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2,4-ジクロロ安息香酸

2,4-Dichlorobenzoic Acid

HCID 5787
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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
50-84-0
標準SMILES
O=C(O)c1ccc(Cl)cc1Cl
InChIKey
ATCRIUVQKHMXSH-UHFFFAOYSA-N
分子式
C7H4Cl2O2
平均分子量
191.01 g/mol
単同位体質量
189.95883473

概要

2,4-dichlorobenzoic acid is a white to slightly yellowish powder. (NTP, 1992)

名称と識別子

優先名称
2,4-Dichlorobenzoic Acid
IUPAC
2,4-dichlorobenzoic acid
現地名
2,4-ジクロロ安息香酸
英語名
2,4-Dichlorobenzoic acid
分子式
C7H4Cl2O2
分子量
191.01

名称と別名

2,4-DICHLOROBENZOIC ACID50-84-0Benzoic acid, 2,4-dichloro-DTXSID0024977NSC-5780SR0320D45DTXCID104977CHEBI:307482,4-DCBARefChem:82379200-067-8Furosemide EP impurity E
名称をさらに表示
2,4-ジクロロ安息香酸2,4ジクロロ安息香酸2,4-ジクロロ安息香酸 塩化物2,4‐ジクロロ安息香酸2,4-Dichlorobenzoic2,4-Dichlolrobenzoic Acid2,4-Dichlorobenzoicacid,98%'LGC' (1305)2.4-Dichlorobeorbenzoic acidAKOS BBS-00003747Dichlorbenzoic aci
MFCD000024142,4 dichlorobenzoic acidBRN 1868192CCRIS 94722,4-Dichlorobenzoesyre2,4-Dichlorbenzoic acid2,4-DichlorobenzoicacidAKOS000119754

データベース識別子

CAS
50-84-0
PubChem CID
5787
DTXSID
DTXSID0024977
ChEMBL
CHEMBL1492029
ChEBI
CHEBI:30748
UNII
0SR0320D45
EC Number
200-067-8
Nikkaji
J55.459F

物性

構造計算による物性

XLogP
2.8
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
161

実験および物理化学的性質

SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy
PesticidesEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
LogP2.76
Solubilityless than 1 mg/mL at 66 °F (NTP, 1992)
Boiling PointSublimes (NTP, 1992)
Melting Point315 to 320 °F (NTP, 1992)
Physical Description2,4-dichlorobenzoic acid is a white to slightly yellowish powder. (NTP, 1992)

物理化学的性質

融点
157 · 157-160 °C (lit.)
沸点
200 °C · 200 °C
比重(密度)
1.441 · 1.4410 (rough estimate)
屈折率
1.459 · 1.4590 (estimate)
闪点
80 ° · 80°
貯蔵温度
Sealed in dry,Room Temperature

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

H302 (96.6%): Harmful if swallowed [Warning Acute toxicity, oral]

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

Aggregated GHS information provided per 117 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 · 2 件

Chemical: Benzoic acid, 2,4-dichloro-

2,4-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

2,4-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 ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
General Manufacturing InformationBenzoic acid, 2,4-dichloro-: ACTIVE
応用分野 · 3 件

用途有機合成原料。

使用2,4-Dichlorobenzoic Acid is a di-halogenated benzoic acid derivative and an intermediate in the synthesis of spirodiclofen (S682990), a tetronic acid acaricide fungicide used in controlling red mites.

一般的な説明White to slightly yellowish powder.

調製方法 · 1 件

純化方法Crystallise the acid from aqueous EtOH (charcoal), then *benzene (charcoal). It can also be recrystallised from water. [Beilstein 9 IV 998.] It can be freed from isomeric acids (to <0.05%) via the (±)--methylbenzylamine salt as follows: dissolve the dichloro-acid (10g, 50.2mmol) in isopropanol (200mL), heat to 60o and add the (±)-benzylamine (5.49g, 45.3mmol), then stir it at 60o for 1hour. Cool the mixture to room temperature, filter the slurry, wash it with isopropanol (25mL) and dry it in vacuo at 40o overnight to give 79% of the salt with m 185.2o. Dissolve the salt (5g) in H2O (50mL) and MeOH (20mL), then heat to 60o and add concentrated HCl to pH <2.0. Cool the solution to room temperature add H2O (12mL), filter it, wash it with H2O (30mL) and dry it in vacuo at 40o overnight to give 94% of the acid with m 162.0o. [Ley & Yates Organic Process Research & Development 12 120 2008.]

上流・下流製品情報

上流原料

2,4-ジクロロトルエン2,3,4,5,6-Pentachlorotoluene

関連反応

91 件
反応記録を作成
HRID 46225 の反応式
HRID 46225反応物としてuspto-grants-2013_09
HRID 93348 の反応式
HRID 93348反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 189832 の反応式
HRID 189832反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 196022 の反応式
HRID 196022反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 209647 の反応式
HRID 209647反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 210693 の反応式
HRID 210693反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 213417 の反応式
HRID 213417反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 217283 の反応式
HRID 217283反応物としてuspto-grants-2012_06
1 / 12 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
溶解性
1 g/10mL · エタノール:可溶1g/10mL 無色透明
酸解離定数(Pka)
2.68 · 2.68±0.25(Predicted)
外見
粉
色
白~ほぼ白
PH
2.8 · 2.8 (0.36g/l, H2O, 15℃)
水溶解度
0.36 g/L · 0.36g/L(15℃)
BRN
1868192 · 1868192
安定性
安定。強力な酸化剤とは相容れない。
InChI
1S/C7H4Cl2O2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3H,(H,10,11)
InChIKey
ATCRIUVQKHMXSH-UHFFFAOYSA-N
SMILES
OC(=O)c1ccc(Cl)cc1Cl
CAS データベース
50 · 50-84-0(CAS DataBase Reference)
NISTの化学物質情報
2 · 2,4-Dichlorobenzoic acid(50-84-0)
EPAの化学物質情報
2 · Benzoic acid, 2,4-dichloro- (50-84-0)

化学的性質

化学的特性white powder

Air and Water ReactionsInsoluble in water.
Hazard Classes and CategoriesAcute Tox. 4 (96.6%)

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)

安全データ

wgk
3
tsca
TSCA listed
rtecs
DG6650000
hs_code
29163900
risk_code
22-36/37/38
化審法
(3)-1410, (3)-1424
hazard_code
Xn,Xi
hazard_note
Irritant
safety_code
26-36-37/39-22
Hazard Classifications
Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス
11 - Combustible Solids
2,4-ジアミノトルエン
塩化カルボニル
銅(I)クロリド
ぎ酸カリウム
過マンガン酸カリウム
2,4-ジクロロベンゾイルクロリド
3,4-ジクロロ安息香酸
2,4-ジクロロベンズアルデヒド

下流製品

4-クロロ-2-(2-カルボキシフェニルアミノ)安息香酸2,4-ジクロロ安息香酸エチルフロセミド2,4-ジクロロベンゾニトリル2,4-ジクロロ-5-スルファモイル安息香酸7-Chloro-10-(4-hydroxyanilino)-2-methoxy benzo(b)-1,5-naphthy ridine2,4-ジクロロ-3,5-ジニトロ安息香酸6-クロロ-1H-インダゾール-3-アミン4-クロロ-2-(4-メトキシフェニルアミノ)安息香酸2,4-ジクロロベンゾイルクロリド2,4-ジクロロベンジルクロリド2,4-ジクロロベンジル シアニド2,4-ジクロロ[1,1'-ビフェニル]2,4,5-トリクロロ安息香酸5-ブロモ-2,4-ジクロロ安息香酸ethyl N-(2,4-dichlorobenzoyl)glycinate

補足説明

定義ChEBI: A chlorobenzoic acid that is benzoic acid in which the ring hydrogens at positions 2 and 4 are substituted by chloro groups.