1,4-Dichlorobenzene supplier

Name
1,4-Dichlorobenzene
EINECS 203-400-5
CAS No. 106-46-7
Article Data249
CAS DataBase
Density 1.297 g/cm³
Solubility Insoluble in water
Melting Point 52-54 °C(lit.)
Formula C₆H₄Cl₂
Boiling Point 174.1 °C at 760 mmHg
Molecular Weight 147.004
Flash Point 60.7 °C
Transport Information UN 3077 9/PG 3
Appearance colourless or white crystal
Safety 36/37-46-60-61-45-16-7
Risk Codes 36-40-50/53-39/23/24/25-23/24/25-11
Molecular Structure
Hazard Symbols Xn,N,T,F
Synonyms 1, 4-Dichlorobenzene;Paramoth;p-Dichloorbenzeen [Dutch];p-Diclorobenzene [Italian];p-Dichloorbenzeen;Dichlorobenzene, p-, solid;Benzene, p-dichloro-;1,4-Diclorobenzene [Italian];Paradichlorobenzol;Santochlor;RCRA waste no. D027;Paracide;1,4-Dichlor-benzol [German];RCRA waste no. U072;Globol;NCI-C54955;Di-chloricide;Para crystals;Paradow;RCRA waste number U070;p-Dichlorobenzol;1, 4-Dichloorbenzeen;Parazene;Persia-Perazol;benzene, 1,4-dichloro-;Benzene, 1, 4-dichloro-;Dichlorobenzene;4-Dichlorobenzene;p-Dichlorbenzol [German];RCRA waste number U071;PDCB;Paradi;Evola;p-Diclorobenzene;Paranuggets;1,4-Dichloorbenzeen [Dutch];p-Dichlorbenzol;1,4-Diclorobenzene;1,4-Dichlor-benzol;Paradichlorbenzol [German];
PSA 0.00000
LogP 2.99340

Synthetic route

: 637-87-6
1-Chloro-4-iodobenzene

: 106-46-7
para-dichlorobenzene

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate; hypochlorite In dichloromethane other iodoaromatics, intermediacy of iodyl compounds at short reaction times;	100%
With tetra(n-butyl)ammonium hydrogensulfate; hypochlorite In dichloromethane 23-28 h; Yield given;
Multi-step reaction with 2 steps 1: 3-chloro-benzenecarboperoxoic acid 2: copper(l) chloride / acetonitrile / 2 h / 80 °C View Scheme

: 95-94-3
1,2,4,5-tetrachlorobenzene

A: 106-46-7
para-dichlorobenzene

B: 95-50-1
1,2-dichloro-benzene

C: 541-73-1
1,3-Dichlorobenzene

D: 71-43-2
benzene

Conditions

Conditions	Yield
With potassium hydroxide; hydrogen; palladium on activated charcoal In water at 50℃; for 0.92h; Yields of byproduct given;	A n/a B n/a C n/a D 98%

...Expand

: 122-01-0
4-chloro-benzoyl chloride

: 106-46-7
para-dichlorobenzene

Conditions

Conditions	Yield
palladium on activated charcoal In gas at 360℃;	98%

: 106-39-8
bromochlorobenzene

: 106-46-7
para-dichlorobenzene

Conditions

Conditions	Yield
With trans-bis(glycinato)copper(II) monohydrate; tetramethlyammonium chloride In ethanol at 100℃; for 24h; Finkelstein Reaction; Schlenk technique; Inert atmosphere;	95%
With sodium hypochlorite; (tetraphenylporphyrinato)nickel(II); benzyl tri-n-butylammonium bromide In chloroform at 25℃; for 0.5h;	75%
With tetrachloromethane; chlorine Photolysis;
With tetrachloromethane at 250℃; for 21h; Inert atmosphere; Autoclave;	13 %Spectr.
With iron(III) chloride; sodium chloride In acetonitrile for 10h; Kinetics; Irradiation; Green chemistry; regioselective reaction;

: 98-60-2
4-chlorobenzenesulfonyl chloride

: 106-46-7
para-dichlorobenzene

Conditions

Conditions	Yield
With sulfuryl dichloride; 2,2'-azobis(isobutyronitrile); hexamethylenetetramine at 54.9 - 64.9℃; for 2h; Thermodynamic data; Kinetics; Mechanism; activation energy;	95%
With sulfuryl dichloride; 2,2'-azobis(isobutyronitrile); hexamethylenetetramine at 54.9 - 64.9℃;	95%

: 120-82-1
1,2,4-Trichlorobenzene

A: 106-46-7
para-dichlorobenzene

B: 95-50-1
1,2-dichloro-benzene

C: 541-73-1
1,3-Dichlorobenzene

Conditions

Conditions	Yield
With radical anion of p,p'-di-tert-butylbiphenyl In tetrahydrofuran at -60℃; Product distribution; Rate constant; Mechanism; Irradiation; radical anion of naphthalene, different temperatures;	A 87.2% B 2.79% C 9.96%
With radical anion of p,p'-di-tert-butylbiphenyl In tetrahydrofuran at -70℃; Irradiation;	A 87.7% B 2.97% C 9.32%
With radical anion of p,p'-di-tert-butylbiphenyl In tetrahydrofuran at 45℃; Irradiation;	A 75.3% B 9.89% C 13.7%

...Expand

: potassium (4-chlorophenyl)trifluoroborate

: 106-46-7
para-dichlorobenzene

Conditions

Conditions	Yield
With trichloroisocyanuric acid In water; ethyl acetate at 20℃; for 1h; Open flask;	86%

: 1204518-00-2
(4-chlorophenyl)(mesityl)iodonium trifluoromethanesulfonate

: 106-46-7
para-dichlorobenzene

Conditions

Conditions	Yield
With copper(l) chloride In acetonitrile at 80℃; for 2h;	83%

: 71-43-2
benzene

A: 106-46-7
para-dichlorobenzene

B: 108-90-7
chlorobenzene

C: 95-50-1
1,2-dichloro-benzene

Conditions

Conditions	Yield
With iron sulfide; antimony(III) sulfide; chlorine at 35 - 55℃; under 760.051 Torr; Reagent/catalyst; Temperature;	A 7.2% B 80.7% C 3.1%
With hydrogenchloride; sodium peroxide In acetic acid at 78 - 80℃; for 3h;	A 12% B 79% C 6%
With chlorine at 40 - 60℃; under 760.051 Torr; for 1.75h; Reagent/catalyst; Temperature;	A 72.4% B 5.1% C 22%

...Expand

: 106-47-8
4-chloro-aniline

: 106-46-7
para-dichlorobenzene

Conditions

Conditions	Yield
With N-chloro-succinimide; sodium nitrite In N,N-dimethyl-formamide at 20℃; for 6h;	80%
With tetrachloromethane; tert-Butyl thionitrate for 1h; Heating;	40%
With tert.-butylnitrite; N-benzyl-N,N,N-triethylammonium chloride; copper dichloride; 10-camphorsulfonic acid In neat (no solvent) Time; Solvent;	10%

: 14688-34-7
Benzophenon-O-(p-chlorbenzoyl)-oxim

A: 119-61-9
benzophenone

B: 106-46-7
para-dichlorobenzene

C: 67-72-1
hexachloroethane

D: 983-79-9
benzophenone azine

Conditions

Conditions	Yield
With tetrachloromethane Ambient temperature; Irradiation; Yields of byproduct given;	A n/a B 80% C n/a D n/a

...Expand

: 17333-85-6
4-chlorophenyldiazonium salt

: 106-46-7
para-dichlorobenzene

Conditions

Conditions	Yield
With bromide; copper(II) nitrate; ascorbic acid In water for 0.5h; Ambient temperature;	76%
With hydrogenchloride; acetic acid; copper(l) chloride at 0 - 5℃;

: 100-00-5
4-chlorobenzonitrile

: 106-46-7
para-dichlorobenzene

Conditions

Conditions	Yield
With Dichlorophenylphosphine In various solvent(s) at 170℃; for 5h;	73%
With thionyl chloride at 160 - 200℃;
With hydrogenchloride at 270℃;

: 95-94-3
1,2,4,5-tetrachlorobenzene

A: 106-46-7
para-dichlorobenzene

B: 108-90-7
chlorobenzene

C: 95-50-1
1,2-dichloro-benzene

D: 541-73-1
1,3-Dichlorobenzene

E: 120-82-1
1,2,4-Trichlorobenzene

F: 71-43-2
benzene

Conditions

Conditions	Yield
With potassium hydroxide; hydrogen; palladium on activated charcoal In water at 50℃; for 0.5h; Product distribution; Aliquat 336 and other phase-transfer catalysts, different multiphase systems, different time and solvents;	A n/a B 4% C n/a D n/a E 4% F 73%
With potassium hydroxide; sodium hypophosphite; cetyltributylphosphonium bromide; isobutyric Acid; palladium on activated charcoal In 2,2,4-trimethylpentane at 50℃; for 2h; Product distribution; varying conditions (solvent, aqueous phase, hydrogen source, phase-transfer agent, time), other aromatic halides, competitive hydrodehalogenations;
With potassium hydroxide; hydrogen; palladium on activated charcoal In 2,2,4-trimethylpentane at 50℃; for 0.5h; Product distribution; add. of Aliquat 336, var. phase-transfer cat.; var. base: Ca(OH)2; add. of polyethylene glycol monomethyl ether; add of NaBO3*H2O or KF; var. solv. and time;	A n/a B 4 % Chromat. C n/a D n/a E 4 % Chromat. F 73 % Chromat.

...Expand

: 71-43-2
benzene

A: 106-46-7
para-dichlorobenzene

B: 95-50-1
1,2-dichloro-benzene

Conditions

Conditions	Yield
With chlorine at 50 - 60℃; under 760.051 Torr; for 1.83333h; Reagent/catalyst; Temperature;	A 72.2% B 22.4%
Multi-step reaction with 2 steps 1: dipotassium peroxodisulfate; sodium chloride / [D3]acetonitrile; water / 1 h / 100 °C 2: dipotassium peroxodisulfate; sodium chloride / [D3]acetonitrile; water / 2 h / 100 °C View Scheme
Multi-step reaction with 2 steps 1: trichloroisocyanuric acid; acetic acid / 1,2-dichloro-ethane / 0.5 h / 80 °C / Green chemistry 2: trichloroisocyanuric acid; acetic acid / 1,2-dichloro-ethane / 0.5 h / 80 °C / Green chemistry View Scheme
With chlorine

: 108-90-7
chlorobenzene

A: 106-46-7
para-dichlorobenzene

B: 95-50-1
1,2-dichloro-benzene

Conditions

Conditions	Yield
With chlorine; natural kaolinitic clay In tetrachloromethane for 2h; Heating;	A 71% B 25%
With N-chloro-succinimide; iron(III) chloride In acetonitrile for 7h;	A 35% B 45%
With lead(IV) acetate; C6F13COOH; lithium chloride at 80℃; for 14h;	A 43.9% B 14.9%

: 5858-18-4
2,5-dichlorbenzenethiol

A: 106-46-7
para-dichlorobenzene

B: 91772-67-7
S-(2,5-dichlorophenyl) thioacetate

Conditions

Conditions	Yield
With hexacarbonyl molybdenum In acetic acid at 115 - 120℃; for 3h;	A 71% B 20%

: 5858-18-4
2,5-dichlorbenzenethiol

: 64-19-7
acetic acid

A: 106-46-7
para-dichlorobenzene

B: 91772-67-7
S-(2,5-dichlorophenyl) thioacetate

Conditions

Conditions	Yield
With hexacarbonyl molybdenum at 115 - 120℃; for 3h;	A 71% B 20%

...Expand

: 7203-90-9
1-(p-chlorophenyl)-3,3-dimethyl-1-triazene

: 106-46-7
para-dichlorobenzene

Conditions

Conditions	Yield
With methanesulfonic acid; N-benzyl-N,N,N-triethylammonium chloride; copper In acetonitrile at 40℃; for 0.25h;	71%

: 4-(chloro)benzenediazonium benzo[d][1,3,2]dithiazol-2-ide-1,1,3,3-tetraoxide

: 106-46-7
para-dichlorobenzene

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; copper In acetonitrile at 20℃; for 0.75h; Substitution;	70%
Multi-step reaction with 2 steps 1: 90 percent / aq. NaOH / 0.5 h / 0 - 5 °C 2: 71 percent / Et3PhCH2N(+)Cl(-); MeSO3H; Cu / acetonitrile / 0.25 h / 40 °C View Scheme

: 5858-18-4
2,5-dichlorbenzenethiol

: 106-46-7
para-dichlorobenzene

Conditions

Conditions	Yield
With aluminum oxide; sodium triethylborohydride; iron(II) chloride In tetrahydrofuran; benzene Ambient temperature;	67%

: 2028-74-2
p-chlorobenzenediazonium chloride

A: 106-46-7
para-dichlorobenzene

B: 106-48-9
4-chloro-phenol

Conditions

Conditions	Yield
With copper(II) sulfate; sodium chloride; ascorbic acid In water Product distribution; Rate constant; Mechanism; other substrates; competitive reaction with NaBr;	A 20.5% B 67%

: 120-82-1
1,2,4-Trichlorobenzene

A: 106-46-7
para-dichlorobenzene

B: 108-90-7
chlorobenzene

C: 95-50-1
1,2-dichloro-benzene

D: 541-73-1
1,3-Dichlorobenzene

E: 71-43-2
benzene

Conditions

Conditions	Yield
With hydrogen; palladium diacetate; sodium hydrogencarbonate In water at 25℃; under 760.051 Torr;	A n/a B 6% C n/a D n/a E 60%
With sodium tetrahydroborate In water; acetonitrile Quantum yield; Product distribution; Irradiation; effect of scavengers and quenchers;	A 37 % Chromat. B 18 % Chromat. C 2 % Chromat. D 43 % Chromat. E 1 % Chromat.
With potassium hydroxide; hydrogen; palladium on activated charcoal In 2,2,4-trimethylpentane at 50℃; for 0.333333h; Product distribution; add. of Aliquat 336, var. cat.: Raney-Ni; var. temp.;	A 1 % Chromat. B 9 % Chromat. C 7 % Chromat. D 2 % Chromat. E 81 % Chromat.

...Expand

: 110-86-1
pyridine

: 305-15-7
(2,5-dichlorophenyl)hydrazine

A: 95-82-9
2,5 dichloroaniline

B: 106-46-7
para-dichlorobenzene

C: 4381-30-0
2-(2,5-dichlorophenyl)pyridine

D: 4467-14-5
4-(2,5-Dichloro-phenyl)-pyridine

Conditions

Conditions	Yield
With KO2 for 10h; Ambient temperature; Yield given. Further byproducts given;	A 6% B 59% C n/a D n/a

...Expand

: 305-15-7
(2,5-dichlorophenyl)hydrazine

A: 95-82-9
2,5 dichloroaniline

B: 106-46-7
para-dichlorobenzene

C: 4381-30-0
2-(2,5-dichlorophenyl)pyridine

D: 4467-14-5
4-(2,5-Dichloro-phenyl)-pyridine

Conditions

Conditions	Yield
With KO2 In pyridine for 10h; Ambient temperature; Further byproducts given;	A 6% B 59% C n/a D n/a

...Expand

: 305-15-7
(2,5-dichlorophenyl)hydrazine

A: 106-46-7
para-dichlorobenzene

B: 583-78-8
2,5-dichlorophenol

C: 4381-30-0
2-(2,5-dichlorophenyl)pyridine

D: 4467-14-5
4-(2,5-Dichloro-phenyl)-pyridine

Conditions

Conditions	Yield
With KO2 In pyridine for 10h; Ambient temperature; Further byproducts given;	A 59% B 2% C n/a D n/a

...Expand

: 305-15-7
(2,5-dichlorophenyl)hydrazine

A: 106-46-7
para-dichlorobenzene

B: 35693-99-3
2,2',5,5'-Tetrachlorobiphenyl

C: 4381-30-0
2-(2,5-dichlorophenyl)pyridine

D: 4467-14-5
4-(2,5-Dichloro-phenyl)-pyridine

Conditions

Conditions	Yield
With KO2 In pyridine for 10h; Ambient temperature; Further byproducts given;	A 59% B 4% C n/a D n/a

...Expand

: 106-47-8
4-chloro-aniline

A: 106-46-7
para-dichlorobenzene

B: 2974-90-5
3,4'-dichlorobiphenyl

C: 2050-68-2
4,4'-dichlorobiphenyl

D: 108-90-7
chlorobenzene

Conditions

Conditions	Yield
With tetrachloromethane; n-Butyl nitrite at 60℃; for 1h;	A 53% B n/a C n/a D 38%

...Expand

: 79-01-6
Trichloroethylene

: 2028-74-2
p-chlorobenzenediazonium chloride

A: 106-46-7
para-dichlorobenzene

B: 4714-30-1
1-chloro-4-(1,2,2,2-tetrachloro-ethyl)-benzene

Conditions

Conditions	Yield
With potassium chloride; copper dichloride In water; acetone	A n/a B 50%

...Expand

: 106-46-7
para-dichlorobenzene

: 71-41-0
pentan-1-ol

: 51241-40-8
1-chloro-4-(pentyloxy)benzene

Conditions

Conditions	Yield
With potassium hydroxide; ethylene glycol; poly(ethylene glycol) at 140 - 150℃; for 6h; Product distribution; Investigation of the reactions of p-dichlorobenzene and o-dichlorobenzene with n-pentylalcohol in the presence of poly(ethylene glycol) catalysts with various molecular weight.;	100%
With potassium hydroxide; PEG-6000 at 150℃; for 6h;	100%

: 106-46-7
para-dichlorobenzene

: 71-43-2
benzene

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In water at 50℃; for 0.25h;	100%
With sodium hydroxide; ethanol; hydrogen; PdCl2-poly(N-vinyl-2-pyrrolidone); palladium dichloride at 65℃; under 760 Torr; for 6h;	100%
With Ni[1,10-phenanthroline]2(PF6)2; water; zinc at 70℃; for 7h; Ionic liquid;	51.2%

: 106-46-7
para-dichlorobenzene

: 98-80-6
phenylboronic acid

: 92-94-4
[1,1';4',1'']terphenyl

Conditions

Conditions	Yield
With potassium phosphate; SP-4-[1,3-bis[2,6-diisopropylphenyl]-1,3-dihydro-2H-imidazol-2-ylidene]chloro[2-(1-methyl-1H-imidazol-2-yl-κN3)phenyl-κC]palladium(II) In ethanol at 60℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;	100%
With potassium phosphate; tetrabutylammomium bromide In water at 95℃; for 40h; Suzuki-Miyaura Coupling;	96%
With C27H39Br2N3Pd; potassium hydroxide In isopropyl alcohol at 82℃; for 0.5h; Suzuki-Miyaura Coupling;	95%

: 106-46-7
para-dichlorobenzene

: 872415-81-1
(5,10,15,20-tetrakis(p-tolyl)porphyrinato)carbonyliridium(III) chloride

: 1280227-58-8
(p-chlorophenyl)(5,10,15,20-tetrakis(p-tolyl)porphyrinato)iridium(III)

Conditions

Conditions	Yield
With K2CO3 In benzene heating of Ir(C20H8N4(p-tol)4)(CO)Cl, K2CO3 (20 equiv.), 1,4-dichlorobenzene (200 equiv.) and benzene in Teflon screw capped Schlenk tube at 150°C under N2 for 3.5 ds;	100%

: 106-46-7
para-dichlorobenzene

: 872415-81-1
(5,10,15,20-tetrakis(p-tolyl)porphyrinato)carbonyliridium(III) chloride

: C54H40ClIrN4

Conditions

Conditions	Yield
With potassium carbonate In benzene at 150℃; for 84h; Inert atmosphere;	100%

: 106-46-7
para-dichlorobenzene

: 3761-92-0
n-hexylmagnesium bromide

: 22588-73-4
1,4-dihexylbenzene

Conditions

Conditions	Yield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether at 0℃; for 17h; Reflux;	99%
With 1,3-bis(triphenylphosphanyl)propanenickel(II) chloride In diethyl ether Heating;	98%
1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether for 24h; Heating;	87%

: 106-46-7
para-dichlorobenzene

: 111-25-1
1-bromo-hexane

: 22588-73-4
1,4-dihexylbenzene

Conditions

Conditions	Yield
Stage #1: 1-bromo-hexane With magnesium In diethyl ether for 5h; Inert atmosphere; Reflux; Stage #2: para-dichlorobenzene With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether at 0℃; for 24h; Reflux; Inert atmosphere;	99%
Stage #1: 1-bromo-hexane With magnesium Stage #2: para-dichlorobenzene With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether Kumada coupling;	95%
Stage #1: 1-bromo-hexane With magnesium In diethyl ether for 5h; Inert atmosphere; Reflux; Stage #2: para-dichlorobenzene With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether for 15.5h; Inert atmosphere; Reflux;	89%

: 106-46-7
para-dichlorobenzene

: 4294-57-9
para-methylphenylmagnesium bromide

: 97295-31-3
1,4-bis(p-tolyl)benzene

Conditions

Conditions	Yield
With C36H32ClN4NiP In tetrahydrofuran at 70℃; for 20h; Reagent/catalyst; Kumada Cross-Coupling; Schlenk technique; Inert atmosphere;	99%
With N-heterocyclic carbene-based nickel(II) complex In tetrahydrofuran at 20℃; for 12h; Kumada reaction;	89%
With C20H23BrN4Ni In tetrahydrofuran at 25℃; for 24h; Kumada Cross-Coupling; Inert atmosphere;	89%

: 106-46-7
para-dichlorobenzene

: bis(ethylenediamine)palladium nitrate

: 106047-37-4
4,3′:5′,4″-terpyridine

: [(C2H8N2Pd)6(C15H11N3)4](12+)*12NO3(1-)*C6H4Cl2=[(C2H8N2Pd)6(C15H11N3)4](NO3)12*C6H4Cl2

Conditions

Conditions	Yield
In water-d2 C5H3N(C5H4N)2 suspended in D2O soln. of Pd complex; the mixt. heated at 80°C for 15 min; C6H4Cl2 added to the soln., stirred at room. temp. for 9 h; the excess of C6H4Cl2 filtered; not isolated; monitored by NMR;	99%

...Expand

: 106-46-7
para-dichlorobenzene

: boron trifluoride dihydrate

: Ir(η5-C5(CH3)5)(acetone)3(CF3SO3)2

: [η6-(C5Me5)(iridium)(1,4-dichlorobenzene)3][BF4]2

Conditions

Conditions	Yield
In further solvent(s) Ar, Schlenk technique; reaction of Ir-complex with excess of dichlorobenzene in BF3*2H2O soln.;	99%

...Expand

: 106-46-7
para-dichlorobenzene

: 1392512-54-7
(4-fluoro-2,6-dimethylphenyl)boronic acid

: 1392512-46-7
C22H20F2

Conditions

Conditions	Yield
With Pd-PEPPSI-IPrAn; potassium tert-butylate In toluene at 80℃; for 24h; Suzuki coupling; Inert atmosphere;	99%

: 292638-84-7
styrene

: 106-46-7
para-dichlorobenzene

: 1657-50-7
(E)-1-(4-chlorophenyl)-2-phenylethene

Conditions

Conditions	Yield
With tetrakis[μ-1-[(3-methoxyphenyl)methyl]-2-phenyl-3-[2-oxo-2-[(2-phenolato-kO)aminokN]ethyl]-1H-imidazoliumato-kC4]tetrapalladium; tetrabutylammomium bromide; sodium acetate at 140℃; for 12h; Heck Reaction;	99%
With tetrabutylammomium bromide; sodium acetate; C84H60N12O8Pd4 at 140℃; for 12h; Heck Reaction; Inert atmosphere; Schlenk technique;	72%

: 106-46-7
para-dichlorobenzene

: isooctyl glycolate

: isooctyl 4-chlorophenoxyacetate

Conditions

Conditions	Yield
Stage #1: isooctyl glycolate With magnesium 2-methylpropan-2-olate at 80℃; Stage #2: para-dichlorobenzene at 110℃; Temperature;	98.8%

: 106-46-7
para-dichlorobenzene

: C9H7Li(1+)

: 1,4-bis(1-indenyl)benzene

Conditions

Conditions	Yield
In tetrahydrofuran at -78 - 60℃; for 48h;	98.25%

: 106-46-7
para-dichlorobenzene

: 31604-30-5
1,2,4,5-tetrabromo-3,6-dichlorobenzene

Conditions

Conditions	Yield
With aluminum tri-bromide; bromine for 3h; Heating;	98%
With sulfuric acid; sulfur trioxide; bromine; iodine; iron at 60 - 70℃; for 6h;	92%
With bromine; iodine; nitric acid; iron at 60 - 70℃; for 6h;	92%

: 106-46-7
para-dichlorobenzene

: 108-95-2
phenol

: 7005-72-3
4-chlorodiphenyl ether

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 20 - 110℃;	98%
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 12h;	98%
With 2-acetonylpyridine; caesium carbonate; copper(I) bromide In dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere; chemoselective reaction;

: 106-46-7
para-dichlorobenzene

: 98-54-4
para-tert-butylphenol

: 1-(tert-butyl)-4-(4-chlorophenoxy)benzene

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 20 - 110℃;	98%

: 106-46-7
para-dichlorobenzene

: C8H10MgO

: 13021-19-7
4,4-dimethoxy-1,1':4',1-terphenyl

Conditions

Conditions	Yield
With C36H32ClN4NiP In tetrahydrofuran at 30℃; for 12h; Temperature; Reagent/catalyst; Kumada Cross-Coupling; Schlenk technique; Inert atmosphere;	98%

: 106-46-7
para-dichlorobenzene

: C120H132Ag2Cl8N8O16Rh8(6+)*6CF3O3S(1-)

: C120H132Ag2Cl8N8O16Rh8(6+)*6CF3O3S(1-)*C6H4Cl2

Conditions

Conditions	Yield
In methanol at 20℃; for 0.0833333h; Solvent; Inert atmosphere; Schlenk technique;	98%

: 106-46-7
para-dichlorobenzene

: 4376-01-6
sodium diphenylphosphide

: 1179-06-2
1,4-Bis(diphenylphosphino)benzene

Conditions

Conditions	Yield
With 15-crown-5 In tetrahydrofuran at 25℃; for 0.5h; Inert atmosphere;	98%

: 106-46-7
para-dichlorobenzene

: 98-88-4
benzoyl chloride

: 16611-67-9
(2,5-dichlorophenyl)(phenyl)methanone

Conditions

Conditions	Yield
With sodium hydroxide; aluminium trichloride In water; toluene	97%
aluminium trichloride	64%
With aluminium trichloride at 150 - 170℃;

: 110-91-8
morpholine

: 106-46-7
para-dichlorobenzene

: 70291-67-7
N-(4-chlorophenyl)morpholine

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 20 - 110℃;	97%
With C31H43Cl2N3OPd; potassium tert-butylate In toluene at 70℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; chemoselective reaction;	92%
Yield given. Multistep reaction;

: 106-46-7
para-dichlorobenzene

: 87199-17-5
4-formylphenylboronic acid,

: 62940-38-9
[1,1′:4′,1″-terphenyl]-4,4″-dicarbaldehyde

Conditions

Conditions	Yield
With C27H39Br2N3Pd; potassium hydroxide In isopropyl alcohol at 82℃; for 0.5h; Suzuki-Miyaura Coupling;	97%

: 106-46-7
para-dichlorobenzene

: 51656-70-3
(2-tert-butoxy-2-oxoethyl)zinc(II) bromide

: tert-butyl 2-[4-(2-tert-butoxy-2-oxoethyl)phenyl]acetate

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); N,N,N,N,-tetramethylethylenediamine; C38H62P2 In tetrahydrofuran at 20℃; for 16h; Negishi Coupling; Inert atmosphere;	97%

: 106-46-7
para-dichlorobenzene

: 89-61-2
2,5-dichloronitrobenzene

Conditions

Conditions	Yield
With ortho-difluorobenzene; sulfuric acid; nitric acid at 35℃; Temperature;	96.7%
With sulfuric acid; nitric acid at 0 - 23℃; for 0.283333h; Inert atmosphere;	93%
With nitric acid

: 106-46-7
para-dichlorobenzene

: 199620-14-9, 13007-92-6
chromium(0) hexacarbonyl

: 86409-62-3
tricarbonyl(1,4-dichlorobenzene)chromium(0)

Conditions

Conditions	Yield
boiling;;	96.5%
boiling;;	96.5%
In 1,4-dioxane Stirring and refluxing under a cover of dry N2 gas.; Cooling, filtn., evapn., sublimation.;
In 1,4-dioxane in anaerobic and anhydrous conditions; Cr(CO)6, C6H4(NMe2)2, and dioxane were mixed, suspension was refluxed;

1,4-Dichlorobenzene Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2B IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 (1987),p. 192.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 (1974),p. 231.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 29 (1982),p. 213.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Human Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 (1974),p. 231.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program. Community Right-To-Know List.

1,4-Dichlorobenzene Standards and Recommendations

OSHA PEL: TWA 75 ppm; STEL 110 ppm
ACGIH TLV: TWA 10 ppm, Confirmed Animal Carcinogen.
DFG MAK: 50 ppm (300 mg/m³)
DOT Classification: 6.1; Label: KEEP AWAY FROM FOOD
NIOSH REL: (p-Dichlorobenzene): (1.7 ppm LOQ)

1,4-Dichlorobenzene Analytical Methods

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

1,4-Dichlorobenzene Specification

The 1,4-Dichlorobenzene is an organic compound with the formula C₆H₄Cl₂. The IUPAC name of this chemical is 1,4-dichlorobenzene. With the CAS registry number 106-46-7, it is also named as Di-chloricide. The product's categories are Intermediates of Dyes and Pigments; Inorganic & Organic Chemicals; Organics; Analytical Chemistry; Standard Solution of Volatile Organic Compounds for Water & Soil Analysis; Standard Solutions (VOC); Alpha Sort; D; DAlphabetic; DIA - DICPesticides; Fumigants; Insecticides; Volatiles/ Semivolatiles; Pesticides & Metabolites; Aryl; C6; Halogenated Hydrocarbons; Alphabetic; DIA - DIC. Besides, it is a colourless or white crystal, which should be stored in a cool and well-ventilated place. It is used to control moths, moulds and mildew. It is used as a disinfectant in waste containers and restrooms and is the characteristic smell associated with urinal cakes.

Physical properties about 1,4-Dichlorobenzene are:
(1)ACD/LogP: 3.34; (2)ACD/LogD (pH 5.5): 3.34; (3)ACD/LogD (pH 7.4): 3.34; (4)ACD/BCF (pH 5.5): 201.98; (5)ACD/BCF (pH 7.4): 201.98; (6)ACD/KOC (pH 5.5): 1555.05; (7)ACD/KOC (pH 7.4): 1555.05; (8)Index of Refraction: 1.548; (9)Molar Refractivity: 36.04 cm³; (10)Molar Volume: 113.3 cm³; (11)Polarizability: 14.28×10^-24cm³; (12)Surface Tension: 36.7 dyne/cm; (13)Density: 1.297 g/cm³; (14)Flash Point: 60.7 °C; (15)Enthalpy of Vaporization: 39.36 kJ/mol; (16)Boiling Point: 174.1 °C at 760 mmHg; (17)Vapour Pressure: 1.64 mmHg at 25°C.

Preparation of 1,4-Dichlorobenzene:
this chemical is produced by chlorination of benzene using ferric chloride as a catalyst:
C₆H₆ + 2 Cl₂ → C₆H₄Cl₂ + 2 HCl

Uses of p-Dichlorobenzene:
it can be used to produce 1,2,4,5-tetrabromo-3,6-dichloro-benzene. It will need reagent iron and bromine.

Safety informationg of 1,4-Dichlorobenzene:
When you are using this chemical, please be cautious about it as the following:It is highly flammable and very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. If swallowed, seek medical advice immediately and show this container or label. Please keep container tightly closed and keep away from sources of ignition - No smoking. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes. When you are using it, wear suitable protective clothing and gloves. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible). This material and its container must be disposed of as hazardous waste.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC(=CC=C1Cl)Cl
(2)InChI: InChI=1S/C6H4Cl2/c7-5-1-2-6(8)4-3-5/h1-4H
(3)InChIKey: OCJBOOLMMGQPQU-UHFFFAOYSA-N

The toxicity data of 1,4-Dichlorobenzene is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LCLo	inhalation	37gm/m³/30M (37000mg/m³)	BEHAVIORAL: GENERAL ANESTHETIC	Yakkyoku. Pharmacy. Vol. 38, Pg. 1045, 1987.
guinea pig	LDLo	oral	2800mg/kg (2800mg/kg)		AMA Archives of Industrial Health. Vol. 14, Pg. 138, 1956.
human	LDLo	oral	857mg/kg (857mg/kg)		"Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 210, 1969.
human	LDLo	unreported	357mg/kg (357mg/kg)		Yakkyoku. Pharmacy. Vol. 31, Pg. 1499, 1980.
human	TDLo	oral	300mg/kg (300mg/kg)	SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 851, 1966.
mammal (species unspecified)	LC50	inhalation	12gm/m³ (12000mg/m³)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(10), Pg. 25, 1988.
mammal (species unspecified)	LD50	oral	2600mg/kg (2600mg/kg)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(10), Pg. 25, 1988.
man	LDLo	unreported	221mg/kg (221mg/kg)		"Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970.
mouse	LD50	intraperitoneal	2gm/kg (2000mg/kg)		Mutagenesis. Vol. 2, Pg. 111, 1987.
mouse	LD50	oral	2950mg/kg (2950mg/kg)		Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 183, 1973.
mouse	LD50	subcutaneous	5145mg/kg (5145mg/kg)	BEHAVIORAL: TREMOR	Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 20, Pg. 772, 1973.
rabbit	LD50	oral	2830mg/kg (2830mg/kg)		Yakkyoku. Pharmacy. Vol. 29, Pg. 453, 1978.
rabbit	LD50	skin	> 2gm/kg (2000mg/kg)		Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 18, 1978.
rat	LD50	intraperitoneal	2562mg/kg (2562mg/kg)		Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 38, Pg. 124, 1949.
rat	LD50	oral	500mg/kg (500mg/kg)		World Review of Pest Control. Vol. 9, Pg. 119, 1970.
rat	LD50	skin	> 6gm/kg (6000mg/kg)		Fundamental and Applied Toxicology. Vol. 7, Pg. 299, 1986.

Product Name

1,4-Dichlorobenzene

Synthetic route

1,4-Dichlorobenzene Consensus Reports

1,4-Dichlorobenzene Standards and Recommendations

1,4-Dichlorobenzene Analytical Methods

1,4-Dichlorobenzene Specification

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