1,1,4,4-四甲基-1,2,3,4-四氢萘 | 6683-46-1

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 芳香烃
• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 中文名称: 1,1,4,4-四甲基-1,2,3,4-四氢萘
• 中文别名: 1,2,3,4-四氢-1,1,4,4-四甲基萘；1,1,4,4-四甲基-1,2,3,4-四氢化萘
• 英文名称: 1,1,4,4-Tetramethyl-1,2,3,4-tetrahydro-naphthalene
• 英文别名: 1,1,4,4-tetramethyltetralin；1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene；1,1,4,4-tetramethyl-2,3-dihydronaphthalene
• CAS: 6683-46-1
• 化学式: C₁₄H₂₀
• mdl: MFCD00052728
• 分子量: 188.313
• InChiKey: CCQKWSZYTOCEIB-UHFFFAOYSA-N

物化性质

• 熔点：
  115-120℃
• 沸点：
  63 °C
• 密度：
  0.9482 g/cm3(Temp: 27 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2902909090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温且干燥

SDS

Name:	1 1 4 4-tetramethyl-1 2 3 4-tetrahydronaphthaline tech Material Safety Data Sheet
Synonym:
CAS:	6683-46-1

Section 1 - Chemical Product MSDS Name:1 1 4 4-tetramethyl-1 2 3 4-tetrahydronaphthaline tech Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
6683-46-1	1,1,4,4-tetramethyl-1,2,3,4-tetrahydro	TECH	229-723-1

Hazard Symbols: XN
Risk Phrases: 20/21 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation and in contact with skin. Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
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:

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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:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable 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# 6683-46-1: 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: Liquid
Color: Pale yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 93 - 95 deg C @6mm Hg
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: C14H20
Molecular Weight: 188.32

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

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 6683-46-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthaline, tech - 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: XN
Risk Phrases:
R 20/21 Harmful by inhalation and in contact with
skin.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 23 Do not inhale gas/fumes/vapour/spray.
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# 6683-46-1: No information available.
Canada
CAS# 6683-46-1 is listed on Canada's DSL List.
CAS# 6683-46-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 6683-46-1 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1,1,4,4-四甲基-1,2,3,4-四氢萘 在 sodium hydroxide 、 三氯化铝 、 硫酸 、 一水合肼 、 二乙二醇 作用下， 以 乙醚 、 硝基甲烷 、 乙醇 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 1,2,3,4,5,6,7,8-octahydro-1,1,4,4,5,5-hexamethylanthracene
  参考文献：
  名称：

  新型视黄酸受体拮抗剂：含杂环的苯甲酸衍生物的合成与构效关系。

  摘要：

  制备了一系列新的含杂环苯甲酸，并通过体外检测系统使用人类早幼粒细胞白血病（HL-60）细胞评估了其成员对全反式维甲酸的结合亲和力和拮抗作用。结构活性关系表明，N-取代的吡咯或吡唑（1-位）和疏水区（通过环系统连接）对于有效拮抗都是必不可少的。在所评估的化合物中，最佳拮抗作用是通过4- [4,5,7,8,9,10-六氢-7,7,10，-10-四甲基-1-（3-吡啶基甲基）蒽[1,2 -b]吡咯-3-基]苯甲酸（31），4- [4,5,7,8,9,10-六氢-7,7,10,10-四甲基-1-（3-吡啶基甲基）- 5-硫杂蒽[1,2-b]吡咯-3-基]苯甲酸（40）和4- [4,5,7,8,9,10-六氢-7,7,10,10-四甲基- 1-（3-吡啶基甲基）蒽[2，

  DOI：

  10.1021/jm00016a020
• 作为产物：
  描述：

  2,5-二氯-2,5-二甲基己烷 在 三氯化铝 溴 、 碳酸氢钠 作用下， 以 苯 为溶剂， 以63%的产率得到1,1,4,4-四甲基-1,2,3,4-四氢萘
  参考文献：
  名称：

  Aromatic polycyclic retinoid-type derivatives, method for preparing same, and use thereof for making pharmaceutical and cosmetic compositions

  摘要：

  揭示了一种通式（I）的新型芳香多环维生素A类衍生物，其中与碳11和碳12之间的双键相连的基团R3和R4为顺式基团，并包含同样的药用和化妆品组合物。

  公开号：

  US06265423B1

文献信息

• Metal-free photoinduced C(sp3)–H borylation of alkanes
  作者：Chao Shu、Adam Noble、Varinder K. Aggarwal

  DOI：10.1038/s41586-020-2831-6

  日期：2020.10.29

  precious-metal catalysts for C-H bond cleavage and, as a result, display high selectivity for borylation of aromatic C(sp2)-H bonds over aliphatic C(sp3)-H bonds4. Here we report a mechanistically distinct, metal-free borylation using hydrogen atom transfer catalysis5, in which homolytic cleavage of C(sp3)-H bonds produces alkyl radicals that are borylated by direct reaction with a diboron reagent. The reaction

  硼酸及其衍生物是化学科学中最有用的试剂之一，其应用范围涵盖药物、农用化学品和功能材料。催化 CH 硼酸化是将这些和其他硼基团引入有机分子的有效方法，因为它可用于直接官能化原料化学品的 CH 键，而无需底物预活化1-3。这些反应传统上依赖贵金属催化剂进行 CH 键断裂，因此，与脂肪族 C(sp3)-H 键相比，芳族 C(sp2)-H 键的硼化显示出高选择性。在这里，我们报告了使用氢原子转移催化的机械上独特的无金属硼化反应 5，其中 C(sp3)-H 键的均裂产生的烷基自由基通过与二硼试剂直接反应而被硼化。该反应通过基于 N-烷氧基邻苯二甲酰亚胺的氧化剂和氯氢原子转移催化剂之间的紫光光诱导电子转移进行。不同寻常的是，更强的甲基 CH 键优先于较弱的二级、三级甚至苄基 CH 键被硼化。机理研究表明，高甲基选择性是形成氯自由基 - 硼酸盐复合物的结果，该复合物选择性地切割空间不受阻碍的 CH 键。通过使用光致氢原子转移策略，
• Di(aromatic) compounds and their use in human and veterinary medicine
  申请人：Centre International de Recherches Dermatologiques Galderma (Cird

  公开号：US05387594A1

  公开（公告）日：1995-02-07

  Di(aromatic) compounds corresponding to the following formula: ##STR1## in which: Ar represents either ##STR2## n=1 or 2 or: ##STR3## X represents a divalent radical, Z represents O, S or a divalent radical, and R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 represent a hydrogen atom or various organic radicals, and the salts of the compounds of formula (I) when R.sub.1 is a carboxylic acid function. Use in human and veterinary medicine and in cosmetics.

  对应以下公式的二芳基化合物：##STR1## 其中：Ar代表##STR2## n=1或2或：##STR3## X代表二价基团，Z代表O、S或二价基团，R.sub.1、R.sub.2、R.sub.3、R.sub.4和R.sub.5代表氢原子或各种有机基团，以及当R.sub.1是羧酸功能时，公式（I）化合物的盐。用于人类和兽医学以及化妆品。
• Design, Synthesis and Anticancer Biological Evaluation of Novel 1,4-Diaryl- 1,2,3-triazole Retinoid Analogues of Tamibarotene (AM80)
  作者：Mariana Aleixo、Taís Garcia、Diego Carvalho、Luiz Viana、Marcos Amaral、Najla Kassab、Marilin Cunha、Indiara Pereira、Palimécio Guerrero Jr.、Renata Perdomo、Maria Matos、Adriano Baroni

  DOI：10.21577/0103-5053.20170119

  日期：——

  We report herein the design and synthesis via click chemistry of twelve novel triazole retinoid analogues of tamibarotene (AM80) and the evaluation of their anticancer activities against six cancer cell lines: HL60, K562, 786, HT29, MCF7 and PC3. Among the synthesized compounds, two were more potent than tamibarotene against solid tumor cells, and one of them had similar potency to tamibarotene against

  我们在这里报告的设计和合成通过点击化学的十二种新的他米巴罗汀（AM80）的三唑类视黄醇类似物及其对六种癌细胞系（HL60，K562、786，HT29，MCF7和PC3）的抗癌活性的评估。在合成的化合物中，有两种对实体瘤细胞的功效比他米巴罗汀强，其中一种对HL60细胞的功效与他米巴罗汀相似。这项工作中报道的类维生素A药他米巴罗汀（AM80）中酰胺基团与1,2,3-三唑核之间的生物立体交换是产生有用的抗癌化合物的有效策略。
• [EN] SYNTHETIC RETINOIDS FOR CONTROL OF CELL DIFFERENTIATION<br/>[FR] RÉTINOÏDES SYNTHÉTIQUES POUR LE CONTRÔLE DE LA DIFFÉRENCIATION DES CELLULES
  申请人：UNIV DURHAM

  公开号：WO2012076842A1

  公开（公告）日：2012-06-14

  The present invention relates to synthetic retinoid compounds of formula (I) and their use in the control of cell differentiation or apoptosis.

  本发明涉及式(I)的合成视黄酸化合物及其在控制细胞分化或凋亡方面的应用。
• Rhodium-Catalyzed Deoxygenation and Borylation of Ketones: A Combined Experimental and Theoretical Investigation
  作者：Lei Tao、Xueying Guo、Jie Li、Ruoling Li、Zhenyang Lin、Wanxiang Zhao

  DOI：10.1021/jacs.0c07854

  日期：2020.10.21

  The rhodium-catalyzed deoxygenation and borylation of ketones with B2pin2 have been developed, leading to efficient formation of alkenes, vinylboronates, and vinyldiboronates. These reactions feature mild reaction conditions, a broad substrate scope, and excellent functional-group compatibility. Mechanistic studies support that the ketones initially undergo a Rh-catalyzed deoxygenation to give alkenes

  已经开发了铑催化的酮与 B2pin2 的脱氧和硼酸化，从而有效地形成烯烃、乙烯基硼酸酯和乙烯基二硼酸酯。这些反应的特点是反应条件温和，底物范围广，官能团兼容性好。机理研究支持酮最初经过 Rh 催化脱氧以通过硼烯醇化物中间体得到烯烃，随后 Rh 催化的烯烃脱氢硼化导致乙烯基硼酸酯和二硼化产物的形成，这也得到 DFT 计算的支持。