Parachlorobenzotrifluoride

Parachlorobenzotrifluoride is a synthetic halogenated organic chemical compound with the molecular formula C₇H₄ClF₃. It is frequently abbreviated PCBTF. Parachlorobenzotrifluoride is a colorless liquid with a distinct aromatic odor. PCBTF has been commercially-produced since the 1960s, initially as an intermediate in the production of other petrochemicals. But since the 1990s, it has been primarily used as a solvent.^[2]

Parachlorobenzotrifluoride

Names
Preferred IUPAC name 1-Chloro-4-(trifluoromethyl)benzene
Other names Benzene, 1-chloro-4-(trifluoromethyl)- Parachlorobenzotrifluoride 4-Chlorobenzotrifluoride Oxsol
Identifiers
CAS Number	98-56-6 Y
3D model (JSmol)	Interactive image
Abbreviations	PCBTF
Beilstein Reference	510203
ChemSpider	7116 Y
ECHA InfoCard	100.002.438
EC Number	202-681-1202-681-1
MeSH	C037723
PubChem CID	7394
UNII	694YO34JHC
UN number	2234
CompTox Dashboard (EPA)	DTXSID7024821
InChI InChI=1S/C7H4ClF3/c8-6-3-1-5(2-4-6)7(9,10)11/h1-4H N Key: QULYNCCPRWKEMF-UHFFFAOYSA-N N InChI=1/C7H4ClF3/c8-6-3-1-5(2-4-6)7(9,10)11/h1-4H Key: QULYNCCPRWKEMF-UHFFFAOYAI
SMILES C1=CC(=CC=C1C(F)(F)F)Cl
Properties
Chemical formula	C7H4ClF3
Molar mass	180.55 g·mol−1
Appearance	Colorless liquid
Density	1.33-1.35 @ 22 °C (72 °F)[1]
Melting point	−32.8 °C (−27.0 °F; 240.3 K) [1]
Boiling point	138.6 °C (281.5 °F; 411.8 K) [1]
Solubility in water	29 mg/L
log P	3.7 @ 25 °C (77 °F)
Vapor pressure	5.3 millimetres of mercury (0.0070 atm) @ 20 °C (68 °F)[1]
Henry's law constant (kH)	0.0347
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H226, H315, H319, H335, H411
Precautionary statements	P210, P233, P240, P241, P242, P243, P261, P264, P271, P273, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P370+P378, P391, P403+P233, P403+P235, P405, P501
NFPA 704 (fire diamond)	1 2 1
Flash point	42.8 °C (109.0 °F; 315.9 K)
Autoignition temperature	600 °C (1,112 °F; 873 K)
Explosive limits	0.9%-10.5% (V)[1]
Lethal dose or concentration (LD, LC):
LD50 (median dose)	Oral, rat: 13000 mg/kg Dermal, rabbit: > 2000 mg/kg
LC50 (median concentration)	Inhalation, rat: 33 mg/L
Safety data sheet (SDS)	https://smc-global.com/wp-content/uploads/2020/07/SMC-msds_m900.pdf
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

History

Occidental Chemical Corporation was a leading producer and sold it as part of its Oxsol® product line, specifically under the brand name of Oxsol 100.^[3] Occidental Chemical Corporation sold the OXSOL line to an Israeli company, Makhteshim Agan Industries, Ltd., in 2002.^[4]

Uses

PCBTF is increasingly used as a xylene replacement in cleaners, thinners, and other aromatic hydrocarbon blends.^[2]

PCBTF is used as a component (5-12%) of low volatile organic compound (VOC) compliant polyurethane finishes.^[5]

The substance is used as an ink solvent in the printing industry. Parachlorobenzotrifluoride has a high capacity for dissolving many inks used by the printing industry. In most cases, up to 22 grams of ink can be dissolved in 20 grams of PCBTF.^{[citation needed]} An added benefit is that parachlorobenzotrifluoride dissolves most inks faster than toluene.

Health and Environmental effects

Health effects:

• Points of entry: eyes, ingestion, inhalation, skin.
• Target organs: central nervous system, kidneys, liver.
• Irritancy: eyes, respiratory tract, skin^[3]

In the troposphere, PCBTF has an estimated half-life of 67 days. It is transformed by reaction with photochemically-produced hydroxyl radicals to give mainly 2-chloro-5-trifluoromethylphenol.^[2]

Regulation

PCBTF currently has VOC Exempt status from the U.S. Environmental Protection Agency.^[6] However, California's Office of Environmental Health Hazard Assessment (OEHHA) has adopted inhalation risk factors for PCBTF as of June 2019, which could have implications for its ongoing VOC Exempt status.^[7][8]