1-(Trimethylsilyl)pyrrolidine

Base Information

• Chemical Name: 1-(Trimethylsilyl)pyrrolidine
• CAS No.: 15097-49-1
• Molecular Formula: C7H17NSi
• Molecular Weight: 143.304
• Hs Code.: 2933990090
• European Community (EC) Number: 239-149-3
• NSC Number: 251739
• UNII: C2TRJ6N9N6
• DSSTox Substance ID: DTXSID5065857
• Nikkaji Number: J241.392B
• Wikidata: Q81992462
• Mol file: 15097-49-1.mol

Synonyms:1-(Trimethylsilyl)pyrrolidine;15097-49-1;N-Trimethylsilylpyrrolidine;Trimethylsilylpyrrolidine;Pyrrolidinotrimethylsilane;Pyrrolidine, 1-(trimethylsilyl)-;trimethyl(pyrrolidin-1-yl)silane;1-Trimethylsilylmethylpyrrolidine;C2TRJ6N9N6;EINECS 239-149-3;NSC 251739;NSC-251739;1-trimethylsilylpyrrolidine;N-(TRIMETHYLSILYL)PYRROLIDINE;NSC251739;C7H17NSi;UNII-C2TRJ6N9N6;Pyrrolidine, TMS derivative;SCHEMBL378577;C7-H17-N-Si;DTXSID5065857;[Si](C)(C)(C)N1CCCC1;1-(Trimethylsilyl)pyrrolidine, 97%;MFCD00003164;FT-0637181;J-008766

Chemical Property of 1-(Trimethylsilyl)pyrrolidine

Chemical Property:

• Vapor Pressure: 7.98mmHg at 25°C
• Refractive Index: n20/D 1.433(lit.)
• Boiling Point: 139.5 °C at 760 mmHg
• Flash Point: 53.5 °C
• PSA: 3.24000
• Density: 0.85 g/cm³
• LogP: 1.85500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 143.113026081
• Heavy Atom Count: 9
• Complexity: 89.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(Trimethylsilyl)pyrrolidine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F,C
• Statements: 11-34
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C)(C)N1CCCC1
• Uses: 1-(Trimethylsilyl)pyrrolidine (N-trimethylsilyl pyrrolidine) has been used in:ring opening reaction of L-serine β-lactone to yield corresponding 5-amino-L-alanine derivativesthe preparation of iminium triflate salts

Technology Process of 1-(Trimethylsilyl)pyrrolidine

There total 6 articles about 1-(Trimethylsilyl)pyrrolidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 73.0%

pyrrolidine (123-75-1) + chloro-trimethyl-silane (75-77-4) → N-trimethylsilylpyrrolidine (15097-49-1)

Guidance literature:

In diethyl ether; for 1h;

Reference yield: 62.2%

pyrrolidine (123-75-1) + chloro-trimethyl-silane (75-77-4) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → N-trimethylsilylpyrrolidine (15097-49-1)

Guidance literature:

at 150 ℃; for 6h; pyridine, (NH₄)2SO₄;

Reference yield:

pyrrolidine (123-75-1) + trimethylsilyl trifluoromethanesulfonate (27607-77-8) → N-trimethylsilylpyrrolidine (15097-49-1)

Guidance literature:

With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In dichloromethane; at 0 - 20 ℃; for 0.5h; Schlenk technique; Inert atmosphere;

DOI:10.1021/jo501644m

upstream raw materials:

pyrrolidine

chloro-trimethyl-silane

N,O-bis-(trimethylsilyl)-acetamide

1,1,1,3,3,3-hexamethyl-disilazane

Downstream raw materials:

bis-(pyrrolidino) methoxyphosphine

n-benzoylpyrrolidine

N-[1-Chloro-1-pyrrolidin-1-yl-meth-(Z)-ylidene]-benzamide

1-trans-cinnamoylpyrrolidine

Refernces

• 1、 Zhang, Yue,Lu, Jing,Lan, Tianlei,Cheng, Shaoling,Liu, Wei,Chen, Chao. "Preparation, Characterization, and Reactivity of Aliphatic Amino Iodane(III) Reagents". supporting information. p. 436 - 442. Retrieved 2020/12/21.
• 2、 Tsymbal, Artem V.,Kosobokov, Mikhail D.,Levin, Vitalij V.,Struchkova, Marina I.,Dilman, Alexander D.. "Nucleophilic bromodifluoromethylation of iminium ions". . p. 7831 - 7835. Retrieved 2015/03/18.