1-(Trimethylsilyl)imidazole(TSIM) - for GC derivatization, ≥98% , CAS No.18156-74-6

CAS: 18156-74-6 Cat. No.: T118634 Molecular Weight: 140.26 Beilstein Registry Number: 606148 EC Number: 242-040-3 PubChem CID: 28925
AVAILABLE TO ORDER
GRADE & PURITY for GC derivatization ? GC-derivatization grade — reagents to make analytes GC-amenable (volatile/stable). Use before GC to derivatize polar or thermally labile compounds. ≥98%
Synonyms
N-Trimethylsilylimidazole N-Trimethylsilylimidazole TMSI TMS-Imidazole TMS-Imidazole
Storage
Store at 2-8°C
Shipped In
Wet ice
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
5ml
T118634-5ml
3
$19.90
10×1ml
T118634-10×1ml
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$38.90
25ml
T118634-25ml
2
$62.90
100ml
T118634-100ml
1
$170.90
500ml
T118634-500ml
1
$555.90
Enter a quantity for the sizes you want to add.
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Why this grade

for GC derivatization, ≥98% for GC derivatization for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Store at 2-8°C Ships Wet ice Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 15 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
N-Trimethylsilylimidazole N-Trimethylsilylimidazole TMSI TMS-Imidazole TMS-Imidazole
Specifications & Purity
for GC derivatization, ≥98%
Storage
Store at 2-8°C
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
for GC derivatization
Purity
≥98%
Names and Identifiers
Pubchem Sid504753393
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504753393
Canonical SmilesC[Si](C)(C)N1C=CN=C1
IUPAC Nameimidazol-1-yl(trimethyl)silane
InChIKeyYKFRUJSEPGHZFJ-UHFFFAOYSA-N
INCHI1S/C6H12N2Si/c1-9(2,3)8-5-4-7-6-8/h4-6H,1-3H3
Isomeric SMILES C[Si](C)(C)N1C=CN=C1
WGK Germany 3
RTECS NI8700000
PubChem CID 28925
Molecular Weight 140.26
Beilstein 606148
Reaxy-Rn 606148

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganometallic compounds
ClassOrganometalloid compounds
SubclassOrganosilicon compounds
Intermediate Tree Nodes Not available
Direct ParentAlkylarylsilanes
Alternative Parents N-substituted imidazoles  Trialkylheterosilanes  Heteroaromatic compounds  Organic metalloid salts  N-silyl compounds  Azacyclic compounds  Organopnictogen compounds  Organonitrogen compounds  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents Alkylarylsilane - N-substituted imidazole - Azole - Imidazole - Trialkylheterosilane - Heteroaromatic compound - N-silyl compound - Organoheterosilane - Organoheterocyclic compound - Organic metalloid salt - Azacycle - Organic nitrogen compound - Organic salt - Organopnictogen compound - Organonitrogen compound - Hydrocarbon derivative - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as alkylarylsilanes. These are organosilicon compounds with the general formula R[Si]R' (R = alkyl, R' = aryl).
External Descriptors imidazoles - N-silyl compound
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
ampC Beta-lactamase AmpC (62480 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

23 results found

Lot NumberCertificate TypeDateItem
F2624592Certificate of AnalysisJun 15, 2026 T118634
F2624590Certificate of AnalysisJun 15, 2026 T118634
F2624589Certificate of AnalysisJun 15, 2026 T118634
F2624588Certificate of AnalysisJun 15, 2026 T118634
C2219519Certificate of AnalysisJan 19, 2026 T118634
C2219514Certificate of AnalysisJan 19, 2026 T118634
L1713113Certificate of AnalysisJul 09, 2025 T118634
J2410759Certificate of AnalysisFeb 08, 2025 T118634
A2002113Certificate of AnalysisSep 28, 2023 T118634
B2510011Certificate of AnalysisApr 13, 2023 T118634
I2320347Certificate of AnalysisApr 13, 2023 T118634
I2320348Certificate of AnalysisApr 13, 2023 T118634
I2320349Certificate of AnalysisApr 13, 2023 T118634
I2320467Certificate of AnalysisApr 13, 2023 T118634
I2320468Certificate of AnalysisApr 13, 2023 T118634
I2320469Certificate of AnalysisApr 13, 2023 T118634
I2320470Certificate of AnalysisApr 13, 2023 T118634
I2320471Certificate of AnalysisApr 13, 2023 T118634
J2211524Certificate of AnalysisOct 13, 2022 T118634
C2219179Certificate of AnalysisMar 03, 2022 T118634
C2219171Certificate of AnalysisMar 03, 2022 T118634
B2510059Certificate of AnalysisMar 03, 2022 T118634
C1807103Certificate of AnalysisJan 27, 2022 T118634

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Chemical and Physical Properties
SensitivityMoisture Sensitive,Heat Sensitive
Refractive Indexn20/D 1.475
Flash Point(°F)42.8 °F
Flash Point(°C)6 °C
Boil Point(°C)93-94°C/14mmHg
Melt Point(°C)-42°C
Molecular Weight140.260 g/mol
XLogP3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Exact Mass140.077 Da
Monoisotopic Mass140.077 Da
Topological Polar Surface Area17.800 Ų
Heavy Atom Count9
Formal Charge0
Complexity97.700
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Documents & Articles
Citations of This Product
References
1. Ke Yuan, Wencai Huang, Tao Zhang, Li Lv, Yan Wang, Zongpeng Zou, Shengwei Tang.  (2023)  Synthesis of high purity 1,3-bis-(3-sulfonic acid)propyl imidazolium ionic liquids.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2023.137248]
2. Zichen Zhang, Donglin Yang, Jiaqiang Wang, Chaoting Deng, Hengjun Gai, Meng Xiao, Tingting Huang, Quanhong Zhu, Hongbing Song.  (2022)  How to active ethanolamine for selective hydrogenation by imidazolium-based cation and conjugated π bond.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2022.112809]
3. Kunya Cheng, Binchen Wang, Lin Xiao, Yuxiang Bao, Xianbing Xu, Sufang Zhang, Zhaofang Liu, Liang Dong.  (2022)  Comprehensive metabolite analysis of wheat dough in a continuous heating process.  FOOD RESEARCH INTERNATIONAL,      [PMID:35227483] [10.1016/j.foodres.2022.110972]
4. Cai-Ping Yao, Jing Li, Jian-Feng Liu, Zhen-Xing Zou, Feng-Hua Kang, Xiao-Min Li, Dai Li, Kang-Ping Xu, Ping-Sheng Xu, Gui-Shan Tan.  (2020)  Seladelicatulasine A–G, C27 steroidal glycosides with cholinesterase inhibitory activities from Selaginella delicatula.  PHYTOCHEMISTRY,      [PMID:32950771] [10.1016/j.phytochem.2020.112514]
5. Hongbing Song, Yule Liu, Yongjie Wang, Bingxiao Feng, Xin Jin, Tingting Huang, Meng Xiao, Hengjun Gai.  (2020)  Design of hypercrosslinked poly(ionic liquid)s for efficiently catalyzing high-selective hydrogenation of phenylacetylene under ambient conditions.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2020.111081]
6. Piao Cao, Yuan Yuan, Chizhou Huang, Weizhen Sun, Ling Zhao.  (2020)  Promoting the sulfuric acid catalyzed isobutane alkylation by quaternary ammonium ionic liquids.  AICHE JOURNAL,  66  (8): (e16979).  [PMID:] [10.1002/aic.16979]
7. Meng Cheng, Gangfu Song, Guifen Zhu, Dongyang Shi, Jing Fan.  (2019)  Reusable ionic liquid-functionalized polystyrene for the highly efficient removal of sulfadiazine sodium.  JOURNAL OF APPLIED POLYMER SCIENCE,  136  (38): (47981).  [PMID:] [10.1002/app.47981]
8. Yong Li, Tingting Yang, Qing Yao, Songsong Li, En Fang, Yankun Li, Chao Liu, Weimin Li.  (2019)  Metformin prevents colonic barrier dysfunction by inhibiting mast cell activation in maternal separation-induced IBS-like rats.  NEUROGASTROENTEROLOGY AND MOTILITY,  31  (5): (e13556).  [PMID:30740845] [10.1111/nmo.13556]
9. Yirui Wang, Shaowei Han, Ruofei Li, Baosong Cui, Xianjie Ma, Xinzhu Qi, Qi Hou, Mingbao Lin, Jinye Bai, Shuai Li.  (2018)  Structural characterization and immunological activity of polysaccharides from the tuber of Bletilla striata.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:30391591] [10.1016/j.ijbiomac.2018.10.201]
10. Yajun Du, Lingping Cheng, Long Chen, Yunchao He, Yaling Wu, Shanshan He, Yanxiong Ke.  (2017)  Preparation of sub-2 μm large-pore monodispersed mesoporous silica spheres using mixed templates and application in HPLC.  MICROPOROUS AND MESOPOROUS MATERIALS,      [PMID:] [10.1016/j.micromeso.2017.02.051]
11. Wan-Qi Deng, Shao-Wei Han, Si-Yuan Shao, Shuai Li.  (2024)  Elucidation of the fine structure and anti–breast tumor activity of a glucomannan from the pseudobulbs of Pleione bulbocodioides.  CARBOHYDRATE POLYMERS,      [PMID:39778993] [10.1016/j.carbpol.2024.123062]
12. Yifei Ma, Lijie Zhang, Hong Yang, Shanshan Zhu, Jinhua Liu.  (2025)  Imidazole-triggered in situ fluorescence reaction system for quantitatively determination of dopamine from multiple sources.  TALANTA,      [PMID:40157196] [10.1016/j.talanta.2025.127975]
13. Xiaoqi Jiang, Jingcheng Huang, Mengting Li, Linjin Li, Yinuo Chen, Jiangfei Chen, Junlun Zhu, Xuedong Wang, He Mei.  (2025)  A novel reversible-responsive ratiometric fluorometry based on an anthracene-based imidazolium ionic liquid and Eu3+-based lanthanide coordination polymers for selective sensing tetracycline in foods and waters.  FOOD CHEMISTRY,      [PMID:41045862] [10.1016/j.foodchem.2025.146551]
14. Hanlin Shao, Ruth Caroline Etroubeka, Zhihao Chen, Duanzhi Li, Xiaoshuang Yin, Hui Xu, Ying Liu, Yan Zhang, Wenzhong Yang.  (2025)  Surface engineering of silicon dots with Gum Arabic for enhanced corrosion inhibition of Q235 steel in acidic environments.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2025.136888]
15. Hui-Qian Huo, Ze-Jian Chen, Bing-Xin Gu, Xiang-Yun Xie, Yan-Li Ji, Cong-Jie Gao.  (2026)  Surface-engineered cation exchange membranes with asymmetric structural modification layers: Toward high-efficient Li+ recovery from salt lakes via electrodialysis.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2026.125241]
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