2,3-ジクロロベンジルクロリド

Dichlorobenzyl chloride

HCID 76790CAS 3290-01-5

基本情報

標準SMILES
ClCc1cccc(Cl)c1Cl
InChIKey
AIPJZPPOFWCJRC-UHFFFAOYSA-N
分子式
C7H5Cl3
平均分子量
195.5 g/mol
単同位体質量
193.9456832

名称と識別子

優先名称
Dichlorobenzyl chloride
IUPAC
1,2-dichloro-3-(chloromethyl)benzene
現地名
2,3-ジクロロベンジルクロリド
英語名
2,3-Dichlorobenzyl chloride
分子式
C7H5Cl3
分子量
195.47

名称と別名

2,3-Dichlorobenzyl chloride1,2-Dichloro-3-(chloromethyl)benzene3290-01-5Benzene, dichloro(chloromethyl)-DICHLOROBENZYL CHLORIDE38721-71-02,3-dichloro-1-(chloromethyl)benzeneB40AZJ572LBenzene, 1,2-dichloro-3-(chloromethyl)-HSDB 6167Toluene, alpha, ar, ar-trichloro-EINECS 254-102-7
名称をさらに表示
2,3-ジクロロベンジルクロリドα,2,3-トリクロロトルエン1,2-ジクロロ-3-(クロロメチル)ベンゼンdichlorobenylchlorideα,2,3-TrichlorotolueneFelodipine Impurity 10,3-Dichlorobenzyl ChlorideALPHA,2,3-TRICHLOROTOLUENE2,3-DichlorobenzylChloride>2,3-DICHLOROBENZYL CHLORIDE 99%2,3-Dichlorobenzyl chloride,99%
NSC 30678DTXSID40954553EINECS 221-947-8TOLUENE, .ALPHA.,2,3-TRICHLORO-RefChem:586734Benzene, dichloro(chloromethyl)DTXSID8052061Toluene, alpha, ar, artrichloro

データベース識別子

CAS
3290-01-5、38721-71-0
PubChem CID
76790
DTXSID
DTXSID40954553
UNII
B40AZJ572L
EC Number
221-947-8、254-102-7
Nikkaji
J91.325A

物性

構造計算による物性

XLogP
3.6
極性表面積
0 Ų
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
1
重原子数
10

実験および物理化学的性質

Chemical ClassesOther Classes -> Halogenated Monoaromatics
OdorPenetrating odor
Density1.415-1.42 @ 25 °C/15 °C
Color/FormCOLORLESS LIQUID
SolubilitySoluble in alcohol, ether, acetone. Slightly soluble in heptane. Insoluble in water.
Boiling Point245-252 °C

物理化学的性質

沸点
255 °C · 255 °C
比重(密度)
1.4 · 1.4
屈折率
1.578 · 1.578-1.58
外見
clear liquid
色
Colorless to Light yellow
比重
1.43 · 1.43

化学的性質

化学的特性clear colorless liquid

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory Information · 2 件

Chemical: Benzene, 1,2-dichloro-3-(chloromethyl)-

Chemical: Benzene, dichloro(chloromethyl)-

Other Safety Information · 2 件

Evaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia

Evaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia

Hazards SummaryIn rabbits, moderately irritating to eyes and mildly irritating to skin after 4 hour exposure; [HSDB]
Special ReportsITC/USEPA; Information Review #354 (Draft) Tri & Dichlorobenzyl Chlorides (1983)
Hazard Classes and CategoriesSkin Corr. 1B (100%)
Hazardous Reactivities and IncompatibilitiesContamination with metals in the presence of moisture may cause rapid decomposition, liberating heat, hydrogen chloride, and hydrogen which can result in explosive pressure build-up in closed systems.

安全と保護具

Disposal Methods · 1 件

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Preventive Measures · 2 件

The manufacturing process is designed so that a local exhaust ventilation system (i.e. suction hosing) controls emissions in the workplace during product drumming, catalyst addition, and emissions which may arise through accidental release.

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.

Personal Protective Equipment (PPE)For line and vessel entry without decontamination and for accidents, maintenance and operational personnel employ full face and respiratory protection. In addition, all personnel carry disposable mouth bite respirators for emergency escape.

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Dichlorobenzyl chloride is expected to hydrolyze in moist soils(SRC) based upon the rapid hydrolysis of the structurally similar benzyl chloride; at pH 7 and 25 °C the hydrolysis half-life is approx 15 hours(1). Volatilization, adsorption, and biodegradation are not expected to be important fate processes in moist soils because of hydrolysis(SRC). Dichlorobenzyl chloride is not expected to volatilize from dry soil surfaces based upon estimated vapor pressure for the six isomers ranging from 0.024 to 0.033 mm Hg(SRC), determined from a fragment constant method(2).

AQUATIC FATE: Dichlorobenzyl chloride is expected to hydrolyze in aquatic environments(SRC) based upon the rapid hydrolysis of the structurally similar benzyl chloride; at pH 7 and 25 °C the hydrolysis half-life is approx 15 hours(1). Volatilization from water surfaces, adsorption to suspended solids and sediments, biodegradation, and bioconcentration are not expected to be an important fate process in aquatic systems for the parent compound because of rapid rate of hydrolysis(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dichlorobenzyl chloride, which has estimated vapor pressures for the six isomers ranging from 0.024 to 0.033 mm Hg at 25 °C(2,SRC), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase dichlorobenzyl chloride is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); estimated half-lives for this reaction in air range from 12 to 21 days for the six isomers(3,SRC).

Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc for dichlorobenzyl chloride can be estimated to be about 1,400(SRC). According to a classification scheme(2), this estimated Koc value suggests that dichlorobenzyl chloride is expected to have low mobility in soil(SRC). Hydrolysis of dichlorobenzyl chloride is expected in moist soils(SRC), based upon a reported hydrolysis half-life of 15 hours for the structural analog benzyl chloride(3).

Artificial Pollution SourcesDichlorobenzyl chloride's production and use as an intermediate for organic chemicals, pharmaceuticals, and dyes, and as an insecticide(1) may result in its release to the environment through various waste streams(SRC).
Environmental BioconcentrationBased upon the rapid hydrolysis of the structurally similar benzyl chloride in aqueous environments(1), bioconcentration of dichlorobenzyl chloride in aquatic organisms is not expected to be an important fate process(SRC).
Volatilization from Water/Soil · 1 件

Based upon the rapid hydrolysis of the structurally similar benzyl chloride in aqueous environments(1), volatilization of dichlorobenzyl chloride from water and moist soil surfaces is not expected to be an important fate process(SRC). Dichlorobenzyl chloride is not expected to volatilize from dry soil surfaces based upon estimated vapor pressure for the six isomers ranging from 0.024 to 0.033 mm Hg(SRC), determined from a fragment constant method(2).

Non-Human Toxicity Excerpts · 4 件

A single oral dose of 464 mg/kg produced no mortality in male rats, while 1000 mg/kg produced 40% mortality, and 2150 mg/kg produced 100% mortality.

Severe irritant to rabbit skin following a 24 hour exposure- Conducted according to FHSA's Primary Irritation Assay in Rabbits.

Mild irritant after a 4-hour exposure - Test conducted according to DOT's Primary Irritation Assay in Rabbits.

It is a moderate irritant to rabbit eyes - According to Draize Test

安全データ

ridadr
1760
hs_code
2903998090
risk_code
34-22
消防法
危-4-3-III
hazard_code
C
safety_code
45-36/37/39-26

化学と産業

用途と製造

Uses · 3 件

Used as intermediate for pharmaceuticals, dyes, insecticides, and benzyl ammonium quaternary algicides; [HSDB]

Intermediate for organic chemicals, pharmaceuticals, & dyes; intermediate for insecticide

Intermediate in the manufacture of benzyl ammonium quarternary algicides used in swimming pool formulations.

ImpuritiesFinal product assays approx 95% dichlorobenzyl chloride with the remaining 5% a mixture of various higher boiling chlorination by-products.
U.S. ProductionStauffer produces less than 300,000 lb annually.
Methods of Manufacturing · 1 件

2,4- and 3,4-dichlorobenzyl chloride are manufactured by side-chain chlorination of the appropriate chlorotoluene. 3,4-Dichlorobenzyl chloride containing some 2,3-dichlorobenzyl chloride is produced by the chloromethylation of o-dichlorobenzene in oleum solution.

General Manufacturing Information · 3 件

Benzene, dichloro(chloromethyl)-: INACTIVE

Monsanto and Tenneco reported in 1983 that they no longer manufacture the compound therefore Stauffer may be the sole domestic producer of dichlorobenzyl chloride.

Manufactured in a batch type process involving 2 distinct chlorination and fractionation steps carried out in closed vessels.

応用分野 · 2 件

用途有機合成原料。

使用2,3-Dichlorobenzyl chloride is used in preparation of Biquaternary Ammonium compound. Also, used in preparation of of substituted Aryl- and Heteroarylcarboxylic Acid Hydrazides and salts thereof which are used to increase stress tolerance in plants.

サプライヤー1 社

DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]

関連反応

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関連ノート

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