2,4-ジクロロニトロベンゼン

2,4-Dichloronitrobenzene

HCID 11899CAS 611-06-3

基本情報

標準SMILES
O=[N+]([O-])c1ccc(Cl)cc1Cl
InChIKey
QUIMTLZDMCNYGY-UHFFFAOYSA-N
分子式
C6H3Cl2NO2
平均分子量
192 g/mol
単同位体質量
190.9540837

概要

2,4-Dichloro-1-Nitrobenzene can cause cancer according to California Labor Code.

名称と識別子

優先名称
2,4-Dichloronitrobenzene
IUPAC
2,4-dichloro-1-nitrobenzene
現地名
2,4-ジクロロニトロベンゼン
英語名
2,4-Dichloronitrobenzene
分子式
C6H3Cl2NO2
分子量
192

名称と別名

2,4-DICHLORONITROBENZENE611-06-32,4-Dichloro-1-nitrobenzeneBenzene, 2,4-dichloro-1-nitro-1,3-Dichloro-4-nitrobenzeneDTXSID302499885P1A896RRNSC-43196DTXCID104998RefChem:823874-Nitro-1,3-dichlorobenzene210-248-3
名称をさらに表示
2,4-ジクロロニトロベンゼン2,4-ジクロロ-1-ニトロベンゼン1-ニトロ-2,4-ジクロロベンゼンニトロ-2,4-ジクロロベンゼン1,3-ジクロロ-4-ニトロベンゼン2・4-ジクロロ-1-ニトロベンゼン2,4-ジクロロニトロベンゼン STANDARD2,4-ジクロロニトロベンゼン Standard, 100 µg/mL in Toluene2,4-DCNB2,4-Dichloroni4-DichloronitrobenzeneBifeprunox Impurity 64Nitro-2,4-dichlorobenzene4-Nitro-m-dichlorobenzene1,3-Dichlor-4-nitrobenzol
MFCD00007071CCRIS 3095HSDB 4267EINECS 210-248-3NSC 43196BRN 1451655UNII-85P1A896RR2,4-Dichloro-1-nitro-benzene

データベース識別子

CAS
611-06-3
PubChem CID
11899
DTXSID
DTXSID3024998
ChEMBL
CHEMBL166050
UNII
85P1A896RR
EC Number
210-248-3
Nikkaji
J2.081H

物性

構造計算による物性

XLogP
3.1
極性表面積
45.8 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
0
重原子数
11

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Nitros, Aromatic
SpringerMaterials PropertiesDensity
LogP · 2 件

log Kow = 3.07

3.1

Density · 3 件

1.551 at 172 °F (NTP, 1992) - Denser than water; will sink

1.4790 at 80 °C

Relative density (water = 1): 1.54

Color/FormCrystallizes as pale yellow needles from ethanol.
Solubility · 3 件

less than 0.1 mg/mL at 61 °F (NTP, 1992)

Sol in ethanol and ether; slightly soluble in chloroform

Solubility in water, g/100ml at 20 °C: 1.88 (sparingly soluble)

物理化学的性質

融点
29 · 29-32 °C(lit.)
沸点
258 °C · 258 °C(lit.)
比重(密度)
1.479 · 1.479
蒸気圧
0.013 hPa · 0.013 hPa (20 °C)
屈折率
1.5512 · 1.5512 (estimate)
闪点
230 °F · >230 °F

化学的性質

化学的特性yellow crystals

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H302 (28.1%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P318, P319, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 57 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H350: May cause cancer [Danger Carcinogenicity]

危険有害性情報

Regulatory Information · 4 件

Chemical: Benzene, 2,4-dichloro-1-nitro-

Hazard Traits - Carcinogenicity

Status: Active Update: 25-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/1902

1,3-Dichloro-4-nitrobenzene: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Benzene, 2,4-dichloro-1-nitro- (2,4-dichloronitrobenzene)
DOT LabelPoison
Fire Hazards · 2 件

This chemical is combustible. (NTP, 1992)

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

Health HazardsExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Hazards Summary · 1 件

Emergency treatment: see Nitrobenzene. Mild irritant on rabbit skin; Not a skin sensitizer; [HSDB] No listed effects of short-term or long-term exposure; Insufficient data are available on the effect of this substance on human health, therefore utmost care must be taken. [ICSC] An irritant; May cause skin sensitization; [MSDSonline] See 3,4-Dichloronitrobenzene.

安全と保護具

Fire Fighting · 2 件

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

Use water spray, dry powder, foam, carbon dioxide.

First Aid Measures · 4 件

Fresh air, rest.

Rinse and then wash skin with water and soap. Refer for medical attention .

Rinse with plenty of water (remove contact lenses if easily possible).

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.

Safe StorageSeparated from bases, strong oxidants and food and feedstuffs. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing.
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 ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 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 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 exposure 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, aquatic, and plant life; and conformance with environmental and public health regulations.

The following wastewater treatment technologies have been investigated for nitrobenzene: Activated carbon and stripping. /Nitrobenzene/

毒性情報

Interactions · 1 件

Changes were characterized in the dose mutagenic response curve of 99% 2,4-dinitrochlorobenzene (DNCB) modified by adding 1% concn of known contaminants: 1-chloro-2-nitrobenzene, 1,3-dinitrobenzene, and 2,4-dichloronitrobenzene. Dose response curves were generated by using Salmonella typhimurium testers strains in a modified Ames assay. A linear dose response ralationship was observed with a slight, but nonsignificant, shift to the right when contaminants were added.

Ecotoxicity Values · 5 件

LC50 Daphnia magna /(Water flea)/ 6.6 mg/L for 14 day /Conditions of bioassay not specified in source examined/

LC50; Species: Daphnia magna (Water flea, <24 hr old); Conditions: freshwater, static, 20 °C, pH 8.2, hardness 250 mg/L CaCO3, dissolved oxygen >6.5 mg/L; Concentration: 4200 ug/L for 48 hr (95% confidence interval: 3200-5600 ug/L) />98% purity/

LC50; Species: Daphnia magna (Water flea, <24 hr old); Conditions: freshwater, static, 20 °C, pH 8.2, hardness 250 mg/L CaCO3, dissolved oxygen >6.5 mg/L; Concentration: 610 ug/L for 21 days (95% confidence interval: 560-670 ug/L) />98% purity/

LC50; Species: Danio rerio (Zebra danio, <4 hr old); Conditions: freshwater, static, 25 °C, pH 8.2, hardness 250 mg/L CaCO3; Concentration: 7200 ug/L for 7 days (95% confidence interval: 4700-11000 ug/L) />98% purity/

For more Ecotoxicity Values (Complete) data for 2,4-DICHLORONITROBENZENE (11 total), please visit the HSDB record page.

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1,100(SRC), determined from a log Kow of 3.07(2) and a regression-derived equation(3), indicates that 2,4-dichloronitrobenzene is expected to have low mobility in soil(SRC). Volatilization of 2,4-dichloronitrobenzene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.2X10-6 atm-cu m/mole(4). 2,4-Dichloronitrobenzene is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.4X10-2 mm Hg(SRC), determined from a fragment constant method(5). A less than 0.1% biodegradation loss in a 5-day BOD test using activated sludge(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 1,100(SRC), determined from a log Kow of 3.07(2) and a regression-derived equation(3), indicates that 2,4-dichloronitrobenzene is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a estimated Henry's Law constant of 3.2X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 2 and 17 days, respectively(SRC). According to a classification scheme(5), experimental BCF values of 80 to 120(2,6,7) suggests bioconcentration in aquatic organisms is moderate to high. A less than 0.1% biodegradation loss in a 5-day BOD test using activated sludge(7) suggests that biodegradation is not an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,4-dichloronitrobenzene, which has an estimated vapor pressure of 1.4X10-2 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2,4-dichloronitrobenzene 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 130 days(SRC), calculated from its rate constant of 1.2X10-13 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). 2,4-Dichloronitrobenzene contains chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure RoutesThe substance can be absorbed into the body by ingestion and through the skin.
Average Daily Intake · 1 件

Based on the FDA Total Diet Study, the average daily intake of 2,4-dichloronitrobenzene was determined for 6-11 months, 2 years, 14-16 yr female, 14-16 yr male, 25-30 yr female, 25-30 yr male, 60-65 yr female, and 60-65 yr male as 2.5, 3.1, 1.0, 0.6, 0.9, 0.7, 1.6 and 1.3 ng/kg body weight/day, respectively(1).

安全データ

wgk
3
tsca
TSCA listed
rtecs
CZ5420000
ridadr
2811
毒性
LD50 orally in Rabbit: 380 mg/kg LD50 dermal Rat 920 mg/kg
PRTR法
第二種指定化学物質

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

The metabolism of 2,3-, 2,4-, 2,5-, 2,6-, 3,4-, and 3,5-dichloro-1-nitrobenzene by Mucor javanicus was investigated, together with 2,4-dichloro-1-nitrobenzene metabolism by other fungi. The main metabolites were the corresponding dichloroanilines, accompanied by a lesser amt of 2,5-dichloro-1-nitrobenzene and 2,6-dichloro-1-nitrobenzene (3-or4-substituted) from 2,3-dichloro-1-nitrobenzene or 2,4-dichloro-1-nitrobenzene, respectively. Similar metabolic patterns were observed with M griseocyanus, M praini, M hiemalis, or Aspergillus flavus.

用途と製造

Uses · 4 件

Used as an intermediate in the synthesis of pigments, pesticides, and medicinal drugs; Produced in a closed system and no exposure in consumer products; [eChemPortal: SIDSUNEP]

CHEMICAL INTERMEDIATE FOR DIAZOXIDE (AN ANTIHYPERTENSIVE AGENT)

Used as a chemical intermediate for the synthesis of chlormethoxyfen; 2,4-difluoroaniline.

1,3-Dichloro-4-nitrobenzene is reduced to the intermediate 2,4-dichloroaniline.

U.S. Imports · 2 件

(1977) 4.17X10+7 GRAMS (PRINCPL CUSTMS DISTS)

(1979) 1.45X10+8 GRAMS (PRINCPL CUSTMS DISTS)

Methods of Manufacturing1,3-Dichlorobenzene is nitrated with mixed acid, and the product is separated from the resulting isomer mixture.
General Manufacturing Information · 2 件

Benzene, 2,4-dichloro-1-nitro-: ACTIVE

2,4-Dichloronitrobenzene is reduced to the intermediate 2,4-dichloroaniline. Preferential amination in the ortho position can be effected to give 5-chloro-2-nitroaniline ... .

応用分野 · 4 件

用途有機合成原料。

用途医薬?農薬?染料?顔料中間体

使用2,4-Dichloro-1-nitrobenzene is used as a reagent in the synthesis of the hepatitis C virus polymerase inhibitor, Deleobuvir (BI 207127).

一般的な説明Light yellow needles or amber crystalline solid.

調製方法

1,3-Dichlorobenzene is nitrated with mixed acid, and the product 2,4-Dichloronitrobenzene is separated from the resulting isomer mixture.

サプライヤー36 社

宁波君龙新材料有限公司0574 88552216 19032109277 · [email protected]
上海衡新化工科技有限公司13917104483; 13917104483 · [email protected]
艾吉析科技(上海)有限公司17717235263 · [email protected]
上海莉凯化工技术有限公司16628776521 · [email protected]
广州佳途科技股份有限公司81960175 18933936954 · [email protected]

関連反応

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