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1,2-Bis(chloromethyl)benzene

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Name

1,2-Bis(chloromethyl)benzene

EINECS 210-291-8
CAS No. 612-12-4 Density 1.208 g/cm3
PSA 0.00000 LogP 3.16420
Solubility hydrolysis with water Melting Point 51-55 °C(lit.)
Formula C8H8Cl2 Boiling Point 239.5 °C at 760 mmHg
Molecular Weight 175.058 Flash Point 114.1 °C
Transport Information UN 3261 8/PG 2 Appearance white to light yellow crystal powder
Safety 26-27-28-36/37/39-45-24/25-61-29-28A Risk Codes 34-36/37-36/37/38-50/53-26-22-36
Molecular Structure Molecular Structure of 612-12-4 (1,2-Bis(chloromethyl)benzene) Hazard Symbols CorrosiveC, IrritantXi
Synonyms

o-Xylene, a,a'-dichloro- (7CI,8CI);NSC 71934;o-Bis(chloromethyl)benzene;o-Xylene-a,a'-dichloride;o-Xylylene dichloride;a,a'-Dichloro-o-xylene;

Article Data 23

1,2-Bis(chloromethyl)benzene Synthetic route

612-14-6

phthalyl alcohol

A

496-14-0

1,3-dihydroisobenzofuran

B

612-12-4

o-Xylylene dichloride

C

142066-41-9

2-(chloromethyl)-phenyl methanol

Conditions
ConditionsYield
With hydrogenchloride In water at 70℃; for 1h;A n/a
B n/a
C 91%
98-07-7

Benzotrichlorid

612-14-6

phthalyl alcohol

A

98-87-3

benzylidene dichloride

B

612-12-4

o-Xylylene dichloride

Conditions
ConditionsYield
With TOP; phenylsilane In neat (no solvent) at 100℃; for 24h; Appel Halogenation; Inert atmosphere;A n/a
B 65%
95-47-6

o-xylene

A

612-12-4

o-Xylylene dichloride

B

30293-58-4

α,α,α'-trichloro-o-xylene

C

60973-59-3

α,α-dichloro-o-xylene

D

552-45-4

1-chloromethyl-2-methylbenzene

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); chlorine at 90℃; for 4h;A 50.5%
B n/a
C n/a
D n/a
128-09-6

N-chloro-succinimide

95-47-6

o-xylene

612-12-4

o-Xylylene dichloride

Conditions
ConditionsYield
Irradiation.UV-Licht;
128-09-6

N-chloro-succinimide

95-47-6

o-xylene

A

612-12-4

o-Xylylene dichloride

B

552-45-4

1-chloromethyl-2-methylbenzene

Conditions
ConditionsYield
UV-Licht.Irradiation;
95-47-6

o-xylene

612-12-4

o-Xylylene dichloride

Conditions
ConditionsYield
With phosphorus pentachloride at 190℃;
durch Chlorierung im Sonnenlicht;
With chlorine Irradiation;
131-11-3

phthalic acid dimethyl ester

612-12-4

o-Xylylene dichloride

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether Erhitzen des Reaktionsgemisches mit konz. wss. Salzsaeure;
861338-62-7

bis-(2-ethoxymethyl-benzyl)-amine

A

612-12-4

o-Xylylene dichloride

B

38379-25-8

o-chloromethylbenzylamine

Conditions
ConditionsYield
With hydrogenchloride; ethanol
50-00-0

formaldehyd

100-44-7

benzyl chloride

A

612-12-4

o-Xylylene dichloride

B

623-25-6

p-Xylylene dichloride

Conditions
ConditionsYield
With zinc(II) chloride at 80℃; Einleiten von HCl;
With aluminium trichloride; 1,2-dichloro-ethane; zinc(II) chloride at 50℃; Einleiten von HCl;
612-14-6

phthalyl alcohol

612-12-4

o-Xylylene dichloride

Conditions
ConditionsYield
With hydrogenchloride
With acetyl chloride; zinc(II) chloride
With tetrachloromethane; triphenylphosphine

1,2-Bis(chloromethyl)benzene Chemical Properties

The molecular structure of α,α'-Dichloro-o-xylene (612-12-4) as follow:
EINECS: 210-291-8
Molecular formula: C8H8Cl2
Formula weight: 175.06
Synonyms: 1,2-Bis(chloromethyl)benzene ; o-Xylylene dichloride ; o-Bis(chloromethyl)benzene ; Benzene,1,2-bis(chloromethyl)-
Density: 1.208 g/cm3
Melting point: 51-55 ℃(lit.)
Boiling point: 239-241 ℃(lit.)    
Flash point: 107 ℃
Index of refraction: 1.544               
Vapour pressure: 0.0618 mmHg at 25 ℃ 
Appearance: white to light yellow crystal powder
 α,α'-Dichloro-o-xylene (612-12-4) can hydrolysis in water. The product categories about it belong to pharmaceutical intermediates.

1,2-Bis(chloromethyl)benzene Uses

 α,α'-Dichloro-o-xylene(612-12-4) is used as pharmaceutical, chemical and pesticide intermediates.

1,2-Bis(chloromethyl)benzene Toxicity Data With Reference

mouseLD50intravenous320mg/kg (320mg/kg) U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03225,
mouseLD50oral1131mg/kg (1131mg/kg)BEHAVIORAL:SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
VASCULAR: REGIONAL OR GENERAL ARTERIOLAR OR VENOUS DILATION
National Technical Information Service. Vol. OTS0555290,
ratLD50oral2263mg/kg (2263mg/kg)BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
VASCULAR: REGIONAL OR GENERAL ARTERIOLAR OR VENOUS DILATION
National Technical Information Service. Vol. OTS0555290,

1,2-Bis(chloromethyl)benzene Consensus Reports

Reported in EPA TSCA Inventory.

1,2-Bis(chloromethyl)benzene Safety Profile

Poison by intravenous route. Mutation data reported. See also CHLORINATED HYDROCARBONS, AROMATIC. When heated to decomposition it emits toxic Cl.

Hazard codes: C Corrosive Xi Irriitant
Risk statements: 22 Harmful if swallowed.
                       26 Very toxic by inhalation.
                       34 Causes burns. 
                       36 Irritating to the eyes. 
                       36/37 Irritating to eyes and respiratory system.  
                       36/37/38 Irritating to eyes, respiratory system and skin.
                       50/53 Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety statements: 24/25 Avoid contact with skin and eyes. 
                           26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
                           27 Take off immediately all contaminated clothing. 
                           28A After contact with skin, wash immediately with plenty of water.
                           29 Do not empty into drains.
                           36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
                           45 In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).
                           61 Avoid release to the environment. Refer to special instructions/safety data sheets.

1,2-Bis(chloromethyl)benzene Specification

 α,α'-Dichloro-o-xylene (612-12-4) is stable at room temperature in closed containers under normal storage and handling conditions. It must be away from incompatible substances such as strong oxidizing agents, bases, alcohols, aluminum and amines. Its hazardous decomposition products are hydrogen chloride, phosgene, carbon monoxide and carbon dioxide. The hazardous polymerization of α,α'-Dichloro-o-xylene (612-12-4) has not been reported.

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