(Tributylstannyl)methanol

Base Information

• Chemical Name: (Tributylstannyl)methanol
• CAS No.: 27490-33-1
• Molecular Formula: C13H30OSn
• Molecular Weight: 321.091
• European Community (EC) Number: 631-062-2
• DSSTox Substance ID: DTXSID101310134
• Mol file: 27490-33-1.mol

Synonyms:(tributylstannyl)methanol;27490-33-1;Tributylstannylmethanol;1133932-08-7;MFCD03412102;Bu3SnCH2OH;hydroxymethyltributyltin;tributylstannyl-methanol;hydroxymethyltributylstannane;1-(Tributylstannyl)methanol;hydroxymethyltributyl-stannane;SCHEMBL510997;MKBQBFPNTLPOIV-UHFFFAOYSA-N;DTXSID101310134;AKOS028110032;GS-5577;SY033014;FT-0698150;FT-0743782;F11304;EN300-7365750;A902565

Chemical Property of (Tributylstannyl)methanol

Chemical Property:

• Boiling Point: 110 °C(Press: 0.01 Torr)
• PKA: 15.10±0.10(Predicted)
• PSA: 20.23000
• LogP: 3.43110
• Solubility.: Chloroform, Dichloromethane
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 322.131868
• Heavy Atom Count: 15
• Complexity: 115

Purity/Quality:

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

(Tributylstannyl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[Sn](CCCC)(CCCC)CO
• Uses: (Tributylstannyl)methanol is an intermediate in synthesizing Hydroxytolyl Mephedrone Hydrochloride, which is a metabolite of Mephedrone Hydrochloride (M224200). It is a stimulant drug related to cathinone and methcathinone. The effects of Mephedrone are reportedly comparable to those of similar drugs such as MDMA and methylone.

Technology Process of (Tributylstannyl)methanol

There total 6 articles about (Tributylstannyl)methanol 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: 90.0%

CH2(Sn(C4H9)3)BO2C2H2(C6H11)2 + dihydrogen peroxide (7722-84-1) → tri-n-butylstannylmethanol (27490-33-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 20°C for 2 h;

DOI:10.1021/ja066183s

Reference yield: 85.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + tri-n-butyl-tin hydride (688-73-3) → tri-n-butylstannylmethanol (27490-33-1)

Guidance literature:

tri-n-butyl-tin hydride; With lithium diisopropyl amide; at 0 ℃; for 0.5h;

formaldehyd; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1002/chem.202000217

Reference yield: 82.0%

tri-n-butyl-tin hydride (688-73-3) → tri-n-butylstannylmethanol (27490-33-1)

Guidance literature:

With n-butyllithium; formaldehyd; diisopropylamine; In tetrahydrofuran; to a stirred soln. of diisopropylamine in THF at 0°C is added BuLi in hexanes, stirred for 30 min at 0°C, then Bu3SnH is added dropwise, stirred for 20 min, then paraformaldehyde is added, warmed to room temp., stirred 3 h; poured into Et2O/H2O, the organic layer is washed, dried, the solvent is removed, the residue is chromd.;

DOI:10.1080/00397919408011706

upstream raw materials:

dihydrogen peroxide

tri-n-butyl-tin hydride

tributylstannylmagnesium chloride

formaldehyd

Downstream raw materials:

phenylethane 1,2-diol

1-Phenyl-1-pentanol

benzoic acid

benzyl alcohol

Refernces

• 1、 Ahman,Somfai. "Efficient synthesis of bromo- and iodomethyltributyltin". . p. 1117 - 1120. Retrieved 1994.
• 2、 -. "PROBE FOR DETECTING CARBAPENEM-RESISTANT BACTERIA AND USE THEREOF". Paragraph 0085; 0093-0095. . Retrieved 2021/09/10.