4-羟基-2,6-二甲基苯甲腈 | 58537-99-8

• 物质功能分类: 化学试剂 - 有机试剂 - 氰化物/腈
• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4-羟基-2,6-二甲基苯甲腈
• 中文别名: 4-羟基-2,6-二甲基苯腈；2,6-二甲基-4-羟基苯腈；4-羟甲基-2,6-二甲基苯腈；2,6-二甲基-4-羟基苯甲腈
• 英文名称: 4-hydroxy-2,6-dimethylbenzonitrile
• 英文别名: 4-cyano-3,5-dimethylphenol
• CAS: 58537-99-8
• 化学式: C₉H₉NO
• mdl: MFCD00238591
• 分子量: 147.177
• InChiKey: KZEJTKHRBQWACL-UHFFFAOYSA-N

物化性质

• 熔点：
  176 °C
• 沸点：
  313.7±30.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26
• 危险类别码：
  R20/21/22
• 海关编码：
  2926909090
• 危险品运输编号：
  UN 3276
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H320,H335
• 储存条件：
  室温和干燥环境

SDS

Name:	4-Hydroxy-2 6-dimethylbenzonitrile 97% Material Safety Data Sheet
Synonym:	2,6-Dimethyl-4-hydroxybenzonitril
CAS:	58537-99-8

Section 1 - Chemical Product MSDS Name:4-Hydroxy-2 6-dimethylbenzonitrile 97% Material Safety Data Sheet
Synonym:2,6-Dimethyl-4-hydroxybenzonitril

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
58537-99-8	4-Hydroxy-2,6-dimethylbenzonitrile	97%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. May cause respiratory tract irritation.
Chronic:
Not available.

---

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:

---

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.

---

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.

---

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.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 58537-99-8: 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: 169 - 173 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: C9H9NO
Molecular Weight: 147

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents, acids, bases.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 58537-99-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-Hydroxy-2,6-dimethylbenzonitrile - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

---

Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: NITRILES, SOLID, TOXIC, N.O.S.*
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
IMO
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
RID/ADR
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing group: III

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
Safety Phrases:
S 36/37 Wear suitable protective clothing and
gloves.
WGK (Water Danger/Protection)
CAS# 58537-99-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 58537-99-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 58537-99-8 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-羟基-2,6-二甲基苯甲腈 在 硝酸 、 溶剂黄146 作用下， 生成 4-hydroxy-2,6-dimethyl-3-nitro-benzonitrile
  参考文献：
  名称：

  v. Auwers; Muerbe; Saurwein, Fortschritte der Chemie, Physik und physikalischen Chemie, vol. 18, p. Heft 2, S. 23

  摘要：

  DOI：
• 作为产物：
  描述：

  3,5-二甲基苯酚 在 咪唑 、 盐酸 、 potassium iodate 、 水 、 potassium iodide 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.5h， 生成 4-羟基-2,6-二甲基苯甲腈
  参考文献：
  名称：

  新的酰氧基甲基酮：半胱氨酸蛋白酶分析的有用探针

  摘要：

  §这些作者对这项工作做出了同等的贡献 抽象的 肽基-酰氧基甲基酮（AOMK）属于一类选择性不可逆抑制剂（基于活性的探针），广泛用作研究蛋白质的化学工具，例如，基于活性的蛋白质谱分析。AOMK的合成一直具有挑战性，当前的方法学涉及溶液和固相合成。在此，报道了用于制备肽基-AOMKs的新型支架的合成，并且证明了带有4-官能化的2，6-二甲基苯甲酸酯的新型合成探针有效抑制半胱氨酸蛋白酶如组织蛋白酶B。 肽基-酰氧基甲基酮（AOMK）属于一类选择性不可逆抑制剂（基于活性的探针），广泛用作研究蛋白质的化学工具，例如，基于活性的蛋白质谱分析。AOMK的合成一直具有挑战性，当前的方法学涉及溶液和固相合成。在此，报道了用于制备肽基-AOMKs的新型支架的合成，并且证明了带有4-官能化的2，6-二甲基苯甲酸酯的新型合成探针有效抑制半胱氨酸蛋白酶如组织蛋白酶B。

  DOI：

  10.1055/s-0035-1562781
• 作为试剂：
  描述：

  4-羟基-2,6-二甲基苯甲腈 、 2-氯-1-环丙烷-1，3-丁二酮 在 4-羟基-2,6-二甲基苯甲腈 作用下， 生成 4-(1-环丙基-1,3-二氧代-2-丁基氧基)-2,6-二甲基苯甲腈
  参考文献：
  名称：

  Org. Process Res. Dev. 2011, 15, 1081–1084

  摘要：

  DOI：

文献信息

• Nickel catalyzed decarboxylative alkylation of aryl triflates with anhydrides
  作者：Hui Chen、Xuebin Liao

  DOI：10.1016/j.tet.2019.05.070

  日期：2019.8

  Aliphatic acid anhydrides are the versatile building blocks and the new method for the conversion of anhydrides is thus of great significance. Herein, we report the decarboxylative alkylation of aryl triflates with aliphatic acid anhydrides via nickel catalysis. This novel method provides a facile access to construct Csp2-Csp3 bond. In addition, this method is compatible with a broad array of functional

  脂肪族酸酐是通用的结构单元，因此，用于酸酐转化的新方法具有重要意义。在本文中，我们报道了通过镍催化的脂肪族酸酐与芳基三氟甲磺酸酯的脱羧烷基化反应。这种新颖的方法提供了构建Csp 2 -Csp 3键的便捷途径。此外，该方法可与多种官能团兼容，并具有良好的底物范围。
• GPR119 Receptor Agonists
  申请人：Erickson Shawn David

  公开号：US20090286812A1

  公开（公告）日：2009-11-19

  Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of metabolic diseases and disorders such as, for example, type II diabetes mellitus.

  提供以下公式(I)的化合物： 以及可药用的接受盐，其中取代基如说明书中所披露。这些化合物以及含有它们的药物组合物可用于治疗代谢性疾病和障碍，例如，2型糖尿病。
• Compounds Useful In Therapy
  申请人：Gibson Karl Richard

  公开号：US20080096950A1

  公开（公告）日：2008-04-24

  Compounds of Formula (I): and pharmaceutically acceptable salts, solvates (including hydrates) of said compounds and salts, or prodrugs of said compound, or pharmaceutically acceptable salts or solvates of said prodrugs, wherein the substituents are as herein defined, are useful in therapy, for example they may be useful for treating progesterone-mediated conditions such as endometriosis, uterine fibroids (leiomyomata), menorrhagia, adenomyosis, primary and secondary dysmenorrhoea (including symptoms of dyspareunia, dyschexia and chronic pelvic pain), or chronic pelvic pain syndrome.

  化合物的化学式（I）： 以及所述化合物及其盐、溶剂化合物（包括水合物）和盐、或所述化合物的前药，或所述前药的药学上可接受的盐或溶剂化合物，其中取代基如本文所定义，可用于治疗，例如它们可能对治疗孕激素介导的疾病如子宫内膜异位症、子宫肌瘤（平滑肌瘤）、月经过多、子宫腺肌病、原发性和继发性痛经（包括性交疼痛、排便疼痛和慢性盆腔疼痛症状）或慢性盆腔疼痛综合症等方面具有用处。
• Compounds useful in therapy
  申请人：Bradley Anthony Paul

  公开号：US20070105909A1

  公开（公告）日：2007-05-10

  Compounds of formula (I), or a pharmaceutically acceptable derivative thereof, wherein R 1 and R 3 independently represent H, C 1-6 alkyl, C 3-8 cycloalkyl, or halogen; R 2 represents C 1-6 alkyl, CF 3 or aryl; a represents 1 or 2; R 4 , R 5 , R 7 and R 8 independently represent H, C 1-6 alkyl, C 1-6 alkyloxy, CN or halogen, or R 4 and R 5 , or R 7 and R 8 , together with the ring to which they are attached form an aryl or heterocyclic fused ring system; X represents C or N; Y represents CH 2 or O; R 6 represents H, CN or halo provided that, when X represents N, R 6 is absent. The compounds are useful for treating endometriosis, uterine fibroids (leiomyomata), menorrhagia, adenomyosis, primary and secondary dysmenorrhoea (including symptoms of dyspareunia, dyschexia and chronic pelvic pain), or chronic pelvic pain syndrome.

  式(I)的化合物，或其药学上可接受的衍生物，其中R1和R3独立地代表H、C1-6烷基、C3-8环烷基或卤素；R2代表C1-6烷基、CF3或芳基；a代表1或2；R4、R5、R7和R8独立地代表H、C1-6烷基、C1-6烷氧基、CN或卤素，或R4和R5，或R7和R8，与它们连接的环一起形成芳基或杂环融合环系统；X代表C或N；Y代表CH2或O；R6代表H、CN或卤素，但当X代表N时，R6不存在。这些化合物可用于治疗子宫内膜异位症、子宫肌瘤（平滑肌瘤）、月经过多、子宫腺肌病、原发性和继发性痛经（包括性交疼痛、性交困难和慢性盆腔疼痛症状）或慢性盆腔疼痛综合征。
• Synthetic Studies on a Nonsteroidal Progesterone Metabolite: Regioselective N-Alkylation of an Activated Pyrazole
  作者：Toby Underwood、Paul Bradley、Pieter de Koning、Karl Gibson、Yann Lecouturier、Malcolm MacKenny、Inaki Morao、Cedric Poinsard

  DOI：10.1055/s-0029-1219535

  日期：2010.4

  This paper describes the large-scale synthesis of a progesterone receptor metabolite. The key step in this sequence was the regioselective pyrazole N-alkylation.

  本文描述了一种孕酮受体代谢物的大规模合成。该序列的关键步骤是选择性吡唑N-烷基化反应。