4-Bromoanisole (HCID 7730)

概要

4-bromoanisole is a monomethoxybenzene carrying a bromo substituent at position 4. It is a monomethoxybenzene and an organobromine compound.

名称と識別子

優先名称: 4-Bromoanisole
IUPAC: 1-bromo-4-methoxybenzene
現地名: 4-ブロモアニソール
英語名: 4-Bromoanisole
分子式: C7H7BrO
分子量: 187.03

名称と別名

4-BROMOANISOLE1-Bromo-4-methoxybenzene104-92-7p-Bromoanisole4-MethoxybromobenzeneBenzene, 1-bromo-4-methoxy-Anisyl bromidep-Anisyl bromide4-Methoxyphenyl bromidep-Bromanisolep-Methoxyphenyl bromideAnisole, p-bromo-

名称をさらに表示

4-ブロモアニソール1-ブロモ-4-メトキシベンゼンp-アニシルブロミド4-メトキシ-1-ブロモベンゼンブロモフェノールメチルエーテルアニシルブロミドメチル(4-ブロモフェニル)エーテルp-ブロモフェニルメチルエーテルp-ブロモアニソール1-メトキシ-4-ブロモベンゼン4-ブロモフェニル(メチル)エーテル4-メトキシフェニルブロミド(4-メトキシフェニル)ブロミドp-メトキシ-1-ブロモベンゼン4-ブロモ-1-メトキシベンゼン4-ブロモアニソルpブロモアニソール4-ブロモアニソール臭化物P‐ブロモアニソール4-ブロモアニソール, 99%2-Bromoanisole,98%4-Bromoanisole,98%1-bromo-4-methoxy-benzen4-Bromoanisole,1-Bromo-4-methoxybenzenep-bromoanisolp-bromo-anisol

p-Methoxybromobenzene4-Methoxy-1-bromobenzenep-Bromophenyl methyl ether4-Bromoanisolpara-bromoanisole4-bromo-1-methoxybenzene4-anisyl bromidep-Bromomethoxybenzene

データベース識別子

CAS: 104-92-7
PubChem CID: 7730
DTXSID: DTXSID2059308
ChEBI: CHEBI:47257
UNII: U430F901J9
EC Number: 203-252-1
Nikkaji: J5.038E

物性

構造計算による物性

XLogP: 2.8
極性表面積: 9.2 Å²
水素結合供与体数: 0
水素結合受容体数: 1
回転可能結合数: 1
重原子数: 9
形式電荷: 0
複雑度: 77

実験および物理化学的性質

Chemical ClassesOther Classes -> Halogenated Anisoles

SpringerMaterials PropertiesBoiling point

LogP3.15

Physical DescriptionClear light yellow liquid; mp = 9-10 deg C; [Sigma-Aldrich MSDS]

物理化学的性質

融点: 9 · 9-10 °C (lit.)
沸点: 223 °C · 223 °C (lit.)
比重(密度): 1.494 g/mL · 1.494 g/mL at 25 °C (lit.)
屈折率: 20 · n20/D 1.564(lit.)
闪点: 202 °F · 202 °F
貯蔵温度: 30 °C · Store below +30°C.
溶解性: Chloroform (Sparingly), Ethyl Acetate (Slightly)
外見: 液体
色: 無色透明～微黄色透明
水溶解度: 混和しない
Merck: 14 · 14,1428
BRN: 1237590 · 1237590
Henry's Law Constant: 1.1 · 1.1×10-2 mol/(m3Pa) at 25℃, Pfeifer et al. (2001)
Dielectric constant: 7.4 · 7.4000000000000004
安定性: 安定。可燃性。強力な酸化剤とは相容れない。
InChI: 1S/C7H7BrO/c1-9-7-4-2-6(8)3-5-7/h2-5H,1H3
InChIKey: QJPJQTDYNZXKQF-UHFFFAOYSA-N
SMILES: COc1ccc(Br)cc1
CAS データベース: 104 · 104-92-7(CAS DataBase Reference)
NISTの化学物質情報: 1 · Benzene, 1-bromo-4-methoxy-(104-92-7)
EPAの化学物質情報: 1 · Benzene, 1-bromo-4-methoxy- (104-92-7)

化学的性質 · 1 件

化学的特性4-Bromoanisole is a colourless to pale yellow oily liquid with a pleasant smell similar to that of anise seed. Insoluble in water, soluble in ethanol, ether and chloroform. It is one of three isomers of bromoanisole, the others being 3-bromoanisole and 2-bromoanisole. It is the precursor to many 4-anisyl derivatives.

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 3.3% (4 of 123) of reports.

Warning

H315 (12.2%): Causes skin irritation [Warning Skin corrosion/irritation]

P260, P264, P273, P280, P302+P352, P319, P321, P332+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 123 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 3 件

Chemical: Benzene, 1-bromo-4-methoxy-

Status: Active Update: 23-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/11455

Benzene, 1-bromo-4-methoxy-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards Summary · 1 件

Causes ataxia, coma, and cough in inhalation lethal-concentration studies of mice; Causes tetany in oral lethal-dose studies of mice and rats; [RTECS] A skin irritant; Harmful by ingestion; [ECHA REACH Registrations] May cause irritation; [Sigma-Aldrich MSDS] See Anisole.

Hazard Classes and CategoriesSkin Irrit. 2 (12.2%)

毒性情報

Adverse EffectsNeurotoxin - Acute solvent syndrome

Toxicity DataLC50 (mouse) = 20 mg/m3

安全データ

F: 8
wgk: 2
tsca: TSCA listed
rtecs: BZ8501000
毒性: LD50 orl-mus: 2200 mg/kg GISAAA 44(12),19,79
hs_code: 29093038
化審法: (3)-4065
消防法: 危-4-3-III
hazard_code: Xn
safety_code: 23-24/25
Hazard Classifications: Acute Tox. 4 OralSkin Irrit. 2
ストレージクラス: 10 - Combustible liquids

化学と産業

用途と製造

UsesUsed in closed process manufacturing; [ECHA REACH Registrations]

General Manufacturing InformationBenzene, 1-bromo-4-methoxy-: ACTIVE

応用分野 · 3 件

用途有機合成原料。

使用4-Bromoanisole finds application as an intermediate in synthetic chemistry. It is used in the preparation of aryl 1,3-diketones and ethyl 4-methoxycinnamate. It is a used as a brominating reagent. Further, it is used in Suzuki coupling reaction with phenylboronic acid as well as in Heck reaction.

一般的な説明4-Bromoanisole is a useful brominating reagent. It is formed as reaction product in the reaction between HOBr and anisole. Suzuki coupling of 4-bromoanisole with phenylboronic acid catalyzed by palladium pincer complexes has been studied. Heck Reaction of 4-bromoanisole with ethyl acrylates in room-temperature ionic liquids is reported to afford ethyl 4-methoxycinnamate.

調製方法

製造方法4-Bromoanisole is obtained by reacting p-bromophenol with dimethyl sulfate.

純化方法Crystallise the anisole by repeated partial freezing, then distil it under reduced pressure. [Beilstein 6 III 741, 6 IV 1044.]

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補足説明

定義ChEBI: 4-bromoanisole is a monomethoxybenzene carrying a bromo substituent at position 4. It is a monomethoxybenzene and an organobromine compound.

4-ブロモアニソール

基本情報

概要