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2,4-Dichlorotoluene

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Name

2,4-Dichlorotoluene

EINECS 202-445-8
CAS No. 95-73-8 Density 1.242 g/cm3
PSA 0.00000 LogP 3.30180
Solubility immiscible with water Melting Point -14 °C
Formula C7H6Cl2 Boiling Point 198.6 °C at 760 mmHg
Molecular Weight 161.031 Flash Point 79.4 °C
Transport Information UN 2810 Appearance clear colorless liquid
Safety 23-24/25 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 95-73-8 (2,4-Dichlorotoluene) Hazard Symbols IrritantXi
Synonyms

Toluene,2,4-dichloro- (8CI);1,3-Dichloro-4-methylbenzene;2,4-Dichloro-1-methylbenzene;

Article Data 46

2,4-Dichlorotoluene Synthetic route

1777-82-8

(2,4-dichlorophenyl)methanol

95-73-8

2,4-dichlorotoluene

Conditions
ConditionsYield
With 2-pentanol; ReOCl3(SMe2)(OPPh3) for 17h; Green chemistry; chemoselective reaction;98%
Multi-step reaction with 3 steps
1: diethylamino-sulfur trifluoride / dichloromethane / 1 h / -78 - 20 °C
2: tris(pentafluorophenyl)borate / 1,2-dichloro-ethane / 0.08 h / 20 °C / Glovebox; Schlenk technique
3: sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C
View Scheme
1193-72-2

1-bromo-2,4-dichlorobenzene

544-97-8

dimethyl zinc(II)

95-73-8

2,4-dichlorotoluene

Conditions
ConditionsYield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane for 2h; Heating;91%
874-42-0

2,4-dichlorobenzaldeyhde

95-73-8

2,4-dichlorotoluene

Conditions
ConditionsYield
With 2-pentanol; ReOCl3(SMe2)(OPPh3) for 17h; Green chemistry; chemoselective reaction;91%
95-80-7

4-methylbenzene-1,3-diamine

95-73-8

2,4-dichlorotoluene

Conditions
ConditionsYield
With potassium bisulfite; potassium chloride; cobalt(II) chloride In water at 70 - 75℃; for 2.33333h; Concentration; Temperature;85%
With nitrosylsulfuric acid; acetic acid Behandlung der erhaltenen Diazoniumsalz-Loesung mit CuCl in konz. wss. HCl;
With hydrogenchloride; copper dichloride; sodium nitrite
59293-67-3

2,4-dichlorobenzyl mercaptan

A

95-73-8

2,4-dichlorotoluene

B

6295-41-6

bis-(2,4-dichloro-benzyl)-sulfide

C

874-42-0

2,4-dichlorobenzaldeyhde

D

1,2-bis(2',4'-dichlorophenyl)ethane

Conditions
ConditionsYield
With tetrafluoroboric acid; triiron dodecarbonyl In benzene 1.) RT, 4 h; 2.) 60 deg C;A 74%
B 2%
C 3%
D 10%
106-43-4

para-chlorotoluene

95-73-8

2,4-dichlorotoluene

Conditions
ConditionsYield
With aluminum (III) chloride; iron(III) chloride; chlorine; calcium chloride; zinc(II) chloride In water at 39℃; for 18h; Temperature; Molecular sieve; Autoclave; Inert atmosphere;68.9%
With chlorine at 40 - 41℃; for 0.5h; Temperature;68%
With perchloric acid; trichloroisocyanuric acid In water; acetic acid at 30℃; Rate constant; Thermodynamic data; Ea, ΔH(excit.), ΔS(excit.);
50-84-0

2,4 dichlorobenzoic acid

A

1777-82-8

(2,4-dichlorophenyl)methanol

B

95-73-8

2,4-dichlorotoluene

Conditions
ConditionsYield
With tricarbonyl(η(4)-cycloocta-1,5-diene)iron; phenylsilane In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; UV-irradiation; chemoselective reaction;A 67%
B n/a
59293-67-3

2,4-dichlorobenzyl mercaptan

95-73-8

2,4-dichlorotoluene

Conditions
ConditionsYield
dicobalt octacarbonyl In water; benzene at 185 - 190℃; under 46543.3 Torr;63%
108-88-3

toluene

A

106-43-4

para-chlorotoluene

B

95-49-8

2-methylchlorobenzene

C

95-73-8

2,4-dichlorotoluene

Conditions
ConditionsYield
With hydrogenchloride; sodium hypochlorite In water at 20℃; Product distribution; Further Variations:; Temperatures; molar quantity of reagents; Chlorination; oxidative chlorination;A 29%
B 63%
C 3.5%
With oxone; potassium chloride In acetonitrile at 20℃; for 24h; Product distribution; Further Variations:; Reagents ratio;
With sulfuric acid; [BMIM]Cl; chlorine at 70℃; for 8h;

C32H24Cl2N(1+)*BF4(1-)

A

95-73-8

2,4-dichlorotoluene

B

60211-56-5

2,4-dichlorobenzyl fluoride

Conditions
ConditionsYield
at 180℃; under 0.5 Torr; for 3h;A 20%
B 45%

2,4-Dichlorotoluene Chemical Properties

The Molecular Structure of 2,4-Dichlorotoluene (CAS NO.95-73-8):

Empirical Formula: C7H6Cl2
Molecular Weight: 161.0285 
Index of Refraction: 1.543
Molar Refractivity: 40.86 cm3
Molar Volume: 129.6 cm3
Surface Tension: 35.6 dyne/cm
Density: 1.242 g/cm3
Flash Point: 79.4 °C
Enthalpy of Vaporization: 41.71 kJ/mol
Boiling Point: 198.6 °C at 760 mmHg
Vapour Pressure: 0.502 mmHg at 25°C 
IUPAC Name: 2,4-dichloro-1-methylbenzene      
Appearance: clear colorless liquid 
Product Categories: Organics;Aryl;C7;Halogenated Hydrocarbons
Synonyms: 2,4-Dichlorotoluene ; 2,4-Dichloro-1-methylbenzene ; 4-05-00-00815 (Beilstein Handbook Reference) ; BRN 1931691 ; Benzene, 2,4-dichloro-1-methyl- ; EINECS 202-445-8 ; HSDB 2567 ; Toluene, 2,4-dichloro- ; Benzene, 2,4-dichloro-1-methyl- ; Toluene, 2,4-dichloro-   

2,4-Dichlorotoluene Uses

 2,4-Dichlorotoluene (CAS NO.95-73-8) is used as raw materials for organic synthesis. In medicine industry, 2,4-Dichlorotoluene (CAS NO.95-73-8) is used as high boiling point solvents and for the synthesis of chlorinated-nitrated pesticides and medicinal products. For pesticide intermediates, It is used for manufacture 2,4-dichloro-benzyl chloride , 2,4-Dichlorobenzoyl chloride for synthesis and 2,4-dichloro-benzoic acid .

2,4-Dichlorotoluene Production

Through 2.3-chloro-4-toluidine and sodium nitrate's diazo reaction, then through the sandmyer-reaction with copper chloride, we can obtain 2,4-Dichlorotoluene (CAS NO.95-73-8).

2,4-Dichlorotoluene Toxicity Data With Reference

1.    

orl-rat LD50:4600 mg/kg

    GISAAA    Gigiena i Sanitariya. 53 (2)(1988),80.
2.    

orl-mus LD50:2900 mg/kg

    GISAAA    Gigiena i Sanitariya. 53 (2)(1988),80.
3.    

orl-gpg LD50:5 g/kg

    GISAAA    Gigiena i Sanitariya. 53 (2)(1988),80.

2,4-Dichlorotoluene Consensus Reports

Reported in EPA TSCA Inventory.

2,4-Dichlorotoluene Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 23-24/25 
S23: Do not breathe vapour
S24/25: Avoid contact with skin and eyes
RIDADR: UN 2810
WGK Germany: 2
RTECS: XT0730000
Hazard Note: Harmful
HazardClass: 9
PackingGroup: III
HS Code: 29036990

2,4-Dichlorotoluene Standards and Recommendations

ASSAY: 99.0% min
ISOMER IMPURITY: 1.0% max

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