Tetramethylammonium triacetoxyborohydride

Base Information

• Chemical Name: Tetramethylammonium triacetoxyborohydride
• CAS No.: 109704-53-2
• Molecular Formula: C10H21BNO6
• Molecular Weight: 263.1 g/mol
• Hs Code.: 29239000
• European Community (EC) Number: 629-627-3
• DSSTox Substance ID: DTXSID101346573
• Mol file: 109704-53-2.mol

Synonyms:Tetramethylammonium triacetoxyborohydride;109704-53-2;tetramethylazanium;triacetyloxyboron(1-);bis(acetyloxy)boranuidyl acetate;MFCD00012196;SCHEMBL189742;DTXSID101346573;AKOS015837999;AKOS037517264;GS-6710;HY-W021409;CS-0040392;FT-0721520;T1553;EN300-114198;J-002319

Chemical Property of Tetramethylammonium triacetoxyborohydride

Chemical Property:

• Melting Point: 93-98 °C(lit.)
• PSA: 78.90000
• LogP: -0.28470
• Storage Temp.: 2-8°C
• Solubility.: slightly sol. in dichloromethane
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 262.1461926
• Heavy Atom Count: 18
• Complexity: 206

Purity/Quality:

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

Tetramethylammonium Triacetoxyborohydride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,Xi
• Statements: 15-36/37/38
• Safety Statements: 26-36-43

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [B-](OC(=O)C)(OC(=O)C)OC(=O)C.C[N+](C)(C)C
• Uses: Selective reducing agent.

Technology Process of Tetramethylammonium triacetoxyborohydride

There total 1 articles about Tetramethylammonium triacetoxyborohydride 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:

tetramethylammonium borohydride (16883-45-7) → tetramethylammonium triacetoxyborohydride (109704-53-2)

Guidance literature:

With acetic acid; In benzene; under N2-atmosphere; Me4NBH4 in benzene cooled (10°C); CH3COOH added dropwise over 15 min; mixt. warmed (ambient temp.) and stirred for 3h;; filtration; white semisolid washed (ether) and dried (vacuum) over night; elem. anal.;;

DOI:10.1021/ja00219a035

Reference yield: 92.0%

tetramethylammonium triacetoxyborohydride (109704-53-2) + (2R,3R)-2,3-epoxy-4-(4-methoxyphenyl)methoxy-2-methylbutanol (170421-35-9) → C15H22O6 (1154421-36-9)

Guidance literature:

In toluene; at 60 ℃; for 13h; regioselective reaction;

DOI:10.1016/j.tetlet.2009.02.203

Reference yield:

piperazine (110-85-0) + (+/-)-3-[2,4-bis(methoxymethoxy)phenyl]cyclohexanone (296763-92-3) + tetramethylammonium triacetoxyborohydride (109704-53-2) → (+/-)-1-{3-[2,4-Bis(methoxymethoxy)phenyl]cyclohexyl}piperazine (296763-94-5)

Guidance literature:

In 1,1-dichloroethane; acetic acid;

upstream raw materials:

tetramethylammonium borohydride

Downstream raw materials:

(+/-)-1-{3-[2,4-Bis(methoxymethoxy)phenyl]cyclohexyl}piperazine

C₁₅H₂₂O₆

C₂₄H₃₂O₈*C₂₈H₃₃NO₂