3-溴苯丙酮 | 21906-32-1

• 物质功能分类: 化学试剂 - 有机试剂 - 芳香酮
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-溴苯丙酮
• 中文别名: 3-溴苯基乙丙酮；3-溴苯基丙酮；间溴苯基丙酮；间溴苯丙酮
• 英文名称: 3-bromophenylacetone
• 英文别名: 1-(3-bromophenyl)propan-2-one；m-bromophenylacetone；1-(3-bromophenyl)-2-propanone；1-(3-bromophenyl)propanone
• CAS: 21906-32-1
• 化学式: C₉H₉BrO
• mdl: MFCD00210400
• 分子量: 213.074
• InChiKey: FQIZFAJMBXZVOL-UHFFFAOYSA-N

物化性质

• 沸点：
  247.5°C (rough estimate)
• 密度：
  1.3841 (rough estimate)
• 溶解度：
  氯仿（微溶）、乙酸乙酯（微溶）
• 稳定性/保质期：
  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S24/25
• 危险类别码：
  R22,R52
• 海关编码：
  2914700090
• 危险性防范说明：
  P273
• 危险性描述：
  H302,H412
• 储存条件：
  存放在阴凉干燥处即可。

SDS

Name:	3-Bromophenylacetone 99% Material Safety Data Sheet
Synonym:	None Known
CAS:	21906-32-1

Section 1 - Chemical Product MSDS Name:3-Bromophenylacetone 99% Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
21906-32-1	3-Bromophenylacetone	99%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 21906-32-1: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Clear liquid
Color: light yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C9H9BrO
Molecular Weight: 213.08

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not currently available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen bromide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 21906-32-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3-Bromophenylacetone - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 21906-32-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 21906-32-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 21906-32-1 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  3-溴苯乙酸	3-Bromophenylacetic acid	1878-67-7	C8H7BrO2	215.046
  2-(3-溴苯基)乙酰氯	2-(3-bromophenyl)acetyl chloride	98288-51-8	C8H6BrClO	233.492
  ——	2-(3-bromo-phenyl)-acetoacetonitrile	30118-02-6	C10H8BrNO	238.084
  3-溴氰苄	(3-bromophenyl)acetonitrile	31938-07-5	C8H6BrN	196.046

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  3-(3-溴苯基)丁烷-2-酮	2-(m-Bromphenyl)-3-butanon	21906-00-3	C10H11BrO	227.101
  1-(3-溴苯基)-2-甲基丙烷-2-胺	1-(3-bromophenyl)-2-methylpropan-2-amine	808769-14-4	C10H14BrN	228.132
  ——	1-(3-bromophenyl)-2-methylpropan-2-ol	3762-39-8	C10H13BrO	229.117
  ——	1,3-bis(2-oxopropyl)benzene	86896-46-0	C12H14O2	190.242

反应信息

• 作为反应物：
  描述：

  3-溴苯丙酮 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 一氧化碳 、 硫酸 、 溶剂黄146 、 三乙胺 、 硫脲 作用下， 以 甲醇 、 乙醚 、 乙醇 、 二氯甲烷 、 溶剂黄146 为溶剂， 100.0 ℃ 、689.49 kPa 条件下， 反应 36.0h， 生成 3-(2-tert-butoxycarbonylamino-2-methylpropyl)benzoic acid methyl ester
  参考文献：
  名称：

  [EN] 2-(6-AMINO-PYRIDIN-3-YL)-2-HYDROXYETHYLAMINE DERIVATIVES AS BETA 2-ADRENOCEPTORS AGONISTS
  [FR] DERIVES DE 2-(6-AMINO-PYRIDINE-3-YL)-2-HYDROXYETHYLAMINE UTILISES COMME AGONISTES DES RECEPTEURS BETA 2-ADRENERGIQUES

  摘要：

  该发明涉及公式（1）的化合物，以及用于制备、用于制备的中间体、含有和用途的过程。根据本发明的化合物在许多疾病、紊乱和状况中特别有用，特别是在炎症性、过敏性和呼吸系统疾病、紊乱和状况中。

  公开号：

  WO2004108676A1
• 作为产物：
  描述：

  2-(3-bromo-phenyl)-acetoacetonitrile 在 盐酸 、 溶剂黄146 作用下， 生成 3-溴苯丙酮
  参考文献：
  名称：

  芳香族氨基酸羟化酶抑制剂。1.卤代苯丙氨酸。

  摘要：

  DOI：

  10.1021/jm00300a004

文献信息

• NAPHTHALENE-BASED INHIBITORS OF ANTI-APOPTOTIC PROTEINS
  申请人：Pellecchia Maurizio

  公开号：US20090105319A1

  公开（公告）日：2009-04-23

  Methods of using apogossypol and its derivatives for treating inflammation is disclosed. Also, there is described a group of compounds having structure A, or a pharmaceutically acceptable salt, hydrate, N-oxide, or solvate thereof are provided: wherein each R is independently selected from the group consisting of H, C(O)X, C(O)NHX, NH(CO)X, SO 2 NHX, and NHSO 2 X, wherein X is selected from the group consisting of an alkyl, a substituted alkyl, an aryl, a substituted aryl, an alkylaryl, and a heterocycle. Compounds of group A may be used for treating various diseases or disorders, such as cancer.

  使用阿波戈司宝及其衍生物治疗炎症的方法被披露。此外，还描述了一组具有结构A的化合物，或其药学上可接受的盐、水合物、N-氧化物或溶剂化合物： 其中每个R独立地选自H、C(O)X、C(O)NHX、NH(CO)X、SO2NHX和NHSO2X组成的组，其中X选自烷基、取代烷基、芳基、取代芳基、烷基芳基和杂环的组。A组化合物可用于治疗各种疾病或疾病，如癌症。
• [EN] NAPTHALENE ACETIC ACID DERIVATIVES AGAINST HIV INFECTION<br/>[FR] DÉRIVÉS D'ACIDE NAPHTALÈNE ACÉTIQUE CONTRE L'INFECTION PAR LE VIH
  申请人：GILEAD SCIENCES INC

  公开号：WO2013103738A1

  公开（公告）日：2013-07-11

  The invention provides compounds and salts thereof as d herein. The invention also provides pharmaceutical compositions comprising a compound disclosed herein, processes for preparing compounds disclosed herein, intermediates useful for preparing compounds disclosed herein and therapeutic methods for treating an HIV infection, treating the proliferation of the HIV virus, treating AIDS or delaying the onset of AIDS or ARC symptoms in a mammal using compounds disclosed herein.

  该发明提供了作为d的化合物及其盐。该发明还提供了包括本文所披露的化合物的药物组合物，用于制备本文所披露的化合物的过程，用于制备本文所披露的化合物的中间体，以及使用本文所披露的化合物治疗HIV感染、治疗HIV病毒的增殖、治疗艾滋病或延缓哺乳动物发生艾滋病或ARC症状的治疗方法。
• 一种含哌啶噻唑杂环的α-氨基酸衍生物及其 制备方法和应用
  申请人：浙江工业大学

  公开号：CN109354589B

  公开（公告）日：2021-02-09

  本发明公开了一种含哌啶噻唑杂环的α‑氨基酸衍生物，具有式Ⅰ所示的结构通式：其中，式Ⅰ中，Ar为苯基或取代苯基，取代苯基的取代基为三氟甲基、氟、氯或溴中的一种，R为H、异丙基中的一种。并公开了其制备方法，以及作为杀虫剂对粘虫防治上的应用。本发明提供了一种新型含哌啶噻唑杂环的α‑氨基酸衍生物，制备方法简便，可用于粘虫虫害的防治，尤其对粘虫具有良好的杀虫活性，为氨基酸类农药的研究开发提供了基础。
• 一种α-一氘代醇类化合物、氘代药物的合成方法
  申请人：中国农业大学

  公开号：CN112939732A

  公开（公告）日：2021-06-11

  本发明提供了一种α‑一氘代醇类化合物及用于制备α‑一氘代醇类化合物的一种醛酮类化合物的还原氘化方法，通式(1)所示的醛酮类化合物与二价镧系过渡金属化合物、氘供体试剂在有机溶剂I中反应生成通式(2)所示的α‑一氘代醇类化合物。本发明建立了一种基于单电子转移还原氘化反应的醛酮类化合物的还原氘化方法用于制备通式(2)所示的α‑一氘代醇类化合物，及其醛酮类药物、激素、天然产物的氘代衍生物。本方法具有产物氘代率高、区位选择性好、化学选择性好、试剂价格低廉、操作简单、条件温和、底物适用范围广的优点。相比现有的H/D交换方法，本发明氘供体试剂用量小，可以显著降低成本，并提高氘原子的利用率。
• Synthesis of α-Deuterioalcohols by Single-Electron Umpolung Reductive Deuteration of Carbonyls Using D2O as Deuterium Source
  作者：Yuxia Hou、Zemin Lai、Lei Ning、Yixuan Li、Jie An、Hengzhao Li、Ailing Li

  DOI：10.1055/a-1523-3336

  日期：2021.7

  Deuterium incorporation can effectively stabilize the chiral centers of drug and agrochemical candidates that hampered by rapid in vivo racemization. In this work, the synthetically challenging chiral-center deuteration of alcohols has been achieved via a single-electron umpolung reductive-deuteration protocol using benign D2O as deuterium source and mild SmI2 as electron donor. The broad scope and

  掺入氘可以有效地稳定受体内快速消旋化阻碍的药物和农用化学品候选物的手性中心。在这项工作中，通过使用良性 D2O 作为氘源和温和 SmI2 作为电子供体的单电子 umpolung 还原-氘化方案实现了具有合成挑战性的醇手性中心氘化。该方法的广泛范围和优异的官能团耐受性已通过以高产率合成 43 种各自的 α-氘醇和≥98% 的氘掺入量来展示。这种通用方法的潜在应用已在 6 种氘化药物衍生物、1 种氘化人类激素和 3 种氘化天然产物的合成中得到了例证。