1-ブロモ-2-クロロエタン

1-Bromo-2-Chloroethane

HCID 7849CAS 107-04-0

基本情報

標準SMILES
ClCCBr
InChIKey
IBYHHJPAARCAIE-UHFFFAOYSA-N
分子式
C2H4BrCl
平均分子量
143.41 g/mol
単同位体質量
141.91848991

概要

1-chloro-2-bromoethane is a clear colorless liquid with a sweet chloroform-like odor. (NTP, 1992)

名称と識別子

優先名称
1-Bromo-2-Chloroethane
IUPAC
1-bromo-2-chloroethane
現地名
1-ブロモ-2-クロロエタン
英語名
1-Bromo-2-chloroethane
分子式
C2H4BrCl
分子量
143.41

名称と別名

1-BROMO-2-CHLOROETHANE107-04-0Ethylene chlorobromide2-Chloroethyl bromide1-Chloro-2-bromoethaneEthane, 1-bromo-2-chloro-2-Bromo-1-chloroethane2-Bromoethyl chloridebeta-Chloroethyl bromidesym-ChlorobromoethaneCaswell No. 436BDTXSID4024775
名称をさらに表示
1-ブロモ-2-クロロエタン2-ブロモエチルクロリド1-クロロ-2-ブロモエタン塩化臭化エチレン1-ブロモー2-クロロエタン2-クロロエチルブロミド1‐ブロモ‐2‐クロロエタンエチレンクロロブロミド2-クロロ-1-ブロモエタンβ-クロロエチルブロミドβ-ブロモエチルクロリドCH2BrCH2ClChlorobromoethaneoroethanecaswellno.436b1-BroMo-2-chloethylenbromchlorid1-Brom-2-chlorethan
B2PDN2XO5UEPA Pesticide Chemical Code 042001AI3-52297NSC-60186DTXCID904775CHEBI:19032RefChem:75065203-456-0

データベース識別子

CAS
107-04-0
PubChem CID
7849
DTXSID
DTXSID4024775
ChEMBL
CHEMBL160255
ChEBI
CHEBI:19032
UNII
B2PDN2XO5U
EC Number
203-456-0
Nikkaji
J4.047I

物性

構造計算による物性

XLogP
1.6
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
4

実験および物理化学的性質

SolventsSolvents -> Brominated Solvents
SpringerMaterials PropertiesSchoenflies notation
OdorChloroform-like odor
Density · 2 件

1.7392 at 68 °F (NTP, 1992) - Denser than water; will sink

1.7392 @ 20 °C/4 °C

Color/FormColorless liquid
Solubility · 4 件

5 to 10 mg/mL at 70 °F (NTP, 1992)

Soluble in ethanol, ethyl ether, chloroform.

0.69 g/100 g water @ 30 °C; 0.7 g/100 g water @ 80 °C

In water, 6,900 mg/l @ 25 °C

物理化学的性質

融点
18 · −18-−14 °C(lit.)
沸点
106 · 106-107 °C(lit.)
比重(密度)
1.723 g/mL · 1.723 g/mL at 25 °C(lit.)
屈折率
20 · n20/D 1.4884(lit.)
闪点
104 · 104-107°C
貯蔵温度
30 °C · Store below +30°C.

化学的性質

化学的特性Clear colorless to slightly yellow liquid

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P317, P318, 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 64 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

危険有害性情報

Regulatory Information · 5 件

Chemical: Ethane, 1-bromo-2-chloro-

Ethane, 1-bromo-2-chloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethane, 1-bromo-2-chloro- 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)

S - indicates a substance that is identified in a final Significant New Use Rule.

Status: Active Update: 26-07-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/28367

1-Bromo-2-chloroethane: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelPoison
Fire HazardsLiterature sources indicate that this chemical is nonflammable. (NTP, 1992)
Health Hazards · 1 件

SYMPTOMS: Symptoms of exposure to this compound include nausea, dizziness, headache and narcosis. Other symptoms include liver and kidney injury. It may cause anesthesia. It also causes irritation of the skin, eyes, mucous membranes and upper respiratory tract.

Hazards Summary · 2 件

A skin, eye, and mucous membrane irritant; Hazardous by all routes, including skin absorption. May induce anesthesia and cause liver and kidney injuries at high concentrations; [HSDB] An irritant; [MSDSonline]

The major hazards encountered in the use and handling of 1-bromo-2-chloroethane stem from its toxicologic properties. While hazardous by all routes, including percutaneous absorption, exposure to this colorless liquid occurs primarily via dermal contact and inhalation at sites where the substance is used as a solvent or chemical intermediate. Acute effects from exposure to 1-bromo-2-chloroethane range from irritation of the skin, eyes, and mucous membranes to death; with the latter sometimes occuring suddenly from ventricular fibrillation. Or, death may occur within a week (without proper treatment), during which time, the victim may experience an essentially asymptomatic interval of several days. Both acute and chronic exposure can lead to liver and/or kidney injury. Appropriate ventilation systems must be used to prevent buildup of 1-bromo-2-chloroethane vapor (chloroform-like odor) in work areas. If this is not possible, adequate personal protective equipment must be provided. If skin or eyes become contaminated, flush with copious amounts of water. Protection from exposure is especially recommended for persons with existing damage to, or suspected susceptibility to damage to the liver or kidney. While not reported to be a fire hazard, 1-bromo-2-chloroethane, when heated to decomposition, emits highly toxic fumes of chlorides and bromides. Before transporting 1-bromo-2-chloroethane, the regulatory requirements of the DOT must be consulted. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance.

Reactive GroupHalogenated Organic Compounds

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: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed 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.

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

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Harmful concn of the vapors of halogenated aliphatic hydrocarbons should not be allowed to build up in the atmosphere in which operators are working & if this is unavoidable ... adequate personal protective equipment must be provided & appropriate safety measures adopted. ... An appropriate ventilation system must be /provided/. ... /Halogenated aliphatic hydrocarbons/

Isolation and EvacuationExcerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 34(SRC), determined from a water solubility of 6,900 mg/l(2) and a regression-derived equation(3), indicates that 1-bromo-2-chloroethane is expected to have very high mobility in soil(SRC). Volatilization of 1-bromo-2-chloroethane from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 9.1X10-4 atm-cu m/mole(4). The potential for volatilization of 1-bromo-2-chloroethane from dry soil surfaces may exist(SRC) based upon a vapor pressure of 33.1 mm Hg(4).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 34(SRC), determined from a water solubility of 6,900 mg/l(2) and a regression-derived equation(3), indicates that 1-bromo-2-chloroethane is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 9.1X10-4 atm-cu m/mole(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 122 hours, respectively(SRC). According to a classification scheme(5), an estimated BCF of 4(SRC), from its water solubility(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-bromo-2-chloroethane, which has a vapor pressure of 33.1 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-bromo-2-chloroethane 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 42 days(SRC), calculated from its rate constant of 2.5X10-13 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Medical SurveillanceIn periodic medical examinations particular attention should be devoted to the organs and systems at risk. /Halogenated aliphatic hydrocarbons/
Soil Adsorption/Mobility · 1 件

The Koc of 1-bromo-2-chloroethane is estimated as 34(SRC), using a water solubility of 6,900 mg/l at 25 °C(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 1-bromo-2-chloroethane is expected to have very high mobility in soil.

Atmospheric Concentrations · 2 件

SOURCE AREAS: 1-Bromo-2-chloroethane was detected at a median and maximum concentration of 6.1 and 1,100 parts per trillion(1), respectively, in three source areas: Edison, NJ; El Dorado, AK; and Magnolia, AK (74 samples). 1-Bromo-2-chloroethane was not found in three routine EPA field ambient air monitoring samples(2).

RURAL/REMOTE: 1-Bromo-2-chloroethane was not detected in atmospheric volatile organic chemical sampling at the Grand Canyon, AZ(1).

Human Toxicity Excerpts · 3 件

Headache, gastric discomfort, pallor, mucous membranes irritation, lowering of blood pressure & body temperature, & ultimately coma have been described as signs of acute ethylene chlorobromide intoxication.

In chronic exposure injury to the liver, kidneys & eyes may occur.

HAZARDOUS BY ALL ROUTES, INCLUDING PERCUTANEOUS ABSORPTION. MAY PRODUCE ANESTHESIA & LIVER AND KIDNEY INJURIES.

安全データ

wgk
3
tsca
TSCA listed
rtecs
KH6500000
ridadr
UN 2810 6.1/PG 2
毒性
rat,LD50,oral,64mg/kg (64mg/kg),"Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 4, Pg. 73, 1969.
hs_code
29034980

化学と産業

用途と製造

Uses · 6 件

Used as a solvent for fats, waxes, resins, and especially for cellulose esters and ethers; Also used for organic synthesis and as a fumigant for soil, commodities, fruits, and vegetables; [HSDB]

Farming (Pesticides) [Category: Industry]

For 1-Bromo-2-chloroethane (USEPA/OPP Pesticide Code: 042001) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Solvent, especially for cellulose esters and ethers, organic synthesis

Fumigant for fruits and vegetables /Former use/

FUMIGANT, EG, FOR SOIL, COMMODITIES, FRUITS & VEGETABLES

U.S. Production · 3 件

2023: 1,000,000 - <5,000,000 lb

(1979) NO EVIDENCE OF COMMERCIAL PRODN IN USA

(1981) NO EVIDENCE OF COMMERCIAL PRODN IN USA

Industry UsesIntermediate
Methods of ManufacturingReaction of bromine and chlorine on ethylene gas.
General Manufacturing Information · 2 件

All Other Basic Organic Chemical Manufacturing

Ethane, 1-bromo-2-chloro-: ACTIVE

応用分野 · 4 件

用途有機合成原料。

用途土壌燻蒸剤(現在は使用されていない)、医薬?農薬などの合成中間体、セルロースエステル、エーテル用溶剤、果実や野菜類の燻蒸剤

使用1-Bromo-2-chloroethane was used in regio- and diastereoselective synthesis of 2-alkylidenetetrahydrofurans. 1-Bromo-2-chloroethane is used as a solvent and as an intermediate for organic synthesis. It is used as a as fumigant.

一般的な説明Clear colorless liquid with a sweet chloroform-like odor.

調製方法

純化方法Wash it with conc H2SO4, water, 10% Na2CO3 solution, and again with water, then dry with CaCl2 and fractionally distil before use. [Beilstein 1 H 89, 1 I 28, 1 II 61, 1 III 179, 1 IV 155.]

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補足説明

定義ChEBI: A bromoalkane that is bromoethane substituted by a chloro group at position 2.

関連反応

854 件

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