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2,6-ジクロロ安息香酸

2,6-Dichlorobenzoic acid

HCID 5758
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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
50-30-6
標準SMILES
O=C(O)c1c(Cl)cccc1Cl
InChIKey
MRUDNSFOFOQZDA-UHFFFAOYSA-N
分子式
C7H4Cl2O2
平均分子量
191.01 g/mol
単同位体質量
189.9588348

概要

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

名称と識別子

優先名称
2,6-Dichlorobenzoic acid
IUPAC
2,6-dichlorobenzoic acid
現地名
2,6-ジクロロ安息香酸
英語名
2,6-Dichlorobenzoic acid
分子式
C7H4Cl2O2
分子量
191.01

名称と別名

2,6-DICHLOROBENZOIC ACIDBenzoic acid, 2,6-dichloro-EINECS 200-025-9DTXSID0024979NSC 76599UNII-634RI764QTBRN 0973858CCRIS 8610AI3-33337634RI764QTNSC-76599DTXCID904979
名称をさらに表示
2,6-ジクロロ安息香酸2,6ジクロロ安息香酸2,6‐ジクロロ安息香酸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

データベース識別子

CAS
50-30-6
PubChem CID
5758
DTXSID
DTXSID0024979
ChEMBL
CHEMBL114828
ChEBI
CHEBI:48623
UNII
634RI764QT
EC Number
200-025-9
Nikkaji
J55.461H

物性

構造計算による物性補完中

XLogP
2.2
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
11
形式電荷
0
複雑度
151

実験および物理化学的性質

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)

物理化学的性質

融点
139 · 139-142 °C (lit.)
沸点
273.68 °C · 273.68°C (rough estimate)
比重(密度)
1.441 · 1.4410 (rough estimate)
屈折率
1.459 · 1.4590 (estimate)
貯蔵温度
Sealed in dry,Room Temperature
溶解性
14 g/リットル · 14g/リットル
酸解離定数(Pka)
1.69 · 1.69±0.10(Predicted)
外見
微結晶性粉末

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 · 4 件

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.

危険有害性情報

Regulatory Information · 3 件

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 件

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.

化学と産業

用途と製造

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

応用分野

使用2,6-Dichlorobenzoic Acid is an di-halogenated benzoic acid derivative and is used in the synthesis of Lux-S enzyme inhibitor.

調製方法 · 2 件

製造方法2,6-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.

純化方法Crystallise the acid from EtOH and sublime it in vacuo.[Beilstein 9 IV 1005.] Aromatic acid impurities (to <0.05%) can be removed via the (±)--methylbenzylamine salt as described for 2,4-dichlorobenzoic acid [Ley & Yates Organic Process Research & Development 12 120 2008.]

上流・下流製品情報

上流原料

2,6-ジクロロトルエン

下流製品

2,6-ジクロロアニリン2,3,4-トリクロロ安息香酸

関連反応

82 件
反応記録を作成
HRID 20829 の反応式
HRID 20829反応物としてuspto-grants-2010_06
HRID 102291 の反応式
HRID 102291反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 110022 の反応式
HRID 110022反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 126381 の反応式
HRID 126381反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 149386 の反応式
HRID 149386反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 182146 の反応式
HRID 182146反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 202859 の反応式
HRID 202859反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 205582 の反応式
HRID 205582反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
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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
色
白からベージュ
水溶解度
19 ℃で0.1~1g/100mL · 19℃で0.1~1g/100mL
BRN
973858 · 973858
安定性
安定。強力な酸化剤とは相容れない。
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 データベース
50 · 50-30-6(CAS DataBase Reference)
NISTの化学物質情報
2 · Benzoic acid, 2,6-dichloro-(50-30-6)
EPAの化学物質情報
2 · Benzoic acid, 2,6-dichloro- (50-30-6)

化学的性質

化学的特性white to off-white crystalline powder

Air and Water ReactionsSlightly soluble in water.
Hazard Classes and CategoriesSkin Irrit. 2 (98.1%)

安全と保護具

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

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.

Personal Protective Equipment (PPE) · 1 件

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)

毒性情報

Acute Toxicity LinkChemical: 2,6-DICHLOROBENZOIC ACID

安全データ

wgk
3
tsca
TSCA listed
rtecs
DG7000000
hs_code
29163900
risk_code
36/37/38
化審法
(3)-1410, (3)-1424
hazard_code
Xi
safety_code
26-36-24/25-37/39
hazard_class
IRRITANT
Hazard Classifications
Eye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス
11 - Combustible Solids
2,3-ジクロロ安息香酸
N-(2-ブロモピリジン-4-イル)-2,6-ジクロロベンズアミド
3-amino-4-bromo-2,6-dichlorobenzoic acid
6-ブロモ-8-(2,6-ジクロロフェニル)-9H-プリン
補足説明 · 1 件

定義ChEBI: 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.