(Trimethylsilyl)acetic acid

Base Information

• Chemical Name: (Trimethylsilyl)acetic acid
• CAS No.: 2345-38-2
• Molecular Formula: C5H12O2Si
• Molecular Weight: 132.235
• Hs Code.: 2931900090
• European Community (EC) Number: 219-067-4
• DSSTox Substance ID: DTXSID6062335
• Nikkaji Number: J104.890B
• Wikidata: Q72514429
• Mol file: 2345-38-2.mol

Synonyms:(Trimethylsilyl)acetic acid;2345-38-2;2-(Trimethylsilyl)acetic acid;2-trimethylsilylacetic acid;Acetic acid, (trimethylsilyl)-;Trimethylsilylacetic Acid;EINECS 219-067-4;Acetic acid, 2-(trimethylsilyl)-;(Trimethylsilyl) acetic acid;2-(Trimethylsilyl)aceticacid;SCHEMBL442427;C13H18I2N2O2.ClH;DTXSID6062335;(TRIMETHYLSILYL)ACETICACID;JDMMZVAKMAONFU-UHFFFAOYSA-;(Trimethylsilyl)acetic acid, 99%;CAA34538;MFCD00042651;AKOS006220528;C13-H18-I2-N2-O2.Cl-H;AS-60916;FT-0604875;EN300-114817;(Trimethylsilyl)acetic acid, purum, >=99.0% (T);J-015113

Chemical Property of (Trimethylsilyl)acetic acid

Chemical Property:

• Vapor Pressure: 0.475mmHg at 25°C
• Melting Point: 39-42 °C(lit.)
• Refractive Index: 1.416
• Boiling Point: 178.088 °C at 760 mmHg
• PKA: 5.23±0.10(Predicted)
• Flash Point: 61.506 °C
• PSA: 37.30000
• Density: 0.935 g/cm³
• LogP: 1.40920
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Sol ethereal solvents.
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 132.060656156
• Heavy Atom Count: 8
• Complexity: 93.1

Purity/Quality:

99.5% ^*data from raw suppliers

(Trimethylsilyl)acetic acid 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C)(C)CC(=O)O
• Physical properties: mp 40 °C.
• Uses: Trimethylsilylacetic Acid is a valuable reagent used in preparation of α,β-unsaturated carboxylic acids and α-trimethylsilylbutyrolactones, (Trimethylsilyl)acetic acid may be used in chemical synthesis.

Technology Process of (Trimethylsilyl)acetic acid

There total 8 articles about (Trimethylsilyl)acetic acid 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: 88.0%

carbon dioxide (124-38-9,18923-20-1) + (trimethylsilyl)methylmagnesium chloride (13170-43-9) → trimethylsilylacetic acid (2345-38-2)

Guidance literature:

In not given; (CH3)3SiCH2MgCl and CO2; acidic hydrolysis;;

Reference yield: 72.0%

chloro-trimethyl-silane (75-77-4) + trimethylsilyl acetate (2754-27-0) → trimethylsilylacetic acid (2345-38-2)

Guidance literature:

trimethylsilyl acetate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 2h;

chloro-trimethyl-silane; In tetrahydrofuran; at -78 ℃; for 2h; Further stages.;

DOI:10.1016/j.tetlet.2008.03.050

Reference yield: 61.0%

α-trimethylsilyl trimethylsilylacetic ester (24082-11-9) → trimethylsilylacetic acid (2345-38-2)

Guidance literature:

With ammonium chloride; In tetrahydrofuran; for 6h; Ambient temperature;

upstream raw materials:

(bromomethyl)trimethylsilane

carbon dioxide

α-trimethylsilyl trimethylsilylacetic ester

trimetylsilylketene

Downstream raw materials:

Trimethylsilanyl-thioacetic acid S-[2-(4-nitro-benzyloxycarbonylamino)-ethyl] ester

<1-(Dichlormethyl)vinyloxy>trimethylsilan

3-chloro-1-trimethylsilyl-2-propanone

trimethylsilanyl-acetic acid ethyl ester

Refernces

• 1、 Shtelman, Alex V.,Becker, James Y.. "Electrochemical synthesis of 1,2-disilylethanes from α-silylacetic acids". scheme or table. p. 4710 - 4714. Retrieved 2011/07/08.
• 2、 Zhao, Da-Chuan,Allen, Annette D.,Tidwell, Thomas T.. "Preparation and reactivity of persistent and stable silyl-substituted bisketenes". . p. 10097 - 10103. Retrieved 2007/10/02.