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2,6-Dichlorbenzoesure

2,6-Dichlorobenzoic acid

HCID 5758
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Grundinformationen

CAS
50-30-6
Standard-SMILES
O=C(O)c1c(Cl)cccc1Cl
InChIKey
MRUDNSFOFOQZDA-UHFFFAOYSA-N
Summenformel
C7H4Cl2O2
Durchschnittliche Molmasse
191,01 g/mol
Monoisotopische Masse
189,9588348

Überblick

2,6-dichlorobenzoic acid appears as needles (from ethanol) or white solid. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
2,6-Dichlorobenzoic acid
IUPAC
2,6-dichlorobenzoic acid
Lokaler Name
2,6-Dichlorbenzoesure
Englischer Name
2,6-Dichlorobenzoic acid
Summenformel
C7H4Cl2O2
Molmasse
191.01

Namen und Synonyme

2,6-DICHLOROBENZOIC ACIDBenzoic acid, 2,6-dichloro-EINECS 200-025-9DTXSID0024979NSC 76599UNII-634RI764QTBRN 0973858CCRIS 8610AI3-33337634RI764QTNSC-76599DTXCID904979
Weitere Namen anzeigen
2,6-Dichlorobe2,6-dichlorobenzoicRARECHEM AL BO 0023TIMTEC-BB SBB0076942,6-dichlorobenzoate2,6-Dichlorbenzoesure
CHEBI:486234-09-00-01005 (Beilstein Handbook Reference)RefChem:83182BENZOIC ACID,2,6-DICHLORO MFC7 H4 O2 CL2200-025-9InChI=1/C7H4Cl2O2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3H,(H,10,11MRUDNSFOFOQZDA-UHFFFAOYSA-N50-30-6

Datenbank-Bezeichner

CAS
50-30-6
PubChem CID
5758
DTXSID
DTXSID0024979
ChEMBL
CHEMBL114828
ChEBI
CHEBI:48623
UNII
634RI764QT
EC Number

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
2,2
Polarare Oberfläche (TPSA)
37,3 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
1
Schwere Atome
11
Formalladung
0
Komplexität
151

Experimentelle und physikochemische Eigenschaften

SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy
LogP2.23
Solubility1 to 10 mg/mL at 66 °F (NTP, 1992)
Boiling PointSublimes (NTP, 1992)
Melting Point291 °F (NTP, 1992)
Physical Description2,6-dichlorobenzoic acid appears as needles (from ethanol) or white solid. (NTP, 1992)

Physikochemische Eigenschaften

Schmelzpunkt
139 · 139-142 °C (lit.)
Siedepunkt
273.68 °C · 273.68°C (rough estimate)
Dichte
1.441 · 1.4410 (rough estimate)
Brechungsindex
1.459 · 1.4590 (estimate)
storage temp.
Sealed in dry,Room Temperature

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (98.1%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 53 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: Benzoic acid, 2,6-dichloro-

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

2,6-Dichlorobenzoic acid: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this compound may include irritation.
Reactive GroupAcids, Carboxylic
Reactivity Profile · 1 Eintrag

2,6-DICHLOROBENZOIC ACID is a halogenated carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in it to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.

Chemie und Industrie

Verwendung und Herstellung

Use ClassificationMETABOLITES
General Manufacturing InformationBenzoic acid, 2,6-dichloro-: ACTIVE

Anwendungen

Verwenden2,6-Dichlorobenzoic Acid is an di-halogenated benzoic acid derivative and is used in the synthesis of Lux-S enzyme inhibitor.

Darstellung · 1 Eintrag

synthetische2,6-Dichlorobenzoic Acid can be prepared through several synthetic routes. One common method is the chlorination of benzoic acid in the presence of a catalyst such as phosphorus pentachloride or thionyl chloride. The reaction takes place under reflux in anhydrous conditions, resulting in the substitution of two chlorine atoms at positions 2 and 6 of the benzene ring. The resulting product is then isolated and purified through recrystallization from a suitable solvent. Another method involves the chlorination of the methyl ester of 2,6-dichlorobenzoic acid, followed by hydrolysis to yield the desired compound. Alternatively, it can also be synthesized through the oxidation of 2,6-dichlorotoluene using potassium permanganate or other oxidizing agents.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

2,6-Dichlortoluol

Nachgelagerte Produkte

2,6-Dichloranilin2,3,4-TRICHLOROBENZOIC ACID2,3-DichlorbenzoesureN-(2-BroMopyridin-4-yl)-2,6-dichlorobenzaMide

Zugehörige Reaktionen

82
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 20829
HRID 20829als Eduktuspto-grants-2010_06
Reaktionsgleichung von HRID 102291
HRID 102291als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 110022
HRID 110022als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 126381
HRID 126381als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 149386
HRID 149386als EduktTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
Reaktionsgleichung von HRID 182146
HRID 182146als EduktTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
Reaktionsgleichung von HRID 202859
HRID 202859als EduktTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
Reaktionsgleichung von HRID 205582
HRID 205582als EduktTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
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Neue NotizNeue ReaktionAnfrage stellen
200-025-9
Nikkaji
J55.461H
Löslichkeit
14 g/l · 14g/l
pka
1.69 · 1.69±0.10(Predicted)
Aggregatzustand
Fine Crystalline Powder
Farbe
White to beige
Wasserlöslichkeit
0.1 · 0.1-1 g/100 mL at 19 ºC
BRN
973858 · 973858
Stabilität
Stable. Incompatible with strong oxidizing agents.
InChI
1S/C7H4Cl2O2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3H,(H,10,11)
InChIKey
MRUDNSFOFOQZDA-UHFFFAOYSA-N
SMILES
OC(=O)c1c(Cl)cccc1Cl
CAS Datenbank
50 · 50-30-6(CAS DataBase Reference)
NIST chemische Informationen
2 · Benzoic acid, 2,6-dichloro-(50-30-6)
EPA chemische Informationen
2 · Benzoic acid, 2,6-dichloro- (50-30-6)
Air and Water ReactionsSlightly soluble in water.
Hazard Classes and CategoriesSkin Irrit. 2 (98.1%)

Sicherheit und Schutzausrüstung

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 Eintrag

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.

Nonfire Spill Response · 1 Eintrag

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.

Personal Protective Equipment (PPE) · 1 Eintrag

RECOMMENDED RESPIRATOR: Where the neat test chemical is stored, weighed and diluted, wear an approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxikologische Informationen

Acute Toxicity LinkChemical: 2,6-DICHLOROBENZOIC ACID

Sicherheitsdaten

wgk
3
tsca
TSCA listed
hs_code
29163900
RTECS-Nr.
DG7000000
risk_code
36/37/38
hazard_code
Xi
safety_code
26-36-24/25-37/39
hazard_class
IRRITANT
Speicherklasse
11 - Combustible Solids
Hazard Classifications
Eye Irrit. 2Skin Irrit. 2STOT SE 3
3-amino-4-bromo-2,6-dichlorobenzoic acid
9H-Purine, 6-broMo-8-(2,6-dichlorophenyl)-
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: 2,6-dichlorobenzoic acid is a chlorobenzoic acid carrying two chloro groups at positions 2 and 6 respectively. It has a role as a bacterial xenobiotic metabolite. It is a chlorobenzoic acid and a dichlorobenzene. It is functionally related to a benzoic acid. It is a conjugate acid of a 2,6-dichlorobenzoate.