Tetramethylammonium triacetoxyborohydride (TMAB) belongs to the borohydride reagent class and consists of a positively charged tetramethylammonium cation and a negatively charged triacetoxyborohydride anion. This compound is extensively used as a reducing agent in organic chemical reactions, particularly to reduce carbonyl compounds such as aldehydes and ketones to their respective alcohols. TMAB has high solubility in a variety of organic solvents and is easy to handle and store compared to other borohydride reagents. Furthermore, TMAB has been studied for potential applications in the synthesis/preparation of pharmaceuticals and agrochemicals due to its mild reaction conditions and high selectivity.

Physicochemical Properties

Molecular Formula	C10H22BNO6
Molecular Weight	263.10
Exact Mass	263.154
CAS #	109704-53-2
PubChem CID	10858300
Appearance	Typically exists as solid at room temperature
Melting Point	93-98ºC(lit.)
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	6
Heavy Atom Count	18
Complexity	206
Defined Atom Stereocenter Count	0
SMILES	CC(=O)O[BH-](OC(=O)C)OC(=O)C.C[N+](C)(C)C
InChi Key	ZWSJBUUORJFGHK-UHFFFAOYSA-N
InChi Code	InChI=1S/C6H9BO6.C4H12N/c1-4(8)11-7(12-5(2)9)13-6(3)10;1-5(2,3)4/h1-3H3;1-4H3/q-1;+1
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro

Tetramethylammonium triacetoxyborohydride is a biochemical reagent that can be utilized in life science research as an organic compound or biological material.

Solubility Data

Solubility (In Vitro)

DMSO: 100 mg/mL (380.08 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (9.50 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (9.50 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (9.50 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.8008 mL	19.0042 mL	38.0084 mL
	5 mM	0.7602 mL	3.8008 mL	7.6017 mL
	10 mM	0.3801 mL	1.9004 mL	3.8008 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.