基本情報
- 標準SMILES
O=C(O)c1ccc(Br)cc1- InChIKey
TUXYZHVUPGXXQG-UHFFFAOYSA-N- 分子式
- C7H5BrO2
- 平均分子量
- 201.02 g/mol
- 単同位体質量
- 199.9472915
概要
4-bromobenzoic acid appears as colorless to red crystals. (NTP, 1992)
名称と識別子
- 優先名称
- 4-Bromobenzoic acid
- IUPAC
- 4-bromobenzoic acid
- 現地名
- 4-ブロモ安息香酸
- 英語名
- 4-Bromobenzoic acid
- 分子式
- C7H5BrO2
- 分子量
- 201.02
名称と別名
名称をさらに表示
データベース識別子
- CAS
586-76-5- PubChem CID
- 11464
- DTXSID
DTXSID7060413- ChEMBL
CHEMBL22051- ChEBI
CHEBI:60698- UNII
- 6992P6102O
- EC Number
- 209-581-7
- Nikkaji
- J43.481G
物性
構造計算による物性
- XLogP
- 2.9
- 極性表面積
- 37.3 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 2
- 回転可能結合数
- 1
- 重原子数
- 10
- 形式電荷
- 0
- 複雑度
- 128
実験および物理化学的性質
Physical Description
4-bromobenzoic acid appears as colorless to red crystals. (NTP, 1992)
Solid; [Merck Index] Colorless to red solid; [CAMEO] Beige powder; [Aldrich MSDS]
物理化学的性質
- 融点
- 252 · 252-254 °C (lit.)
- 沸点
- 116 °C · 116 °C(Press: 15-16 Torr)
- 比重(密度)
- 1 · 1,894 g/cm3
- 屈折率
- 1.608 · 1.6080 (estimate)
- 貯蔵温度
- Sealed in dry,Room Temperature
- 溶解性
- 5 % · エタノール:可溶5%
- 外見
- 結晶または粉末
- 酸解離定数(Pka)
- 3.96 · 3.96(at 25℃)
- 色
- 白~ベージュ~ピンクブラウン
- 水溶解度
- 熱湯に溶ける
- Merck
- 14 · 14,1408
- BRN
- 1906923 · 1906923
- 安定性
- 安定。強力な酸化剤とは相容れない。
- 化粧品成分の機能
- スキンコンディショニング
- InChI
- 1S/C7H5BrO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10)
- InChIKey
- TUXYZHVUPGXXQG-UHFFFAOYSA-N
- SMILES
- OC(=O)c1ccc(Br)cc1
- CAS データベース
- 586 · 586-76-5(CAS DataBase Reference)
- NISTの化学物質情報
- 4 · Benzoic acid, 4-bromo-(586-76-5)
- EPAの化学物質情報
- 4 · 4-Bromobenzoic acid (586-76-5)
化学的性質
化学的特性White to light yellow crystal powder
安全と法規制
GHS分類
GHS Classification
Danger
H302 (95.2%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P317, P319, P321, P330, P332+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 63 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
Chemical: Benzoic acid, 4-bromo-
Benzoic acid, 4-bromo-: Does not have an individual approval but may be used under an appropriate group standard
Reactivity Profile
Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in it to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.
安全と保護具
First Aid
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.
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter.
安全データ
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DG4448050
- hs_code
- 29163900
- risk_code
- 22-36/37/38-36-37/38
- 化審法
- (3)-62, (9)-1250
- hazard_code
- Xn,Xi
- hazard_note
- Irritant
- safety_code
- 26-36-24/25-22-37/39
- Hazard Classifications
- Acute Tox. 4 Oral
- ストレージクラス
- 11 - Combustible Solids
化学と産業
用途と製造
応用分野
用途4-ブロモ安息香酸は重要なファインケミカルで、香料の原料、4-ブロモ安息香酸エステルの中間体、ストロンチウムの測定基準、炭素、水素、臭素を測定する有機微量分析に使用されています。
使用4-Bromobenzoic acid was used to study the metabolic fate of 2-,3-and 4-bromo benzoic acids in rat hepatocytes incubation using high temperature liquid chromatography. It was used in bromine-specific detection of the metabolites of 2-,3-and 4-bromobenzoic acid in the urine and bile of rats by inductively coupled plasma mass spectrometry. It is also used as an intermediate for the synthesis of agrochemicals, pharmaceutical, chemical intermediates and liquid crystals.
一般的な説明Colorless to red crystals.
調製方法
製造方法4-Bromobenzoic acid is obtained by the reaction of p-bromotoluene with glacial acetic acid as the molten agent and oxygen as the oxidant, utilising a liquid-phase oxidation catalytic method under the action of a catalyst. The catalyst is a combination of acetic acid cobalt, manganese acetate, and bromide compounds.
純化方法Crystallise the acid from MeOH, or MeOH/water mixture, 90% EtOH and Et2O. The methyl ester has m 81o from Et2O or dilute MeOH. The anilide has m 197o (from EtOH). [Male & Thorp J Am Chem Soc 35 269 1913, Lamneck J Am Chem Soc 76 406 1954, Vandenbelt et al. Anal Chem 26 926 1954, Beilstein 9 IV 1017.]
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義ChEBI: A bromobenzoic acid carrying a single bromo subsituent at the 4-position.
関連反応
関連ノート
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