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108-90-7

Basic Information
CAS No.: 108-90-7
Name: Benzene,chloro-
Article Data: 819
Cas Database
Molecular Structure:
Molecular Structure of 108-90-7 (Benzene,chloro-)
Formula: C6H5Cl
Molecular Weight: 112.559
Synonyms: Monochlorobenzene;NSC 8433;Phenylchloride;Tetrosin SP;CP27;IP Carrier T 40;MCB;Benzenyl chloride;
EINECS: 203-628-5
Density: 1.1075 g/cm3
Melting Point: -45 °C
Boiling Point: 131 °C
Flash Point: 29 °C
Solubility: water: 0.4 g/L (20 °C)
Appearance: colourless liquid
Hazard Symbols: HarmfulXn,DangerousN,ToxicT,FlammableF
Risk Codes: 10-20-51/53-40-39/23/24/25-23/24/25-11
Safety: 24/25-61-36/37-45
Transport Information: UN 1134 3/PG 3
PSA: 0.00000
LogP: 2.34000
Synthetic route
625-99-0

3-iodochlorobenzene

108-90-7

chlorobenzene

Conditions
ConditionsYield
With potassium carbonate; iron pentacarbonyl In methanol at 60℃; under 760 Torr; for 8h;100%
With hydrogenchloride; CuI*P(Et)3; naphthalen-1-yl-lithium 1.) THF, 25 deg C, 10 min; Yield given. Multistep reaction;
With 2,2'-azobis(isobutyronitrile); sodium methylate In methanol at 70.2℃; Mechanism; var. iodobenzenes;
With tetrahydrofuran; 1,10-Phenanthroline; potassium tert-butylate at 70℃; for 24h; Schlenk technique; Inert atmosphere; chemoselective reaction;90 %Chromat.
With potassium tert-butylate at 80℃; for 12h; Inert atmosphere; Schlenk technique;88 %Chromat.
615-41-8

2-iodochlorobenzene

108-90-7

chlorobenzene

Conditions
ConditionsYield
With potassium carbonate; iron pentacarbonyl In methanol at 60℃; under 760 Torr; for 2h;100%
With hydrogen cation; copper 1) THF, 25 deg C, 10 min; Yield given. Multistep reaction;
With hydrogenchloride; CuI*P(Et)3; naphthalen-1-yl-lithium 1.) THF, 25 deg C, 10 min; Yield given. Multistep reaction;
With sodium methylate In methanol; dimethyl sulfoxide at 50.1℃; Rate constant; Mechanism; other iodoarenes;
71-41-0

pentan-1-ol

95-50-1

1,2-dichloro-benzene

A

30752-18-2

1-bromo-4-pentyloxybenzene

B

51241-39-5

2-chlorophenyl pentyl ether

C

108-90-7

chlorobenzene

Conditions
ConditionsYield
With potassium hydroxide; PEG-6000 at 150℃; for 6h; Yields of byproduct given;A n/a
B 100%
C n/a
71-43-2

benzene

A

98-95-3

nitrobenzene

B

108-90-7

chlorobenzene

Conditions
ConditionsYield
With potassium chloride; potassium nitrate; trifluoroacetic acid at 20℃; for 5.04h; Product distribution; Mechanism; other time, other ratio of reagents, other solvent;A 100%
B n/a
42967-53-3

tetraphenylbismuth chloride

A

603-33-8

triphenylbismuthane

B

108-90-7

chlorobenzene

Conditions
ConditionsYield
In not given decomposition at room temp.;A 100%
B 100%
637-87-6

1-Chloro-4-iodobenzene

A

2050-68-2

4,4'-dichlorobiphenyl

B

108-90-7

chlorobenzene

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride In 2-pentanol at 100℃; for 20h; Inert atmosphere;A 0.2%
B 99.8%
With nickel at 80℃; for 4h; Product distribution; Ni derived from NiBr2 or from NiCl2; var. times;
With nickel at 80℃; for 4h;A 77 % Chromat.
B 25 % Chromat.
106-39-8

bromochlorobenzene

A

2050-68-2

4,4'-dichlorobiphenyl

B

108-90-7

chlorobenzene

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride In 2-pentanol at 100℃; for 57h; Inert atmosphere;A 0.8%
B 99.2%
In 1,2-dimethoxyethane at 85℃; Product distribution; var. solvents; var. times; Ni from NiI2 or NiBr2;
With nickel In 1,2-dimethoxyethane at 85℃; for 20h;A 61 % Chromat.
B 32 % Chromat.
637-87-6

1-Chloro-4-iodobenzene

108-90-7

chlorobenzene

Conditions
ConditionsYield
With bis(cyclopentadienyl)titanium dichloride; sodium tetrahydroborate; air In N,N-dimethyl-formamide at 70℃; for 24h;99%
With butyl magnesium bromide; zirconocene dichloride In tetrahydrofuran for 1h; Ambient temperature;98%
With lithium aluminium tetrahydride; di-tert-butyl peroxide In tetrahydrofuran for 0.7h; Irradiation;96%
615-41-8

2-iodochlorobenzene

A

108-90-7

chlorobenzene

B

13029-08-8

2,2'-Dichlorobiphenyl

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride In 2-pentanol at 100℃; for 36h; Inert atmosphere;A 98.4%
B 1.6%
106-39-8

bromochlorobenzene

A

108-90-7

chlorobenzene

B

71-43-2

benzene

Conditions
ConditionsYield
With lithium aluminium tetrahydride In 1,2-dimethoxyethane at 35℃; for 4h; ultrasonic acceleration of reduction;A 98%
B n/a
With lithium aluminium tetrahydride; Tridecane In diethyl ether at 0℃; for 0.25h; Irradiation; Title compound not separated from byproducts;A 77 % Chromat.
B 18 % Chromat.
With Amberlite IRA-400; borohydride form; nickel diacetate In methanol at 20℃; for 3h; Reduction;A 56 % Chromat.
B 19 % Chromat.
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Consensus Reports

NTP Carcinogenesis Studies (gavage); Some Evidence: rat NTPTR*    National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-261 ,1985. ; No Evidence: mouse NTPTR*    National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-261 ,1985. . Reported in EPA TSCA Inventory. Community Right-To-Know List.

Standards and Recommendations

OSHA PEL: TWA 75 ppm
ACGIH TLV: TWA 10 ppm; Animal Carcinogen; BEI: 150 mg/g creatinine of total 4-chlorocatechol in urine at end of shift; 25 mg/g creatinine of total p-chloropohenol in urine at end of shift
DFG MAK: 10 ppm (47 mg/m3)
DOT Classification:  3; Label: Flammable Liquid

Analytical Methods

For occupational chemical analysis use NIOSH: Hydrocarbons, Halogenated, 1003.

Specification

The Chloro benzene with CAS registry number of 108-90-7 is also known as Benzene,chloro-. The IUPAC name and product name are the same. It belongs to product categories of Organics; Analytical Chemistry; Standard Solution of Volatile Organic Compounds for Water & Soil Analysis; Standard Solutions (VOC); Anhydrous Grade SolventsSolvents; Solvent Bottles; Solvents; Sure/Seal? Bottles; Aryl; C6; Halogenated Hydrocarbons; Amber Glass Bottles; Carbon Steel Cans with NPT Threads; ReagentPlus(R) Solvent Grade Products; ReagentPlus(R)Semi-Bulk Solvents; ReagentPlus(R)Solvents; Alphabetic; Alpha Sort; C; CAlphabetic; CH; Volatiles/ Semivolatiles; ACS Grade SolventsAnalytical Reagents for General Use; C-D, Puriss p.a. ACS; Puriss p.a. ACS; CHROMASOLV for HPLCSolvents; CHROMASOLV Solvents (HPLC, LC-MS); CHROMASOLV(R) HPLC Grade Solvents; Analytical Standards; AromaticsAlphabetic; CHChemical Class; Chemical Class; Chloro; Halogenated; ACS Grade Solvents; ACS GradeSemi-Bulk Solvents. Its EINECS registry number is 203-628-5. In addition, the formula is C6H5Cl and the molecular weight is 112.56. This chemical is a colourless liquid and should be stored in sealed containers in cool, dry place and away from oxidizing agents.

Physical properties about Chloro benzene are: (1)ACD/LogP: 2.84; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.843; (4)ACD/LogD (pH 7.4): 2.843; (5)ACD/BCF (pH 5.5): 85.291; (6)ACD/BCF (pH 7.4): 85.291; (7)ACD/KOC (pH 5.5): 838.978; (8)ACD/KOC (pH 7.4): 838.978; (9)Index of Refraction: 1.527; (10)Molar Refractivity: 31.148 cm3; (11)Molar Volume: 101.384 cm3; (12)Surface Tension: 33.081 dyne/cm; (13)Density: 1.11 g/cm3; (14)Flash Point: 23.889 °C; (15)Enthalpy of Vaporization: 35.19 kJ/mol; (16)Boiling Point: 131.719 °C at 760 mmHg; (17)Vapour Pressure: 11.234 mmHg at 25 °C.

Preparation of Chloro benzene: add dry benzene into chlorination reactor. Then add 1% iron as catalyst and add gaseous chlorine to maintain the reaction temperature at 40~60 °C. After the chlorination reaction, add 10% NaOH to the chloride material. At last, product is obtained by dry and distillation.

Uses of Chloro benzene: it is used as intermediate of dye, medicine, pesticide and organic synthesis. It's also used to produce solvent, rubber chemical, paint, quick-drying ink, dry cleaning and so on. Besides, this chemical is used in test of electronic industrial products and raw materials.

When you are using this chemical, please be cautious about it. As a chemical, it is highly flammable and has danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed. During using it, wear suitable protective clothing and gloves. What's more, avoid contact with skin and eyes and avoid release to the environment. In case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC=C(C=C1)Cl
2. InChI: InChI=1S/C6H5Cl/c7-6-4-2-1-3-5-6/h1-5H
3. InChIKey: MVPPADPHJFYWMZ-UHFFFAOYSA-

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD skin > 11gm/kg (11000mg/kg)   "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 6, Pg. 271, 1991.
guinea pig LD50 oral 2250mg/kg (2250mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 34, 1982.
guinea pig LDLo intraperitoneal 4100mg/kg (4100mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

LIVER: FATTY LIVER DEGERATION

KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Revue Medicale de la Suisse Romande. Vol. 16, Pg. 449, 1896.
mammal (species unspecified) LC50 inhalation 10gm/m3 (10000mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(10), Pg. 25, 1988.
mammal (species unspecified) LD50 oral 2300mg/kg (2300mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(10), Pg. 25, 1988.
mammal (species unspecified) LD50 unreported 2300mg/kg (2300mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(5), Pg. 61, 1986.
mouse LCLo inhalation 15gm/m3 (15000mg/m3)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 20(8), Pg. 19, 1955.
mouse LD50 intraperitoneal 515mg/kg (515mg/kg)   Pharmacologist. Vol. 10, Pg. 172, 1968.
mouse LD50 oral 2300mg/kg (2300mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 34, 1982.
rabbit LD skin > 2200mg/kg (2200mg/kg)   National Technical Information Service. Vol. AD-A180-198,
rabbit LD50 oral 2250mg/kg (2250mg/kg)   "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2B, Pg. 3603, 1981.
rat LC50 inhalation 2965ppm (2965ppm)   National Technical Information Service. Vol. OTS0521601,
rat LD50 intraperitoneal 1655mg/kg (1655mg/kg)   Fundamental and Applied Toxicology. Vol. 5, Pg. 105, 1985.
rat LD50 oral 1110mg/kg (1110mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR

BEHAVIORAL: ATAXIA
Science Reports of the Research Institutes, Tohoku University, Series C: Medicine. Vol. 36(1-4), Pg. 10, 1989.