ChemicalBook > Product Catalog >Organic Chemistry >Alcohols,Phenols,Phenol alcohols >Phenol derivatives >2-Chlorophenol

2-Chlorophenol

2-Chlorophenol Structure
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
Molecular Weight:
128.56
MOL File:
95-57-8.mol
MSDS File:
SDS
Modify Date:
2024/3/14 15:18:25

2-Chlorophenol Properties

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℃)
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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS06,GHS09
Signal word  Danger
Hazard statements  H302-H311+H331-H314-H411
Precautionary statements  P273-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338
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
9
Autoignition Temperature 550 °C
TSCA  Yes
HazardClass  6.1
PackingGroup  III
HS Code  29081000
Toxicity LD50 orally in rats: 0.67 g/kg (Deichmann)
NFPA 704
2
2 0

2-Chlorophenol price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) C62794 2-Chlorophenol 98% 95-57-8 100G ₹3301.63 2022-06-14 Buy
Sigma-Aldrich(India) C62794 2-Chlorophenol 98% 95-57-8 1KG ₹6733.15 2022-06-14 Buy
Sigma-Aldrich(India) 8.02253 2-Chlorophenol for synthesis 95-57-8 100ML ₹3450 2022-06-14 Buy
Sigma-Aldrich(India) C62794 2-Chlorophenol 98% 95-57-8 2KG ₹13758.58 2022-06-14 Buy
Sigma-Aldrich(India) 8.02253 2-Chlorophenol for synthesis 95-57-8 500ML ₹4340 2022-06-14 Buy
Product number Packaging Price Buy
C62794 100G ₹3301.63 Buy
C62794 1KG ₹6733.15 Buy
8.02253 100ML ₹3450 Buy
C62794 2KG ₹13758.58 Buy
8.02253 500ML ₹4340 Buy

2-Chlorophenol Chemical Properties,Uses,Production

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).

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.

Definition

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

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.
synthesis of 2-chlorophenol

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.

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.

Waste Disposal

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

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