2-溴苯乙酮

Phenacyl bromide

HCID 6259CAS 70-11-1

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

2-BromoacetophenonePhenacyl bromide70-11-12-Bromo-1-phenylethanoneBromoacetophenone2-Bromo-1-Phenylethan-1-OneBromomethyl phenyl ketoneEthanone, 2-bromo-1-phenyl-omega-BromoacetophenoneALPHA-BROMOACETOPHENONEAcetophenone, 2-bromo-Stauffer 4644
展开更多名称
溴乙酰苯溴代苯乙酮苯酰甲基溴苯甲酰甲基溴Α-溴苯乙酮ω-溴苯乙酮W-溴苯乙酮Α-溴乙酰苯苯甲醯基溴甲烷溴甲基苯基甲酮α-BromoacetophenoneA-BROMOACETOPHENONE1-Phenyl-2-broMoethanone2-Bromoacetophenone ,99%NSC 9807AKOS BBS-00004003Bromoacetylbenzene-Bromoacetophenone
phenacylbromideBenzoylmethyl bromideomega-BromacetophenoneDTXSID2049426UN2645STAUFFER-4644phenyl bromomethyl ketoneNSC-9807

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

实验与物化性质

Chemical ClassesOther Classes -> Aromatic Ketones, Halogenated
SpringerMaterials PropertiesChemical shift
LogP2.19
Vapor Pressure0.01 [mmHg]
Physical Description · 2 条

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

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 · 4 条

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 · 2 条

Chemical: Ethanone, 2-bromo-1-phenyl-

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

DOT LabelPoison
Fire Hazards · 2 条

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

· Combustible material: may burn but does not ignite readily.

Health Hazards · 2 条

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 · 1 条

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 ID and Guide2645 153

安全与防护

Fire FightingExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Accidental Release Measures · 2 条

· 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 · 2 条

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Nonfire Spill ResponseExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Isolation and Evacuation · 2 条

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

Immediate precautionary measure

毒理信息

Treatment · 1 条

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.

Health EffectsA strong lachrymator. Inhalation, ingestion or skin contact with material may cause severe injury or death. Potentially hepatotoxic. It is not carcinogenic or mutagenic.
Adverse EffectsDermatotoxin - Skin burns.
Exposure RoutesOral (L626) ; inhalation (L626) ; dermal (L626)
Toxicity Summary · 1 条

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 · 1 条

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
包装储运 · 3 条

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 · 1 条

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 · 2 条

Used to make other chemicals; [CAMEO]

Phenacyl bromide is an industrial and laboratory chemical.

General Manufacturing InformationEthanone, 2-bromo-1-phenyl-: ACTIVE
应用领域 · 3 条

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%。

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

国药集团化学试剂有限公司86-21-63210123 · [email protected]
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衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]

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