4-(Trimethylsilyl)morpholine

Base Information

• Chemical Name: 4-(Trimethylsilyl)morpholine
• CAS No.: 13368-42-8
• Molecular Formula: C7H17NOSi
• Molecular Weight: 159.304
• Hs Code.: 29349990
• European Community (EC) Number: 627-822-8
• DSSTox Substance ID: DTXSID70339899
• Nikkaji Number: J236.433F
• Wikidata: Q72514523
• Mol file: 13368-42-8.mol

Synonyms:4-(Trimethylsilyl)morpholine;13368-42-8;N-(TRIMETHYLSILYL)MORPHOLINE;N-Trimethylsilylmorpholine;trimethyl(morpholin-4-yl)silane;Morpholine, 4-(trimethylsilyl)-;Morpholine, TMS derivative;C7H17NOSi;Morpholine, 4-trimethylsilyl;trimethyl(4-morpholinyl)silane;trimethyl-morpholin-4-ylsilane;SCHEMBL1276525;JJOWIQMPCCUIGA-UHFFFAOYSA-;DTXSID70339899;CHEBI:132168;4-(Trimethylsilyl)morpholine, 97%;BBL100348;MFCD00010098;STL554132;AKOS007930803;AC-5088;AS-40412;CS-0006232;FT-0645297;T1277;EN300-61111;A806662;A928058;J-006428

Chemical Property of 4-(Trimethylsilyl)morpholine

Chemical Property:

• Appearance/Colour: Clear colorless to pale yellow liquid
• Vapor Pressure: 3.16mmHg at 25°C
• Melting Point: <0 °C
• Refractive Index: n20/D 1.441(lit.)
• Boiling Point: 160.1 °C at 760 mmHg
• PKA: 8.68±0.20(Predicted)
• Flash Point: 50.6 °C
• PSA: 12.47000
• Density: 0.91 g/cm³
• LogP: 1.09140
• Storage Temp.: Flammables area
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 159.107940700
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

4-(Trimethylsilyl)morpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 10-34
• Safety Statements: 26-36/37/39-45-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)N1CCOCC1
• Uses: Reagent for deoxynucleoside synthesis.

Technology Process of 4-(Trimethylsilyl)morpholine

There total 8 articles about 4-(Trimethylsilyl)morpholine 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: 86.0%

morpholine (110-91-8,99108-56-2) + bis(trimethylsilyl) 2-(2-furyl)ethylphosphonite (333364-16-2) → 4-(trimethylsilyl)morpholine (13368-42-8) + trimethylsilyl [2-(2-furyl)ethyl](N-morpholinomethyl)phosphinate

Guidance literature:

With zinc(II) chloride; at 130 ℃; for 1h;

Reference yield: 78.0%

morpholine (110-91-8,99108-56-2) + bis(trimethylsilyl) [2-(2-furyl)-1-(trimethylsilyloxycarbonyl)ethyl]phosphonite (333361-87-8) → 4-(trimethylsilyl)morpholine (13368-42-8) + trimethylsilyl [2-(2-furyl)-1-(trimethylsiloxycarbonyl)ethyl](N-morpholinomethyl)phosphinate (333361-91-4)

Guidance literature:

With zinc(II) chloride; at 110 - 130 ℃; for 1.5h;

Reference yield: 50.0%

morpholine (110-91-8,99108-56-2) + chloro-trimethyl-silane (75-77-4) → 4-(trimethylsilyl)morpholine (13368-42-8)

Guidance literature:

With triethylamine; In pentane; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.ica.2017.12.020

upstream raw materials:

morpholine

N,O-bis-(trimethylsilyl)-acetamide

E-1-morpholino-1-phenyl-2-trimethylsilylethene

bis(trimethylsilyl) 2-(2-furyl)ethylphosphonite

Downstream raw materials:

Hexamethyldisiloxane

4,4'-(furan-2-ylmethylene)dimorpholine

dimorpholinomethyl-2 thiophene

acetone

Refernces

• 1、 Itoh,K. et al.. "-". . p. 3948 - 3951. Retrieved 1966.
• 2、 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.