2-溴十三烷 | 59157-17-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 中文名称: 2-溴十三烷
• 英文名称: 2-bromotridecane
• 英文别名: 2-Brom-tridecan
• CAS: 59157-17-4
• 化学式: C₁₃H₂₇Br
• 分子量: 263.261
• InChiKey: XNCUZDYTCKIDEJ-UHFFFAOYSA-N

物化性质

• 沸点：
  286.35°C (estimate)
• 密度：
  1.0378 (estimate)
• 保留指数：
  1609

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  14
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2903399090

SDS

Name:	2-Bromotridecane Material Safety Data Sheet
Synonym:
CAS:	59157-17-4

Section 1 - Chemical Product MSDS Name: 2-Bromotridecane Material Safety Data Sheet
Synonym:

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SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
59157-17-4	2-Bromotridecane		261-633-8

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

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SECTION 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Not available. Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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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.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately.
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.
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:
Vacuum or sweep up material and place into a suitable disposal container.

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SECTION 7 - HANDLING and STORAGE
Handling:
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.

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SECTION 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 59157-17-4: Personal Protective Equipment
Eyes:
Not available.
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: Not available.
Color: Not available.
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: C13H27Br
Molecular Weight: 263.26

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SECTION 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong 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# 59157-17-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-Bromotridecane - 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# 59157-17-4: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 59157-17-4 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 59157-17-4 is not listed on the TSCA inventory. It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
MSDS Creation Date: 9/20/2004 Revision #0 Date: Original. The information above is believed to be accurate and represents the best information currently available to us. However, we make no warranty of merchantability or any other warranty, express or implied, with respect to such information, and we assume no liability resulting from its use. Users should make their own investigations to determine the suitability of the information for their particular purposes. In no way shall the company be liable for any claims, losses, or damages of any third party or for lost profits or any special, indirect, incidental, consequential or exemplary damages, howsoever arising, even if the company has been advised of the possibility of such damages.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-溴十三烷 在 nickamine 、 二苯基硅烷 、 sodium isopropylate 作用下， 以 甲苯 为溶剂， 反应 6.5h， 以99%的产率得到十三烷
  参考文献：
  名称：

  镍钳式氢化物配合物的合成，反应性及催化应用

  摘要：

  氢化镍（II）配合物[（Me N 2 N）Ni-H]（2）是通过[（Me N 2 N）Ni-OMe]（6）与Ph 2 SiH 2反应合成的。 NMR和IR光谱以及X射线晶体学。2在溶液中不稳定，并通过两个反应途径分解。第一个途径是分子内NH还原性消除，得到Me N 2 NH和镍颗粒。第二种途径是分子间的，具有H 2，镍颗粒和五配位Ni（II）络合物[（Me N 2N）2 Ni]（8）作为产物。2与丙酮和乙烯反应，分别形成[（Me N 2 N）Ni-O i Pr]（9）和[（Me N 2 N）Ni-Et]（10）。2也与卤代烷反应，生成卤化镍配合物和烷烃。使用[（Me N 2 N）Ni-Cl]（1）作为催化剂，NaO i Pr或NaOMe作为碱，Ph 2 SiH 2或Me（EtO）2催化还原卤代烷SiH作为氢化物源。催化作用似乎是通过自由基机理进行的。

  DOI：

  10.1021/om201279j
• 作为产物：
  描述：

  1-十三烯 在 C₆H₁₂N₂O*BrH 作用下， 反应 10.0h， 以82%的产率得到2-溴十三烷
  参考文献：
  名称：

  HBr–DMPU：溴化氢的第一种非质子有机溶液

  摘要：

  HBr和DMPU（1,3-二甲基-3,4,5,6-四氢-2-嘧啶酮）形成室温稳定的络合物，为炔烃，烯烃和丙二烯提供温和，有效和选择性的氢溴化试剂。HBr-DMPU还可以取代卤代普林斯反应，醚裂解和脱氧溴化反应中的其他卤化试剂。

  DOI：

  10.1002/chem.201703457

文献信息

• Nickel-Catalyzed Cross-Coupling of Umpolung Carbonyls and Alkyl Halides
  作者：Dianhu Zhu、Leiyang Lv、Zihang Qiu、Chao-Jun Li

  DOI：10.1021/acs.joc.9b00649

  日期：2019.5.17

  nickel-catalyzed cross-coupling of Umpolung carbonyls and alkyl halides was developed. Complementary to classical alkylation techniques, this reaction utilizes Umpolung carbonyls as the environmentally benign alkyl nucleophiles, providing an efficient and selective catalytic alternative to the traditional use of highly reactive alkyl organometallic reagents.

  开发了有效的镍催化的Umpolung羰基化合物与烷基卤化物的交叉偶联。作为经典烷基化技术的补充，该反应利用Umpolung羰基化合物作为对环境无害的烷基亲核试剂，为传统的高反应性烷基有机金属试剂的使用提供了有效和选择性的催化替代方法。
• Fatty acids, soaps surfactant systems, and consumer products based thereon
  申请人：——

  公开号：US20040092418A1

  公开（公告）日：2004-05-13

  Novel fatty acids and derivatives thereof such as salts, new surfactant systems comprising one or more of these compounds, consumer products such as laundry products, personal care products, pharmaceutical compositions, industrial cleaners, and the like comprising said compounds or surfactant systems.

  小说脂肪酸及其衍生物，例如盐，新的表面活性剂系统包括其中一种或多种这些化合物，消费品，例如洗涤剂，个人护理产品，制药组成物，工业清洁剂等，包括所述化合物或表面活性剂系统。
• Fatty acids, soaps, surfactant systems, and consumer products based thereon
  申请人：The Procter & Gamble Company

  公开号：US20040092419A1

  公开（公告）日：2004-05-13

  Novel fatty acids and derivatives thereof such as salts, new surfactant systems comprising one or more of these compounds, consumer products such as laundry products, personal care products, pharmaceutical compositions, industrial cleaners, and the like comprising said compounds or surfactant systems.

  小说脂肪酸及其衍生物，例如盐，新的表面活性剂体系，其中包括这些化合物中的一个或多个，消费品，如洗涤剂，个人护理产品，制药组合物，工业清洁剂等，包括所述化合物或表面活性剂体系的产品。
• Method for producing coupling compound
  申请人：Sumitomo Chemical Company, Limited

  公开号：US20040161404A1

  公开（公告）日：2004-08-19

  There are disclosed a method for producing a cross-coupling compound of formula (3): (Y—) (n−1) R 1 —R 2 —(R 1 ) (n′−1) (3) wherein R 1 represents a substituted or unsubstituted, linear, branched, or cyclic hydrocarbon group, and n and n′ each represent 1 or 2, provided that when n and n′ are the same, both n and n′ are not 2, R 2 represents a substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl or substituted or unsubstituted alkenyl group, and Y represents R 2 or X 1 , wherein R 2 is as defined above, and X 1 represents a chlorine, bromine or iodine atom, which method comprises reacting an organic halide of formula (1): n′(R 1 X l n ), wherein R 1 is as defined above and carbon atoms at the &agr; and &bgr; positions relative to X 1 are sp 3 carbon atoms, and X 1 , n and n′ are as defined above, with a boron compound of formula (2): m{R 2 (BX 2 2 ) n′ }, wherein R 2 and n′ are as defined above, X 2 independently represents a hydroxyl group or an alkoxy or aryloxy group, or X 2 2 together form an alkoxy or aryloxy group, and m represents 1 or 2, and m≧n, and the boron atom is bonded with a sp 2 carbon atom of R 2 group, or a boronic acid trimer anhydride thereof, in the presence of a base and a catalyst comprising a nickel compound and a compound of formula (i): 1 wherein R 3 represents a substituted or unsubstituted alkyl group, R 4 represents a hydrogen atom or an substituted or unsubstituted alkyl group, l represents an integer of 1 to 3, and p and q each represents an integer of 0 to 2; and a catalyst.

  本发明公开了一种制备交叉偶联化合物的方法，该化合物的化学式为（3）：（Y-）（n-1）R1-R2-（R1）（n' -1）（3），其中R1代表取代或未取代的线性、支链或环烃基，n和n'各自代表1或2，但当n和n'相同时，n和n'均不为2；R2代表取代或未取代的芳基、取代或未取代的杂环基或取代或未取代的烯基，Y代表R2或X1，其中R2如上所定义，X1代表氯、溴或碘原子。该方法包括将化学式为（1）的有机卤化物与化学式为（2）的硼化合物在碱和催化剂的存在下反应，其中化学式（1）中R1如上所定义，X1、n和n'如上所定义，α和β位置相对于X1的碳原子为sp3碳原子，化学式（2）中R2和n'如上所定义，X2独立代表羟基或烷氧基或芳氧基，或X22共同形成烷氧基或芳氧基，m代表1或2，m≤n，硼原子与R2基的sp2碳原子或其硼酸三聚体酐键合。催化剂包括一种镍化合物和一种化学式为（i）的化合物：1其中R3代表取代或未取代的烷基，R4代表氢原子或取代或未取代的烷基，l代表1至3的整数，p和q分别代表0至2的整数。
• METHOD FOR PRODUCING COUPLING COMPOUND
  申请人：Itahashi Tamon

  公开号：US20060281925A1

  公开（公告）日：2006-12-14

  A method is provided for producing a specific crosscoupling compound and a specific catalyst for producing the compound. The method includes reacting in the presence of a base and a nickel compound catalyst organic halide of the formula n′(R 1 X 1 n ), wherein R 1 is a hydrocarbon group and the α and β carbons to X′ are sp 3 carbon atoms; X 1 is a chlorine, bromine, or iodine atoms, and n and n 1 are 1 or 2 but not both 2, with a compound having the formula mR 2 (BX 2 2 ) n′ } where an R 2 is an aryl, heteroaryl, or alkenyl group, and n′ is 1 or 2, X 2 is independently a hydroxyl group, an alkoxy or arylalkoxy group or X 2 2 together form an alkylenedioxy or arylenedioxy group, and m represents 1 or 2 but m≦n, and the boron atom is bonded to a sp 2 carbon atom of R 2 group or a boronic acid trimer anhydride.

  提供了一种生产特定交叉偶联化合物和特定催化剂以生产该化合物的方法。该方法包括在碱和镍化合物催化剂的存在下，将具有以下公式的有机卤化物n’（R1X1n）与具有以下公式的化合物m R2（BX22）n’}反应，其中R1是一个碳氢基团，α和β碳至X’是sp3碳原子；X1是氯、溴或碘原子，n和n1为1或2但不同时为2；R2是芳基、杂环芳基或烯基基团，n’为1或2，X2独立地是羟基、烷氧基或芳基烷氧基，或X22共同形成烷二酮基或芳二酮基；m表示1或2，但m≦n，硼原子与R2基团的sp2碳原子或硼酸三聚体酐键合。

表征谱图