Vitamin B12

Catalog	BBC68199
CAS	68-19-9
Structure
Synonyms	Hemomin
IUPAC Name	Cobalt(3+);[(2R,3S,4R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2R)-1-[3-[(1R,2R,3R,5Z,7S,10Z,12S,13S,15Z,17S,18S,19R)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2,7,12,17-tetrahydro-1H-corrin-24-id-3-yl]propanoylamino]propan-2-yl] phosphate;cyanide
Molecular Weight	1355.37
Molecular Formula	C63H88CoN14O14P
Canonical SMILES	CC1=CC2=C(C=C1C)N(C=N2)C3C(C(C(O3)CO)OP(=O)([O-])OC(C)CNC(=O)CCC4(C(C5C6(C(C(C(=C(C7=NC(=CC8=NC(=C(C4=N5)C)C(C8(C)C)CCC(=O)N)C(C7(C)CC(=O)N)CCC(=O)N)C)[N-]6)CCC(=O)N)(C)CC(=O)N)C)CC(=O)N)C)O.[C-]#N.[Co+3]
InChI	InChI=1S/C62H90N13O14P.CN.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;1-2;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);;/q;-1;+3/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1
InChI Key	FDJOLVPMNUYSCM-WZHZPDAFSA-L
Boiling Point	>300 °C
Melting Point	>300 °C
Flash Point	9 °C
Purity	98%
Solubility	Soluble in water
Appearance	Crystalline powder or crystals
Storage	2-8 °C
Solubility in Water	Soluble

Case Study

One-Step Synthesis of Phosphorus-Doped g-C₃N₄/Co₃O₄ Quantum Dots from Vitamin B12

Zhao, Zhiwei, et al. Chemical Engineering Journal 360 (2019): 1517-1529.

In this study, Co₃O₄ quantum dots decorated with phosphorus-doped g-₃N₄ nanosheets were synthesized through a one-step thermal polymerization method using vitamin B12 (VB12) as the precursor for cobalt and phosphorus, in combination with melamine.
Synthesis of P-Doped g-₃N₄/Co₃O₄ Quantum Dot Catalysts
To begin, a specified amount of vitamin B12 and 10 g of melamine were dissolved together in 100 mL of deionized water, and the solution was heated in a water bath at 85°C. Afterward, the solution was dried at 100°C for 6 hours. The dried mixture was then collected and calcined at 550°C under air for 4 hours, with a heating rate of 5°C/min. The resulting samples were labeled as B-0.5-C₃N₄, B-1.0-C₃N₄, and B-2.0-C₃N₄, indicating that the mass of VB12 used accounted for 0.5%, 1.0%, and 2.0% of the melamine mass before thermal polymerization, respectively. Additionally, a phosphorus-doped g-C₃N₄ sample was prepared for comparison by dissolving the Co₃O₄ in B-1.0-C₃N₄ in a 5 M sulfuric acid solution at 80°C for 12 hours. This sample was labeled as P-C₃N₄, with its phosphorus content corresponding to that of B-1.0-C₃N₄. For contrast, a pure g-C3N4 sample was also treated similarly and labeled as treated-C₃N₄.

Vitamin B12 for Electrocatalytic Urea Synthesis from CO₂ and Nitrate Co-reduction

Cong, Meiyu, et al. Applied Catalysis B: Environment and Energy 351 (2024): 123941.

The co-electrolysis of CO₂ and nitrate to synthesize urea offers a sustainable method for producing nitrogen-containing fertilizers like urea. However, this process demands electrocatalysts that are both highly active and selective. In this study, we introduce a novel approach where Vitamin B12 is immobilized on carbon nanotubes (CNTs) to catalyze the co-electroreduction to urea under ambient conditions.
Preparation of VB12-CNTs/CP Electrode
To prepare the VB12-CNTs/CP electrode, 30 mg of purified CNTs were dispersed in 30 mL of DMF using sonication for 1 hour. Then, 5 mg of Vitamin B12, dissolved in DMF, was added to the CNT suspension, followed by 30 minutes of sonication to ensure thorough mixing. The suspension was then stirred at room temperature for 20 hours. Afterward, the mixture was centrifuged, and the precipitate was washed three times with DMF and twice with ethanol. The washed precipitate was vacuum-dried to obtain the final VB12-CNTs.
For catalyst ink preparation, 5 mg of the VB12-CNTs was dispersed in a mixture of 50 μL of 0.5 wt% Nafion solution and 950 μL of ethanol using sonication. The working electrodes were prepared by drop-drying 30 μL of the catalyst ink onto carbon paper to cover an area of 0.5 cm², followed by drying at room temperature overnight. The catalyst loading was 0.3 mg/cm².

Vitamin B12: An Efficient Catalyst for the One-Pot Synthesis of 3,4,5-Trisubstituted Furan-2(5H)-ones and N-aryl-3-aminodihydropyrrol-2-one-4-carboxylates

Kangani, Mehrnoosh, Malek-Taher Maghsoodlou, and Nourallah Hazeri. Chinese Chemical Letters 27.1 (2016): 66-70.

Vitamin B12 was employed as an efficient catalyst for the one-pot, three-component synthesis of 3,4,5-trisubstituted furan-2(5H)-ones through the condensation of aldehydes, amines, and dialkylacetylendicarboxylates at ambient temperature in ethanol. Additionally, the synthesis of N-aryl-3-aminodihydropyrrol-2-one-4-carboxylates was achieved using the same catalyst, under similar conditions, from the condensation of formaldehyde, amines, and dialkylacetylenedicarboxylates. This method offers several advantages, including the use of a green, nonhazardous catalyst, clean workup, short reaction times, high yields, and the absence of the need for column chromatography.
General Procedure for the Synthesis of 3,4,5-Trisubstituted Furan-2(5H)-ones
A mixture of amine 1 (1 mmol), dialkylacetylenedicarboxylate 2 (1 mmol), aromatic aldehyde 3 (1 mmol), and vitamin B12 (0.001 g) in ethanol (2 mL) was stirred at ambient temperature for the required reaction time. Upon completion, as monitored by TLC, water was added to the reaction mixture, resulting in the formation of a solid precipitate. The precipitate was then filtered and washed with ethanol (3 × 2 mL) to yield the pure product.
General Procedure for the Synthesis of N-aryl-3-aminodihydropyrrol-2-one-4-carboxylates
A mixture of amine 5 (1 mmol) and dialkylacetylenedicarboxylate 6 (1 mmol) in ethanol (2 mL) was stirred for 25 minutes. Then, amine 7 (1 mmol), formaldehyde (37% solution, 1.5 mmol), and vitamin B12 (0.001 g) were added successively. The reaction mixture was stirred at ambient temperature for the required time. Upon completion, as monitored by TLC, water was added to induce the formation of a solid precipitate. The precipitate was filtered off and washed with ethanol (3 × 2 mL) to obtain the pure product.