ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /化合物

2,5-ジクロロフェノール

2,5-Dichlorophenol

HCID 66
ノートを作成反応を作成見積依頼を出す
印刷プレビュー

データを補完しています。しばらくしてからページを更新すると最新の内容を表示できます

基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
583-78-8
標準SMILES
Oc1cc(Cl)ccc1Cl
InChIKey
RANCECPPZPIPNO-UHFFFAOYSA-N
分子式
C6H4Cl2O
平均分子量
163 g/mol
単同位体質量
161.96392011

概要

Prisms (from benzene, petroleum ether) or white crystals. Odor threshold 30 micrograms/liter at 68-72 °F; 33 micrograms/liter at 86 °F. Taste threshold 0.5 micrograms/liter. (NTP, 1992)

名称と識別子

優先名称
2,5-Dichlorophenol
IUPAC
2,5-dichlorophenol
現地名
2,5-ジクロロフェノール
英語名
2,5-Dichlorophenol
分子式
C6H4Cl2O
分子量
163

名称と別名

2,5-dichlorophenol583-78-8Phenol, 2,5-dichloro-2,5-DCPDTXSID70250033B11G9AKBANSC-6296DTXCID705003CHEBI:27929RefChem:82813209-520-42,5-dichloro-phenol
名称をさらに表示
2,5-ジクロロフェノール3,6-ジクロロフェノール2,5-ジクロロフェノール標準品2,5ジクロロフェノル2,5-ジクロロフェノ?ル2,5‐ジクロロフェノール2,5‐ジクロロフェノール標準品2,5-Phenol2.5-Dichloroph2,5-Dichlorphenol2,5-dichloro-phenoDichlorophenol,98%DICHLOROPHENOL-2,5
MFCD000021743,6-dichlorophenolCAS-583-78-8CCRIS 5903HSDB 4287NSC 6296EINECS 209-520-4UNII-3B11G9AKBA

データベース識別子

CAS
583-78-8
PubChem CID
66
DTXSID
DTXSID7025003
ChEMBL
CHEMBL1565192
ChEBI
CHEBI:27929
UNII
3B11G9AKBA
EC Number
209-520-4
Nikkaji
J1.634I

物性

構造計算による物性補完中

XLogP
3.1
極性表面積
20.2 Ų
水素結合供与体数
1
水素結合受容体数
1
回転可能結合数
0
重原子数
9
形式電荷
0
複雑度
97.1

実験および物理化学的性質

Chemical ClassesOther Classes -> Chlorophenols
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP · 4 件

log Kow = 3.06

3.06

3.14

3.06

TasteTaste Threshold in water - 0.5 ug/l.
DensityRelative density of the vapour/air-mixture at 20 °C (air = 1): 1.00
Color/FormPrisms from benzene and petroleum ether
Solubility · 5 件

less than 1 mg/mL at 68 °F (NTP, 1992)

Very soluble in ethanol, ethyl ether; soluble in benzene, petroleum ether

In water, 2,000 mg/L at 25 °C

2 mg/mL at 25 °C

Solubility in water, g/100ml: 0.2 (poor)

Boiling Point · 3 件

412 °F at 760 mmHg (NTP, 1992)

211 °C

at 99.2kPa: 211 °C

DecompositionWhen heated to decomposition it emits toxic vapors of /hydrogen chloride/.
Melting Point

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 1.1% (2 of 186) of reports.

Danger

H302 (98.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P264+P265, P270, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P321, P330, P332+P317, P337+P317, P362+P364, P363, P391, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 186 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

危険有害性情報

Regulatory Information · 6 件

Chemical: Phenol, 2,5-dichloro-

Hazard Traits - Hazard Trait Undefined

Hazard Traits - Hematotoxicity; Hepatotoxicity and Digestive System Toxicity; Nephrotoxicity and Other Toxicity to the Urinary System; Neurotoxicity

Phenol, 2,5-dichloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 2,5-dichloro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

T - indicates a substance that is the subject of a final TSCA section 4 test rule.

Status: Cease Manufacture Update: 18-08-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/5564

DOT LabelPoison
Fire Hazards · 2 件

Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992)

Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

Health Hazards · 1 件

SYMPTOMS: Symptoms of exposure to this compound may include irritation of the skin, eyes, mucous membranes and upper respiratory tract. Prolonged contact can cause damage to the eyes, severe irritation and burns. Exposure to this class of compounds may cause profuse sweating, intense thirst, abdominal pain, nausea, vomiting, diarrhea, cyanosis from methemoglobinemia, hyperactivity, stupor, blood pressure fall, hyperpnea, hemolysis, convulsions, collapse, coma and pulmonary edema followed by pneumonia. If death from respiratory failure is not immediate, jaundice and oliguria or anuria may occur. Other symptoms of exposure to this class of compounds may include headache, dizziness, rapid and difficult breathing, weakness, severe burns and internal damage. Chronic exposure may result in digestive disturbances, nervous disorders, skin eruptions and liver and kidney damage. Skin contact with this type of compound may result in softening and whitening of the skin, followed by the development of painful burns. Prolonged contact may lead to dermatitis. Local contact may also result in painless blanching or erythema and corrosion of the skin. Skin sensitivity reactions occur occasionally.

化学と産業

薬理情報

Mechanism of Action · 1 件

Chlorinated phenols ... Are very effective (in vitro) as uncouplers of oxidative phosphorylation. They thus prevent incorporation of inorganic phosphate into ATP without affecting electron transport. As a result of this action, cells continue to respire but soon are depleted of ATP necessary for growth. /Chlorophenols/

Metabolism/Metabolites · 6 件

Yields 3,6-dichlorocatechol in rabbits ... ; yields 2,5-dichloroquinol in rabbits ... ). /From table/

Minor metabolites identified in urine of lactating cow treated orally during 5-day period at 2.2 mg/kg/day or approx 60 ppm of dietary dicamba were 2,5-dichlorophenol & the glucuronide conjugate of DCHBA.

After oral admin of para-dichlorobenzene to rats, 2 metabolites were found in the blood with 2,5-dichlorophenol, the major metabolite.

... Amt of 2,5 dichlorophenol present in urine can serve as indication of exposure /to para-dichlorobenzene/. Phenolic metabolites are excreted as conjugates of glucuronic or sulfuric acids.

For more Metabolism/Metabolites (Complete) data for 2,5-DICHLOROPHENOL (10 total), please visit the HSDB record page.

2,5-dichlorophenol is a known human metabolite of 1,4-dichlorobenzene.

Absorption, Distribution and Excretion · 3 件

Because of their high lipid solubility and low ionization at physiological pH, dichlorophenols would be expected to be readily absorbed following ingestion. /Dichlorophenols/

Dichlorophenol isomers are absorbed through the skin and from the gut. /Dichlorophenol isomers/

... Readily absorbed from the gastroenteric tract and from parenteral sites of injection. /Chlorophenols/

Cellular LocationsMembrane

用途と製造

Uses · 2 件

Used as a chemical intermediate for the herbicide 3,6-dichloro-o-anisic acid (Dicamba); [HSDB]

CHEM INT FOR 3,6-DICHLORO-O-ANISIC ACID, THE HERBICIDE DICAMBA

関連反応

84 件
反応記録を作成
HRID 19235 の反応式
HRID 19235反応物としてuspto-grants-2010_06
HRID 33758 の反応式
HRID 33758反応物としてuspto-grants-2008_09
HRID 107322 の反応式
HRID 107322反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 122199 の反応式
HRID 122199反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 156901 の反応式
HRID 156901反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 205793 の反応式
HRID 205793反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 210428 の反応式
HRID 210428反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 224508 の反応式
HRID 224508反応物としてuspto-grants-1980_11
1 / 11 ページ

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
· 4 件

133 to 136 °F (NTP, 1992)

59 °C

59 °C

59 °C

Vapor DensityRelative vapor density (air = 1): 5.6
Odor Threshold · 2 件

In water 33 ug/L at 30 °C.

In water 30 ug/L at 20-22 °C.

物理化学的性質

融点
54 · 54-57 °C (lit.)
沸点
211 °C · 211 °C (lit.)
比重(密度)
1.3446 · 1.3446 (rough estimate)
屈折率
1.443 · 1.4430 (estimate)
闪点
100 °C · 100 °C
貯蔵温度
0 · 0-6°C
溶解性
2000 mg/l · 2000mg/l (実験的)
外見
クリスタル
酸解離定数(Pka)
7.53 · 7.53±0.10(Predicted)
色
白から薄茶色
水溶解度
3 g/L · 3g/L(20℃)
BRN
1907692 · 1907692
Henry's Law Constant
1.6 · 1.6×100 mol/(m3Pa) at 25℃, HSDB (2015)
InChI
1S/C6H4Cl2O/c7-4-1-2-5(8)6(9)3-4/h1-3,9H
InChIKey
RANCECPPZPIPNO-UHFFFAOYSA-N
SMILES
Oc1cc(Cl)ccc1Cl
LogP
3.06 at · 3.06 at 20℃
CAS データベース
583 · 583-78-8(CAS DataBase Reference)
NISTの化学物質情報
2 · Phenol, 2,5-dichloro-(583-78-8)
EPAの化学物質情報
2 · 2,5-Dichlorophenol (583-78-8)

化学的性質

化学的特性white to light brown crystals

Hazards Summary · 2 件

A severe skin, eye, and respiratory tract irritant; May cause chloracne; [ICSC] Prolonged contact corrosive to eyes; May cause skin burns, hyperthermia, methemoglobinemia, liver and kidney damage, and convulsions; [CAMEO] An irritant; Effects in high-dose animal studies include convulsions; [MSDSonline] See CHLOROPHENOLS.

The major hazards encountered in the use and handling of 2,5-dichlorophenol stem from its toxicologic properties. Exposure to this crystalline substance may occur from its use as a chemical intermediate in the synthesis of dicamba. Toxic by all routes (ie, ingestion, inhalation, skin contact), effects from exposure to 2,5-dichlorophenol can include burning of the skin, abdominal pain, headache, dizziness, cyanosis, shock, and death from cardiac or respiratory failure. Personnel handling 2,5-dichlorophenol should wear protective clothing, gloves, boots and goggles to prevent skin contact, and an approved dust respirator. In an emergency situations, wear self-contained breathing apparatus and structural firefighter's protective clothing. Remove and isolate contaminated clothing and shoes at the site. In case of contact with 2,5-dichlorophenol, immdeiately flush skin or eyes with running water for at least 15 minutes and wash skin with concentrated soap solution. 2,5-Dichlorophenol does not ignite readily, but it can burn, producing irritating and poisonous gases. For small fires involving 2,5-dichlorophenol, extinguish with dry chemical, CO2, water spray, or standard foam, and for large fires, use water spray, fog, or standard foam. Runoff from fire control water may cause pollution. 2,5-Dichlorophenol may be shipped via air, rail, road, or water in containers bearing the label, "Keep away from food." Small spills of 2,5-dichlorophenol solution may be taken up with sand or other noncombustible absorbent and placed in closed containers for later disposal. Large spills of 2,5-dichlorophenol (solution) should be contained in pits, or other holding areas that are sealed with an impermeable flexible membrane liner. Runoff should be controlled by diking. Solids should be covered with a plastic sheet. Spills of 2,5-dichlorophenol in water may be trapped at the bottom with sand bag barriers, activated charcoal applied, and trapped material removed with suction hoses, mechanical dredges, or lifts. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance.

Reactive GroupPhenols and Cresols
UN ClassificationUN Hazard Class: 6.1; UN Pack Group: III
Special Reports · 4 件

Nat'l Research Council Canada; Chlorinated Phenols (1982) NRCC No. 18578

KOZAK VP ET AL; REVIEWS OF THE ENVIRONMENTAL EFFECTS OF POLLUTANTS: XI. CHLOROPHENOLS; US EPA REP EPA-600/1-79-012: 519 PAGES (1979). THIS PAPER DISCUSSES THE HEALTH & ENVIRONMENTAL EFFECTS, PHYSICAL & CHEMICAL PROPERTIES, ANALYTICAL METHODS, BIOLOGICAL ASPECTS (HUMAN & NON-HUMAN), ENVIRONMENTAL DISTRIBUTION & TRANSFORMATION & ENVIRONMENTAL INTERACTIONS OF CHLOROPHENOLS & THEIR CONSEQUENCES. AVAILABLE DATA INDICATE THAT CHLOROPHENOLS DO NOT POSSESS TUMORIGENIC, MUTAGENIC OR TERATOGENIC PROPERTIES.

Environmental Protection Service. Chlorophenols and Their Impurities in the Canandian Environment Report EPS 3-EC-81-2 (1981).

USEPA; Ambient Water Quality Criteria Doc: Chlorinated Phenols (1980) EPA 440/5-80-032.

Reactivity Profile2,5-DICHLOROPHENOL is incompatible with acid chlorides, acid anhydrides and oxidizing agents. (NTP, 1992)
Chemical DangersDecomposes on heating. This produces toxic and corrosive fumes including acid anhydrides and hydrogen chloride. Decomposes on burning. This produces toxic fumes including phosgene. Reacts with strong oxidants.
Packaging and LabellingDo not transport with food and feedstuffs. Marine pollutant.
DOT Emergency Guidelines · 5 件

/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Health: TOXIC; inhalation, ingestion, or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. /Chlorophenols, liquid; Chlorophenols, solid/

/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors, and sewers explosion hazards. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. /Chlorophenols, liquid; Chlorophenols, solid/

/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Public Safety: CALL Emergency Response Telephone Number ... As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas. /Chlorophenols, liquid; Chlorophenols, solid/

/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Chlorophenols, liquid; Chlorophenols, solid/

For more DOT Emergency Guidelines (Complete) data for 2,5-DICHLOROPHENOL (8 total), please visit the HSDB record page.

安全と保護具

Fire Fighting · 2 件

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

Use water spray, foam, powder, carbon dioxide.

First Aid Measures · 4 件

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .

Rinse with plenty of water (remove contact lenses if easily possible). Refer for medical attention.

Rinse mouth. Rest. Refer for medical attention .

First Aid · 1 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Safe StorageStore only in original container. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing. Separated from oxidants and food and feedstuffs. Ventilation along the floor.
Fire Fighting ProceduresExtinguish fire using agent suitable for type of surrounding fire. Material itself does not burn or burns with difficulty. /Trichlorophenol/
Cleanup Methods · 3 件

Land Spill: Dig a pit, pond, lagoon, or holding area /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner/ to contain liquid or solid material. Cover solids with plastic sheet to prevent dissolving in rain or fire fighting water.

Water Spill: Use natural deep water pockets, excavated lagoons, or sand bag barriers to trap material at bottom. If dissolved, apply activated carbon at ten times the spilled amount in region of 10 ppm or greater concentration. Remove trapped material with suction hoses. Use mechanical dredges or lifts to remove immobilized masses of pollutants and precipitates.

Activated carbon is a good method for removing chlorophenols from water. Competitive adsorption occurs between chlorophenols & humic substances present in nearly all municipal water supplies. This competition decr the capacity of carbon for chlorophenols. /Chlorophenols/

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 2 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Chemical Treatability of 2,5-Dichlorophenol; Concentration Process: Biological Treatment; Chemical Classification: Phenols; Scale of Study: Laboratory Scale; Type of Wastewater Used: Pure compound (one solute in a solvent); Results of Study: 100% reduction in 38 hours; (Biodegradation by mutant pseudomonas species.)

Spillage Disposal · 1 件

Personal protection: chemical protection suit including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

Preventive Measures · 4 件

SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.

Keep material out of water sources and sewers; Build dikes to contain flow as necessary; Keep upwind; Avoid breathing vapors or dusts; Wash away any material which may have contacted the body with copious amounts of water or soap and water. /Trichlorophenol/

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Immediately wash contaminated areas of skin with concentrated soap solution. Contaminated gloves, clothing, shoes should be removed without delay and disposed by incineration.

Isolation and EvacuationExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Eye PreventionWear face shield or eye protection in combination with breathing protection.

毒性情報

Body Burden · 1 件

2,5-Dichlorophenol was detected in 980 of 1000 samples of urine collected from adult individuals in the US in 1994 at concentrations ranging from 2.2 to 8700 ppb, with an average concentration of 200 ppb(1); the origin of 2,5-dichlorophenol was believed to be via metabolism of 1,4-dichlorobenzene, which is found in home toilet deoderizers and moth repellents. 2,5-Dichlorophenol was detected in 11 of 20 samples of amniotic fluid collected from adult women in the San Joaquin Valley, California in 2002 at concentrations ranging from 0.37 to 0.43 ug/L, with an average concentration of 0.39 ug/L(2).

Ecotoxicity Values · 5 件

EC50; Species: Oryzias latipes (Medaka); Conditions: freshwater, static; Concentration: 2600 ug/L for 15 days (95% confidence interval: 1900-3800 ug/L); Effect: hatch mortality

LC50; Species: Oryzias latipes (Medaka); Conditions: freshwater, static; Concentration: 3300 ug/L for 15 days (95% confidence interval: 2500-4500 ug/L)

LC50; Species: Carassius auratus (Goldfish, weight 1.0 g); Conditions: freshwater, static, 27-28 °C, pH 7.0; Concentration: 36.8 umol/L for 2.5 hr /100% purity/

LC50; Species: Carassius auratus (Goldfish, weight 1.0 g); Conditions: freshwater, static, 27-28 °C, pH 7.0; Concentration: 30.7 umol/L for 5 hr /100% purity/

LC50; Species: Platichthys flesus (European flounder, weight 56 g); Conditions: saltwater, static, 6 °C, pH 8, salinity 5 ppt; Concentration: 3290 ug/L for 96 hr /98-99% purity/

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 600(SRC), determined from a log Kow of 3.06(2) and a regression-derived equation(3), indicates that 2,5-dichlorophenol is expected to have low mobility in soil(SRC). The pKa of 2,5-dichlorphenol is 7.51(4), indicating that this compound will partially exist in the anion form and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5). Volatilization of 2,5-dichlorophenol from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 6.03X10-6 atm-cu m/mole, derived from its vapor pressure, 0.056 mm Hg(6), and water solubility, 2,000 mg/L(7). 2,5-Dichlorophenol is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(6). A 5% of theoretical BOD using activated sludge in the Japanese MITI test(8) suggests that biodegradation is not an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 600(SRC), determined from a log Kow of 3.06(2) and a regression-derived equation(3), indicates that 2,5-dichlorophenol is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 6.03X10-6 atm-cu m/mole(SRC), derived from its vapor pressure, 0.056 mm Hg(4), and water solubility, 2,000 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 8 and 61 days, respectively(SRC). According to a classification scheme(6), a measured BCF of 4.0 to 35(7), and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low. A 5% of theoretical BOD using activated sludge in the Japanese MITI test(7) suggests that biodegradation is not an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,5-dichlorophenol, which has a vapor pressure of 0.056 mm Hg at 25 °C(2) is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2,5-dichlorophenol is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 55 hours(SRC), calculated from its estimated rate constant of 6.99X10-12 cu cm/molecule-sec at 25 °C(3). 2,5-Dichlorophenol contains chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Exposure RoutesThe substance can be absorbed into the body by inhalation, through the skin and by ingestion.
Animal ConcentrationsThe combined concentrationn of 2,4- and 2,5-dichlorophenol detected in marine worms (Lanice conchilega) collected from the Weser River, Germany estuary bottom in 1977 was 11.8 ng/g wet weight(1).
Signs and Symptoms · 4 件

Sore throat. Cough. Burning sensation.

Redness. Pain.

Redness. Pain.

Sore throat. Burning sensation.

Ongoing Test Status · 1 件

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical.[http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=583-78-8]

Effluent Concentrations · 2 件

Biologically treated effluent samples from nine Canadian bleached softwood Kraft mills were analyzed for chlorinated phenolic content. Chlorinated phenolics, incl 2,5-dichlorophenol, present in effluent discharged from bleached Kraft mills are not expected to contribute an off odor to recipient waters.

2,5-Dichlorophenol was detected in the effluent downstream from 5% of industrial plants surveyed in England and Wales in 1995 at an average concentration of 3.76 ppb(1). 2,5-Dichlorophenol was detected in the effluent from 5.7% of sewage treatment plants surveyed in England and Wales in 1995 at an average concentration of 0.10 ppb(1). 2,5-Dichlorophenol (combined with 2,4-dichlorophenol) was detected in 12 of 12 samples collected at a sewage treatment plant in Karkola, Finland between September 1989 and November 1990 at an average concentration of 12 ppb(2). 2,5-Dichlorophenol has been detected qualitatively in the effluent from pulp mills in Canada(3).

ICSC Environmental DataThe substance is toxic to aquatic organisms. This substance does enter the environment under normal use. Great care, however, should be taken to avoid any additional release, for example through inappropriate disposal.
Soil Adsorption/Mobility · 1 件

The Koc of 2,5-dichlorophenol is estimated as 600(SRC), using a log Kow of 3.06(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 2,5-dichlorophenol is expected to have low mobility in soil. The pKa of 2,5-dichlorophenol is 7.51(4), indicating that this compound will partially exist in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5).

Natural Pollution Sources · 1 件

Dichlorophenols can be synthesized directly by soil fungi utilizing chloride ions and humic phenols found in soil(1); chloroperoxidase enzymes released into soil by fungi can also bring about the chlorination of humic phenols with chloride ions(1). Chlorophenols may be released into the environment through burning of fresh lignocellulosic biomass during forest fires(2).

法規制情報

Clean Water Act RequirementsToxic pollutant designated pursuant to section 307(a)(1) of the Federal Water Pollution Control Act and is subject to effluent limitations. /Chlorinated phenols/
State Drinking Water Guidelines(FL) FLORIDA 10 ug/L

安全データ

wgk
2
tsca
TSCA listed
rtecs
SK8600000
ridadr
UN 2020 6.1/PG 3
毒性
LD50 orally in Rabbit: 580 mg/kg
hs_code
29081000
risk_code
22-34-51/53-36/38
化審法
(3)-930
hazard_code
C,N,Xn
safety_code
26-36/37/39-45-61-37/39
hazard_class
6.1
packing_group
III
Hazard Classifications
Acute Tox. 4 OralAquatic Chronic 2Eye Irrit. 2Skin Irrit. 2
ストレージクラス
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
有毒物質データの
583-78-8(Hazardous Substances Data)
Impurities
... Chlorinated 2-phenoxyphenols, chlorinated diphenylethers, and chlorinated dibenzofurans occur as impurities in technical grade of chlorophenols. /Chlorophenols/
U.S. Production · 3 件

2023: 1,000,000 - <5,000,000 lb

Phenol, 2,5-dichloro- is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#4899]

Industry UsesIntermediate
Methods of Manufacturing · 5 件

HYDROLYSIS OF 1,2,4-TRICHLOROBENZENE IN THE PRESENCE OF SODIUM METHYLATE; DIAZOTIZATION OF 2,5-DICHLOROANILINE FOLLOWED BY DECOMPOSITION OF DIAZONIUM SALT WITH SULFURIC ACID

Hydrolysis of chlorobenzenes can be carried out in alkaline aqueous media, with or without the presence of copper salts. It can be done in the vapor phase at 250 - 400 °C on phosphates or on silica at 500 - 550 °C. Hydrolysis is most frequently carried out in the presence of methanolic sodium or potassium at 150 - 200 °C and 1.0 - 3.0 MPa. /Mono-, Di-, and Trichlorophenols with Chlorine in a Meta Position/

Sulfonation of chlorobenzenes followed by the desulfonation of chlorobenzenesulfonic acids can be used to produce numerous chlorophenols. The chlorobenzenes are sulfonated by using 15 - 20% oleum at 60 - 80 °C. The subsequent desulfonation is usually carried out by using 15 - 25% aqueous sodium hydroxide solution at 180 - 220 °C and 1.5 - 3.0 MPa. /Mono-, Di-, and Trichlorophenols with Chlorine in a Meta Position/

Sandmeyer Reaction. m-Chlorophenols can also be made by diazotization of the corresponding chloroanilines that have been obtained either by nitration of chlorobenzenes followed by hydrogenation or by chlorination of nitrobenzenes. /m-Chlorophenols/

Hydrodechlorination of polychlorophenols produces 3-chlorophenols. This reaction has long been carried out either in the vapor phase at 300 - 350 °C on an alumina catalyst or in the liquid phase at 150 - 250 °C and 15.0 - 20.0 MPa, usually in the presence of sulfur. /Mono-, Di-, and Trichlorophenols with Chlorine in a Meta Position/

General Manufacturing Information · 3 件

Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing

Phenol, 2,5-dichloro-: ACTIVE

PHOTODECOMPOSITION OF THE HERBICIDE 2,4,5-T RESULTS IN FORMATION OF A SMALL AMT OF 2,5-DICHLOROPHENOL.

応用分野 · 4 件

用途有機合成原料。

用途有機リン酸系の殺虫剤、防かび剤、除草剤、殺卵剤、殺藻剤の原料

使用2,5-Dichlorophenol is an intermediates in the manufacture of more complex chemical compounds such as fungicides.

一般的な説明Prisms (from benzene, petroleum ether) or white crystals. Odor threshold 30 μg/L at 68-72°F; 33 μg/L at 86°F. Taste threshold 0.5 μg/L.

調製方法

純化方法Crystallise it from ligroin and sublime it in a vacuum or distil it. [Beilstein 6 IV 942.]

上流・下流製品情報

上流原料

亜硝酸2,4-ジクロロフェノール2,4,5-トリクロロベンゼンスルホン酸水和物硝酸ナトリウム2,5-ジクロロアニリン二リン酸塩1,2-ジクロロ-4-メトキシベンゼン2,5-ジクロロアニソール2,4-ジクロロアニソール1-ブロモ-2,5-ジクロロベンゼン3,4-ジクロロフェノール3-クロロフェノール3,7-ジクロロジベンゾフラン

下流製品

4-ブロモ-2,5-ジクロロフェノール3,6-ジクロロ-2-ヒドロキシ安息香酸3,6-ジクロロ-2-メトキシ安息香酸 塩化物3,5-ジクロロフェノール2-(2,4,5-トリクロロフェノキシ)酢酸2,3,4,6-テトラクロロフェノール (約10%ペンタクロロフェノール含む)3,6-ジクロロ-2-ヒドロキシフェノール

補足説明

定義ChEBI: A dichlorophenol with the chloro substituents at positions 2 and 5.