基本信息
- 标准SMILES
O=C(CBr)c1ccccc1- InChIKey
LIGACIXOYTUXAW-UHFFFAOYSA-N- 分子式
- C8H7BrO
- 平均分子量
- 199.04 g/mol
- 单同位素质量
- 197.96802694
概述
Phenacyl bromide appears as a crystalline solid or a liquid with a sharp odor. Toxic by inhalation, ingestion and skin absorption. A severe eye irritant (a lachrymator). Used to make other chemicals.
名称与标识
- 首选名称
- Phenacyl bromide
- IUPAC
- 2-bromo-1-phenylethanone
- 中文名
- 2-溴苯乙酮
- 英文名
- 2-Bromoacetophenone
- 分子式
- C8H7BrO
- 分子量
- 199.04
名称与别名
展开更多名称
数据库标识
- CAS
70-11-1- PubChem CID
- 6259
- DTXSID
DTXSID2049426- ChEMBL
CHEMBL102953- ChEBI
CHEBI:51846- UNII
- 754Y0U325I
- EC Number
- 200-724-9
- Nikkaji
- J4.874G
性质
结构计算性质
- XLogP
- 2.5
- 极性表面积
- 17.1 Ų
- 氢键供体
- 0
- 氢键受体
- 1
- 可旋转键
- 2
- 重原子
- 10
- 形式电荷
- 0
- 复杂度
- 116
实验与物化性质
Physical Description
Phenacyl bromide appears as a crystalline solid or a liquid with a sharp odor. Toxic by inhalation, ingestion and skin absorption. A severe eye irritant (a lachrymator). Used to make other chemicals.
Solid; [Merck Index] Beige crystalline solid; [Aldrich MSDS]
物理化学性质
- 熔点
- 48 · 48-51 °C (lit.)
- 沸点
- 135 °C/18 · 135 °C/18 mmHg (lit.)
- 密度
- 1.476 · 1.476
- 折射率
- 1.57 · 1.5700 (estimate)
- 闪点
- 230 °F · >230 °F
- 储存条件
- 2 · 2-8°C
- 溶解度
- Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
- 形态
- Crystals or Powder
- 颜色
- White to dark green-brown
- 水溶解性
- PRACTICALLY INSOLUBLE
- Merck
- 14 · 14,1402
- BRN
- 606474 · 606474
- 稳定性
- Stable. Incompatible with strong bases, strong oxidizing agents. Combustible.
- InChI
- 1S/C8H7BrO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H2
- InChIKey
- LIGACIXOYTUXAW-UHFFFAOYSA-N
- SMILES
- BrCC(=O)c1ccccc1
- CAS 数据库
- 70 · 70-11-1(CAS DataBase Reference)
- NIST化学物质信息
- 2 · Ethanone, 2-bromo-1-phenyl-(70-11-1)
- EPA化学物质信息
- 2 · Ethanone, 2-bromo-1-phenyl- (70-11-1)
化学性质
从乙醇中析出的白色针状结晶。熔点51℃,沸点135℃(2.4kPa),折射率1.709(15℃),相对密度1.65。易溶于乙醚、苯和氯仿,溶于乙醇中和热石油醚,不溶于水。与高锰酸作用生成苯甲酸。
安全与法规
GHS分类
GHS Classification
Danger
H301 (20.6%): Toxic if swallowed [Danger Acute toxicity, oral]
P260, P261, P262, P264, P264+P265, P270, P271, P280, P284, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P319, P320, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 63 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危害信息
Regulatory Information
Chemical: Ethanone, 2-bromo-1-phenyl-
2-Bromoacetophenone: Does not have an individual approval but may be used under an appropriate group standard
Fire Hazards
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
· Combustible material: may burn but does not ignite readily.
Health Hazards
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.
Hazards Summary
A lachrymator; A severe skin, eye, and mucous membrane irritant; [Merck Index] Slowly reacts with moisture producing hydrogen bromide; A lachrymator; Toxic by ingestion, inhalation, and skin absorption; [CAMEO] Causes burns and lachrymation; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; [Aldrich MSDS] See alpha-Chloroacetophenone.
DOT Hazard Classification
Phenacyl bromide
UN2645
Div 6.1 Poisonous materials (49 eCFR § 173.132)
PG II: the degree of danger presented by the material is medium
安全与防护
Accidental Release Measures
· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
First Aid
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
General First Aid:
Isolation and Evacuation
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Immediate precautionary measure
毒理信息
Treatment
EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration.
Toxicity Summary
Organobromide compounds such as phenacyl bromide are strong alkylating agents. Consequently they can readily modify free thiols (cysteines) and methionine residues of the surfaces of proteins leading to the disruption of enzyme, transporter or membrane functions. One of the most probable protein targets is the TRPA1 ion channel that is expressed in sensory nerves (trigeminal nerve) of the eyes, nose, mouth and lungs. Human liver aldehyde dehydrogenase isozymes E1 and E2 are both completely and irreversibly inactivated by phenacyl bromide. This kind targeted modification may lead to liver toxicity.
Signs and Symptoms
Phenacyl bromide is a strong lachrymator. Eye exposure produces irritation, characterized by a burning sensation, redness, tearing, inflammation, and possible corneal injury. Causes skin irritation and possible burns. May cause gastrointestinal irritation with nausea, vomiting and diarrhea. Causes respiratory tract irritation.
安全数据
- F
- 8-19
- wgk
- 3
- tsca
- TSCA listed
- hazard_note
- Corrosive
- 包装类别
- II
- 危险等级
- 6.1
- 存储类别
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- 安全说明
- 26-36/37/39-45
- 海关编码
- 29143990
- 危险品标志
- C
- 危险性类别
- Skin Corr. 1B
- 危险类别码
- 34-20/21/22
- 危险品运输编号
- UN 2645
包装储运
可燃性危险特性明火可燃; 受热分解有毒溴化物气体
储运特性库房通风低温干燥; 与氧化剂、食品原料分开储运
灭火剂二氧化碳、砂土、泡沫
化学与工业
药理信息
Metabolism/Metabolites
Bromine is mainly absorbed via inhalation, but may also enter the body through dermal contact. Bromine salts can be ingested. Due to its reactivity, bromine quickly forms bromide and may be deposited in the tissues, displacing other halogens. (L626)
用途与制造
Uses
Used to make other chemicals; [CAMEO]
Phenacyl bromide is an industrial and laboratory chemical.
应用领域
用途该品为有机合成原料,为医药、染料的中间体。在医药工业用于制止血速等,与硫脲作用可合成α-氨基-4-苯基噻唑。
用途用作医药中间体
用途有机合成原料,医药工业用于制止血速等,与硫脲作用可合成α-氨基-4-苯基噻唑
制备方法
生产方法由苯乙酮溴化而得。将水、苯加入反应锅中,搅拌,在25℃迅速加入溴素,缓缓升温至55-60℃,反应10-20min,加入冰水,冷至0-5℃,甩滤,滤饼用冰水洗涤,甩干,即得溴苯乙酮。收率92%。上述反应过程中,反应锅内能发出闷雷般的响声。也可以使苯乙酮在乙醚溶剂中滴加溴素反应,并用在反应液中加入无水三氯化铝。此法以88-96%的产率获得粗品。另外,苯乙酮与溴在三氧化二铝存在下作用亦可制得,收率94%。
上下游产品信息
上游原料
下游产品
试剂价格
- B0535 · 25G
- 苯甲酰甲基溴Phenacyl Bromide — 310元
- B0535 · 100g
- 苯甲酰甲基溴Phenacyl Bromide — 930元
供应商50 家
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