基本情報
- 標準SMILES
O=C(CBr)c1ccccc1- InChIKey
LIGACIXOYTUXAW-UHFFFAOYSA-N- 分子式
- C8H7BrO
- 平均分子量
- 199.04 g/mol
- 単同位体質量
- 197.96802694
概要
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.
名称と識別子
- 優先名称
- Phenacyl bromide
- IUPAC
- 2-bromo-1-phenylethanone
- 現地名
- フェナシルブロミド
- 英語名
- 2-Bromoacetophenone
- 分子式
- C8H7BrO
- 分子量
- 199.04
名称と別名
名称をさらに表示
データベース識別子
- CAS
70-11-1- PubChem CID
- 6259
- DTXSID
DTXSID2049426- ChEMBL
CHEMBL102953- ChEBI
CHEBI:51846- UNII
- 754Y0U325I
- EC Number
- 200-724-9
- Nikkaji
- J4.874G
物性
構造計算による物性
- XLogP
- 2.5
- 極性表面積
- 17.1 Ų
- 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
- 2
- 重原子数
- 10
- 形式電荷
- 0
- 複雑度
- 116
実験および物理化学的性質
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]
物理化学的性質
- 融点
- 48 · 48-51 °C (lit.)
- 沸点
- 135 °C/18 · 135 °C/18 mmHg (lit.)
- 比重(密度)
- 1.476 · 1.476
- 屈折率
- 1.57 · 1.5700 (estimate)
- 闪点
- 230 °F · >230 °F
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- クロロホルム(微量)、DMSO(微量)、メタノール(微量)
- 外見
- 結晶または粉末
- 色
- 白から濃い緑褐色
- 水溶解度
- 実質的に不溶
- Merck
- 14 · 14,1402
- BRN
- 606474 · 606474
- 安定性
- 安定。強塩基、強酸化剤とは相容れない。可燃性。
- 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 データベース
- 70 · 70-11-1(CAS DataBase Reference)
- NISTの化学物質情報
- 2 · Ethanone, 2-bromo-1-phenyl-(70-11-1)
- EPAの化学物質情報
- 2 · Ethanone, 2-bromo-1-phenyl- (70-11-1)
化学的性質
化学的特性Off white-grey green crystaline powder
安全と法規制
GHS分類
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.
危険有害性情報
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
安全と保護具
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
毒性情報
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.
安全データ
- F
- 8-19
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 2645
- hs_code
- 29143990
- risk_code
- 34-20/21/22
- 化審法
- (3)-2931
- hazard_code
- C
- hazard_note
- Corrosive
- safety_code
- 26-36/37/39-45
- hazard_class
- 6.1
- packing_group
- II
- Hazard Classifications
- Skin Corr. 1B
- ストレージクラス
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
化学と産業
薬理情報
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)
用途と製造
Uses
Used to make other chemicals; [CAMEO]
Phenacyl bromide is an industrial and laboratory chemical.
応用分野
用途有機合成原料。
使用2-Bromoacetophenone is a brominated acteophenone derivative. 2-Bromoacetophenone has been shown to completely and irreversibly inactivate human liver aldehyde dehydrogenase (EC 1.2.1.3) isoenzymes E1 and E2. 2-Bromoacetophenone and its derivatives display some inhibitory activity on neutral protein tyrosine.inhibitors
一般的な説明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.
調製方法
純化方法Crystallise the bromide from EtOH, MeOH or pet ether (b 80-100o). [Tanner J Org Chem 52 2142 1987, Beilstein 7 IV 649.]
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: An alpha-bromoketone that is acetophenone substituted by a bromo group at position 2.
関連反応
関連ノート
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