2-羟基-6-甲基苯甲腈 | 73289-66-4

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2-羟基-6-甲基苯甲腈
• 中文别名: 2-羟基-6-甲基苯腈
• 英文名称: 2-hydroxy-6-methylbenzonitrile
• 英文别名: 2-hydroxy-6-methyl-benzonitrile；6-Hydroxy-2-methyl-benzoesaeure-nitril；2-Hydroxy-6-methyl-benzonitril；2-cyano-3-methylphenol
• CAS: 73289-66-4
• 化学式: C₈H₇NO
• mdl: MFCD02261940
• 分子量: 133.15
• InChiKey: YQVKRULJRQDXJA-UHFFFAOYSA-N

物化性质

• 熔点：
  111-112 °C
• 沸点：
  272.3±28.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2926909090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Hydroxy-6-methyl-benzonitrile
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: 2-Hydroxy-6-methyl-benzonitrile
CAS number: 73289-66-4

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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: C8H7NO
Molecular weight: 133.1

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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, nitrogen oxides.

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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：

  2-羟基-6-甲基苯甲腈 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 生成 2-acetoxy-6-methylacetophenone
  参考文献：
  名称：

  Jones, Tappey H.; Blum, Murray S.; Fales, Henry M., Synthetic Communications, 1981, vol. 11, # 11, p. 889 - 894

  摘要：

  DOI：
• 作为产物：
  描述：

  邻甲基苯腈 在 aluminum (III) chloride 、 sodium persulfate 、 palladium diacetate 作用下， 以 氯苯 为溶剂， 反应 21.0h， 生成 2-羟基-6-甲基苯甲腈
  参考文献：
  名称：

  通过邻位-丁二烯化策略简捷地合成Dioncophylline E

  摘要：

  有效的抗疟疾7,3'-连接萘基异喹啉碱生物碱二茶碱E（1）的第一个全合成反应已经完成。合成以12个步骤（最长的线性顺序）进行，总产率为15％。关键的转化包括萘酚与三乙酸芳基铅的邻位芳构化以构建空间受阻的联芳基键，以及三步序列以立体选择性地生成反式-1,3-二甲基-1,2,3,4-四氢异喹啉部分。

  DOI：

  10.1002/anie.201701136

文献信息

• Therapeutic compositions and method
  申请人：Boehringer Ingelheim GmbH

  公开号：US03940489A1

  公开（公告）日：1976-02-24

  A composition having bradycardia and isoproterenol antagonistic activity comprising at least one compound selected from the group consisting of racemates of 1-phenoxy-2-hydroxy-3-tert.-butylamino propanes of the formula ##EQU1## wherein R is selected from the group consisting of --(CH.sub.2).sub.x --CN where x is an integer from 0 to 3, COOH and COOR' where R' is alkyl of 1 to 4 carbon atoms; R.sub.1 is selected from the group consisting of hydrogen, alkoxy and alkylthio of 1 to 4 carbon atoms, --CN and alkenyl and alkynyl of 2 to 4 carbon atoms and R.sub.2 is selected from the group consisting of hydrogen, halogen and alkyl and alkoxy of 1 to 4 carbon atoms, their optically active isomers and their non-toxic, pharmaceutically acceptable acid addition salts of said racemates and said optically active isomers and a major amount of a pharmaceutical carrier and a method of producing bradycardia and suppressing tachycardia effects of N-isopropyl-noradrenaline in warm-blooded animals.

  一种具有缓慢心跳和异丙肾上腺素拮抗活性的组合物，包括选自以下羟基-3-叔丁基氨基丙烷的1-苯氧基-2-的外消旋体的至少一种化合物的混合物的组，其中R选自--（CH2）x--CN，其中x是0至3的整数，COOH和COOR'，其中R'是1至4个碳原子的烷基；R1选自氢，1至4个碳原子的烷氧基和烷硫基，CN和2至4个碳原子的烯基和炔基，R2选自氢，卤素和1至4个碳原子的烷基和烷氧基，它们的光学异构体和它们的非毒性、药学上可接受的酸盐的混合物和一种制备温血动物中缓慢心跳和抑制N-异丙基去甲肾上腺素的快速心跳效应的方法。
• Adachi, Makoto; Sugasawa, Tsutomu, Synthetic Communications, 1990, vol. 20, # 1, p. 71 - 84
  作者：Adachi, Makoto、Sugasawa, Tsutomu

  DOI：——

  日期：——
• Beer et al., Journal of the Chemical Society, 1949, p. 885,889
  作者：Beer et al.

  DOI：——

  日期：——
• ADACHI, MAKOTO;SUGASAWA, TSUTOMU, SYNTH. COMMUN., 20,(1990) N, C. 71-84
  作者：ADACHI, MAKOTO、SUGASAWA, TSUTOMU

  DOI：——

  日期：——
• JONES, T. H.;BLUM, M. S.;FALES, H. M., SYNTH. COMMUN., 1981, 11, N 11, 889-894
  作者：JONES, T. H.、BLUM, M. S.、FALES, H. M.

  DOI：——

  日期：——