(-)-1,6-双(2-氯苯基)-1,6-联苯-2,4-己二炔-1,6-二醇 | 86436-20-6

• 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: (-)-1,6-双(2-氯苯基)-1,6-联苯-2,4-己二炔-1,6-二醇
• 中文别名: 双(2-氯苯基)-联苯基-已二炔-二醇；(-)-1,6-双(2-氯苯基)-1,6-二苯基-2,4-己二炔-1,6-二醇[旋光拆分]
• 英文名称: (R,R)-(-)-1,6-di(o-chlorophenyl)-1,6-diphenylhexa-2,4-diyne-1,6-diol
• 英文别名: (R)-(-)-1,6-di(o-chlorophenyl)-1,6-diphenylhexa-2,4-diyne-1,6-diol；(S,S)(-)-1,6-bis-(o-chlorophenyl)-1,6-diphenylhexa-2,4-diyne-1,6-diol；(1R,6R)-1,6-bis(2-chlorophenyl)-1,6-diphenylhexa-2,4-diyne-1,6-diol
• CAS: 86436-20-6
• 化学式: C₃₀H₂₀Cl₂O₂
• 分子量: 483.394
• InChiKey: CJETXAUUVYDHTN-KYJUHHDHSA-N

物化性质

• 熔点：
  129-132 °C
• 沸点：
  584.23°C (rough estimate)
• 密度：
  1.1012 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 安全说明：
  S22,S24/25
• WGK Germany：
  3
• 储存条件：
  2-8°C冷藏保存

SDS

Name:	(-)-1 6-Bis(2-Chlorophenyl)-1 6-Diphenyl- 2 4-Hexadiyne-1 6-Diol Material Safety Data Sheet
Synonym:	None known
CAS:	86436-20-6

Section 1 - Chemical Product MSDS Name:(-)-1 6-Bis(2-Chlorophenyl)-1 6-Diphenyl- 2 4-Hexadiyne-1 6-Diol Material Safety Data Sheet
Synonym:None known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
86436-20-6	(-)-1,6-Bis(2-Chlorophenyl)-1,6-Diphen	99+	unlisted

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. 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:
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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate 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. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Keep refrigerated. (Store below 4C/39F.)

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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# 86436-20-6: 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:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: white
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 129.00 - 131.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: < 0.1 wt%
Specific Gravity/Density:
Molecular Formula: C30H20Cl2O2
Molecular Weight: 483.39

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 86436-20-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(-)-1,6-Bis(2-Chlorophenyl)-1,6-Diphenyl- 2,4-Hexadiyne-1,6-Diol - 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 22 Do not breathe dust.
S 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
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# 86436-20-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 86436-20-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 86436-20-6 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：

  (-)-1,6-双(2-氯苯基)-1,6-联苯-2,4-己二炔-1,6-二醇 以 氯仿 为溶剂， 反应 30.0h， 生成 (1R,2S,11S,12R)-6,17-dimethyl-9,14-dioxapentacyclo[10.8.0.02,11.03,8.015,20]icosa-3(8),4,6,15(20),16,18-hexaene-10,13-dione
  参考文献：
  名称：

  Stereospecific photodimerization of coumarins in crystalline inclusion complexes. Molecular and crystal structure of 1:2 complex of (S,S)-(-)-1,6-bis(o-chlorophenyl)-1,6-diphenyl-hexa-2,4-diyne-1,6-diol and coumarin

  摘要：

  DOI：

  10.1021/jo00024a052
• 作为产物：
  描述：

  1,6-bis(o-chlorophenyl)1,6-diphenylhexa-2,4-diyne-1,6-diol-N,N-dimethyl-α-oxobenzeneacetamide 反应 27.0h， 以100%的产率得到(-)-1,6-双(2-氯苯基)-1,6-联苯-2,4-己二炔-1,6-二醇
  参考文献：
  名称：

  Reactions in the solid state. 4. Enantioselective photochemical reactions in crystalline inclusion compounds

  摘要：

  DOI：

  10.1021/jo00253a037

文献信息

• Enantioselective photoconversion of pyridones into β-lactam derivatives in inclusion complexes with optically active host compounds
  作者：Fumio Toda、Tanaka Koichi

  DOI：10.1016/s0040-4039(00)80480-3

  日期：1988.1

  Irradiation of inclusion complexes of pyridones and optically active host compounds, (R,R)-(-)-1,6-di(o-chlorophenyl)-1,6-diphenylhexa-2,4-diyne-1,6-diol and (R,R)-(-)-trans-4,5-bis(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxacyclopentane, in the solid state gave optically active β-lactam derivatives.

  辐照吡啶酮和旋光主体化合物（R，R）-（-）-1,6-di（o-chlorophenyl）-1,6-diphenylhexa-2,4-diyne-1,6-diol的包合物和（R，R）-（-）-反式-4，5-双（羟基二苯基甲基）-2，2-二甲基-1，3-二氧杂环戊烷在固态下得到光学活性的β-内酰胺衍生物。
• Highly selective photoreactions of α-oxoamides and α-tropolone alkyl ethers in crystalline inclusion complexes
  作者：Fumio Toda、Koichi Tanaka、Minoru Yagi

  DOI：10.1016/s0040-4020(01)90265-0

  日期：1987.1

  Control of photocyclization of three α-oxoamides in crystalline inclusion complexes with three kinds of host compounds was studied. In all cases, β-lactams were obtained exclusively. In two cases, cis-β-lactams were formed selectively. By an enantioselective control using an optically active host compound, 1,6-di(o-chlorophenyl)-1,6-diphenylhexa-2, 4-diyne-l,6-diol, optically active β-lactams of high

  研究了与三种主体化合物的结晶包合物中三种α-氧代酰胺的光环化作用。在所有情况下，仅获得β-内酰胺。在两种情况下，选择性地形成顺式-β-内酰胺。通过使用光学活性主体化合物1,6-二（邻-氯苯基）-1,6-二苯基己-2，4-二炔-1,6-二醇的对映选择性控制，得到高对映体过量的光学活性β-内酰胺。获得。用固态的上述旋光主体化合物辐照α-四氢呋喃烷基醚的配合物，得到[2 + 2]光反应产物1-烷氧基双环[3.2.0] hepta-3,6-dien-2-one ，及其开环衍生物4-氧代-2-环戊烯-1-乙酸烷基酯，分别对映体过量100和72-91％。
• Optical Resolution of 2-Methylpiperazine by Complex Formation with Optically Active 1-Phenyl-1-(<i>o</i>-chlorophenyl)prop-2-yn-1-ol and 1,6-Diphenyl-1,6-di(<i>o</i>-chlorophenyl)hexa-2,4-diyne-1,6-diol
  作者：Fumio Toda、Koichi Tanaka、Masaru Kido

  DOI：10.1246/cl.1988.513

  日期：1988.3.5

  An efficient optical resolution of 2-methylpiperazine was achieved by complex formation with the title host compounds. X-Ray crystal structure of a 1:2 complex of (S)-(+)-piperazine and (R)-(−)-1-phenyl-1-(o-chlorophenyl)prop-2-yn-1-ol was studied.

  通过与标题主体化合物形成络合物，实现了 2-甲基哌嗪的有效光学拆分。(S)-(+)-哌嗪和 (R)-(-)-1-phenyl-1-(o-chlorophenyl)prop-2-yn-1-ol 的 1:2 复合物的 X 射线晶体结构被研究了。
• Enantioselective photoreactions of tropolone alkyl ethers in a crystalline inclusion complex with optically active 1,6-di(o-chlorophenyl)-1,6-diphenylhexa-2,4-diyne-1,6-diol
  作者：Fumio Toda、Koichi Tanaka

  DOI：10.1039/c39860001429

  日期：——

  Irradiation of complexes of tropolone alkyl ethers with optically active 1,6-di(o-chlorophenyl)-1,6-diphenylhexa-2,4-diyne-1,6-diol in the crystalline state gave the [2 + 2] photoreaction product, 1-alkoxybicyclo[3.2.0]hepta-3,6-dien-2-one, and its ring-opened derivative, alkyl 4-oxocyclopent-2-ene-1-acetate, in 100 and 72–91% enantiomeric excess.

  四环酮烷基醚与光学活性的1,6-二（邻氯苯基）-1,6-二苯基六-2,4-二炔-1,6-二醇的结晶态辐照产生[2 + 2]光反应产物1-烷氧基双环[3.2.0]庚-3,6-二烯-2-酮及其开环衍生物4-氧代环戊-2-烯-1-乙酸烷基酯，分别为100和72-91％对映体过量的。
• Toda, Fumio; Soda, Shinichi; Goldberg, Israel, Journal of the Chemical Society. Perkin transactions I, 1993, # 19, p. 2357 - 2362
  作者：Toda, Fumio、Soda, Shinichi、Goldberg, Israel

  DOI：——

  日期：——

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