4,6-二溴邻甲酚 | 609-22-3

• 物质功能分类: 香精与香料 - 酚类 - 合成香料 - 酚类、醚类和环氧化物
• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4,6-二溴邻甲酚
• 中文别名: 2,4-二溴-6-甲基苯酚
• 英文名称: 2,4-dibromo-6-methylphenol
• CAS: 609-22-3
• 化学式: C₇H₆Br₂O
• mdl: MFCD00152390
• 分子量: 265.932
• InChiKey: XMKVPKGYUXVWEB-UHFFFAOYSA-N

物化性质

• 熔点：
  58°C
• 沸点：
  259.0±35.0 °C(Predicted)
• 密度：
  1.8014 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2908199090
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,4-Dibromo-6-methylphenol
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 2,4-Dibromo-6-methylphenol
CAS number: 609-22-3

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C7H6Br2O
Molecular weight: 265.9

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen bromide.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4,6-二溴邻甲酚 在 乙醇 、 硝酸 作用下， 生成 二硝酚
  参考文献：
  名称：

  Bures, Chemicke Listy, vol. 21, p. 222

  摘要：

  DOI：
• 作为产物：
  描述：

  2-溴-4-叔丁基-6-甲基苯酚 在 硫酸 、 溴 作用下， 以 溶剂黄146 为溶剂， 反应 0.67h， 生成 4,6-二溴邻甲酚
  参考文献：
  名称：

  Brittain, Judith M.; Mare, Peter B. D. de la; Newman, Paul A., Journal of the Chemical Society. Perkin transactions II, 1982, p. 1193 - 1198

  摘要：

  DOI：

文献信息

• A Dearomatization/Debromination Strategy for the [4+1] Spiroannulation of Bromophenols with α,β‐Unsaturated Imines
  作者：Yicong Ge、Cheng Qin、Lu Bai、Jiamao Hao、Jingjing Liu、Xinjun Luan

  DOI：10.1002/anie.202008130

  日期：2020.10.19

  A novel [4+1] spiroannulation of o‐ & p‐bromophenols with α,β‐unsaturated imines has been developed for the direct synthesis of a new family of azaspirocyclic molecules. Notably, several other halophenols (X=Cl, I) were also applicable for this transformation. Moreover, a catalytic asymmetric version of the reaction was realized with 1‐bromo‐2‐naphthols by using a chiral ScIII/Py‐Box catalyst. Mechanistic

  已经开发了一种新颖的[4 + 1]邻和对溴苯酚与α，β-不饱和亚胺螺环合成的方法，用于直接合成新的氮杂螺环分子家族。值得注意的是，其他几种卤代酚（X = Cl，I）也适用于该转化。此外，通过使用手性Sc III / Py-Box催化剂，使用1-溴-2-萘酚实现了反应的催化不对称形式。机理研究表明，该多米诺反应是通过苯酚衍生物在其卤代位置的亲电触发的脱芳香化作用进行的，然后通过基于自由基的S RN 1机理用N-亲核试剂进行卤素置换。
• Synthesis and biological evaluation of 1,4-naphthoquinones and quinoline-5,8-diones as antimalarial and schistosomicidal agents
  作者：Don Antoine Lanfranchi、Elena Cesar-Rodo、Benoît Bertrand、Hsin-Hung Huang、Latasha Day、Laure Johann、Mourad Elhabiri、Katja Becker、David L. Williams、Elisabeth Davioud-Charvet

  DOI：10.1039/c2ob25812a

  日期：——

  polysubstituted 1,4-naphthoquinone derivatives was achieved by introducing nitrogen in two different positions of the naphthoquinone core, at C-5 and at C-8 of menadione through a two-step, straightforward synthesis based on the regioselective hetero-Diels–Alder reaction. The antimalarial and the antischistosomal activities of these polysubstituted aza-1,4-naphthoquinone derivatives were evaluated and led to

  通过基于区域选择性杂化的两步直接合成，在萘醌核心的两个不同位置（甲萘醌的 C-5 和 C-8）引入氮，从而提高多取代 1,4-萘醌衍生物的溶解度。狄尔斯-阿尔德反应。对这些多取代氮杂-1,4-萘醌衍生物的抗疟和抗血吸虫活性进行了评估，并选择了具有抗疟和抗血吸虫作用的不同化合物。使用 AgNO 3和过二硫酸铵对Ag II辅助的苯乙酸氧化自由基脱羧进行修饰，生成具有改善的药代动力学参数、高抗疟作用和抑制 β-血红素形成能力的 3-吡啶甲基甲萘醌。
• 5-Cyano-2,3-dihydrobenzofurans useful as herbicides
  申请人：Fisons Limited

  公开号：US04263037A1

  公开（公告）日：1981-04-21

  The invention provides herbicidally-active 2,3-dihydro-5-cyanobenzofurans of the formula: ##STR1## (wherein: R.sup.1 and R.sup.2 together represent .dbd.O or R.sup.1 represents hydrogen and R.sup.2 represents hydrogen, hydroxy, alkoxy, acyloxy, alkoxycarbonyloxy, alkylthiocarbonyloxy, halogen, isothiocyanato, amino, alkylamino, dialkylamino, arylamino, acylamino, alkoxycarbonylamino, alkylthiocarbonylamino, N-bonded heterocyclyl, cyano or alkylthio; R.sup.3 and R.sup.4 together represent alkylene or each represent hydrogen or alkyl; and R.sup.5, R.sup.6 and R.sup.7, which may be the same or different, each represent hydrogen, halogen, alkyl, alkoxy, acyl or cyano), processes for their preparation and herbicidal compositions containing them.

  该发明提供了具有除草活性的2,3-二氢-5-氰基苯并呋喃类化合物，化学式如下：##STR1##（其中：R.sup.1和R.sup.2一起表示.dbd.O，或者R.sup.1表示氢，R.sup.2表示氢、羟基、烷氧基、酰氧基、烷氧羰氧基、烷基硫代羰氧基、卤素、异硫氰酸酯基、氨基、烷基氨基、二烷基氨基、芳基氨基、酰胺基、烷氧羰基胺基、烷基硫代羰基胺基、N-键合杂环基、氰基或烷硫基；R.sup.3和R.sup.4一起表示烷基，或者各自表示氢或烷基；R.sup.5、R.sup.6和R.sup.7，可以相同也可以不同，各自表示氢、卤素、烷基、烷氧基、酰基或氰基），以及它们的制备方法和含有它们的除草剂组合物。
• New Synthesis of Triphenylbismuth Diaroxides
  作者：V. V. Sharutin、I. V. Egorova、T. V. Tsiplukhina、A. A. Molokov、G. K. Fukin

  DOI：10.1007/s11176-005-0338-3

  日期：2005.6

  The reaction of triphenylbismuth, hydrogen peroxide, and phenol (molar ratio 1 : 1 : 2) in ether was used to synthesize triphenylbismuth diaroxides Ph3Bi(OAr)2 [Ar = C6H3(NO2)2-2,4, C6H2(NO2)3-2,4,6, C6H3Cl2-2,6, C6H2Cl3-2,4,6, C6H3Br2-2,4, C6H2Br3-2,4,6, C6H2Br2-2,4,Me-6, C6H2Br2-2,6, NO2-4]. At an equimolar reagent ratio, bridged bismuth compounds (Ph3BiOAr)2O are formed. The crystal structure of bis-(2,4-dinitrophenoxy)triphenylbismuth Ph3Bi[OC6H3(NO2)2-2,4]2 was studied by X-ray diffraction to show that the bismuth atom has a distorted trigonal bipyramidal coordination and the 2,4-dinitrophenoxyl ligands are axial. The CBiC and OBiO angles are 109.6(5)°, 122.3(5)°, 128.1(5)°, and 175.6(3)°. The Bi-O1,6 and Bi-C bond lengths are 2.256(10), 2.242(9) and 2.18(1), 2.18(1), 2.19(1) Å, respectively.

  三苯基铋、过氧化氢和苯酚(摩尔比1:1:2)在乙醚中的反应被用来合成二芳氧基双三苯基铋 Ph3Bi(OAr)2[Ar = C6H3(NO2)2-2,4, C6H2(NO2)3-2,4,6, C6H3Cl2-2,6, C6H2Cl3-2,4,6, C6H3Br2-2,4, C6H2Br3-2,4,6, C6H2Br2-2,4,Me-6, C6H2Br2-2,6, NO2-4]。在相同摩尔比的反应物下，形成桥连的铋化合物(Ph3BiOAr)2O。通过X射线衍射研究了双(2,4-二硝基苯氧基)三苯基铋 Ph3Bi[OC6H3(NO2)2-2,4]2 的晶体结构，结果表明铋原子具有扭曲的三角双锥配位，且2,4-二硝基苯氧基配体位于轴向。CBiC 和 OBiO 键角分别为 109.6(5)°、122.3(5)°、128.1(5)° 、和 175.6(3)°。Bi-O1,6 和 Bi-C 键长分别为 2.256(10)、2.242(9)和 2.18(1)、2.18(1)、2.19(1) Å。
• [EN] SPIROXAZOLIDINONE COMPOUNDS<br/>[FR] COMPOSÉS SPIROXAZOLIDINONE
  申请人：MERCK SHARP & DOHME

  公开号：WO2012024183A1

  公开（公告）日：2012-02-23

  Substituted spirocyclic amines of structural formula (I) are selective antagonists of the somatostatin subtype receptor 5 (SSTR5) and are useful for the treatment, control or prevention of disorders responsive to antagonism of SSTR5, such as Type 2 diabetes, insulin resistance, lipid disorders, obesity, atherosclerosis, Metabolic Syndrome, depression, and anxiety.

  结构式（I）的螺环胺是生长抑素亚型受体5（SSTR5）的选择性拮抗剂，可用于治疗、控制或预防对SSTR5拮抗敏感的疾病，如2型糖尿病、胰岛素抵抗、脂质紊乱、肥胖、动脉粥样硬化、代谢综合征、抑郁症和焦虑症。

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