1,3,5-Trichlorobenzene

1,3,5-Trichlorobenzene
Names
	Preferred IUPAC name 1,3,5-Trichlorobenzene
	Other names sym-Trichlorobenzene
Identifiers
CAS Number	108-70-3 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1635233
ChEBI	CHEBI:49916 ;
ChEMBL	ChEMBL44228 ;
ChemSpider	7662 ;
DrugBank	DB03836 ;
ECHA InfoCard	100.003.281
EC Number	203-608-6;
Gmelin Reference	601358
PubChem CID	7950;
RTECS number	DC2100100;
UNII	2HS4M0BX3C ;
CompTox Dashboard (EPA)	DTXSID8026195 ;
	InChI InChI=1S/C6H3Cl3/c7-4-1-5(8)3-6(9)2-4/h1-3H Key: XKEFYDZQGKAQCN-UHFFFAOYSA-N ; InChI=1/C6H3Cl3/c7-4-1-5(8)3-6(9)2-4/h1-3H Key: XKEFYDZQGKAQCN-UHFFFAOYAQ;
	SMILES Clc1cc(Cl)cc(Cl)c1;
Properties
Chemical formula	C6H3Cl3
Molar mass	181.44 g·mol−1
Appearance	White solid
Melting point	63 °C (145 °F; 336 K)
Boiling point	208.0 °C (406.4 °F; 481.1 K)
Solubility in water	0.6 mg/100 mL
Related compounds
Related compounds	1,2,3-Trichlorobenzene; 1,2,4-Trichlorobenzene; 1,3,5-Tribromobenzene
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H312, H315, H319, H332, H335, H412
Precautionary statements	P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501
Flash point	107 °C (225 °F; 380 K)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	800 mg/kg (oral, rat); 3350 mg/kg (oral, mouse)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

1,3,5-Trichlorobenzene is an organochlorine compound. It is one of the three isomers of trichlorobenzene. Being more symmetrical than the other isomers, it exists as colourless crystals whereas the other isomers are liquids at room temperature.

It is not formed upon chlorination of benzene. Instead it is prepared by the Sandmeyer reaction from 3,5-dichloroaniline.^[4]

References

^ 1,3,5-Trichlorobenzene, International Programme on Chemical Safety
^ Jaw, Ching-Guang; Chen, I-Ming; Yen, Jui-Hung; Wang, Yei-Shung (December 1999). "Partial solubility parameters of chlorobenzene and chlorophenol compounds at equilibrium distribution in two immiscible phases". Chemosphere. 39 (15): 2607–2620. Bibcode:1999Chmsp..39.2607J. doi:10.1016/s0045-6535(99)00173-3. ISSN 0045-6535.
^ MSDS for 1,3,5-Trichlorobenzene
^ U. Beck; E. Löser (2012). "Chlorinated Benzenes and Other Nucleus-Chlorinated Aromatic Hydrocarbons". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.o06_o03. ISBN 978-3527306732.

[1] 1,3,5-Trichlorobenzene, International Programme on Chemical Safety

[2] Jaw, Ching-Guang; Chen, I-Ming; Yen, Jui-Hung; Wang, Yei-Shung (December 1999). "Partial solubility parameters of chlorobenzene and chlorophenol compounds at equilibrium distribution in two immiscible phases". Chemosphere. 39 (15): 2607–2620. Bibcode:1999Chmsp..39.2607J. doi:10.1016/s0045-6535(99)00173-3. ISSN 0045-6535.

[MSDS-3] MSDS for 1,3,5-Trichlorobenzene

[4] U. Beck; E. Löser (2012). "Chlorinated Benzenes and Other Nucleus-Chlorinated Aromatic Hydrocarbons". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.o06_o03. ISBN 978-3527306732.

[1]

[2]

[3]

[4]

Names


Preferred IUPAC name 1,3,5-Trichlorobenzene
Other names sym-Trichlorobenzene
Identifiers
CAS Number	108-70-3^Y
3D model (JSmol)	Interactive image
Beilstein Reference	1635233
ChEBI	CHEBI:49916^Y
ChEMBL	ChEMBL44228^Y
ChemSpider	7662^Y
DrugBank	DB03836^Y
ECHA InfoCard	100.003.281
EC Number	203-608-6
Gmelin Reference	601358
PubChem CID	7950
RTECS number	DC2100100
UNII	2HS4M0BX3C^Y
CompTox Dashboard (EPA)	DTXSID8026195
InChI InChI=1S/C6H3Cl3/c7-4-1-5(8)3-6(9)2-4/h1-3H^Y Key: XKEFYDZQGKAQCN-UHFFFAOYSA-N^Y InChI=1/C6H3Cl3/c7-4-1-5(8)3-6(9)2-4/h1-3H Key: XKEFYDZQGKAQCN-UHFFFAOYAQ
SMILES Clc1cc(Cl)cc(Cl)c1
Properties^[1]
Chemical formula	C₆H₃Cl₃
Molar mass	181.44 g·mol⁻¹
Appearance	White solid
Melting point	63 °C (145 °F; 336 K)
Boiling point	208.0 °C (406.4 °F; 481.1 K)^[2]
Solubility in water	0.6 mg/100 mL
Related compounds
Related compounds	1,2,3-Trichlorobenzene 1,2,4-Trichlorobenzene 1,3,5-Tribromobenzene
Hazards^[3]
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H312, H315, H319, H332, H335, H412
Precautionary statements	P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501
Flash point	107 °C (225 °F; 380 K)
Lethal dose or concentration (LD, LC):
LD₅₀ (median dose)	800 mg/kg (oral, rat) 3350 mg/kg (oral, mouse)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references

1,3,5-Trichlorobenzene

See also

References