2’-甲酰(1,1’-联苯)-2-羧酸 | 6720-26-9

• 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: 2’-甲酰(1,1’-联苯)-2-羧酸
• 中文别名: 2'-甲酰(1,1'-联苯)-2-羧酸；2-甲酰基[1,1-联苯]-2-羧酸
• 英文名称: 2-(2-formyl-phenyl)-benzoic acid
• 英文别名: 2'-formylbiphenyl-2-carboxylic acid；2'-Formyldiphenyl-2-carbonsaeure；2'-Formyl-biphenyl-carbonsaeure-(2)；2-(2-formylphenyl)benzoic acid
• CAS: 6720-26-9
• 化学式: C₁₄H₁₀O₃
• mdl: MFCD04039066
• 分子量: 226.232
• InChiKey: NXEWGTWUNXITOI-UHFFFAOYSA-N

物化性质

• 熔点：
  128 °C

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2918300090

SDS

Name:	2 -Formyl[1 1 -biphenyl]-2-carboxylic acid Material Safety Data Sheet
Synonym:
CAS:	6720-26-9

Section 1 - Chemical Product MSDS Name:2 -Formyl[1 1 -biphenyl]-2-carboxylic acid Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
6720-26-9	2'-Formyl[1,1'-biphenyl]-2-carboxylic	95+%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes 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. 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.
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:
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# 6720-26-9: 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: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 114 - 116 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: C14H10O3
Molecular Weight: 226.23

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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, strong bases, amines.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 6720-26-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2'-Formyl[1,1'-biphenyl]-2-carboxylic acid - 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: 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:

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 22 Do not breathe dust.
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# 6720-26-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 6720-26-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 6720-26-9 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

反应信息

• 作为反应物：
  描述：

  2’-甲酰(1,1’-联苯)-2-羧酸 在 甲酸 、 尿素 作用下， 以 乙二醇 为溶剂， 反应 1.0h， 以16.9 g的产率得到6,7-Dihydro-5H-dibenzazepin-7-on
  参考文献：
  名称：

  Investigation of the anticonvulsant and antihypoxic activity of new dibenzazepine derivatives

  摘要：

  DOI：

  10.1007/bf02218989
• 作为产物：
  描述：

  菲 在 氧气 、 臭氧 、 sodium dithionite 、 盐酸 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 34.0h， 以43%的产率得到2’-甲酰(1,1’-联苯)-2-羧酸
  参考文献：
  名称：

  使用连二亚硫酸钠处理臭氧分解反应的高效便捷方法

  摘要：

  摘要 报道了一种使用连二亚硫酸钠还原处理臭氧分解反应的有效且方便的方法。对三乙胺和甲基硫醚在各种烯烃的臭氧分解中作为淬灭剂的用途进行了比较。图形概要

  DOI：

  10.1080/00397911.2010.531876

文献信息

• [EN] AROMATIC ESTERS AND POLYESTERS, PRODUCTION WITHOUT ESTERIFICATION CATALYST, AND USE<br/>[FR] ESTERS ET POLYESTERS AROMATIQUES, PRODUCTION SANS CATALYSEUR D'ESTÉRIFICATION, ET UTILISATION
  申请人：EXXONMOBIL CHEMICAL PATENTS INC

  公开号：WO2017222692A1

  公开（公告）日：2017-12-28

  This disclosure relates to methods for production of aromatic esters useful as plasticizers without using esterification catalyst, to the aromatic esters, and to polymer compositions containing the aromatic esters. It also relates to producing aromatic polyesters without using esterification catalyst. The aromatic esters and polyesters can be produced catalyst-free by esterifying carboxylic acids with alcohol(s) at high temperature and high pressure, namely at a temperature from 100°C to 350°C and a pressure ≥ 100 psig, preferably ≥ 600 psig. The aromatic esters and polyesters can also be produced by esterifying without esterification catalyst carboxylic acids with methyl or ethyl alcohol, separating the resulting methyl or ethyl esters from the carboxylic acid and any byproduct impurities, and then transesterifying with or without esterification catalyst the methyl or ethyl esters with alcohols and/or diols.

  这份披露涉及生产芳香酯的方法，这些芳香酯可用作增塑剂，而无需使用酯化催化剂，还涉及到含有这些芳香酯的聚合物组合物。它还涉及在不使用酯化催化剂的情况下生产芳香聚酯。这些芳香酯和聚酯可以通过在高温高压下，即在温度为100°C至350°C、压力≥100 psig（最好≥600 psig）的条件下，无需催化剂地通过羧酸与醇的酯化来生产。这些芳香酯和聚酯也可以通过在不使用酯化催化剂的情况下，将羧酸与甲醇或乙醇酯化，将产生的甲醇或乙醇酯与羧酸和任何副产物杂质分离，然后通过酯化或不酯化催化剂与醇和/或二醇进行酯交换来生产。
• A colored dendrimer as a new soluble support in organic synthesis. Part 1: Suzuki reaction
  作者：Jidong Zhang、Jozsef Aszodi、Céline Chartier、Nathalie L'hermite、John Weston

  DOI：10.1016/s0040-4039(01)01367-3

  日期：2001.9

  A new strategy using a colored dendrimer as visible soluble support for organic synthesis has been developed. The efficiency of this new system has been demonstrated by the use of DRHMPA9–CH2OH as the support in a Suzuki coupling reaction. Due to the visibility of the support, following of the reaction has been rendered easier and the purification time of the crude product has been considerably shortened

  已经开发出一种使用有色树枝状聚合物作为有机合成的可见可溶性载体的新策略。通过使用DR HMPA 9 -CH 2 OH作为Suzuki偶联反应的载体，已证明了该新系统的效率。由于载体的可见性，反应的进行变得更加容易，并且粗产物的纯化时间也大大缩短了。
• The mechanistic study and synthetic applications of the base treatment in the ozonolytic reactions
  作者：Yung-Son Hon、Sheng-Wun Lin、Ling Lu、Yao-Jung Chen

  DOI：10.1016/0040-4020(95)98699-i

  日期：1995.4

  E1cb mechanism is the overwhelming process in the reaction of bases and ozonides. As a quenching agent in the ozonolysis of a variety of alkenes, the reactions involving triethylamine often gave better yields and proceeded faster than those involving methyl sulfide. On the other hand, in the presence of 4 Å molecular sieves, the secondary amines reacted with mono- and 1,1-di-substituted ozonides to afford

  E1cb机制是碱和臭氧化物反应中的压倒性过程。作为各种烯烃的臭氧分解反应的淬灭剂，涉及三乙胺的反应通常比涉及甲基硫醚的反应收率更高，并且进行速度更快。另一方面，在4Å分子筛的存在下，仲胺与单和1,1-二取代的臭氧化物反应，以高收率提供还原性胺化产物。反应混合物中甲酸铵的形成也支持了臭氧化物与胺反应中的E1cb机理。
• Meyers’ bicyclic lactam formation under mild and highly stereoselective conditions
  作者：Maël Penhoat、Stephane Leleu、Georges Dupas、Cyril Papamicaël、Francis Marsais、Vincent Levacher

  DOI：10.1016/j.tetlet.2005.09.154

  日期：2005.11

  New and mild conditions to prepare chiral bicyclic lactams in high yields and high diastereoselectivities are reported herein. This approach based on the activation of the carboxylic acid by means of Mukaiyama’s reagent is an excellent alternative to Meyers’ dehydrating conditions and provide the main advantage to work at lower temperature (40 °C). Higher diastereoselectivity was obtained with 5,7-bicyclic

  本文报道了以高产率和高非对映选择性制备手性双环内酰胺的新的温和条件。这种基于Mukaiyama试剂对羧酸进行活化的方法是Meyers脱水条件的极佳替代方法，并提供了在较低温度（40°C）下工作的主要优势。用5,7-双环内酰胺获得更高的非对映选择性（标准脱水条件下，de = 82％，而不是44％）。
• Kinetic and thermodynamic control of axial chirality in biaryl-derived fused oxazolidine lactams exploiting a centre-axis relay of unit efficiency
  作者：David J. Edwards、David House、Helen M. Sheldrake、Susan J. Stone、Timothy W. Wallace

  DOI：10.1039/b706336a

  日期：——

  The condensation of a 2-substituted-2-aminoethanol with methyl 2′-formylbiphenyl-2-carboxylate produces only two of the four possible axially chiral 6,7-dihydrodibenz[c,e]oxazolo[3,2-a]azepin-9(4bH)-ones (fused oxazolidine lactams), with kinetically controlled diastereoisomer ratios of up to 96 : 4. Within each lactam product the central chirality of the oxazolidine-fused benzylic position C(4b) is relayed to the biaryl axis with unit efficiency, the mis-matching of these stereogenic elements being prohibited due to strain, as predicted by molecular mechanics calculations. Diastereoisomeric lactam pairs can be equilibrated by heating with acid, and under these thermodynamic conditions reversed diastereoisomer ratios of up to 26 : 74 are observed.

  2-取代-2-氨基乙醇与甲基2′-甲醛联苯-2-羧酸酯的凝聚反应只产生四种可能的轴向手性6,7-二氢二苯[c,e]噁唑[3,2-a]氮烯-9(4bH)-酮（融合噁唑啉内酯）中的两种，具有高达96:4的动力学控制的非对映体异构体比。在每种内酯产物中，噁唑啉融合的苄基位置C(4b)的中心手性以单元效率传递到双芳轴上，由于应变的影响，禁止了这些立体异构元素的不匹配，这一点已通过分子力学计算预测到。通过加热与酸反应，可以使非对映体内酯对达到平衡，在这些热力学条件下观察到的非对映体异构体比为高达26:74。