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Basic Information
CAS No.: 106-48-9
Name: 4-Chlorophenol
Article Data: 660
Molecular Structure:
Molecular Structure of 106-48-9 (4-Chlorophenol)
Formula: C6H5ClO
Molecular Weight: 128.558
Synonyms: Phenol,p-chloro- (8CI);4-Hydroxychlorobenzene;Applied 3-78;Phenol,4-chloro-;p-Chlorophenic acid;p-Chlorophenol;
EINECS: 203-402-6
Density: 1.287 g/cm3
Melting Point: 40-45 ºC
Boiling Point: 220 ºC at 760 mmHg
Flash Point: 80.1 ºC
Solubility: 2.7 g/100 mL (20 ºC) in water
Appearance: off-white to light tan crystals or powder
Hazard Symbols: HarmfulXn,DangerousN
Risk Codes: 20/21/22-51/53-50
Safety: 28-61-28A-24/25-60
Transport Information: UN 2020 6.1/PG 3
PSA: 20.23000
LogP: 2.04560
Synthetic route
623-12-1

4-chloromethoxybenzene

106-48-9

4-chloro-phenol

Conditions
ConditionsYield
With sodium; diphenyldisulfane In 1-methyl-pyrrolidin-2-one for 0.5h; Heating;100%
With calcium hydride; diphenyldisulfane In 1-methyl-pyrrolidin-2-one at 220℃; for 0.5h;99%
With copper(I) oxide; sodium methylate In methanol at 185℃; for 12h; Autoclave;96%
109-72-8, 29786-93-4

n-butyllithium

73040-88-7

(4-Chlorophenoxy)dimethylsulfoxonium Tetrafluoroborate

A

51241-35-1

n-butyl 4-chlorophenyl ether

B

[(18)O]dimethyl sulfone

C

106-48-9

4-chloro-phenol

Conditions
ConditionsYield
With 18O-labeled water In 1,2-dimethoxyethane at -11 - 25℃; Product distribution; Mechanism;A 5%
B 100%
C 79%
945-51-7

1,1'-sulfinylbisbenzene

A

95-57-8

2-monochlorophenol

B

139-66-2

diphenyl sulfide

C

106-48-9

4-chloro-phenol

Conditions
ConditionsYield
With hydrogenchloride; phenol In dichloromethane at 0 - 25℃;A n/a
B 100%
C n/a
951-92-8

1-methoxyl-4-(phenylsulfinyl)benzene

A

95-57-8

2-monochlorophenol

B

5633-57-8

1-methoxy-4-(phenylsulfanyl)benzene

C

106-48-9

4-chloro-phenol

Conditions
ConditionsYield
With hydrogenchloride; phenol In dichloromethane at 0 - 25℃;A n/a
B 100%
C n/a

ammonium thiocyanate

117971-97-8

4-chlorophenyl 1-chloroethylcarbonate

A

117972-05-1

4-chlorophenyl 1-thiocyanoethylcarbonate

B

106-48-9

4-chloro-phenol

Conditions
ConditionsYield
In formamide at 50℃; for 20h;A 100%
B n/a
126644-72-2

1-<(tert-butyldimethylsilyl)oxy>-4-chlorobenzene

106-48-9

4-chloro-phenol

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 20℃; for 0.3h;99%
With sodium phosphate dodecahydrate In N,N-dimethyl-formamide at 20℃; for 0.3h;98%
With hafnium tetrakis(trifluoromethanesulfonate) In methanol at 20℃; for 8h;96%
With P(MeNCH2CH2)3N In dimethyl sulfoxide at 80℃; for 24h; desilylation;94%
1679-18-1

4-Chlorophenylboronic acid

106-48-9

4-chloro-phenol

Conditions
ConditionsYield
With 2,5-dimethylfuran; zinc(II) phthalocyanine; oxygen In tetrahydrofuran at 25℃; under 760.051 Torr; for 1.5h; Irradiation; Sealed tube; Schlenk technique;99%
With water In tetrahydrofuran at 100℃; for 12h;99%
With dihydrogen peroxide In acetonitrile at 30 - 35℃; for 0.0833333h; Schlenk technique;98%
17005-59-3

4-chlorophenoxytrimethylsilane

106-48-9

4-chloro-phenol

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In methanol at 20℃; for 0.0333333h;99%
With nano magnetic sulfated zirconia (Fe3O4 at ZrO2/SO42-) In neat (no solvent) at 20℃; for 0.75h; Green chemistry;91%
With K5 In acetonitrile at 20℃; for 1.25h;5 % Chromat.
With (NH4)8[CeW10O36]*20H2O In acetonitrile at 20℃; for 0.5h;55 %Chromat.
126644-72-2

1-<(tert-butyldimethylsilyl)oxy>-4-chlorobenzene

Cs2CO3

Cs2CO3

106-48-9

4-chloro-phenol

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide at 20℃; for 1h;99%
637-87-6

1-Chloro-4-iodobenzene

106-48-9

4-chloro-phenol

Conditions
ConditionsYield
With glycolic Acid; copper hydroxide; sodium hydroxide In water; dimethyl sulfoxide at 120℃; for 6h; Inert atmosphere; Schlenk technique;99%
Stage #1: 1-Chloro-4-iodobenzene With copper(l) iodide; cesiumhydroxide monohydrate; 1,3-diphenylpropanedione In water; dimethyl sulfoxide at 130℃; for 36h; Inert atmosphere;
Stage #2: With hydrogenchloride In dichloromethane; water; dimethyl sulfoxide at 20℃; Inert atmosphere; chemoselective reaction;
95%
With copper(l) iodide; potassium hydroxide In water at 100℃; Inert atmosphere;94%
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Consensus Reports

Reported in EPA TSCA Inventory. Chlorophenol compounds are on the Community Right-To-Know List.

Specification

The 4-Chlorophenol, with the CAS registry number 106-48-9,is also known as 4-Hydroxychlorobenzene. It belongs to the product categories of Analytical Reagents;Analytical/Chromatography. This chemical's molecular formula is C6H5ClO and molecular weight is 128.56. Its EINECS number is 200-349-0.What's more,Its systematic name is 4-Chlorophenol.It is a off-white powder which is stable, but readily decomposed by moderately strong alkaline solutions. Corrodes iron and zinc and attacks some types of polymer. Incompatible with strong oxidizing agents.It is White crystals with a strong phenol odor Slightly soluble to soluble in water, depending on the isomer, and denser than water. Noncombustible. Used as an intermediate in organic synthesis of dyes and drugs.

Physical properties about 4-Chlorophenol are:
(1)ACD/LogP:  2.426; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  2.43; (4)ACD/LogD (pH 7.4):  2.42; (5)ACD/BCF (pH 5.5):  41.07; (6)ACD/BCF (pH 7.4):  40.7; (7)ACD/KOC (pH 5.5):  497.25; (8)ACD/KOC (pH 7.4):  493.09; (9)#H bond acceptors:  1; (10)#H bond donors:  1; (11)#Freely Rotating Bonds:  1; (12)Index of Refraction:  1.575; (13)Molar Refractivity:  33.029 cm3; (14)Molar Volume:  99.814 cm3; (15)Surface Tension:  44.7470016479492 dyne/cm; (16)Density:  1.288 g/cm3; (17)Flash Point:  80.113 °C; (18)Enthalpy of Vaporization:  47.5 kJ/mol ; (19)Boiling Point:  219.999 °C at 760 mmHg; (20)Vapour Pressure:  0.0780000016093254 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:Oc1ccc(Cl)cc1;
(2)Std. InChI:InChI=1S/C6H5ClO/c7-5-1-3-6(8)4-2-5/h1-4,8H;
(3)Std. InChIKey:WXNZTHHGJRFXKQ-UHFFFAOYSA-N.

Safety Information of 4-Chlorophenol:
The 4-Chlorophenol is harmful by inhalation, in contact with skin and if swallowed and toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.And it is very toxic to aquatic organisms.So it should avoid release to the environment. Refer to special instructions / safety data sheets. After contact with skin, wash immediately with plenty of soap-suds. When you use it , you should avoid contact with skin and eyes. This material and its container must be disposed of as hazardous waste.

The toxicity data of 4-Chlorophenol as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TCLo inhalation 10gm/m3/8H (10000mg/m3) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: IRRITABILITY
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 29(10), Pg. 37, 1964.
mammal (species unspecified) LD50 oral 500mg/kg (500mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(10), Pg. 16, 1980.
mammal (species unspecified) LD50 skin 1gm/kg (1000mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(10), Pg. 16, 1980.
mouse LCLo inhalation 3200mg/m3/2H (3200mg/m3) BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

LIVER: OTHER CHANGES
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(7-8), Pg. 9, 1992.
mouse LD50 intraperitoneal 332mg/kg (332mg/kg)   Journal of Medicinal Chemistry. Vol. 18, Pg. 868, 1975.
mouse LD50 oral 367mg/kg (367mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: COMA
Zhurnal Eksperimental'noi i Klinicheskoi Meditsiny. Journal of Experimental and Clinical Medicine. Vol. 25, Pg. 339, 1985.
mouse LD50 unreported 605mg/kg (605mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 54(1), Pg. 68, 1989.
rat LC50 inhalation 11mg/m3 (11mg/m3)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 29(10), Pg. 37, 1964.
rat LD50 intraperitoneal 281mg/kg (281mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
British Journal of Pharmacology and Chemotherapy. Vol. 13, Pg. 20, 1958.
rat LD50 oral 670mg/kg (670mg/kg)   Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 2, Pg. 76, 1943.
rat LD50 skin 1500mg/kg (1500mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

SKIN AND APPENDAGES (SKIN): CORROSIVE: AFTER TOPICAL EXPOSURE
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 29(10), Pg. 37, 1964.
rat LD50 subcutaneous 1030mg/kg (1030mg/kg)   Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 2, Pg. 76, 1943.
rat LD50 unreported 625mg/kg (625mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 54(1), Pg. 68, 1989.