2,4,6-Trimethylpyridine - ≥99% , CAS No.108-75-8

CAS: 108-75-8 Cat. No.: T108942 Molecular Weight: 121.18 Beilstein Registry Number: 107283 EC Number: 203-613-3 PubChem CID: 7953

GRADE & PURITY ≥99%

Synonyms

alpha,gamma,alpha'-Collidine | Q-200178 | STL146741 | STR03652 | 2,4,6-Kollidin | 2-HYDROXYDODECANOICACID | SB52289 | UNII-7IE4BK5J5V

Storage

Protected from light,Argon charged,Room temperature

Shipped In

Normal

Overview

2,4,6-Trimethylpyridine is a pyridine derivative. It has a pK of 7.4. The product can react with trifluoroiodomethane in cyclopentane solution to afford 1:1 complex. This complex was investigated by NMR (Nuclear Magnetic Resonance) spectroscopy. Collidine-buffered osmium tetroxide solutions have been prepared by adding osmium tetroxide solution to it. These solutions have been used as fixative for electron microscopic studies.2,4,6-Trimethylpyridine can undergo oxidation with potassium permanganate to form 2,4,6-pyridinetricarboxylic acid.Hindered base.

Application：

2,4,6-Trimethylpyridine (collidine, s-collidine, 2,4,6-collidine) has been used in the preparation of a library of N-acyl aminocoumarins bearing low-molecular-weight N-acyl groups.Useful solvent for the cleavage of hindered esters by anhydrous lithium iodide.Tissue fixative for electron microscopy.

Specifications

Synonyms

alpha, gamma, alpha'-Collidine | Q-200178 | STL146741 | STR03652 | 2, 4, 6-Kollidin | 2-HYDROXYDODECANOICACID | SB52289 | UNII-7IE4BK5J5V

Specifications & Purity

≥99%

Storage

Protected from light, Argon charged, Room temperature

Shipped In

Normal

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 488180620
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180620
• Canonical Smiles: CC1=CC(=NC(=C1)C)C
• IUPAC Name: 2,4,6-trimethylpyridine
• InChIKey: BWZVCCNYKMEVEX-UHFFFAOYSA-N
• INCHI: 1S/C8H11N/c1-6-4-7(2)9-8(3)5-6/h4-5H,1-3H3
• Isomeric SMILES: CC1=CC(=NC(=C1)C)C
• WGK Germany: 3
• RTECS: UU0970000
• PubChem CID: 7953
• UN Number: 1992
• Molecular Weight: 121.18
• Beilstein: 107283
• Reaxy-Rn: 107283

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyridines and derivatives
      • Subclass Methylpyridines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyridines and derivatives
• Subclass: Methylpyridines
• Intermediate Tree Nodes: Not available
• Direct Parent: Methylpyridines
• Alternative Parents: Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Methylpyridine - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as methylpyridines. These are organic compounds containing a pyridine ring substituted at one or more positions by a methyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in ethanol and miscible in ether.
• Sensitivity: Light sensitive.Air sensitive
• Refractive Index: 1.4995-1.5015
• Flash Point(°F): 134.6℉
• Flash Point(°C): 57 ℃
• Boil Point(°C): 171-172°C
• Melt Point(°C): -43.8°C
• Molecular Weight: 121.180 g/mol
• XLogP3: 1.900
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 121.089 Da
• Monoisotopic Mass: 121.089 Da
• Topological Polar Surface Area: 12.900 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 80.600
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yinghua Nie, Lijia Chen, Ye Zi, Jiahui Chen, Jiamin Xu, Wenzheng Shi, Xichang Wang, Jian Zhong.  (2023)  Development of tilapia muscle-based Shanghai smoked fish and the effect of salt amounts in the preparation process.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2023.115240]

2. Linghui Kong, Xinyi Fan, Limin Guo, Qingqing Jiang, Jianbo Xiao, Daming Fan, Mingfu Wang, Yueliang Zhao.  (2023)  Effects of Stigmasterol on 3-Chloropropane-1,2-diol Fatty Acid Esters and Aldehydes Formation in Heated Soybean Oil.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:37551652] [10.1021/acs.jafc.3c01584]

3. Qiaoyu Liu, Menglin Lei, Jianjun Lin, Wenhong Zhao, Xiaofang Zeng, Weidong Bai.  (2023)  The roles of lipoxygenases and autoxidation during mackerel (Scomberomorus niphonius) dry-cured processing.  FOOD RESEARCH INTERNATIONAL,      [PMID:37803620] [10.1016/j.foodres.2023.113309]

4. Qiaoyu Liu, Menglin Lei, Wenhong Zhao, Xiangluan Li, Xiaofang Zeng, Weidong Bai.  (2023)  Formation of Lipid-Derived Flavors in Dry-Cured Mackerel (Scomberomorus niphonius) via Simulation of Autoxidation and Lipoxygenase-Induced Fatty Acid Oxidation.  Foods,  12  (13): (2504).  [PMID:37444242] [10.3390/foods12132504]

5. Baohua Zhu, Tingting Hui, Xiaohui Li.  (2023)  Effects of Microwave Heating on Sensory Properties and Antioxidant Activity of Maillard Reaction Products from Enzymatic Hydrolysate of Acetes chinensis.  Journal of Aquatic Food Product Technology,      [PMID:] [10.1080/10498850.2023.2213696]

6. Weifeng Zhang, Guoxing Jiang, Wenwu Zou, Longhai Zhang, Shulian Li, Shengguang Qi, Xiujun Wang, Zhiming Cui, Huiyu Song, Li Du, Zhenxing Liang.  (2022)  Ionic covalent organic frameworks triggered efficient synergy: Li+ de-solvation and the formation of LiF-rich interphase.  JOURNAL OF POWER SOURCES,      [PMID:] [10.1016/j.jpowsour.2022.232001]

7. Cheng Zhao, Jiabin Shen, Shanshan Xu, Jing Wei, Haiquan Liu, Siqi Xie, Yingjie Pan, Yong Zhao, Yongheng Zhu.  (2022)  Ultra-efficient trimethylamine gas sensor based on Au nanoparticles sensitized WO3 nanosheets for rapid assessment of seafood freshness.  FOOD CHEMISTRY,      [PMID:35640429] [10.1016/j.foodchem.2022.133318]

8. Dehua Xia, Qi Chen, Yimu Jiao, Qiyu Lian, Mingzhe Sun, Chun He, Jin Shang, Tianqi Wang.  (2022)  A modified flower pollen-based photothermocatalytic process for enhanced solar water disinfection: Photoelectric effect and bactericidal mechanisms.  WATER RESEARCH,      [PMID:35417821] [10.1016/j.watres.2022.118423]

9. Rui Liang, Songyi Lin, Dong Chen, Na Sun.  (2022)  Differentiation of Penaeus vannamei from different thermal processing methods in physico-chemical, flavor and sensory characteristics.  FOOD CHEMISTRY,      [PMID:35032796] [10.1016/j.foodchem.2022.132092]

10. Jiabin Shen, Shanshan Xu, Cheng Zhao, Xiaopeng Qiao, Haiquan Liu, Yong Zhao, Jing Wei, Yongheng Zhu.  (2021)  Bimetallic Au@Pt Nanocrystal Sensitization Mesoporous α-Fe2O3 Hollow Nanocubes for Highly Sensitive and Rapid Detection of Fish Freshness at Low Temperature.  ACS Applied Materials & Interfaces,      [PMID:34814684] [10.1021/acsami.1c17695]

11. Jinguang Liu, Yuqian Liu, Anqi Wang, Zhen Dai, Rui Wang, Hui Sun, Padraig Strappe, Zhongkai Zhou.  (2021)  Characteristics of moisture migration and volatile compounds of rice stored under various storage conditions.  JOURNAL OF CEREAL SCIENCE,      [PMID:] [10.1016/j.jcs.2021.103323]

12. Zhaoxia Yang, Ruohan Wu, Xiaohan Wei, Zuoli Zhang, Wenqing Wang, Aoxue Liu, Jing Yang, Chaofan Ji, Huipeng Liang, Sufang Zhang, Xinping Lin.  (2021)  Moderate fermentation contributes to the formation of typical aroma and good organoleptic properties: A study based on different brands of Chouguiyu.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2021.112325]

13. Jinguang Liu, Yuqian Liu, Meng Jia, Xuedong Kang, Saimin Wang, Hui Sun, Meng Liu, Anqi Wang, Padraig Strappe, Zhongkai Zhou.  (2021)  Association of enriched metabolites profile with the corresponding volatile characteristics induced by rice yellowing process.  FOOD CHEMISTRY,      [PMID:33582543] [10.1016/j.foodchem.2021.129173]

14. Zhaoxia Yang, Sasa Liu, Jing Lv, Zeping Sun, Wenhuan Xu, Chaofan Ji, Huipeng Liang, Shengjie Li, Chenxu Yu, Xinping Lin.  (2020)  Microbial succession and the changes of flavor and aroma in Chouguiyu, a traditional Chinese fermented fish.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2020.100725]

15. Yuan Li, Yuyang Wei, Wenbin Zhang.  (2020)  Oxidation behavior of N-hydroxyphthalimide (NHPI) and its electrocatalytic ability toward benzyl alcohol: Proton acceptor effect.  JOURNAL OF ELECTROANALYTICAL CHEMISTRY,      [PMID:] [10.1016/j.jelechem.2020.114251]

16. Jinguang Liu, Meng Liu, Yuqian Liu, Meng Jia, Saimin Wang, Xuedong Kang, Hui Sun, Padraig Strappe, Zhongkai Zhou.  (2020)  Moisture content is a key factor responsible for inducing rice yellowing.  JOURNAL OF CEREAL SCIENCE,      [PMID:] [10.1016/j.jcs.2020.102988]

17. Fengjuan Ding, Yameng Zhao, Haiyan Liu, Weibing Zhang.  (2020)  Core–shell magnetic microporous covalent organic framework with functionalized Ti(IV) for selective enrichment of phosphopeptides.  ANALYST,  145  (12): (4341-4351).  [PMID:32379252] [10.1039/D0AN00038H]

18. Wei Chen, Zhenhe Wang, Shuang Gu, Jun Wang, Yongwei Wang, Zhenbo Wei.  (2019)  Hydrophobic amino-functionalized graphene oxide nanocomposite for aldehydes detection in fish fillets.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2019.127579]

19. Wei Chen, Zhenhe Wang, Shuang Gu, Jun Wang.  (2019)  Detection of hexanal in humid circumstances using hydrophobic molecularly imprinted polymers composite.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2019.04.065]

20. Di Zhang, Lijun Xue, Yongqiang Xu, Lijuan Song, Xinmei Liu.  (2017)  Adsorption of 4,6-dimethyldibenzothiophene and collidine over MoO3/γ-Al2O3 catalysts with different pore structures.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:28103490] [10.1016/j.jcis.2017.01.026]

21. Cheng Xiao-Dong, Peng Xi-Tian, Yu Qiong-Wei, Yuan Bi-Feng, Feng Yu-Qi.  (2013)  Preparation of a Novel Amino-Phosphate Zwitterionic Stationary Phase for Hydrophilic Interaction Chromatography.  CHROMATOGRAPHIA,  76  (23): (1569-1576).  [PMID:] [10.1007/s10337-013-2534-3]

22. Jian-Hong Wu, Yong Zhao, Ting Li, Cong Xu, Kuang Xiao, Yu-Qi Feng, Lin Guo.  (2010)  The use of liquid phase deposition prepared phosphonate grafted silica nanoparticle-deposited capillaries in the enrichment of phosphopeptides.  JOURNAL OF SEPARATION SCIENCE,  33  (12): (1806-1815).  [PMID:20468006] [10.1002/jssc.201000029]

23. Yonghao Zhu, Xia Zhao, Shuai Yuan, Xiaohong Ji, Weichao Song, Jizhou Duan, Baorong Hou.  (2025)  Advanced materials based on covalent organic frameworks: Multi-protective coatings with anti-UV aging, enhanced adhesion and self-healing abilities.  PROGRESS IN ORGANIC COATINGS,      [PMID:] [10.1016/j.porgcoat.2025.109099]

24. Keheng Zhu, Zhenhua Zhu, Shanshan Xu, Cheng Zhao, Tianjun Ni.  (2024)  Controlled synthesis of α-Fe2O3 nanocubes for gas-sensing applications: Feasibility of assessing crucian carp (Carassius auratus) freshness via trimethylamine levels.  FOOD CHEMISTRY,      [PMID:38199112] [10.1016/j.foodchem.2024.138361]

25. Qixing Jiang, Haifeng Zhang, Pei Gao, Fang Yang, Dongxing Yu, Wenshui Xia, Dawei Yu.  (2024)  Effects of different thermal methods and degrees on the flavor of channel catfish (Ictalurus punctatus) fillets: Fatty acids, volatile flavor and taste compounds.  FOOD CHEMISTRY,      [PMID:39167948] [10.1016/j.foodchem.2024.140887]

26. Zixu Xie, Chen Chen, Xinyu Chen, Fanqiang Bu, Guofeng Li, Pengfei Zhang, Xing Wang.  (2024)  In situ borneol-modified polyester with antibacterial adhesion and long-term fungal-repellent properties.  REACTIVE & FUNCTIONAL POLYMERS,      [PMID:] [10.1016/j.reactfunctpolym.2024.105993]

27. Zhaogui Chen, Chunmei Chen, Cheng Chen, Siyu Chen, Weixi Li, Zhengbiao Gu, Yan Hong.  (2024)  Influence of different indica rice (Oryza sativa L. subsp. indica Kato) flours on the quality and flavor characteristics of fermented rice cakes.  CEREAL CHEMISTRY,  101  (4): (884-897).  [PMID:] [10.1002/cche.10787]

28. Xueli Chen, Cong Li, Jinsong Zhao, Yubo Wang, Yujuan Xu, Baocai Xu.  (2024)  Influence of phospholipid structures on volatile organic compounds generation in model systems.  FOOD RESEARCH INTERNATIONAL,      [PMID:39614535] [10.1016/j.foodres.2024.115009]

29. Binchen Wang, Shaohua Dou, Shang Wang, Yi Wang, Sufang Zhang, Xinping Lin, Yingxi Chen, Chaofan Ji, Yiwei Dai, Liang Dong.  (2024)  Mechanism of thermal oxidation into volatile compounds from (E)-4-decenal: A density functional theory study.  Food Chemistry-X,      [PMID:38362527] [10.1016/j.fochx.2024.101174]

30. Xueli Chen, Haoyue Liu, Cong Li, Yujuan Xu, Baocai Xu.  (2024)  Revealing the characteristic aroma and boundary compositions of five pig breeds based on HS-SPME/GC-O-MS, aroma recombination and omission experiments.  FOOD RESEARCH INTERNATIONAL,      [PMID:38309911] [10.1016/j.foodres.2024.113954]

31. Lijun Tan, Yong Xie, Wendi Zhang, Shasha Zheng, Ying Wu, Yunhao Ma, Jinsong Zhao, Cong Li, Baocai Xu.  (2025)  Spoilage potential of Bacillus isolated from cooked sausage: Bidirectional verification from in vitro to in situ.  INTERNATIONAL JOURNAL OF FOOD MICROBIOLOGY,      [PMID:39987651] [10.1016/j.ijfoodmicro.2025.111114]

32. Yang Haoyong, Han Junyi, Li Shengxu, Petkov Petko St., Xue Qunji, Feng Xinliang, Zhang Tao.  (2025)  Synthesis of crystalline two-dimensional conjugated polymers through irreversible chemistry under mild conditions.  Nature Communications,  16  (1): (1-9).  [PMID:40057482] [10.1038/s41467-025-57612-0]

33. Erkang Li, Yujie Zhen, Lu Chen, Xuqiang Li, Lei Li, Wenxue Lu, Tao Li, Qingsong Li, Yingmin Yu.  (2024)  Thermodynamic and quantum chemical investigation of MIBK as a liquid phase extraction solvent for separating pyridine compounds from water.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2024.124876]

34. Yubo Wang, Cong Li, Xueli Chen, Baocai Xu, Yujuan Xu.  (2025)  Mechanistic interplay between myofibrillar proteins and phospholipid during thermal degradation.  FOOD CHEMISTRY,      [PMID:40876175] [10.1016/j.foodchem.2025.146093]

35. Guangzhi Xu, Zhuoheng Tu, Xingbang Hu, Mian Li, Xiaomin Zhang, Youting Wu.  (2023)  Protic Brønsted acidic ionic liquids with variable acidity for efficient conversion of xylose and hemicellulose to furfural.  FUEL,      [PMID:] [10.1016/j.fuel.2022.127334]

36. Weiming Hua, Huan Liu, Qichao Fei, Jincheng Wu, Xiangru Wei, Matta Ebaid, Runmi Tao, Dengyong Liu, Shengmei Gai.  (2025)  Formation of volatile compounds in mutton during air fryer roasted mutton by means of GC–MS and GC-IMS.  FOOD RESEARCH INTERNATIONAL,      [PMID:40356175] [10.1016/j.foodres.2025.116404]

37. Jing Yu, Xinpeng Cao, Gang Yu, Xin Tu, Yuhan Wang, Zhenhua Ma, Yong Xue, Changhu Xue.  (2025)  Synthetic microbial communities: A new strategy to enhance texture, taste, and flavor attributes of slightly fermented dried bonito.  FOOD RESEARCH INTERNATIONAL,      [PMID:40790698] [10.1016/j.foodres.2025.116911]

38. Ye Yang, Xingyue Wang, Min Wang, Haoen Li, Yichen Lin, Song Miao, Wancui Xie.  (2025)  The effect of germination time on soymilk odor: Key odor compounds and formation mechanisms.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2025.118045]

39. Jing Hu, Penghui Zhang, Pengfei Wang, Lingxiao Zhang, Xiwang Zhang.  (2025)  Covalent organic framework composite membrane for long lifespan alkaline zinc-based flow battery.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.170123]

40. Xiaoxia Zhang, Qinming Zhang, Xiaoqing Zhang, Jiwei Shen, Yinmao Wei, Chaozhan Wang.  (2025)  Synthesis of a cationic olefin-linked covalent organic framework for the selective removal of per-and polyfluoroalkyl substances.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.171237]

41. Qiang Liu, Min Wang, Zaifei Zheng, Zixuan Wang, Tianlong Han, Yuting Hou, Meilin Deng, Dengyong Liu.  (2025)  Chili-mediated aroma-taste interactions improve saltiness and umami perception in reduced-salt beef sauce.  International Journal of Gastronomy and Food Science,      [PMID:] [10.1016/j.ijgfs.2025.101374]

42. Jing Yu, Jiayi Ren, Xin Zhang, Jinxiu Shi, Zengyan Yu, Xinpeng Cao, Gang Yu, Yong Xue, Changhu Xue.  (2025)  Insights into the flavor enhancement mechanism during dried bonito processing: An integrated analysis of flavoromics and untargeted lipidomics.  FOOD RESEARCH INTERNATIONAL,      [PMID:41508479] [10.1016/j.foodres.2025.118057]

43. Shuhui Guan, Yingchun Han, Jingwen Zhang, Yanxiu Du, Zhen Chen, Chunbo Miao, Junzhou Li.  (2026)  Multiplex Gene Editing and Effect Analysis of Yield, Fragrance, and Blast Resistance Genes in Rice.  Genes,  17  (1): (77).  [PMID:41595497] [10.3390/genes17010077]

44. Kerui Su, Feihang Wang, Anqi Zhao, Beixiao Zhang, Zhihao Fan, Qi Wang, Xuejing Duan, Hanyu Dong, A.E. Solovchenko, Ayesha Shahid, Jingliang Xu.  (2026)  Aroma Modulation of Wet Spirulina by a Microbial Consortium: Deciphering the Role of Community Succession and Metabolic Pathways.  FOOD MICROBIOLOGY,      [PMID:41722986] [10.1016/j.fm.2026.105043]

45. Nian Cao, Yubo Yang, Xiaoling Xiong, Bohan Zhang, Ping Xiang, Fan Yang.  (2026)  Dynamic sensory mapping: how sip volume shapes sensory perception and drinking comfort of Jiangxiangxing Baijiu.  INTERNATIONAL JOURNAL OF FOOD PROPERTIES,      [PMID:] [10.1080/10942912.2026.2618833]

46. Lei Yu, Shixiong Zhang, Liang Liu, Di Li, Yongli Cai, Chenxin Wu, Lei Hua, Haiyang Li, Dehui Deng, Ping Chen, Zhenfeng Xi, Jianping Guo, Junnian Wei.  (2026)  Direct cyanation of aromatic rings using dinitrogen and methane promoted by nonthermal plasma.  Science Advances,  12  (8):   [PMID:41719384] [10.1126/sciadv.ady3414]