四氢吡喃-2-甲酸甲酯 | 84355-44-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 中文名称: 四氢吡喃-2-甲酸甲酯
• 英文名称: 2-carbomethoxytetrahydropyran
• 英文别名: methyl tetrahydro-2H-pyran-2-carboxylate；methyl oxane-2-carboxylate
• CAS: 84355-44-2
• 化学式: C₇H₁₂O₃
• 分子量: 144.17
• InChiKey: MHZRCUVVJMWSMP-UHFFFAOYSA-N

物化性质

• 熔点：
  54℃
• 沸点：
  183℃
• 密度：
  1.067
• 闪点：
  67℃

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2932999099
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: methyl tetrahydro-2H-pyran-2-carboxylate
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: methyl tetrahydro-2H-pyran-2-carboxylate
CAS number: 84355-44-2

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C7H12O3
Molecular weight: 144.2

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  四氢吡喃-2-甲酸甲酯 在 硼氘化钠 作用下， 以 四氢呋喃 、 氘代甲醇 、 重水 为溶剂， 反应 2.0h， 以70%的产率得到(tetrahydro-2H-pyran-4-yl)methanol-d₃
  参考文献：
  名称：

  RING-FUSED HETEROCYCLIC DERIVATIVE

  摘要：

  公开号：

  EP2671582B1
• 作为产物：
  描述：

  2-carbomethoxy-3,6-dihydro-2H-pyran 在 platinum on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 四氢吡喃-2-甲酸甲酯
  参考文献：
  名称：

  Carbon-13 NMR spectra of saturated heterocycles: XI—Tetrahydropyrans (oxanes)

  摘要：

  AbstractThe 13C NMR spectra of 62 oxanes (tetrahydropyrans) with and without methyl substituents at various ring positions, some of them bearing in addition (or instead) ethyl, vinyl, ethynyl, carbomethoxy and methylol substituents at C‐2, have been recorded, and the 294 resulting chemical shifts have been correlated by multiple linear regression analysis. Axial and equatorial α‐, β‐, γ‐, δ‐, gem‐ and vic‐parameters for shifts caused by methyl groups at all ring positions, and similar parameters for Et,—CHCH2,—CCH, CO2Me and CH2OH groups at C‐2, are reported. Standard deviations of the parameters are, in most cases, within 0.3 ppm and the agreement of calculated and experimental shifts is excellent. This is probably the largest parameter set of this type extant. 13C NMR spectra of a number of additional substituted tetrahydropyrans, and of 3,6‐dihydro‐2H‐pyrans and 3,4‐dihydro‐2H‐pyrans, are tabulated and discussed.

  DOI：

  10.1002/omr.1270210205

文献信息

• Phenylglyoxylic Acid: An Efficient Initiator for the Photochemical Hydrogen Atom Transfer C−H Functionalization of Heterocycles
  作者：Giorgos N. Papadopoulos、Maroula G. Kokotou、Nikoleta Spiliopoulou、Nikolaos F. Nikitas、Errika Voutyritsa、Dimitrios I. Tzaras、Nikolaos Kaplaneris、Christoforos G. Kokotos

  DOI：10.1002/cssc.202001892

  日期：2020.11.20

  C−H functionalization at the α‐position of heterocycles has become a rapidly growing area of research. Herein, a cheap and efficient photochemical method was developed for the C−H functionalization of heterocycles. Phenylglyoxylic acid (PhCOCOOH) could behave as an alternative to metal‐based catalysts and organic dyes and provided a very general and wide array of photochemical C−H alkylation, alkenylation

  杂环α-位处的CH功能化已成为一个快速发展的研究领域。在此，开发了一种便宜而有效的光化学方法，用于杂环的C H功能化。苯乙醛酸（PhCOCOOH）可以替代金属基催化剂和有机染料，并提供了非常广泛的光化学CH烷基化，烯基化和炔化以及CN键形成反应的方法。这种新颖，温和且不含金属的方案不仅利用O或N杂环，而且利用了研究较少的S杂环成功地用于各种CH键的官能化。
• Experimental studies of the anomeric effect. Part VI. Ring inversion equilibria in cyclohexane, tetrahydropyran and piperidine rings substituted by a carbomethoxy or a cyano group.
  作者：Harold Booth、J. Mark Dixon、Khedhair A. Khedhair

  DOI：10.1016/s0040-4020(01)89862-8

  日期：1992.1

  The ring inversion equilibrium in carbomethoxycyclohexane is compared with those in 2-carbomethoxy-tetrahydropyran and 2-carbomethoxypiperidine through a variable temperature nmr study of the positions of equilibria. The derived ΔHoa→e values (kcal mol−1) of −1.24 (cyclohexane), −1.69 (tetrahydropyran) and −0.54 (piperidine) can be rationalised in terms of competition between steric effects and endo-anomeric

  通过对平衡位置进行可变温度核磁共振研究，比较了碳甲氧基环己烷中的环反转平衡与2-碳甲氧基-四氢吡喃和2-碳甲氧基哌啶中的环反转平衡。所导出的ΔH Ô一个→ë值（千卡摩尔-1的-1.24（环己烷）），-1.69（四氢吡喃）和-0.54（哌啶）可在空间效应和环的内切端基异构效应之间竞争的角度来合理化杂原子。可变温度的研究也已经给ΔH ö一个→ë值（千卡摩尔-1）表示在氰基环己烷，2-氰基四氢吡喃和2-氰基哌啶中的环转化率为-0.18，+ 0.36和+2.22。CN的立体效应很小，ΔH°值的趋势与稳定的沿C，O，N系列的端基异头异构体效应的预期相一致。
• [EN] NEW BICYCLICPYRIDINE DERIVATIVES<br/>[FR] NOUVEAUX DÉRIVÉS DE PYRIDINE BICYCLIQUE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2014029723A1

  公开（公告）日：2014-02-27

  The invention provides novel compounds having the general formula (I) wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, A1, A2, A3, m, n and p are as described herein, compositions including the compounds and methods of using the compounds.

  这项发明提供了具有通式（I）的新化合物，其中R1、R2、R3、R4、R5、R6、R7、R8、R9、R10、R11、A1、A2、A3、m、n和p如本文所述，包括这些化合物的组合物以及使用这些化合物的方法。
• NOVEL IMINO DERIVATIVES, METHODS FOR PRODUCING THE SAME AND INSECTICIDES CONTAINING THE SAME
  申请人：Kagabu Shinzo

  公开号：US20110172433A1

  公开（公告）日：2011-07-14

  [Technical Problem] To provide a novel imino derivative capable of being an insecticide compound having excellent characteristics such as sustained effects and broad spectrum. [Solution to Problem] To provide an imino derivative represented by Formula (1). wherein “Ar” denotes a heterocyclic group which may have a substituent on the ring; “X” denotes a sulfur atom or CH 2 , NR; “R” denotes a hydrogen atom or an alkyl group; “Y” is selected from COR 1 or CONR 3 R 4 , CONHCOR 5 , CO 2 R 9 ; and each of “R 1 ”, “R 3 ”, “R 4 ”, “R 5 ”, and “R 9 ” denotes a hydrogen atom or a certain substituent.

  [技术问题] 提供一种新的亚胺衍生物，能够作为杀虫剂化合物具有持续效果和广谱性等优异特性。[问题的解决方案] 提供一种由公式（1）表示的亚胺衍生物。其中，“Ar”表示可能在环上具有取代基的杂环基团；“X”表示硫原子或CH2，NR；“R”表示氢原子或烷基；“Y”从COR1或CONR3R4，CONHCOR5，CO2R9中选择；并且“R1”，“R3”，“R4”，“R5”和“R9”中的每一个表示氢原子或某种取代基。
• PURINE DERIVATIVES AS IMMUNOMODULATORS
  申请人：Lazarides Linos

  公开号：US20100120799A1

  公开（公告）日：2010-05-13

  Compounds of formula (I): wherein R 1 is C 1-8 alkylamino, C 1-8 alkoxy, C 3-7 cycloalkylC 1-6 alkylamino, C 3-7 cycloalkylC 1-6 alkoxy, C 1-3 alkoxyC 2-3 alkoxy, or Het b -C 1-3 alkoxy; Het b is a 5- or 6-membered saturated aliphatic heterocycle containing one oxygen atom; R 2 is —(CH 2 ) n -Het; n is an integer having a value of 1 to 4; Het is a 5- or 6-membered saturated aliphatic heterocycle containing one oxygen heteroatom, which heterocycle may be substituted by one or two C 1-4 alkyl groups, and salts and solvates thereof, are inducers of human interferon and may be useful in the treatment of various disorders in particular infectious diseases, cancer, and allergic diseases and other inflammatory conditions for example allergic rhinitis and asthma, and as vaccine adjuvants.

  化合物的式子(I)：其中R1是C1-8烷基氨基，C1-8烷氧基，C3-7环烷基C1-6烷基氨基，C3-7环烷基C1-6烷氧基，C1-3烷氧基C2-3烷氧基或Hetb-C1-3烷氧基；Hetb是含有一个氧原子的5-或6-成员饱和脂肪族杂环；R2是—(CH2)n-Het；n是一个值为1到4的整数；Het是含有一个氧杂原子的5-或6-成员饱和脂肪族杂环，该杂环可能被一个或两个C1-4烷基基团取代，以及其盐和溶剂化物，是人类干扰素的诱导剂，可用于治疗各种疾病，特别是感染性疾病、癌症、过敏性疾病和其他炎症状况，例如过敏性鼻炎和哮喘，并作为疫苗佐剂。

表征谱图