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108-70-3

Basic Information
CAS No.: 108-70-3
Name: 1,3,5-Trichlorobenzene
Article Data: 81
Molecular Structure:
Molecular Structure of 108-70-3 (1,3,5-Trichlorobenzene)
Formula: C6H3Cl3
Molecular Weight: 181.449
Synonyms: Benzene, 1,3,5-trichloro-;sym-trichlorobenzene;s-Trichlorobenzene;1,3,5-trichloro benzene;1,3,5-trichlorobenzol;
EINECS: 203-608-6
Density: 1.448 g/cm3
Melting Point: 63 °C
Boiling Point: 211.3 °C at 760 mmHg
Flash Point: 126.7 °C
Solubility: Insoluble in water.
Appearance: white to beige crystalline powder
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 20/21/22-36/37/38-38-22-52/53
Safety: 26-36-36/37-61
PSA: 0.00000
LogP: 3.64680
Synthetic route
634-90-2

1,2,3,5-tetrachlorobenzene

A

108-70-3

1,3,5-trichlorobenzene

B

120-82-1

1,2,4-Trichlorobenzene

Conditions
ConditionsYield
With radical anion of p,p'-di-tert-butylbiphenyl In tetrahydrofuran at -25℃; Irradiation;A 2.8%
B 97.2%
19752-55-7

1-bromo-3,5-dichlorobenzene

108-70-3

1,3,5-trichlorobenzene

Conditions
ConditionsYield
With chlorine; sodium thiosulfate97.2%
634-93-5

2,4,6-trichloroaniline

108-70-3

1,3,5-trichlorobenzene

Conditions
ConditionsYield
With sulfuric acid; hypophosphorous acid; sodium nitrite In water at -5 - 25℃;95%
With tetrafluoroboric acid; N,N-dimethyl-formamide; sodium nitrite In water at 45℃; for 0.25h; Product distribution; or benzene, room temperature, 3 h;94%
Stage #1: 2,4,6-trichloroaniline With sulfuric acid
Stage #2: With sodium nitrite In water for 0.75h; Cooling with ice;
Stage #3: With sodium hypophosphite hydrate In hexane; water at 20℃; Cooling with ice;
84%
626-43-7

3,5-Dichloroaniline

108-70-3

1,3,5-trichlorobenzene

Conditions
ConditionsYield
With chloro-trimethyl-silane; N-benzyl-N,N,N-triethylammonium chloride; sodium nitrite In tetrachloromethane 1.) 0 deg C, 1.5 h, 2.) r.t., 14 h;95%
14862-52-3

1,3-dibromo-5-chlorobenzene

108-70-3

1,3,5-trichlorobenzene

Conditions
ConditionsYield
With chlorine; sodium thiosulfate In tetrachloromethane91%
58-89-9

LINDANE

A

108-70-3

1,3,5-trichlorobenzene

B

120-82-1

1,2,4-Trichlorobenzene

C

87-61-6

1,2,3-trichlorobenzene

Conditions
ConditionsYield
With ammonia at 25℃; Product distribution; Further Variations:; Reagents; Dehalogenation;A 5%
B 87%
C 8%
at 25℃; pH=8.32; Kinetics; Product distribution; Further Variations:; pH-values;
With (5,10,15,20-tetrakis(pentafluorophenyl)porphyrinato)iron(III) chloride; tetrabutylammonium perchlorate In N,N-dimethyl-formamide for 4h; Electrolysis;
401631-89-8

C10H12Cl3N3

A

108-70-3

1,3,5-trichlorobenzene

B

6324-50-1

1,3,5-trichloro-2-iodobenzene

Conditions
ConditionsYield
With tetrafluoroboric acid; hydrogen iodide In acetonitrile at 60℃; for 24h;A 3%
B 86%
634-90-2

1,2,3,5-tetrachlorobenzene

A

108-70-3

1,3,5-trichlorobenzene

B

120-82-1

1,2,4-Trichlorobenzene

C

87-61-6

1,2,3-trichlorobenzene

Conditions
ConditionsYield
With radical anion of p,p'-di-tert-butylbiphenyl; triethylamine In tetrahydrofuran at 45℃; Irradiation;A 18.8%
B 75.5%
C 5.7%
With radical anion of p,p'-di-tert-butylbiphenyl; triethylamine In tetrahydrofuran at 45℃; Product distribution; Rate constant; Mechanism; Irradiation; radical anion of naphthalene, different temperatures, without Et3N;A 18.8%
B 75.5%
C 5.7%
With radical anion of p,p'-di-tert-butylbiphenyl In tetrahydrofuran at 45℃; Irradiation;A 59.2%
B 40.5%
C 0.3%
In acetonitrile at 40℃; Product distribution; Mechanism; Quantum yield; Irradiation; in the presence of triethylamine;A 18.77 % Chromat.
B 75.45 % Chromat.
C 5.78 % Chromat.
With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene at 70℃; Rate constant; relative reactivity in dehalogenation;

trichloro-benzenediazonium tetrafluoroborate

A

108-70-3

1,3,5-trichlorobenzene

B

33979-03-2

2,2',4,4',6,6'-Hexachlorobiphenyl

C

134253-68-2

2,4,6-trichlorobenzenediazohydroxide

D

23914-43-4, 18490-44-3

2,2',4,4',6,6'-Hexachlor-azobenzen

Conditions
ConditionsYield
With 2,2,2-trifluoroethanol at 34℃; for 24h; Irradiation; Further byproducts given;A 51.4%
B 12.4%
C 1.5%
D 15.3%

trichloro-benzenediazonium tetrafluoroborate

A

108-70-3

1,3,5-trichlorobenzene

B

33979-03-2

2,2',4,4',6,6'-Hexachlorobiphenyl

C

134253-68-2

2,4,6-trichlorobenzenediazohydroxide

D

23914-43-4, 18490-44-3

2,2',4,4',6,6'-Hexachlor-azobenzen

E

dichloro(trifluoroethoxy)benzene, hexachlorohydroxybiphenyl

dichloro(trifluoroethoxy)benzene, hexachlorohydroxybiphenyl

Conditions
ConditionsYield
With 2,2,2-trifluoroethanol at 34℃; for 24h; Product distribution; influence of magnetic field;A 51.4%
B 12.4%
C 1.5%
D 15.3%
E n/a
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Chemistry

1,3,5-TRICHLOROBENZENE(108-70-3) is the chemical compound with the formula C6H3Cl3.Its molar weight is 181.45g/mol.
1,3,5-TRICHLOROBENZENE(108-70-3) is also named SYM-TRICHLOROBENZENE;1,3,5-trichloro-benzen;ai3-22031;Benzene,1,3,5-trichloro-;I,3,5-TrichlorbenzolVW,16;s-Trichlorobenzene;trichloro-1,3,5benzene;1,3,5-TCB
Meiting Point: 63 oC
Boiling Point: 208 oC(lit.)
Flash Point: 260 oF
Storage temp.: 0-6oC
Stability: Stable. Incompatible with acids, strong oxidizing agents.
Index of Refraction: 1.567 
Molar Refractivity: 40.93 cm3 
Molar Volume: 125.2 cm3  
Surface Tension: 39.9 dyne/cm 
Density: 1.448 g/cm3 
Enthalpy of Vaporization: 42.93 kJ/mol 
Vapour Pressure: 0.267 mmHg at 25o
The chemical structure of 1,3,5-TRICHLOROBENZENE(108-70-3) is
.

Uses

1,3,5-TRICHLOROBENZENE(108-70-3) is used as  intermediate of medicine and pesticide.

Toxicity Data With Reference

1.   

dlt-oin-oin-par 10 ppm

   EVETBX    Environmental Entomology. 2 (1973),1029.
2.   

dlt-oin-oin-skn 10 ppm

   EVETBX    Environmental Entomology. 2 (1973),1029.
3.   

mnt-mus-ipr 425 mg/kg/24H

   MUTAEX    Mutagenesis. 2 (1987),111.
4.   

orl-rat LD50:800 mg/kg

   48RKAL    Industrial and Environmental Xenobiotics: Metabolism and Pharmacokinetics of Organic Chemicals and Metals, Proceedings of an International Conference, Prague ,Gut, I., et al.,Berlin, Fed. Rep, Ger..: Springer-Verlag,1981,389.
5.   

orl-mus LD50:3350 mg/kg

   NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) UCRL-13701 .
6.   

ipr-mus LD50:2260 mg/kg

   MUTAEX    Mutagenesis. 2 (1987),111.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. Mutation data reported. When heated to decomposition it emits toxic vapors of Cl.
Hazard Codes: Xn,Xi
Risk Statements: 20/21/22-36/37/38-38-22-52/53
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed 
36/37/38:  Irritating to eyes, respiratory system and skin 
38:  Irritating to the skin 
22:  Harmful if swallowed 
52/53:  Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment  
Safety Statements: 26-36-36/37-61
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
36/37:  Wear suitable protective clothing and gloves 
61:  Avoid release to the environment. Refer to special instructions safety data sheet 
RIDADR: 3077
WGK Germany: 3
RTECS: DC2100100
Hazard Note: Harmful/Irritant
HazardClass: 9
PackingGroup: III
Hazardous Substances Data: 108-70-3(Hazardous Substances Data) .

Standards and Recommendations

DFG MAK: 5 ppm

Specification

(1)It must be separated from strong oxidants and keep in a well-ventilated room.
(2)When spilled,sweep it  into containers; if appropriate, moisten first to prevent dusting. Carefully collect remainder, then remove to safe place. Do NOT let this chemical enter the environment.

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