ChemicalBook > CAS DataBase List > 2-Chlorophenol

2-Chlorophenol

Product Name
2-Chlorophenol
CAS No.
95-57-8
Chemical Name
2-Chlorophenol
Synonyms
ORTHO CHLORO PHENOL;O-CHLOROPHENOL;2-Chlorphenol;Phenol, 2-chloro-;2-chlorophenol(o-chlorophenol);orophenoL;septi-kleen;o-Chlorphenol;2-CHLOROPHENOL;2-chloro-pheno
CBNumber
CB1325292
Molecular Formula
C6H5ClO
Formula Weight
128.56
MOL File
95-57-8.mol
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2-Chlorophenol Property

Melting point:
8 °C (lit.)
Boiling point:
175-176 °C (lit.)
Density 
1.241 g/mL at 25 °C (lit.)
vapor pressure 
13.3 hPa (50 °C)
refractive index 
n20/D 1.558(lit.)
Flash point:
147 °F
storage temp. 
under inert gas (Argon)
solubility 
alcohol: freely soluble
pka
8.49(at 25℃)
form 
liquid
color 
Clear Colourless to Pale Orange
Water Solubility 
28.5 g/L (20 ºC)
Merck 
14,2154
BRN 
1905114
Henry's Law Constant
6.44 x 10-6 atm?m3/mol at 20 °C (Sheikheldin et al., 2001)
Dielectric constant
8.2（19℃）
Stability:
Stable. Hygroscopic. Combustible. Incompatible with oxidizing agents, acid anhydrides, acid chlorides.
InChIKey
ISPYQTSUDJAMAB-UHFFFAOYSA-N
LogP
2.18 at 20℃
CAS DataBase Reference
95-57-8(CAS DataBase Reference)
NIST Chemistry Reference
2-Chlorophenol(95-57-8)
EPA Substance Registry System
o-Chlorophenol (95-57-8)
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Safety

Hazard Codes 
Xn,N,T,F
Risk Statements 
20/21/22-51/53-39/23/24/25-23/24/25-11
Safety Statements 
28-61-28A-45-36/37-16-7
RIDADR 
UN 2021 6.1/PG 3
WGK Germany 
2
RTECS 
SK2625000
F 
9
Autoignition Temperature
550 °C
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29081000
Hazardous Substances Data
95-57-8(Hazardous Substances Data)
Toxicity
LD50 orally in rats: 0.67 g/kg (Deichmann)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.02253
Product name
2-Chlorophenol
Purity
for synthesis
Packaging
100mL
Price
$36
Updated
2024/03/01
Sigma-Aldrich
Product number
8.02253
Product name
2-Chlorophenol
Purity
for synthesis
Packaging
500mL
Price
$48.1
Updated
2024/03/01
Sigma-Aldrich
Product number
8.02253
Product name
2-Chlorophenol
Purity
for synthesis
Packaging
2.5L
Price
$130
Updated
2024/03/01
Sigma-Aldrich
Product number
8.02253
Product name
2-Chlorophenol
Purity
for synthesis
Packaging
30kg
Price
$1100
Updated
2024/03/01
Sigma-Aldrich
Product number
185779
Product name
2-Chlorophenol
Purity
≥99%
Packaging
5g
Price
$36.4
Updated
2024/03/01
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2-Chlorophenol Chemical Properties,Usage,Production

Description

All have a characteristic odor. Odor threshold =1.24 ppm (pure). Molecular weight (all isomers) =128.56.m-isomer
Colorless (in pure state) to pink or amber (technical grade,due to impurities) crystalline solid or liquid. Boilingpoint =214℃; Freezing/Melting point =32.8℃; Specificgravity (H2O:1) =1.245; Vapor pressure =5 mmHg at70℃; Flash point =112℃. Solubility in water=2.6-2.8.5% at 20℃. Hazard Identification (based onNFPA 704 M Rating System): Health 2, Flammability 0,Reactivity 0.
o-isomerWhite crystalline (needle-like) solid. Boilingpoint =175.6℃; Freezing/Melting point =9.3-9.8℃;Specific gravity (H2O:1) =1.3; Vapor pressure, Pa at20℃ =230; Relative vapor density (air =1) =4.4; Flashpoint =64℃ (cc). Hazard Identification (based on NFPA704 M Rating System): Health 3, Flammability 2,Reactivity 0. Solubility in water =2.7% at 20℃.p-isomer
White to straw-colored, needle-like crystalline solid.Boiling point =218℃; Freezing/Melting point =43℃;Vapor pressure =10 mmHg at 20℃; Vapor density (air=1) =4.44; Flash point = 121℃ (cc). HazardIdentification (based on NFPA 704 M Rating System):Health 3, Flammability 1, Reactivity 0. Solubility inwater =2.71% at 20℃.

Chemical Properties

2-Chlorophenol is a colourless to light brown liquid, All isomers have a characteristic odor. Slightly soluble in water, soluble in ethanol, ether and alkali solution. It is used to make dyes and other chemicals, and as a disinfectant, bactericide, and germicide.

Physical properties

Pale amber liquid with a slight phenolic, floral, or musty-type odor. At 40 °C, the average and lowest odor concentrations detected were 0.36 and 0.088 μg/L, respectively. At 25 °C, the average taste threshold concentration and the lowest concentration at which a taste was detected were 0.97 and 0.94 μg/L, respectively (Young et al., 1996).

Uses

2-Chlorophenol is used to synthesize various organic intermediates and compounds including several polycyclic aromatic hydrocarbons and pharmacologically active molecules. It is used as a precursor to synthesize polychlorinated dibenzo p-dioxins and dibenzofurans (PCDD/Fs).

Application

2-chlorophenol is used in medicine, pesticides, dyes and organic synthesis. It is an intermediate in the production of the pesticides Profenofos and Isoprocarb. It is also utilized in the manufacture of dye-stulfs and in the process for extracting sulphur and nitrogen compounds from coal. 2-chlorophenol functions as a reagent in the preparation of chlorophenyl phosphorodichloridothioate as potential synthon for oligonucleotide phosphorothioates.

Preparation

2-chlorophenol is produced in 22% yields from the reaction of chlorine monoxide with phenol in carbon tetrachloride: 0.5 mole of tert-butyl hypochlorite is dropped, with stirring, into a solution or suspension of the 0.5 mole of phenol in 150-300 ml of carbon tetrachloride, the temperature being allowed to rise to the boiling point of the solvent. The mixture is then boiled under reflux for a further 2 hours, the carbon tetrachloride and the tert-butyl alcohol are distilled off, and the residue is fractionated collecting fraction boiling at 174.9 °C.

Definition

ChEBI: 2-chlorophenol is a monochlorophenol and a 2-halophenol.

Synthesis Reference(s)

The Journal of Organic Chemistry, 35, p. 528, 1970 DOI: 10.1021/jo00827a060
Tetrahedron Letters, 29, p. 1319, 1988 DOI: 10.1016/S0040-4039(00)80287-7

General Description

2-chlorophenol appears as a colorless to amber liquid with an unpleasant, penetrating odor. Density 1.265 g / cm3. Sinks in water and slowly dissolves. Freezing point 7°C (46°F). Boiling point 175°C (347°F).

Air & Water Reactions

Very soluble in water

Reactivity Profile

2-Chlorophenol is a weak acid. Neutralizes bases in exothermic reactions. Incompatible with oxidizing agents. Incompatible with acid chlorides and acid anhydrides. Forms ethers, esters and salts with metals and amines .

Hazard

Toxic by skin absorption, inhalation, or ingestion. Strong irritant to tissue.

Health Hazard

Poisonous; may be fatal if inhaled, swallowed or absorbed through skin. Irritating to skin and eyes; direct contact may cause burns. Rats receiving lethal doses via oral, subcutaneous or intraperitoneal routes displayed similar symptoms: restlessness, increased breathing rate and motor weakness followed by tremors, chronic convulsions, dyspnea, coma and death.

Safety Profile

Poison by ingestion, intraperitoneal, and intravenous routes. Experimental reproductive effects. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. Flammable liquid when exposed to heat, flame, or oxidizers. To fight fire, use alcohol foam. When heated to decomposition it emits toxic fumes of Cl-. See also CHLOROPHENOLS and CHLORIDES.

Potential Exposure

Monochlorophenols are used in the manufacture of fungicides, slimicides, bactericides, pesticides, herbicides, disinfectants, wood and glue preservatives; in the production of phenolic resins; in the extraction of certain minerals from coal; as a denaturant for ethanol; as an antiseptic; as a disinfectant, and others.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.

storage

Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with chlorophenols you should be trained on its proper handling andstorage. Before entering confined space where chlorophenols may be present, check to make sure that an explosiveconcentration does not exist. Store in tightly closed containers in a cool, well-ventilated area. Metal containers involving the transfer of this chemical should be grounded andbonded. Where possible, automatically pump liquid fromdrums or other storage containers to process containers.Drums must be equipped with self-closing valves, pressurevacuum bungs, and flame arresters. Use only nonsparkingtools and equipment, especially when opening and closingcontainers of this chemical. Sources of ignition, such assmoking and open flames, are prohibited where this chemical is used, handled, or stored in a manner that could createa potential fire or explosion hazard. A regulated, markedarea should be established where this chemical is handled,used, or stored in compliance with OSHA Standard1910.1045.

Shipping

UN 2020 (solid); UN2021 (liquid) Chlorophenols, solid and liquid, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Purification Methods

Pass 2-chlorophenol at least twice through a gas chromatography column. It has also been purified by fractional distillation. [Beilstein 6 IV 782.]

Incompatibilities

May form explosive mixture with air. Contact with oxidizing agents can cause fire and explosion hazard. Heat produces hydrogen chloride and chlorine. Corrosive to aluminum, copper and other chemically active metals.

Toxics Screening Level

The current initial threshold screening level (ITSL) for 2-chlorophenol is 18 μg/m3 based on a 24 hour averaging time.

Waste Disposal

Incinerate in admixture with flammable solvent in furnace equipped with afterburner and scrubber.

2-Chlorophenol Preparation Products And Raw materials

Raw materials

Sodium hypochlorite 2,4-Dichlorophenol

Preparation Products

2-Chloro-4-dodecylphenol 2,3-Dihydro-2,2-dimethyl-7-benzofuranol Chlorophenol Red 2,4-Dichlorophenol 2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE 4-Bromo-2-chlorophenol 2,6-Dichlorophenol Fluoxastrobin Catechol 4-Bromo-2,6-dichlorophenol 3-Chlorophenol 2-CHLOROPHENYL CHLOROFORMATE Profenofos 4-Chlorophenol
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View Lastest Price from 2-Chlorophenol manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
2-Chlorophenol 95-57-8
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100tons
Release date
2023-09-19
Hebei Chuanghai Biotechnology Co,.LTD
Product
2-Chlorophenol 95-57-8
Price
US $100.00-50.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-21
Henan Fengda Chemical Co., Ltd
Product
2-Chlorophenol 95-57-8
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-24

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