard Class ]:
8

[ HS Code ]:
29154000

Synthetic Route

Precursor & DownStream

Customs

[ HS Code ]: 29154000

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