Cas no 103529-16-4 (2-2-(trimethylsilyl)ethynylaniline)
2-2-(Trimethylsilyl)ethynylaniline is a specialized organosilicon compound featuring both an ethynyl and an aniline functional group, protected by a trimethylsilyl (TMS) moiety. This structure makes it a valuable intermediate in organic synthesis, particularly in Sonogashira coupling reactions and the preparation of heterocyclic compounds. The TMS group enhances stability and facilitates controlled deprotection under mild conditions, enabling selective functionalization. Its ethynyl-aniline backbone is useful in constructing conjugated systems for materials science and pharmaceutical applications. The compound’s well-defined reactivity and compatibility with various catalysts offer synthetic flexibility, making it a preferred choice for advanced chemical transformations. Proper handling under inert conditions is recommended due to its air- and moisture-sensitive nature.
103529-16-4 structure
Product Name:2-2-(trimethylsilyl)ethynylaniline
CAS No:103529-16-4
MF:C11H15NSi
MW:189.329003572464
MDL:MFCD02093646
CID:136770
PubChem ID:4377953
Update Time:2025-10-29
2-2-(trimethylsilyl)ethynylaniline Chemical and Physical Properties
Names and Identifiers
-
- 2-((Trimethylsilyl)ethynyl)aniline
- 2-[(Trimethylsilyl)ethynyl]aniline
- 2-(2-trimethylsilylethynyl)aniline
- Benzenamine,2-[2-(trimethylsilyl)ethynyl]-
- (2'-aminophenyl)trimethylsilylacetylene
- 2-(2-(trimethylsilyl)ethynyl)benzenamine
- 2-[2-(trimethylsilyl)ethynyl]benzenamine
- 2-[2-(trimethylsilyl)ethynyl]phenylamine
- 510963_ALDRICH
- AC1N90GE
- ANW-62558
- O- (TRIMETHYLSILYLETHYNYL) aniline
- SureCN3150946
- 2-TRIMETHYLSILANYLETHYNYL-PHENYLAMINE
- 2-((TRIMETHYLSILYL)ETHYNYL)ANILINE 97
- 2-2-(trimethylsilyl)ethynylaniline
- SCHEMBL3150946
- J-000995
- AKOS015912997
- 103529-16-4
- CS-0217662
- MFCD02093646
- InChI=1/C11H15NSi/c1-13(2,3)9-8-10-6-4-5-7-11(10)12/h4-7H,12H2,1-3H
- C11H15NSi
- 2-[(Trimethylsilyl)ethynyl]aniline, 97%
- 2-[2-(TRIMETHYLSILYL)ETHYNYL]ANILINE
- EN300-8118807
- ISXSBRZDPKQYSC-UHFFFAOYSA-N
- DTXSID00402601
- Benzenamine, 2-[(trimethylsilyl)ethynyl]-
- AS-77198
- F79740
- 2-(trimethylsilylethynyl)aniline
- DB-111831
-
- MDL: MFCD02093646
- Inchi: 1S/C11H15NSi/c1-13(2,3)9-8-10-6-4-5-7-11(10)12/h4-7H,12H2,1-3H3
- InChI Key: ISXSBRZDPKQYSC-UHFFFAOYSA-N
- SMILES: [Si](C#CC1C=CC=CC=1N)(C)(C)C
Computed Properties
- Exact Mass: 189.09700
- Monoisotopic Mass: 189.097
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 1
- Heavy Atom Count: 13
- Rotatable Bond Count: 0
- Complexity: 228
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- Tautomer Count: nothing
- XLogP3: nothing
- Topological Polar Surface Area: 26A^2
Experimental Properties
- Color/Form: liquid
- Density: 0.94?g/mL?at 25?°C(lit.)
- Melting Point: No data available
- Boiling Point: 120?°C/0.1?mmHg(lit.)
- Flash Point: Degrees Fahrenheit:230°F
Degrees Celsius:110°C - Refractive Index: n20/D 1.564(lit.)
- PSA: 26.02000
- LogP: 3.07890
- Solubility: Not determined
- Vapor Pressure: 0.0±0.5 mmHg at 25°C
2-2-(trimethylsilyl)ethynylaniline Security Information
-
Symbol:
- Signal Word:Warning
- Hazard Statement: H315-H319-H335
- Warning Statement: P261-P305+P351+P338
- Hazardous Material transportation number:NONH for all modes of transport
- WGK Germany:3
- Hazard Category Code: 36/37/38
- Safety Instruction: S26
-
Hazardous Material Identification:
- Safety Term:S26-36
- Risk Phrases:R36/37/38
- Storage Condition:storage at -4℃ (1-2weeks), longer storage period at -20℃ (1-2years)
2-2-(trimethylsilyl)ethynylaniline Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | T165561-5g |
2-2-(trimethylsilyl)ethynylaniline |
103529-16-4 | 97% | 5g |
¥1327.90 | 2023-08-31 | |
| Alichem | A019148901-5g |
2-((Trimethylsilyl)ethynyl)aniline |
103529-16-4 | 95% | 5g |
$680.34 | 2023-09-04 | |
| Alichem | A019148901-10g |
2-((Trimethylsilyl)ethynyl)aniline |
103529-16-4 | 95% | 10g |
$1010.00 | 2023-09-04 | |
| Alichem | A019148901-25g |
2-((Trimethylsilyl)ethynyl)aniline |
103529-16-4 | 95% | 25g |
$1700.34 | 2023-09-04 | |
| XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd. | 510963-5G |
2-2-(trimethylsilyl)ethynylaniline |
103529-16-4 | 5g |
¥2037.76 | 2023-12-05 | ||
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | T45780-5g |
2-((Trimethylsilyl)ethynyl)aniline |
103529-16-4 | 97% | 5g |
¥1939.0 | 2024-07-18 | |
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | T45780-1g |
2-((Trimethylsilyl)ethynyl)aniline |
103529-16-4 | 97% | 1g |
¥649.0 | 2024-07-18 | |
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | T45780-25g |
2-((Trimethylsilyl)ethynyl)aniline |
103529-16-4 | 97% | 25g |
¥5809.0 | 2024-07-18 | |
| Ambeed | A399712-100mg |
2-((Trimethylsilyl)ethynyl)aniline |
103529-16-4 | 95% | 100mg |
$13.0 | 2024-08-02 | |
| Ambeed | A399712-250mg |
2-((Trimethylsilyl)ethynyl)aniline |
103529-16-4 | 95% | 250mg |
$21.0 | 2024-08-02 |
2-2-(trimethylsilyl)ethynylaniline Related Literature
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Tomás Guerrero,Rosa Santillan,Héctor García-Ortega,Omar G. Morales-Saavedra,Norberto Farfán,Pascal G. Lacroix New J. Chem. 2017 41 11881
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Tomás Guerrero,Rosa Santillan,Héctor García-Ortega,Omar G. Morales-Saavedra,Norberto Farfán,Pascal G. Lacroix New J. Chem. 2017 41 11881
-
Luis M. Arellano,Luis Martín-Gomis,Habtom B. Gobeze,Myriam Barrejón,Desiré Molina,María J. Gómez-Escalonilla,José Luis G. Fierro,Minfang Zhang,Masako Yudasaka,Sumio Iijima,Francis D'Souza,Fernando Langa,ángela Sastre-Santos J. Mater. Chem. C 2015 3 10215
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4. Synthesis of spiro isoindolinone-indolines and 1,2-disubstituted indoles from 2-iodobenzamide derivativesBharath Kumar Villuri,Trimurtulu Kotipalli,Veerababurao kavala,Sachin S. Ichake,Vijayalakshmi Bandi,Chun-Wei Kuo,Ching-Fa Yao RSC Adv. 2016 6 74845
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Mahalingam Sivaraman,Paramasivan T. Perumal RSC Adv. 2014 4 52060
103529-16-4 (2-2-(trimethylsilyl)ethynylaniline) Related Products
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