3,5-二溴苄基溴 | 56908-88-4

• 物质功能分类: 医药中间体
• 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: 3,5-二溴苄基溴
• 中文别名: 3,5-二溴溴苄；α,3,5-三溴甲苯；3,5-二溴苄溴
• 英文名称: 3,5-dibromobenzyl bromide
• 英文别名: 1,3-dibromo-5-(bromomethyl)benzene
• CAS: 56908-88-4
• 化学式: C₇H₅Br₃
• 分子量: 328.829
• InChiKey: PWTFRUXTAFBWBW-UHFFFAOYSA-N

物化性质

• 熔点：
  93-97 °C
• 沸点：
  276.85°C (rough estimate)
• 密度：
  2.1881 (estimate)
• 溶解度：
  溶于甲苯
• 稳定性/保质期：
  如果按照规定使用和储存，则不会分解，没有已知危险反应。

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险等级：
  8
• 安全说明：
  S26,S36/37/39,S45
• 危险品运输编号：
  1759
• 海关编码：
  2903999090
• 危险类别：
  8
• 危险品标志：
  F,C
• 危险类别码：
  R34,R11
• 包装等级：
  III
• 危险性防范说明：
  P210,P240,P264,P280,P301+P330+P331,P303+P361+P353,P304+P340,P305+P351+P338,P310,P363,P370+P378,P403,P501
• 危险性描述：
  H228,H314
• 储存条件：
  请将贮藏器保持密封，并储存在阴凉、干燥的地方。同时，确保工作环境具有良好的通风或排气设施。

SDS

Name:	3 5-Dibromobenzyl bromide Material Safety Data Sheet
Synonym:	alpha,3,5-Tribromobenzyl bromide; 1,3-Dibromo-5-(bromomethyl)benzen
CAS:	56908-88-4

Section 1 - Chemical Product MSDS Name:3 5-Dibromobenzyl bromide Material Safety Data Sheet
Synonym:alpha,3,5-Tribromobenzyl bromide; 1,3-Dibromo-5-(bromomethyl)benzen

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
56908-88-4	3,5-Dibromobenzyl bromide	97%	unlisted

Hazard Symbols: F C
Risk Phrases: 11 34

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Highly flammable. Causes burns.
Potential Health Effects
Eye:
Causes eye burns. Lachrymator (substance which increases the flow of tears).
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns.
Inhalation:
Causes chemical burns to the respiratory tract.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Do not induce vomiting. Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Notes to Physician:
Treat symptomatically and supportively.

---

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. Flammable solid.
Extinguishing Media:
Use foam, dry chemical, or carbon dioxide.

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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. Remove all sources of ignition. Use a spark-proof tool.

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Section 7 - HANDLING and STORAGE
Handling:
Use spark-proof tools and explosion proof equipment. Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage:
Keep away from sources of ignition. Store in a cool, dry place.
Store in a tightly closed container. Flammables-area. Corrosives area.

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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 general or local explosion-proof ventilation to keep airborne levels to acceptable levels.
Exposure Limits CAS# 56908-88-4: 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 crystalline solid
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 88 - 90 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: C7H5Br3
Molecular Weight: 329

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
No information found.
Conditions to Avoid:
Incompatible materials, exposure to moist air or water.
Incompatibilities with Other Materials:
Water, oxidizing agents, bases, alcohols, amines, steel.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen bromide, bromine.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 56908-88-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3,5-Dibromobenzyl bromide - 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
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing Group: II
IMO
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing Group: II
RID/ADR
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing group: II

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: F C
Risk Phrases:
R 11 Highly flammable.
R 34 Causes burns.
Safety Phrases:
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.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 56908-88-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 56908-88-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 56908-88-4 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

制备方法与用途

用途

3,5-二溴苄基溴可用作医药和化工领域的合成中间体，例如可以用于制备含硫杂芳环的手性石墨烯衍生物。

反应信息

• 作为反应物：
  描述：

  3,5-二溴苄基溴 在 三正丙胺 、 三氯硅烷 、 三乙胺 作用下， 反应 40.0h， 生成 1-(trimethoxysilylmethyl)-3,5-dibromobenzene
  参考文献：
  名称：

  溶液 DFWM χ(3) 含四配位或超配位硅的聚[(亚芳基)甲硅烷基]和聚[(亚芳基)(乙炔基)甲硅烷基]的非线性光学性质

  摘要：

  在氯仿溶液中研究了一系列共轭聚[(亚芳基)(亚乙炔基)甲硅烷基]的三阶光学非线性，以及一系列互补的聚[(亚芳基)甲硅烷基]统计共聚物，没有乙炔基团。使用简并四波混频技术和 Q 开关 Nd:YAG 激光振荡器，波长为 1064 nm，脉冲持续时间为 ca。6纳秒。该聚合物含有多种亚芳基，包括咔唑和蒽。χ(3) 磁化率和解的热非线性的电子和核贡献是分开的。对于浓度为 50 gl-1 的溶液，发现一些聚 [(亚芳基)(亚乙炔基)亚硅烷基] 的 χ(3) 磁化率高达 ∣Re χ(3) ∣=0.95×10-10 esu。结果表明，在硅上存在提供五配位的单个 8-(二甲氨基)萘基配体对 χ(3) 特性具有有益的影响。比较聚[(亚芳基)亚硅烷基]s 与聚[(亚芳基)(亚乙炔基)亚硅基]s 的结果表明，前一种情况下乙炔基团的缺失通常对 χ( 3) 属性。非线性响应的数量级的确认已通过 Z 扫描测量得到证实

  DOI：

  10.1039/b003046p
• 作为产物：
  描述：

  3,5-二溴苯甲醇 在 N-溴代丁二酰亚胺(NBS) 、 双(三甲基硅烷基)氨基钾 、 1,3,4-三苯基-4,5-二氢-1H-1,2,4-三氮唑-5-亚基 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以174 mg的产率得到3,5-二溴苄基溴
  参考文献：
  名称：

  N-杂环卡宾对Appel型反应的促进作用†

  摘要：

  N-杂环卡宾（NHC）已广泛用作有机催化和有机金属化学中的一类通用催化剂和配体。但是，只有少数几种合成应用程序充当试剂。在这里，我们证明了NHC可用作化学计量的氧化还原试剂，用于醇的Appel型卤化反应。这种新的反应性揭示了一个新鲜有趣的方面，并丰富了未开发区域中NHC的化学性质。还研究了使用NHC-氧化物衍生物在催化水平上进行此化学转化的潜力。

  DOI：

  10.1039/c9cc02132a

文献信息

• Design, synthesis, and functional assessment of Cmpd-15 derivatives as negative allosteric modulators for the β2-adrenergic receptor
  作者：Kaicheng Meng、Paul Shim、Qingtin Wang、Shuai Zhao、Ting Gu、Alem W. Kahsai、Seungkirl Ahn、Xin Chen

  DOI：10.1016/j.bmc.2018.03.023

  日期：2018.5

  The β2-adrenergic receptor (β2AR), a G protein-coupled receptor, is an important therapeutic target. We recently described Cmpd-15, the first small molecule negative allosteric modulator (NAM) for the β2AR. Herein we report in details the design, synthesis and structure-activity relationships (SAR) of seven Cmpd-15 derivatives. Furthermore, we provide in a dose-response paradigm, the details of the

  所述β 2 -肾上腺素能受体（β 2 AR），G蛋白偶联受体，是一个重要的治疗目标。我们最近描述CMPD-15，第一小分子负变构调节剂（NAM）为β 2 AR。本文中，我们详细报告了7种Cmpd-15衍生物的设计，合成和构效关系（SAR）。此外，我们提供一种在剂量-响应范例，它们的衍生物的效果的细节在调节激动剂诱导的β 2在放射性配体竞争结合试验中，AR活性（G蛋白介导的cAMP产生和β-arrestin募集到受体）以及正构激动剂的结合亲和力。我们的研究结果表明，一些修改，包括在除去甲酰胺基的第-formamido苯丙氨酸区域和溴在元-bromobenzyl甲基苯甲酰胺区域引起CMPD-15的功能活性显着降低。这些SAR结果提供了宝贵的见解NAM CMPD-15的作用机制以及为更有效和选择性调节剂的未来发展，为β的基础2基于CMPD-15的化学支架AR。
• Pyrimidine-thioalkyl and alkylether compounds
  申请人：PHARMACIA & UPJOHN COMPANY

  公开号：EP1247804A1

  公开（公告）日：2002-10-09

  The subject invention relates to pyrimidine-thioalkyl and alkylether compounds of Formula I and pyrimidine-thioalkyl and alkylethers of Formula IA, namely the compounds of Formula I where R4 is selected from the group consisting of -H or -NR15R16 where R15 is -H and R16 is -H, C1-C6 alkyl, -NH2 or R15 and R16 taken together with the -N form 1-pyrrolidino, 1-morpholino or 1-piperidino; and R6 is selected from the group consisting of -H, or halo (preferably -Cl); with the overall provisio that R4 and R6 are not both -H; The compounds of Formula IA are useful in the treatment of individuals who are HIV positive.

  该发明涉及Formula I的嘧啶硫代烷基和烷基醚化合物，以及Formula IA的嘧啶硫代烷基和烷基醚化合物，即Formula I中R4选自-H或-NR15R16的基团，其中R15为-H，R16为-H，C1-C6烷基，-NH2或R15和R16一起与-N形成1-吡咯啉基、1-吗啉基或1-哌啶基；以及R6选自-H或卤素（优选-Cl）的基团，总体规定是R4和R6不能同时为-H；Formula IA的化合物在治疗HIV阳性个体中是有用的。
• [EN] PHOTOAFFINITY PROBES<br/>[FR] SONDES DE PHOTOAFFINITÉ
  申请人：PROMEGA CORP

  公开号：WO2020191339A1

  公开（公告）日：2020-09-24

  Provided herein are compositions and methods for photoaffinity labeling of molecular targets. In particular, probes that specifically interact with cellular targets based on their affinity and are then covalently linked to the cellular target via a photoreactive group (PRG) on the probe.

  本文件提供了用于光亲和标记分子靶点的组合物和方法。特别是，基于它们的亲和力与细胞靶点特异性相互作用的探针，然后通过探针上的光反应组（PRG）与细胞靶点共价连接。
• Chemical synthesis and evaluation of 17α-alkylated derivatives of estradiol as inhibitors of steroid sulfatase
  作者：Diane Fournier、Donald Poirier

  DOI：10.1016/j.ejmech.2011.06.027

  日期：2011.9

  Steroid sulfatase (STS) controls the levels of 3-hydroxysteroids available from circulating steroid sulfates in several normal and malignant tissues. This and the known involvement of active estrogens and androgens in diseases such as breast and prostate cancers thus make STS an interesting therapeutic target. Here we describe the chemical synthesis and characterization of an extended series of 17α-derivatives

  类固醇硫酸酯酶（STS）控制着几种正常和恶性组织中循环的类固醇硫酸盐中3-羟基类固醇的水平。因此，已知的活性雌激素和雄激素参与了乳腺癌和前列腺癌等疾病，使STS成为有趣的治疗靶标。在这里，我们描述了使用不同策略的一系列扩展的雌二醇（E2）17α衍生物的化学合成和表征。with-巴比尔反应的一种变体与化学计量的metal金属和催化Kagan试剂的形成被用于在雌酮（E1）的17位引入低反应性苄基底物，而杂环底物则被金属化并与羰基或17-环氧乙烷反应E1。体外 对新化合物对STS的抑制能力的评估确定了新的抑制剂，并允许对该E2的17α衍生物家族进行更完整的结构-活性关系研究。
• 一种2-取代的一枝蒿酮酸甲酯衍生物及其制 备方法和用途
  申请人：中国科学院新疆理化技术研究所

  公开号：CN107089913B

  公开（公告）日：2020-10-09

  本发明涉及2‑取代的一枝蒿酮酸甲酯衍生物及其制备方法和用途，该类衍生物是由一枝蒿酮酸和硫酸二甲酯合成一枝蒿酮酸甲酯后，和不同取代的卤代烃反应，在强碱二异丙基氨基锂的作用下合成而得，并对所合成的衍生物3a‑3q进行了初步的体外抗A型（H3N2，H1N1)和B型流感病毒活性测试。实验结果表明，大部分化合物表现出了抗甲型流感病毒（H1N1）的活性，尤其是化合物3b(IC50=0.82μg·mL‑1),3c(IC50=0.82μg·mL‑1)，3i(IC50=1.92μg·mL‑1)和化合物3j(IC50=1.43μg·mL‑1)具有比阳性对照物（达菲和利巴韦林）更强的抗病毒活性；对于H3N2亚型，只有3e,3l,3q表现出了活性；对抗B型流感，3i,3j,3o表现出了活性。该方法反应条件温和，实验步骤简捷。

表征谱图