1,4-ジクロロベンゼン

1,4-ジクロロベンゼン · 1,4-ジクロロベンゼン (1mg/mlメタノール溶液) [水質分析用] · 4-クロロフェニルクロリド · パラサイド · ジ-クロリシド · パラドウ · パラシド · パラジクロロベンゼン

識別子と物理属性

CAS No.	106-46-7
分子式	C6H4Cl2
平均分子量	147 g/mol
単同位体質量	145.96900549 g/mol
SMILES	Clc1ccc(Cl)cc1
InChIKey	OCJBOOLMMGQPQU-UHFFFAOYSA-N
PubChem CID	4685
ChEMBL	CHEMBL190982
ChEBI	CHEBI:28618
EC No.	203-400-5
DTXSID	DTXSID1020431
現地名	1,4-ジクロロベンゼン

化学・物理的性質

XLogP	3.4
極性表面積	0
水素結合供与体数	0
水素結合受容体数	0
回転可能結合数	0
重原子数	8
形式電荷	0
複雑度	54.9
物質分類	Hazardous Air Pollutants (HAPs)CarcinogensVolatile Organic Compound (VOC) and(or) Waste-water effluent contaminant
SpringerMaterials Properties	13C nuclear magnetic resonance spectrum
農薬	Pesticide -> EPA IRISRodenticidesActive substance -> EU Pesticides database: Not approvedPesticides -> Fumigants
LogP（分配係数）	log Kow = 3.443.37
臭い	Distinctive aromatic odor ... becomes very strong at concentrations between 30 and 60 ppmStrong penetrating odorMothball-like odor芳香族。
密度	1.458 at 68 °F (USCG, 1999) - Denser than waterwill sink1.2475 g/cu cm at 25 °CDensity: 1.4581 at 20.5 °C/4 °C1.2 g/cm³Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.011.241 g/mL at 25 °C (lit.)
Viscosity	0.839 mPa.s at 55 °C0.668 mPa.s at 79 °C0.73 mPa*s at 70 °C
Color/Form	White crystalsVolatile crystalsWhite crystals or leafletsColorless or white crystalline solid
溶解度	less than 1 mg/mL at 73 °F (NTP, 1992)In water, 81.3 mg/L at 25 °CPractically insoluble in waterSoluble in chloroform, carbon disulfide, benzene, ether, alcoholMiscible with ethanol, acetone, benzenesoluble in ethyl ether, chloroform0.0813 mg/mL at 25 °C0.08g/l不溶性
Corrosivity	Non-corrosive
引火点	150 °F (NTP, 1992)66.0 °C (150.8 °F) - closed cup150 °F (66 °C) (closed cup)66 °C c.c.
沸点	345 °F at 760 mmHg (NTP, 1992)173.9 °C174 °C174 °C @760 [mm Hg]173 °C (lit.)
融点	52-54 °C (lit.)
蒸気密度	5.07 (vs air)
蒸気圧	1.03 mm Hg ( 25 °C)
屈折率	1.5434
貯蔵条件	2-8°C
外観・状態	クリスタル
色	白い
比重	1.2417
pH	7 (0.06g/l, H2O, 20℃)
爆発限界	1.7-5.9%(V)
比熱容量	Cp(crystal): 1.01 J/(g·K), at 25℃
Merck	14,3057
BRN	1680023
ヘンリー定数	1.88 at 25 °C (continuous flow sparger, Sproule et al., 1991)
誘電率	2.8(53℃)
安定性	安定。可燃性。強力な酸化剤、アルミニウムとその合金、一部のプラスチックとは相容れない。
主な用途	農業洗浄剤化粧品環境食品および飲料パーソナルケア
InChI	1S/C6H4Cl2/c7-5-1-2-6(8)4-3-5/h1-4H
InChIKey	OCJBOOLMMGQPQU-UHFFFAOYSA-N
SMILES	Clc1ccc(Cl)cc1
LogP（分配係数）	3.37 at 25℃ and pH7
CAS データベース	106-46-7(CAS DataBase Reference)
NISTの化学物質情報	Benzene, 1,4-dichloro-(106-46-7)
EPAの化学物質情報	p-Dichlorobenzene (106-46-7)

化学的特性

There are three isomeric forms of dichlorobenzene (DCB): m-DCB is a flammable liquid and vapor.

安全性と法規制

GHS 分類	WarningH319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]P203, P264+P265, P273, P280, P305+P351+P338, P318, P337+P317, P391, P405, and P501 (click each P-code to see the statement)H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
規制情報	Chemical: Benzene, 1,4-dichloro-Hazard Traits - CarcinogenicityDermatotoxicityHepatotoxicity and Digestive System ToxicityNephrotoxicity and Other Toxicity to the Urinary SystemNeurotoxicityOcular ToxicityReproductive ToxicityRespiratory ToxicityBenzene, 1,4-dichloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, 1,4-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.2004/129/ECStatus: Active Update: 15-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14821
その他の安全情報	PEC / SN / Other assessments - para-Dichlorobenzene: Health and Environment
輸送ラベル（DOT）	Class 9
火災危険	Special Hazards of Combustion Products: Vapors are irritating. Toxic chlorine, hydrogen chloride, and phosgene gases may be generated in fires. (USCG, 1999)Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 66 °C explosive vapour/air mixtures may be formed. Finely dispersed particles form explosive mixtures in air.
健康有害性	INHALATION: irritation of upper respiratory tractover- exposure may cause depression and injury to liver and kidney. EYE CONTACT: pain and mild irritation. (USCG, 1999)
有害性の概要	The primary exposure to 1,4-dichlorobenzene is from breathing contaminated indoor air. Acute (short- term) exposure to 1,4-dichlorobenzene, via inhalation in humans, results in irritation of the skin, throat, and eyes. Chronic (long-term) 1,4-dichlorobenzene inhalation exposure in humans results in effects on the liver, skin, and central nervous system (CNS). No information is available on the reproductive, developmental, or carcinogenic effects of 1,4-dichlorobenzene in humans. A National Toxicology Program (NTP) study reported that 1,4-dichlorobenzene caused kidney tumors in male rats and liver tumors in both sexes of mice by gavage (experimentally placing the chemical in their stomachs). EPA has classified 1,4- dichlorobenzene as a Group C, possible human carcinogen.

用途

解説

1,4-ジクロロベンゼン，板状晶．融点53 ℃，沸点174 ℃．1.4581．1.5285．昇華性がある．アセトン，エタノールに易溶，ほかの有機溶媒に可溶，水に不溶．λmax 258，266，273，280 nm(log ε 2.24，2.46，2.60，2.51)．衣料用殺虫剤，染料中間体の合成に用いられる．

用途

防虫?防臭剤 (衣料用防虫剤,トイレの防臭剤)、樹脂 (ポリフェニレンスルフィド) 合成原料、農薬?樹脂添加剤 (紫外線吸収剤 )中間体合成原料 (NITE初期リスク評価書)

用途

上水等の試験におけるヘッドスペースGC分析の標準液

用途

有機合成原料、殺虫剤、防臭剤。

用途

有機合成原料(染料,農薬、殺虫剤)、防臭剤。

用途

染料中間物、殺虫剤

説明

1,4-Dichlorobenzene (also known as p-dichlorobenzene) is a chlorinated aromatic compound with a distinctive aromatic odor that is very strong at high concentrations. It is a white or colorless crystal at room temperature (Akron 2009, HSDB 2009). 1,4-Dichlorobenzene is practically insoluble in water; soluble in chloroform, carbon disulfide, benzene, and ether; and very soluble in ethanol and acetone. 1,4-Dichlorobenzene is noncorrosive, volatile, and combustible, and it is flammable when exposed to heat, flame, or oxidizers. When it is heated to decomposition, toxic gases and vapors (such as hydrochloric acid and carbon monoxide) are released (HSDB 2009). It is stable at room temperature under normal handling and storage in closed containers (Akron 2009).1,4-Dichlorobenzene is the primary ingredient in mothballs and deodorant cakes placed in toilet bowls, urinals, and animal holding facilities. People may also use it to control lice and mites in and around birdcages. 1,4-Dichlorobenzene is used as an insecticide on fruit and is used to control mold and mildew growth on tobacco seeds, leather, and certain fabrics. It is also approved for controlling wax moths in empty, stored beehives.

使用

1,4-Dichlorobenzene is used to make mothballs and solid deodorant blocks for garbage cans and restrooms. It is also used to control odors in places where animals are held. It has been used as an insecticide on fruit, and to control mold and mildew on tobacco seeds, leather and some fabrics. 1,4-Dichlorobenzene is sent into the air by plants that make or use it and a small amount is released to soil and water. This chemical can also be detected in indoor air where products containing 1,4-Dichlorobenzene are used.

一般的な説明

A white colored liquid with the odor of moth balls. Denser than water and insoluble in water. Flash point below 200°F. Used as a moth repellent, to make other chemicals, as a fumigant, and for many other uses.

製法・合成法

製造方法

1,4-Dichlorobenzene was first produced commercially in the United States in 1915 (IARC 1982). It is produced by reacting liquid benzene with gaseous chlorine in the presence of a catalyst at moderate temperature and atmospheric pressure. 1,4-Dichlorobenzene is used mainly as a fumigant for the control of moths, molds, and mildews, and as a space deodorant for toilets and refuse containers.

純化方法

o-Dichlorobenzene is a common impurity. The p-isomer has been purified by steam distillation, crystallisation from EtOH or boiling MeOH, air-dried and dried in the dark under vacuum. It has also been purified by zone refining. [Beilstein 5 IV 658.]