(Piperidinium-1-ylmethyl)trifluoroborate

Base Information

• Chemical Name: (Piperidinium-1-ylmethyl)trifluoroborate
• CAS No.: 1268340-93-7
• Molecular Formula: C₆H₁₂BF₃N*H
• Molecular Weight: 166.982
• European Community (EC) Number: 689-898-9
• DSSTox Substance ID: DTXSID80692881
• Nikkaji Number: J2.943.887K
• Mol file: 1268340-93-7.mol

Synonyms:(Piperidinium-1-ylmethyl)trifluoroborate;1268340-93-7;trifluoro(piperidin-1-ium-1-ylmethyl)boranuide;(Piperidinium-1-ylmethyl)trifluoroborate internal salt;DTXSID80692881;MFCD18071160;SB41151;AS-72211;Piperidinium-1-ylmethyltrifluoroboronanion;trifluoro(piperidin-1-ium-1-ylmethyl)borate;P2287;T71669;trifluoro[(piperidin-1-ium-1-yl)methyl]boranuide;Trifluoro[(piperidin-1-ium-1-yl)methyl]borate(1-);(Piperidinium-1-ylmethyl)trifluoroborate, internal salt

Chemical Property of (Piperidinium-1-ylmethyl)trifluoroborate

Chemical Property:

• Melting Point: 134-149℃
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 167.1093141
• Heavy Atom Count: 11
• Complexity: 120

Purity/Quality:

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

(Piperidinium-1-ylmethyl)trifluoroborate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [B-](C[NH+]1CCCCC1)(F)(F)F
• Uses: Organotrifluoroborate involved in Suzuki-Miyaura cross-coupling1 and cross coupling with mesylated phenol derivatives2Organotrifluoroborates as versatile and stable boronic acid surrogates. Organotrifluoroborate involved in Suzuki-Miyaura cross-coupling and cross coupling with mesylated phenol derivativesOrganotrifluoroborates as versatile and stable boronic acid surrogates.

Technology Process of (Piperidinium-1-ylmethyl)trifluoroborate

There total 1 articles about (Piperidinium-1-ylmethyl)trifluoroborate 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%

piperidine (110-89-4) + potassium chloromethyltrifluoroborate → N-(trifluoroboratomethyl)piperidine internal salt (1268340-93-7)

Guidance literature:

In tetrahydrofuran; tert-butyl alcohol; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jo2001066

Reference yield: 91.0%

N-(trifluoroboratomethyl)piperidine internal salt (1268340-93-7) + 4-tolyl mesylate (17177-63-8) → N-(4-methylbenzyl)piperidine hydrochloride

Guidance literature:

N-(trifluoroboratomethyl)piperidine internal salt; 4-tolyl mesylate; With potassium phosphate; palladium diacetate; XPhos; In water; tert-butyl alcohol; at 110 ℃; for 18h; Inert atmosphere; Sealed tube;

With hydrogenchloride; In diethyl ether;

DOI:10.1021/ol200128y

Reference yield: 90.0%

4-chloromethoxybenzene (623-12-1) + N-(trifluoroboratomethyl)piperidine internal salt (1268340-93-7) → 1-(4-methoxy-benzyl)-piperidine (46441-11-6)

Guidance literature:

With palladium diacetate; caesium carbonate; XPhos; In tetrahydrofuran; water; at 80 ℃; for 45h;

DOI:10.1021/jo2001066

upstream raw materials:

piperidine

Downstream raw materials:

1-(2,4-dimethylbenzyl)piperidine hydrochloride

N-benzylpiperidine hydrochloride

1-((piperidine-1-yl)methyl)naphthalene

1-(4-(trifluoromethyl)benzyl)piperidine hydrochloride

Refernces