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4-クロロ安息香酸

4-Chlorobenzoic Acid

HCID 6318
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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
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基本情報

CAS
138534-66-4
標準SMILES
O=C(O)c1ccc(Cl)cc1
InChIKey
XRHGYUZYPHTUJZ-UHFFFAOYSA-N
分子式
C7H5ClO2
平均分子量
156.56 g/mol
単同位体質量
155.9978071

概要

Triclinic crystals or light fluffy white powder. (NTP, 1992)

名称と識別子

優先名称
4-Chlorobenzoic Acid
IUPAC
4-chlorobenzoic acid
現地名
4-クロロ安息香酸
英語名
4-Chlorobenzoic acid
分子式
C7H5ClO2
分子量
156.57

名称と別名

4-Chlorobenzoic acid74-11-3P-CHLOROBENZOIC ACIDBenzoic acid, 4-chloro-Chlorodracylic acidp-Chlorbenzoic acidpara-Chlorobenzoic acidBenzoic acid, p-chloro-4-CHLORO-BENZOIC ACIDp-CarboxychlorobenzeneAcido p-clorobenzoicoDTXSID9024772
名称をさらに表示
4-クロロ安息香酸pクロロ安息香酸P-クロロ安息香酸パラ‐クロロ安息香酸P‐クロロ安息香酸4-クロロ安息香酸, 98+%PCBA4-CHLOROBENZOATEAcemetacin impurity A CRSIndomethacin Related Compound B4-chlorobenzoicMycosidNSC 8444NSC 32738
IC7888DF4LNSC-32738DTXCID704772CHEBI:30747RefChem:98552200-805-9695-032-0MFCD00002531

データベース識別子

CAS
138534-66-4、74-11-3
PubChem CID
6318
DTXSID
DTXSID9024772
ChEMBL
CHEMBL618
ChEBI
CHEBI:30747
UNII
IC7888DF4L
EC Number
200-805-9、695-032-0
Nikkaji
J5.259K

物性

構造計算による物性補完中

XLogP
2.7
極性表面積
37.3 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
1
重原子数
10
形式電荷
0
複雑度
128

実験および物理化学的性質

Chemical ClassesOther Classes -> Benzoic Acid Derivatives
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesChemical shift
PesticidesEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
LogP · 3 件

log Kow = 2.65

2.65

2.53

Density · 3 件

1.541 at 75 °F (NTP, 1992) - Denser than water; will sink

1.5 g/cm³

Relative density of the vapour/air-mixture at 20 °C (air = 1): 1

Color/FormTriclinic prisms from alcohol and ether
Solubility · 5 件

less than 1 mg/mL at 59 °F (NTP, 1992)

In water, 77 mg/L at 25 °C

Soluble in 5290 parts water

Insoluble in benzene, carbon tetrachloride; very soluble in ethanol; slightly soluble in ethyl ether, chloroform

Freely soluble in alcohol, ether

Flash Point · 3 件

238 °C

238 °C (460 °F) (Closed cup)

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 26.4% (37 of 140) of reports.

Danger

H301 (20.7%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 140 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

危険有害性情報

Regulatory Information · 4 件

Chemical: Benzoic acid, 4-chloro-

Commission Regulation (EU) No 188/2011

REACH registered substance: 4-chlorobenzoic acid (EC: 200-805-9)

4-Chlorobenzoic acid: Does not have an individual approval but may be used under an appropriate group standard

Fire Hazards · 2 件

Flash point data for this compound are not available; however, it is probably combustible. (NTP, 1992)

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

Health HazardsSYMPTOMS: Symptoms resulting from exposure to this compound include eye and skin irritation.
Hazards SummaryNo listed effects of short-term or long-term exposure; Insufficient data available; [ICSC] A skin, eye, mucous membrane, and upper respiratory tract irritant; [CAMEO] An irritant; [MSDSonline]
Reactive GroupAcids, Carboxylic
Reactivity ProfileP-CHLOROBENZOIC ACID is incompatible with strong oxidizing agents and strong bases. (NTP, 1992)

化学と産業

薬理情報

Mechanism of Action · 1 件

Octanoate, salicylate, valproic acid, p-octyl-, p-nitro-, and p-chlorobenzoic acids were effective inhibitors of benzoic acid activation to benzoyl-CoA by mitochondrial extracts. p-Aminobenzoic acid was much less effective. Of these compounds, only salicylate and p-nitrobenzoic acid were not activated to their respective CoA esters. Salicylate, p-chloro- and p-nitrobenzoic acids effectively prevented inhibition of glucose synthesis and alpha-keto[1-(14)C]isovalerate oxidation by valproic acid, p-octyl-, and p-aminobenzoic acids, p-Octyl- and p-aminobenzoic acids greatly depleted hepatocyte free CoA and acetyl-CoA contents and increased the content of acid-insoluble and acid-soluble CoA esters respectively. p-Chloro- and p-nitrobenzoic acids prevented the sequestration of CoA as p-octylbenzoyl-CoA or p-aminobenzoyl-CoA in hepatocytes incubated with these compounds. p-Chlorobenzoic acid not only prevented but also reversed the inhibition of gluconeogenesis in hepatocytes incubated with p-octylbenzoic acid. These results suggest that p-chloro- or p-nitrobenzoic acids might be effectively used to reverse some of the hepatotoxic effects of the CoA esters of valproic acid or naturally-occurring organic acids, such as those which accumulate in Reye's Syndrome or organic acidemias.

Metabolism/Metabolites · 4 件

P-chlorobenzoyl-beta-d-glucuronic acid in rabbit. /From table/

Yields p-chlorohippuric acid in man. /From table/

Pseudomonas sp. WR912 was isolated by continuous enrichment in three steps with 3-chloro-, 4-chloro-, and finally 3,5-dichlorobenzoate as sole source of carbon and energy. The doubling times of the pure culture with these growth substrates were 2.6, 3.3, and 5.2 h, respectively. Stoichiometric amounts of chloride were eliminated during growth. Oxygen uptake rates with chlorinated benzoates revealed low stereospecificity of the initial benzoate 1,2-dioxygenation. Dihydrodi-hydroxybenzoate dehydrogenase, catechol 1,2-dixoygenase, and muconate cycloisomerase activities were found in cell-free extracts. The ortho cleavage activity for catechols appeared to involve induction of isoenzymes with different stereospecificity towards chlorocatechols. A catabolic pathway for chlorocatechols was proposed on the basis of similarity to chlorophenoxyacetate catabolism, and cometabolism of 3,5-dimethylbenzoate by chlorobenzoate-induced cells yielded 2,5-dihydro-2,4-dimethyl-5-oxo-furan-2-acetic acid.

A mixed population, enriched and established in a defined medium, from a sewage sludge inoculum was capable of complete mineralization of 4-chlorobenzoate. An organism, identified as Arthrobacter sp., was isolated from the consortium and shown to be capable of utilizing 4-chlorobenzoate as the sole carbon and energy source in pure culture. This organism (strain TM-1), dehalogenated 4-chlorobenzoate as the initial step in the degradative pathway. The product, 4-hydroxybenzoate, was further metabolized via protocatechuate. The ability of strain TM-1 to degrade 4-chlorobenzoate in liquid medium at 25 °C was improved by the use of continuous culture and repeated sequential subculturing. Other chlorinated benzoates and the parent compound benzoate did not support growth of strain TM-1. An active cell extract was prepared and shown to dehalogenate 4-chloro-, 4-fluoro-, and 4-bromobenzoate. Dehalogenase activity had an optimum pH of 6.8 and an optimum temperature of 20 °C and was inhibited by dissolved oxygen and stimulated by manganese (Mn). Strain improvement resulted in an increase in the specific activity of the cell extract from 0.09 to 0.85 nmol of 4-hydroxybenzoate per min per mg of protein and a decrease in the doubling time of the organism from 50 to 1.6 hr.

関連反応

255 件
反応記録を作成
HRID 9750 の反応式
HRID 9750生成物としてuspto-grants-2006_08
HRID 14749 の反応式
HRID 14749反応物としてuspto-grants-2010_06
HRID 16962 の反応式
HRID 16962反応物としてuspto-grants-2010_06
HRID 45294 の反応式
HRID 45294反応物としてuspto-grants-2013_09
HRID 82435 の反応式
HRID 82435反応物としてuspto-grants-2014_09
HRID 88666 の反応式
HRID 88666反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 91709 の反応式
HRID 91709反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 103574 の反応式
HRID 103574反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
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化合物ノート

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238 °C

Boiling PointSublimes (NTP, 1992)
DecompositionWhen heated to decomposition is emits toxic vapors of chloride.
Melting Point · 4 件

469 °F (NTP, 1992)

243 °C

MP: 44 °C /p-Chlorobenzoic acid, methyl ester/

243 °C

物理化学的性質

融点
238 · 238-241 °C(lit.)
沸点
274 · 274-276 °C
比重(密度)
1.54 · 1.540
屈折率
1.5812 · 1.5812 (estimate)
闪点
238 °C · 238 °C
貯蔵温度
room temp
溶解性
1 % · メタノール:可溶1% 無色透明~微黄色
外見
結晶性粉末
酸解離定数(Pka)
3.98 · 3.98(at 25℃)
色
白から黄色
PH
4.3 · 4.3 (0.08g/l, H2O, 20℃)
水溶解度
熱湯に溶ける
比熱容量
1.04 J/ · Cp(crystal): 1.04 J/(g·K), at 25℃
Merck
14 · 14,2125
BRN
907196 · 907196
Henry's Law Constant
2.5 · 2.5×101 mol/(m3Pa) at 25℃, Abraham and Jr. (2019)
安定性
安定。可燃性。塩基、強力な酸化剤と相容れない。
InChI
1S/C7H5ClO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10)
InChIKey
XRHGYUZYPHTUJZ-UHFFFAOYSA-N
SMILES
OC(=O)c1ccc(Cl)cc1
LogP
2.65 · 2.650
CAS データベース
74 · 74-11-3(CAS DataBase Reference)
NISTの化学物質情報
4 · Benzoic acid, 4-chloro-(74-11-3)
EPAの化学物質情報
p-Chlorobenzoic acid (74-11-3)

化学的性質

化学的特性white to light yellow crystal powder. Soluble in methanol, anhydrous ethanol and ether, very slightly soluble in water, toluene and 95% ethanol.

Atmospheric Standards · 1 件

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Chlorobenzoic acid is produced, as an intermediate or final product, by process units covered under this subpart. /Chlorobenzoic acid/

Chemical DangersOn combustion, forms toxic and corrosive fumes including hydrogen chloride. The solution in water is a weak acid.
Air and Water ReactionsInsoluble in water.
Hazard Classes and Categories · 3 件

Acute Tox. 3 (20.7%)

Acute Tox. 4 (100%)

Acute toxicity (Oral) - Category 4

Hazardous Reactivities and IncompatibilitiesIncompatible materials: Strong oxidizing agents, strong bases.

安全と保護具

Fire Fighting · 2 件

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

Use water spray, powder.

First Aid Measures · 4 件

Fresh air, rest.

Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. 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.

Firefighting HazardsSpecial hazards arising from the substance or mixture: Carbon oxides, hydrogen chloride gas.
Fire Fighting Procedures · 2 件

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Advice for firefighters: Wear self contained breathing apparatus for fire fighting if necessary.

Storage ConditionsConditions for safe storage, including any incompatibilities: Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.
Cleanup Methods · 1 件

Accidental Release Measures. Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Do not let product enter drains. Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal.

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 harm/injury/toxicity 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 and plant life; and conformance with environmental and public health regulations.

Waste treatment methods. Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material. Contaminated packaging: Dispose of as unused product.

Spillage DisposalSweep 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

Precautions for safe handling: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Provide appropriate exhaust ventilation at places where dust is formed. Normal measures for preventive fire protection.

Appropriate engineering controls: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.

Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.

Eye PreventionWear safety spectacles.

毒性情報

Ecotoxicity Values · 2 件

EC50; Species: Daphnia magna (Water Flea); Conditions: freshwater, static; Concentration: >20000 ug/L for 24 hr; Effect: behavior, equilibrium /formulation/

LC50; Species: Daphnia pulex (Water Flea) age 12 hr; Conditions: freshwater, renewal, 20 °C; Concentration: >100000 ug/L for 96 hr /formulation/

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 42(SRC), determined from a log Kow of 2.65(2) and a regression-derived equation(3), indicates that p-chlorobenzoic acid is expected to have very high mobility in soil(SRC). The pKa of p-chlorobenzoic acid is 3.98(4), indicating that this compound will exist almost entirely in the 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). Volatilization from moist soil is not expected because the compound exists as an anion and anions do not volatilize(SRC). p-Chlorobenzoic acid is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.9X10-5 mm Hg at 25 °C(SRC), determined from a fragment constant method(3). Using an activated sludge inoculum, 6% CO2 evolution after 5 days incubation(6) 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 42(SRC), determined from a log Kow of 2.65(2) and a regression-derived equation(3), indicates that p-chlorobenzoic acid is not expected to adsorb to suspended solids and sediment(SRC). A pKa of 3.98(4) indicates p-chlorobenzoic acid will exist almost entirely in the anion form at pH values of 5 to 9 and, therefore, volatilization from water surfaces is not expected to be an important fate process(SRC). The BCF for p-chlorobenzoic acid was < 10 in golden ide fish(5), which suggests the potential for bioconcentration in aquatic organisms is low(SRC). A range of 2.03% to 79% 14-CO2 recovered using varying concentrations in the river die-away test(6) suggests that biodegradation may be an important environmental fate process in water, subject to conditions(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), p-chlorobenzoic acid, which has an estimated vapor pressure of 2.9X10-5 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase p-chlorobenzoic acid 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 10 days(SRC), calculated from its rate constant of 1X10-12 cu cm/molecule-sec at 25 °C(SRC), that was derived using a structure estimation method(3). Particulate-phase p-chlorobenzoic acid may be removed from the air by wet and dry deposition(SRC). p-Chlorobenzoic acid absorbs light at wavelengths >290 nm(4) and, therefore, may be susceptible to direct photolysis by sunlight(SRC).

Exposure RoutesThe substance can be absorbed into the body by ingestion.
Toxicity Summary · 1 件

IDENTIFICATION AND USE: P-chlorobenzoic acid is white, odorless, crystalline powder. It is used as a laboratory reagent, and in manufacture of chemicals. P-Chlorobenzoic acid is a degradation product of indomethacin. HUMAN EXPOSURE AND TOXICITY: No human studies could be located. ANIMAL STUDIES: P-Chlorobenzoic acid is a potent inhibitor of rat brain and liver mitochondrial 4-hydroxybenzoate:polyphenyl transferase. After single oral administration to animals urokaninase and histidase activities were found in blood serum within 8 hr after the intoxication, reaching the maximum within 15 hr and exhibited the constant level during 25 hr. Then the enzymatic activity was gradually decreased but it did not reach the control values within 70 hr.

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.[Available from, as of September 4, 2014: http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=74-11-3]

Effluent Concentrations · 1 件

p-Chlorobenzoic acid was detected, not quantified in 6 out of 18 samples of advanced treatment concentrate collected from Lake Tahoe, CA, Oct 1974; Pomona, CA, Sept 1974; Escondido, CA July 1975; and Dallas, TX, Nov 1974(1). p-Chlorobenzoic acid was detected in the emissions of a municipal waste incineration plant in Germany at a concentration of 1.16 ug/cu m(2).

Soil Adsorption/Mobility · 1 件

The Koc of p-chlorobenzoic acid is estimated as 42(SRC), using a log Kow of 2.65(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that p-chlorobenzoic acid is expected to have very high mobility in soil. The pKa of p-chlorobenzoic acid is 3.98(4), indicating that this compound will exist almost entirely in the 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).

Artificial Pollution Sourcesp-Chlorobenzoic acid's production and use as a laboratoryy reagent and chemical intermediate(1) may result in its release to the environment through various waste streams(SRC).
Environmental Biodegradation · 4 件

AEROBIC: The biodegradation of p-chlorobenzoic acid varies considerably; biodegradation can be rapid under some conditions and slow under other conditions(SRC). p-Chlorobenzoic acid was degraded at 65 BOD% after 5 days in river water collected from the Songhua river of Jillin Province, China(1). Biodegradation of p-chlorobenzoic acid, present at 50 ug/L in activated sludge, was approximately 6% CO2 after 5 days(2). The percentage of 14-C02 recovered from river die-away tests using freshwater from Fall Creek, Ithaca, NY, and 14-C labeled p-chlorobenzoic acid following 4, 6, 8 and 12 days of aerobic incubation were 47.6%, 51.3%, 60.3%, no data at 47 pg/mL; 17.1%, 33.0%, 48.0%, no data at 4.7 ng/mL; 2.03%, 3.6%, no data, 79% at 470 ng/mL; and 1.2%, 1.4%, no data, 5.9% at 47 ug/mL(3). No degradation was found after > 25 days for p-chlorobenzoic acid present at 16 mg/L in both wastewater sludge and a soil inoculum(4). 100% decomposition (as measured by UV absorption loss) of p-chlorobenzoic acid was observed after 64 days in the soil(5).

PURE CULTURE: It was found that an Acinetobacter sp., utilized p-chlorobenzoic acid as an exclusive carbon and energy source, resulting in the total biodegradation of p-chlorobenzoic acid in the soil(1).

ANAEROBIC: No anaerobic degradation was observed at > 65 weeks in freshwater lake sediment and > 8 weeks in municipal digested sludge(1). 4-Chlorobenzoic acid was degraded under denitrifying conditions in the sediment of the Hudson river, New York City, NY, near Albany, NY, and the East River, NY and was metabolized at rates of 32 umol/liter/day(2). The half-life of 4-chlorobenzoic acid was reported to be 235 days in anaerobic sediment (3). This compound is expected to have slow anaerobic biodegradation.

Occurrence of plasmid pAC21 specifying bioconversion of p-chlorobiphenyl to p-chlorobenzoate, has been previously shown in a strain of Klebsiella pneumoniae isolated from PCB-contaminated areas of Hudson River. Conjugative plasmid pAC25, characterized in a strain of Pseudomonas putida, specifies biodegradation of 3-chlorobenzoic acid by a modified ortho pathway that involves maleylacetate, but not beta-ketoadipate, as an intermediate. Introduction of putida strains harboring pAC25 & other degradative plasmids in a chemostat & continued selection on 4-chlorobenzoic acid as major carbon source has led to the emergence of cells that harbor plasmid pAC27 encoding the 4-chlorobenzoate degradative pathway.

Sediment/Soil Concentrations · 1 件

SEDIMENT: p-Chlorobenzoic acid was detected, not quantified in contaminated sediment enrichments collected from Bloody Run Creek and Devil's Hole Creek, located in the Niagara River watershed, Niagara Falls, NY. Samples were collected during May and November 1992 and May, August, November 1993(1).

Environmental BioconcentrationThe BCF in golden ide (Leuciscus idus melanotus) fish was reported to be < 10 in a 3-day experiment(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
Volatilization from Water/Soil · 1 件

A pKa of 3.98(1) indicates p-chlorobenzoic acid will exist almost entirely in the anion form at pH values of 5 to 9 and, therefore, volatilization from water surfaces is not expected to be an important fate process(SRC). Volatilization from moist soil is not expected because the compound exists as an anion and anions do not volatilize(SRC). p-Chlorobenzoic acid is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.9X10-3 mm Hg(SRC), determined from a fragment constant method(3).

法規制情報

Atmospheric Standards · 1 件

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Chlorobenzoic acid is produced, as an intermediate or final product, by process units covered under this subpart. /Chlorobenzoic acid/

安全データ

wgk
2
tsca
TSCA listed
rtecs
DG4976010
毒性
LD50 orally in Rabbit: 1170 mg/kg
hs_code
29163900
risk_code
22-36/37/38
化審法
(3)-62, (3)-1424
hazard_code
Xn
safety_code
26-36-37/39
自然発火温度
545 °C
Hazard Classifications
Acute Tox. 4 Oral
ストレージクラス
11 - Combustible Solids
有毒物質データの
74-11-3(Hazardous Substances Data)

用途と製造

Uses · 6 件

Used as an intermediate (dyes, fungicides, and pharmaceuticals) and preservative (adhesives and paints); [HSDB]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

CHEM INT FOR M-CHLOROPHENOL

CHEM INT FOR IODAMIDE (MEDICAL RADIOPAQUE)

CHEM INT FOR PLASTICIZERS

Laboratory reagent, manufacture of chemicals

U.S. Imports · 2 件

(1979) 2.00X10+5 GRAMS (PRINCPL CUSTMS DISTS)

(1981) 6.01X10+5 GRAMS (PRINCPL CUSTMS DISTS)

U.S. Production · 2 件

(1979) NOT PRODUCED COMMERCIALLY IN USA

(1981) NOT PRODUCED COMMERCIALLY IN USA

Methods of Manufacturing · 2 件

Preparation by catalytic oxidation of 1-chloro-4-ethylbenzene; ... Manufacture by oxidation of p-chlorobenzaldehyde.

Produced by the oxidation of 4-chlorotoluene.

Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
General Manufacturing InformationBenzoic acid, 4-chloro-: ACTIVE
応用分野 · 4 件

用途防腐剤(ナトリウム塩〉、染料、防カビ剤、医薬品などの有機化合物の中間体

用途有機合成(農薬、医薬、染料)原料。

使用4-Chlorobenzoic acid can be used:As a ligand to synthesize luminescent lanthanide complexes for bio-labeling or fiber communication applications.To prepare organotin(IV) chlorobenzoates exhibiting anticorrosion properties.As a ligand to synthesize di-n-butyl(4-chlorobenzoxy)(4-chlorobenzohydroxamato)tin(IV).

一般的な説明Triclinic crystals or light fluffy white powder.4-Chlorobenzoic acid is a degradation product of indomethacin. It is degraded by Acinetobacter sp. strain ST-1 and causes its dehalogenation to yield 4-hydroxybenzoic acid under both aerobic and anaerobic conditions.

調製方法

純化方法Purify it as for m-chlorobenzoic acid. It has also been crystallised from hot water, and from EtOH. [Beilstein 9 IV 973.]

上流・下流製品情報

上流原料

過マンガン酸カリウム4-クロロトルエン (1mg/mlメタノール溶液) [水質分析用]

下流製品

モクロベミド4-クロロ-3,5-ジニトロ安息香酸2-アミノ-5-ニトロベンゾフェノン3-アミノ-4-メトキシベンズアニリド4-クロロ-3-ニトロ安息香酸4-クロロベンゾイルクロリドブメタニドテレフタル酸ジメチルメベンダゾール2-クロロ-4-(4-クロロフェニル)-6-フェニル-1,3,5-トリアジン4-フルオロ-2-メチル安息香酸イソチオシアン酸P-クロロベンゾイル4-クロロ-3-スルファモイル安息香酸p-クロロ安息香酸ナトリウム(4-クロロベンゾイル)酢酸メチル 塩化物3-ニトロ-4-クロロベンズアミド

補足説明

定義ChEBI: 4-chlorobenzoic acid is a monochlorobenzoic acid carrying a chloro substituent at position 4. It has a role as a bacterial xenobiotic metabolite. It derives from a benzoic acid. It is a conjugate acid of a 4-chlorobenzoate.