7-羟基-2,2,5-三甲基-2,3-二氢-4H-色烯-4-酮 | 20052-60-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 7-羟基-2,2,5-三甲基-2,3-二氢-4H-色烯-4-酮
• 中文别名: 7-羟基-2,2,5-三甲基-2,3-二氢-4H-环氧己基苯-4-酮
• 英文名称: 7-Hydroxy-2,2,5-trimethyl-4-chromanone
• 英文别名: 7-Hydroxy-2,2,5-trimethyl-2,3-dihydro-4H-chromen-4-one；7-hydroxy-2,2,5-trimethyl-3H-chromen-4-one
• CAS: 20052-60-2
• 化学式: C₁₂H₁₄O₃
• mdl: MFCD01313011
• 分子量: 206.241
• InChiKey: RDRXIUHZBNIYAV-UHFFFAOYSA-N

物化性质

• 熔点：
  189 °C

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38

SDS

Name:	7-Hydroxy-2 2 5-trimethyl-2 3-dihydro-4h-chromen-4-one 97% Material Safety Data Sheet
Synonym:	7-Hydroxy-2,2,5-trimethyl chromanon
CAS:	20052-60-2

Section 1 - Chemical Product MSDS Name:7-Hydroxy-2 2 5-trimethyl-2 3-dihydro-4h-chromen-4-one 97% Material Safety Data Sheet
Synonym:7-Hydroxy-2,2,5-trimethyl chromanon

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
20052-60-2	7-Hydroxy-2,2,5-trimethyl-2,3-dihydro-	97%	unlisted

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.

---

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# 20052-60-2: 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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 189 - 191 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: C12H14O3
Molecular Weight: 206

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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, acrid smoke and fumes.
Hazardous Polymerization: Not available.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 20052-60-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
7-Hydroxy-2,2,5-trimethyl-2,3-dihydro-4H-chromen-4-one - 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
No information available.
IMO
No information available.
RID/ADR
No information available.

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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# 20052-60-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 20052-60-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 20052-60-2 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：

  7-羟基-2,2,5-三甲基-2,3-二氢-4H-色烯-4-酮 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 0.5h， 生成 (2,2,5-trimethyl-4-oxo-3H-chromen-7-yl) N,N-diethylcarbamimidate
  参考文献：
  名称：

  Modification of Hydroxybenzopyranoids: Facile Deoxygenation of 2,2-Dimethyl-7-hydroxy-4-chromanones and a New Approach to Their Novel Mercapto Analogs

  摘要：

  A facile deoxygenation of a systematic series of substituted 2,2-dimethyl-7-hydroxy-4-chromanones via their sulfonate, isourea, and thiocarbamate derivatives is reported. The synthesis of novel 2,2-dimethyl-7-mercapto-4-chromanones has been accomplished by the hydrolysis of the corresponding thiocarbamates. The scope and limitations of different deoxygenation procedures in the case of these hydroxybenzopyranoids are also presented.

  DOI：

  10.1021/jo00100a038
• 作为产物：
  描述：

  3,5-二羟基甲苯 、 3,3-二甲基丙烯酸 在 四磷十氧化物 作用下， 以 甲烷磺酸 为溶剂， 反应 12.0h， 以72%的产率得到7-羟基-2,2,5-三甲基-2,3-二氢-4H-色烯-4-酮
  参考文献：
  名称：

  从 5-烷基取代间苯二酚制备 2,2-二甲基色满-4-酮：微波辅助合成和理论计算

  摘要：

  通过实验和理论研究了不同 5-烷基取代的间苯二酚对 2,2-二甲基色满-4-ones 形成的影响。通过实验和理论 C 和 H NMR 化学位移完全指定结构。基于 Friedel-Crafts 酰化的实验和理论计算，可以解释 2,2-二甲基-5-羟基色满-4-ones 和/或 2,2-二甲基-7-羟基色满-4-ones 的形成。还报告了对它们作为大麻素受体配体的生物活性的评估。

  DOI：

  10.3998/ark.5550190.p008.246

文献信息

• Facile Deoxygenation of Hydroxylated Flavonoids by Palladium-Catalysed Reduction of its Triflate Derivatives
  作者：József Kövér、Sándor Antus

  DOI：10.1515/znb-2005-0716

  日期：2005.7.1

  An efficient procedure to deoxygenate hydroxy substituted flavonoids, isoflavonoids and related compounds via their trifluoromethanesulfonates is presented. Their reduction with formic acid in the presence of a catalytic amount of palladium acetate, triethylamine and 1,3-bis(diphenylphosphanyl) propane (dppp) in DMF results in their des-hydroxy derivatives without affecting other functional groups.

  通过使用三氟甲磺酸盐，以催化量的乙酸钯、三乙胺和1,3-双(二苯基膦基)丙烷（dppp）在DMF中，将含羟基的黄酮类化合物、异黄酮类化合物及相关化合物脱氧的高效程序被提出。在甲酸存在下，它们的还原会导致它们的去羟基衍生物，而不影响其他功能团。
• Synthesis of some<i>N</i>-heteroaromatic analogues of cannabinoids
  作者：Laura Chiodini、Mauro Di Ciommo、Lucio Merlini

  DOI：10.1002/jhet.5570180105

  日期：1981.1

  The synthesis of some [1]benzopyrano[3,4-b]pyrazine, -[3,4-d]imidazole, -[4,3-c]imidazole, -[4,3-c]pyrazole and -[3,4-d]isoxazole analogues of cannabinoids is reported.

  某些[1]苯并吡喃并[3,4- b ]吡嗪，-[3,4- d ]咪唑，-[4,3- c ]咪唑，-[4,3- c ]吡唑和-[3]的合成大麻素有4-，4- d ]异恶唑类似物的报道。
• [EN] MACROLIDE ANTIBIOTICS<br/>[FR] ANTIBIOTIQUES A BASE DE MACROLIDES
  申请人：GLAXO GROUP LTD

  公开号：WO2002050091A1

  公开（公告）日：2002-06-27

  The present invention relates to 11,12 η lactone ketolides of formula (I) wherein R, R?1, R2, R3¿ are as defined herein and pharmaceutically acceptable salts and solvates thereof, to process for their preparation and their use in therapy or prophylaxis of systemic or topical bacterial infections in a human or animal body.

  本发明涉及式（I）的11,12-η内酯酮类化合物，其中R，R?1，R2，R3¿如本文所定义，并且其药学上可接受的盐和溶剂合物，以及其制备过程和在治疗或预防人类或动物体内的全身性或局部细菌感染中的应用。
• Process for the preparation of chromene derivatives
  申请人：Alkaloida Vegyeszeti Gyar

  公开号：US04968819A1

  公开（公告）日：1990-11-06

  The invention relates to a process for the preparation of Chromenes of the general Formula V ##STR1## prepared from chromanone derivatives.

  该发明涉及一种从色酮衍生物制备通式V的色烯化合物的方法，其化学式为##STR1##。
• Chromene derivatives and pesticidal composition comprising the same
  申请人：Alkaloida Vegyeszeti Gyar

  公开号：US04866089A1

  公开（公告）日：1989-09-12

  The invention relates to a process for the preparation of chromenes of the general Formula V ##STR1## (wherein R.sup.1 and R.sup.2 are hydrogen, optionally halogeno substituted C.sub.1-6 alkyl or aryl; R.sup.3 and R.sup.7 stand for hydrogen, halogen or C.sub.1-6 alkyl; R.sup.4 represents C.sub.1-8 alkyl, aryl, aralkyl or a group containing a carbonyl group; R.sup.5 and R.sup.6 stand for C.sub.1-10 alkyl, aryl, amino, hydroxyalkyl, alkoxyalkenyl, alkylmercaptoalkyl, acyl, carboxy or an ester group or a halogen atom; n is 0 or 1) which comprises (a) for the preparation of compounds, in which R.sup.5 and R.sup.6 stand for different groups, reacting a compound of the general Formula I ##STR2## with an approximately equimolar, preferably 0.8-1.5 molar amount of a reactant of the general Formula R.sup.5 --X-related to the amount of the compound of the general Formula I (wherein R.sup.5 has the same meaning as stated above X is halogen) and reacting the O-monosubstituted compound of the general Formula III ##STR3## (wherein R.sup.1 -R.sup.6 and n are as stated above) obtained with a 1.1-1.5 molar amount of a compound of the general Formula III (wherein R.sup.6 and X are as stated above); or (b) for the preparation of compounds, in which R.sup.5 and R.sup.6 stand for the same group, reacting a chromanone of the general Formula I (wherein R.sup.1 -R.sup.4 and m have the meaning as stated above) with a 2-3 molar amount of a compound of the general Formula R.sup.5 --X-related to the amount of the compound of the general Formula I (wherein R.sup.5 and X are as stated above), preferably in the presence of a base, a catalyst and a solvent, and thereafter reducing the O-substituted chromanone derivative of the general Formula III thus obtained (wherein R.sup.1 -R.sup.6 and n are as stated above) and dehydrating the chromanol derivative of the general Formula IV ##STR4## thus obtained (wherein R.sup.1 -R.sup.6 and n are as stated above) in acidic-aqueous medium. The compounds of the general Formula V are partly new and useful for the preparation of pesticides.

  本发明涉及一种制备通式V的色酮的方法：##STR1##（其中R.sup.1和R.sup.2是氢、可选用卤代C.sub.1-6烷基或芳基；R.sup.3和R.sup.7代表氢、卤素或C.sub.1-6烷基；R.sup.4代表C.sub.1-8烷基、芳基、芳基烷基或含有羰基基团的基团；R.sup.5和R.sup.6代表C.sub.1-10烷基、芳基、氨基、羟基烷基、烷氧基烯基、烷基硫醇烷基、酰基、羧基或酯基或卤素原子；n为0或1），其中包括以下步骤：(a) 对于制备R.sup.5和R.sup.6代表不同基团的化合物，将通式I的化合物##STR2##与通式R.sup.5--X的反应物反应，其摩尔量大致相等，优选为通式I的化合物的0.8-1.5摩尔量（其中R.sup.5具有上述相同的含义，X为卤素），然后将通式III的O-单取代化合物##STR3##（其中R.sup.1-R.sup.6和n如上所述）与通式III的化合物反应，其摩尔量为1.1-1.5（其中R.sup.6和X如上所述）; 或(b) 对于制备R.sup.5和R.sup.6代表相同基团的化合物，将通式I的色酮（其中R.sup.1-R.sup.4和m的含义如上）与通式R.sup.5--X的化合物反应，其摩尔量为通式I的化合物的2-3倍（其中R.sup.5和X如上所述），优选在碱、催化剂和溶剂的存在下进行，然后在酸性水介质中还原通式III的O取代色酮衍生物（其中R.sup.1-R.sup.6和n如上所述），并脱水通式IV的色酚衍生物##STR4##（其中R.sup.1-R.sup.6和n如上所述）。通式V的化合物部分是新的，对于制备杀虫剂有用。