3-溴-1-苯并呋喃 | 59214-70-9

• 物质功能分类: 香精与香料 - 合成香料 - 内酯和含氧杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: 3-溴-1-苯并呋喃
• 英文名称: 3-bromobenzofuran
• 英文别名: 3-bromobenzo[b]furan；3-bromo-1-benzofuran；3-Brombenzofuran
• CAS: 59214-70-9
• 化学式: C₈H₅BrO
• 分子量: 197.031
• InChiKey: ICJNAOJPUTYWNV-UHFFFAOYSA-N

物化性质

• 熔点：
  35 °C
• 沸点：
  110
• 密度：
  1.608±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 安全说明：
  S22,S26,S36/37/39
• 危险类别码：
  R36,R36/37/38,R22
• 海关编码：
  2932999099
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  -20°C，惰性气体

SDS

Name:	3-Bromo-1-benzofuran Material Safety Data Sheet
Synonym:	None know
CAS:	59214-70-9

Section 1 - Chemical Product MSDS Name:3-Bromo-1-benzofuran Material Safety Data Sheet
Synonym:None know

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
59214-70-9	3-Bromo-1-benzofuran	97+%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
Chronic:
No information found.

---

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.
Ingestion:
Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or 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:

---

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.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Avoid generating dusty conditions.

---

Section 7 - HANDLING and STORAGE
Handling:
Use with adequate ventilation. Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

---

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# 59214-70-9: 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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: White
Odor: Without to slight
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 110 deg C @20mm Hg
Freezing/Melting Point: 36 - 38 deg C
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: C8H5BrO
Molecular Weight: 197.03

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen bromide, bromine.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 59214-70-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3-Bromo-1-benzofuran - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

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

---

Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 23 Do not inhale gas/fumes/vapour/spray.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 59214-70-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 59214-70-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 59214-70-9 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

3-溴-1-苯并呋喃可作为有机合成中间体和医药中间体，在实验室研发及化工生产中广泛应用。

反应信息

• 作为反应物：
  描述：

  3-溴-1-苯并呋喃 在 sodium tetrahydroborate 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 四甲基乙二胺 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以64%的产率得到2,3-苯并呋喃
  参考文献：
  名称：

  Room-Temperature Hydrodehalogenation of Halogenated Heteropentalenes with One or Two Heteroatoms

  摘要：

  The pair NaBH4-TMEDA as a hydride source and catalytic PdCl2(4ppf) in THF prove to be an efficient system for the hydrodehalogenation of bromo(chloro)-heteropentalenes. with one or two heteroatoms, while Pd(OAc)(2)/PPh3 is able to reduce reactive haloheteropentalenes, and PdCl2(tbpf) allows the removal of the 2-chlorine from a thiophene ring. The reaction conditions tolerate various functional groups, allowing highly chemoselective reactions in the presence of halide, ester, alkyne, alkene, and nitrile substituents and also showing good efficiency in the regioselective hydrodehalogenation of a variety of polyhalogenated substrates.

  DOI：

  10.1021/jo3019335
• 作为产物：
  描述：

  2,3-苯并呋喃 在 溴 、 potassium hydroxide 作用下， 以 二氯甲烷 、 乙醇 为溶剂， 反应 5.0h， 以45%的产率得到3-溴-1-苯并呋喃
  参考文献：
  名称：

  Triple Oxa[7] helicene 与圆偏振发光：通过 Helicene 亚基倍增增强不对称因子

  摘要：

  具有高发光不对称因子（g lum）的多个异螺旋烯的开发是一项有吸引力但具有挑战性的任务。在此，我们公开了一种结构不寻常的基于呋喃的三重氧杂 [7] 螺旋烯，它是第一个报道的三重杂 [7] 螺旋烯，通过 [2+2+2] 环三聚化/分子内脱氢环化。与报道的双氧杂[7]螺旋相比，三氧杂[7]螺旋的g lum值提高了1.8 × 10 –3，证明了螺旋亚基倍增方法在增强异螺旋的g lum方面的潜力。

  DOI：

  10.1021/acs.orglett.1c01212

文献信息

• Dioxazolones as masked ester surrogates in the Pd(<scp>ii</scp>)-catalyzed direct C–H arylation of 6,5-fused heterocycles
  作者：Paridhi Saxena、Neha Maida、Manmohan Kapur

  DOI：10.1039/c9cc05563k

  日期：——

  simple and effective Pd(II)-catalyzed regioselective C(2)–H arylation of 6,5-fused heterocycles with dioxazolones as a masked ester surrogate under mild conditions is reported. The significance of the arylation is highlighted by the new reactivity demonstrated in dioxazolones via proximal C–H activation of the cyclic carbonate of the hydroxamic acid functionality under protic conditions.

  据报道，在温和的条件下，一种简单有效的Pd（II）催化6,5-稠合杂环与二恶唑酮作为掩蔽酯替代物的区域选择性C（2）–H芳基化反应。通过在质子条件下通过近端C–H活化异羟肟酸官能团的环状碳酸酯在二恶唑酮中显示出新的反应性，突出了芳基化的重要性。
• Kumada Cross Coupling Reaction for the Synthesis of Quinazoline Derivatives, Evaluation of Their Antibacterial Activity and Docking Studies
  作者：A. R. Ankireddy、R. Syed、R. Gundla、K. L. Manasa、C. V. R. Reddy、S. Yatam、K. Paidikondala

  DOI：10.1134/s107036321912034x

  日期：2019.12

  A series of C7-substituted-2-morpholino-N-(pyridin-2-ylmethyl)quinazolin-4-amine derivatives 3a–3t were synthesized by using Nickel catalyzed Kumada cross coupling reaction. The structure of the key intermediate 2 was assigned using 2D COSY and 2D NOESY correlation spectrum. All the target compounds were characterized and tested for their antibacterial activity against Gram-positive organisms such

  利用镍催化的熊田交叉偶联反应合成了一系列C7-取代的2-吗啉代-N-（吡啶-2-基甲基）喹唑啉-4-胺衍生物3a – 3t。使用2D COZY和2D NOESY相关谱分配关键中间体2的结构。对所有目标化合物进行表征并测试其对革兰氏阳性生物（例如枯草芽孢杆菌，金黄色葡萄球菌，表皮葡萄球菌）和革兰氏阴性生物（例如大肠杆菌，铜绿假单胞菌和肺炎克雷伯氏菌）的抗菌活性。结果表明，化合物3g - 3m表现出强大的抗菌活性，MIC值为1.17至4.68μg/ mL。预期这些结果将有助于理解结构活性关系，并进一步使我们能够设计新颖的抗菌剂。为了研究合成化合物的相互作用，还进行了大肠杆菌生物素羧化酶（EcBC）酶的分子对接。
• A Monophosphine Ligand Derived from Anthracene Photodimer: Synthetic Applications for Palladium-Catalyzed Coupling Reactions
  作者：Xin Wang、Wei-Gang Liu、Chen-Ho Tung、Li-Zhu Wu、Huan Cong

  DOI：10.1021/acs.orglett.9b02414

  日期：2019.10.18

  an air-stable dianthracenyl monophosphine ligand (diAnthPhos) which can be prepared in two steps from commercially available anthracene derivatives. The ligand exhibits excellent efficiency for palladium-catalyzed coupling reactions. In particular, Miyaura borylation of heterocycle-containing electrophiles can be facilitated employing the diAnthPhos ligand with a broad substrate scope and low catalyst

  在这里，我们提出了一种空气稳定的二蒽基单膦配体（diAnthPhos），它可以由市售的蒽衍生物分两步制备。该配体对于钯催化的偶联反应表现出优异的效率。特别地，使用具有宽底物范围和低催化剂负载的diAnthPhos配体可以促进含杂环亲电试剂的宫浦硼化。通过对含杂芳基的底物进行一锅Miyaura硼化/ Suzuki偶联方案，进一步证明了新配体的宝贵合成效用。
• Copper-Mediated Deacylative Coupling of Ynones via C–C Bond Activation under Mild Conditions
  作者：Lili Feng、Tingjun Hu、Saisai Zhang、Heng-Ying Xiong、Guangwu Zhang

  DOI：10.1021/acs.orglett.9b03684

  日期：2019.12.6

  The intermolecular deacylative coupling of unstrained ynones via C-C bond activation was accomplished by a CuCl-bpy system under mild reaction conditions. This protocol features facile cleavage of the C-C bond at room temperature, broad substrate scope, and efficient construction of important symmetric and unsymmetrical 1,3-diyne adducts through homo or cross coupling of ynones, respectively. The preliminary

  通过温和的反应条件下的CuCl-bpy系统完成了未应变的炔酮通过CC键活化的分子间脱酰基反应。该协议的特点是在室温下容易裂解CC键，广泛的底物范围，以及通过炔酮的均相或交联分别有效构建重要的对称和不对称1,3-二炔加合物的方法。初步的机械研究表明，此过程可能涉及酰基铜（III）配合物。
• [EN] NEW BICYCLIC DERIVATIVES, A PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM<br/>[FR] NOUVEAUX DÉRIVÉS BICYCLIQUES, LEUR PROCÉDÉ DE PRÉPARATION, ET COMPOSITIONS PHARMACEUTIQUES LES CONTENANT
  申请人：SERVIER LAB

  公开号：WO2016207217A1

  公开（公告）日：2016-12-29

  Compounds of formula (I); wherein R1, R2, R3, R4, R5, R6, R7, R8, R14, W, A and n are as defined in the description. Medicaments.

  式(I)的化合物；其中R1、R2、R3、R4、R5、R6、R7、R8、R14、W、A和n的定义如描述所示。药物。

表征谱图