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2-Chlorobenzyl chloride

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Name

2-Chlorobenzyl chloride

EINECS 210-258-8
CAS No. 611-19-8 Density 1.247 g/cm3
PSA 0.00000 LogP 3.07880
Solubility insoluble in water Melting Point -13 °C
Formula C7H6Cl2 Boiling Point 213.7 °C at 760 mmHg
Molecular Weight 161.031 Flash Point 82.2 °C
Transport Information UN 2235 6.1/PG 3 Appearance Colorless to light yellow liquid
Safety 26-36/37/39-45-29 Risk Codes 34-43-50/53-20/21/22
Molecular Structure Molecular Structure of 611-19-8 (2-Chlorobenzyl chloride) Hazard Symbols CorrosiveC, DangerousN
Synonyms

Toluene,o,a-dichloro- (8CI);Toluene, a,2-dichloro- (7CI);1-Chloro-2-(chloromethyl)benzene;NSC 8446;o,a-Dichlorotoluene;o-Chlorobenzyl chloride;a,2-Dichlorotoluene;a,o-Dichlorotoluene;Benzene,1-chloro-2-(chloromethyl)-;

Article Data 30

2-Chlorobenzyl chloride Synthetic route

89-98-5

2-chloro-benzaldehyde

611-19-8

1-chloro-2-(chloromethyl)benzene

Conditions
ConditionsYield
With dichloromethylsilane; iron(III) chloride In 1,2-dimethoxyethane for 4h; Heating;93%
95-49-8

2-methylchlorobenzene

611-19-8

1-chloro-2-(chloromethyl)benzene

Conditions
ConditionsYield
With N-chloro-succinimide; N-hydroxyphthalimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 80℃; for 3h; Sealed tube; Inert atmosphere;91%
With hydrogenchloride; potassium chloride; tetrabutyl-ammonium chloride In water at 20℃; Irradiation; Green chemistry;90%
With 2,2'-azobis(isobutyronitrile); benzyl(trimethyl)ammonium tetrachloroiodate In tetrachloromethane for 5h; Heating;80%
81067-96-1

C7H6Cl2S

A

5219-70-5

1,2-bis(2-chlorobenzyl)disulfane

B

611-19-8

1-chloro-2-(chloromethyl)benzene

Conditions
ConditionsYield
With triethylamine In dichloromethane; pentane at 20 - 23℃; for 24h;A 81%
B 10%
89-98-5

2-chloro-benzaldehyde

A

56427-98-6

2,2'-(oxybis(methylene))bis(chlorobenzene)

B

611-19-8

1-chloro-2-(chloromethyl)benzene

Conditions
ConditionsYield
With chloro-trimethyl-silane; thionyl chloride; 1,1,3,3-Tetramethyldisiloxane; zinc(II) iodide at 70℃; for 1h;A 45%
B 55%
17849-38-6

2-Chlorobenzyl alcohol

611-19-8

1-chloro-2-(chloromethyl)benzene

Conditions
ConditionsYield
With pyridine; thionyl chloride
With phosphorus pentachloride at 100℃;
With phosphorus pentachloride
With thionyl chloride In pyridine Ambient temperature;

N,N-bis-(2-chloro-benzyl)-benzamide

611-19-8

1-chloro-2-(chloromethyl)benzene

Conditions
ConditionsYield
With phosphorus pentachloride durch Schmelzen;
100-44-7

benzyl chloride

A

104-83-6

1-Chloro-4-(chloromethyl)benzene

B

611-19-8

1-chloro-2-(chloromethyl)benzene

Conditions
ConditionsYield
With iodine at 30 - 40℃; beim Chlorieren;
133-59-5

Toluene-2-sulfonyl chloride

611-19-8

1-chloro-2-(chloromethyl)benzene

Conditions
ConditionsYield
With chlorine; phosphorus trichloride at 110 - 130℃;
708-65-6

1-chloro-1-(4-methylphenyl)-2,2,2-trifluoroethane

C7H6Cl(1+)

A

128408-26-4

C9H8F3(1+)

B

611-19-8

1-chloro-2-(chloromethyl)benzene

Conditions
ConditionsYield
at 69.85℃; Thermodynamic data; chloride-transfer;
191402-57-0

1-(1-Chloro-2,2,2-trifluoro-ethyl)-3,5-dimethyl-benzene

C7H6Cl(1+)

A

128408-30-0

C10H10F3(1+)

B

611-19-8

1-chloro-2-(chloromethyl)benzene

Conditions
ConditionsYield
at 69.85℃; Thermodynamic data; chloride-transfer;

2-Chlorobenzyl chloride Chemical Properties

The Molecular Structure of 2-Chlorobenzyl chloride (CAS NO.611-19-8):

Empirical Formula: C7H6Cl2
Molecular Weight: 161.0285 
IUPAC Name: 1-chloro-2-(chloromethyl)benzene 
Appearance: Colorless to light yellow liquid
Nominal Mass: 160 Da
Average Mass: 161.0285 Da
Monoisotopic Mass: 159.984656 Da 
Index of Refraction: 1.546
Molar Refractivity: 40.91 cm3
Molar Volume: 129 cm3
Surface Tension: 37 dyne/cm
Density: 1.247 g/cm3 
Melting Point: -13 °C
Flash Point: 82.2 °C
Enthalpy of Vaporization: 43.17 kJ/mol
Boiling Point: 213.7 °C at 760 mmHg
Vapour Pressure: 0.236 mmHg at 25°C 
Water Solubility: insoluble
InChI
InChI=1/C7H6Cl2/c8-5-6-3-1-2-4-7(6)9/h1-4H,5H2
Smiles
Synonyms: c1(c(cccc1)Cl)CCl ; 4-05-00-00816 (Beilstein Handbook Reference) ; AI3-14885 ; BRN 0471700 ; EINECS 210-258-8

2-Chlorobenzyl chloride Uses

 2-Chlorobenzyl chloride (CAS NO.611-19-8) can be used for producing O-cypermethrin and benzyl, o-chlorobenzene methanol  and synthetic of dyes.It is also used in pharmacy.

2-Chlorobenzyl chloride Toxicity Data With Reference

1.    

ihl-rat LC50:>1140 mg/m3/1H

    EPASR*    United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. (U.S. Environmental Protection Agency, 401M St., S.W., Washington, DC 20460) History Unknown 8EHQ-0990-1020 .
2.    

unr-rat LD50:430 mg/kg

    EPASR*    United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. (U.S. Environmental Protection Agency, 401M St., S.W., Washington, DC 20460) History Unknown 8EHQ-0990-1020 .

Moderately toxic by inhalation and an unspecified route. When heated to decomposition it emits toxic vapors of Cl.

2-Chlorobenzyl chloride Consensus Reports

Reported in EPA TSCA Inventory.

2-Chlorobenzyl chloride Safety Profile

Hazard Codes: CorrosiveCDangerousN
Risk Statements: 34-43-50/53-20/21/22 
R34: Causes burns
R43: May cause sensitization by skin contact
R50/53: Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements: 26-36/37/39-45-29 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S29: Do not empty into drains
RIDADR: UN 2235 6.1/PG 3
WGK Germany: 3
RTECS: CZ0195000
F: 19-21 
F 19: Lachrymator
F 21: Sensitive to humidity
HazardClass: 6.1
PackingGroup: III 

2-Chlorobenzyl chloride Specification

 2-Chlorobenzyl chloride (CAS NO.611-19-8) is also called as 1-Chloro-2-(chloromethyl)benzene ; Ortho-alpha-dichlorotoluene ; alpha,2-Dichlorotoluene ; alpha,o-Dichlorotoluene ; o-Chlorobenzyl chloride ; Benzene, 1-chloro-2-(chloromethyl)- ; Toluene, alpha,o-dichloro- (8CI) ; alpha,2-Dichlorotoluene ; Toluene, o,alpha-dichloro- .

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