CAS 1643-19-2|tetrabutylammonium ion bromide|Tetra-n-butylammonium bromide|tetrabutylazanium bromide|Tetrabutylammonium bromide|tetrabutylammonium bromide|Tetrabutylammonium bromide solution|四丁基溴...

General Information

Structure

Molecular Formula

C₁₆H₃₆BrN

Molecular Mass

322.36774

Exact Mass

321.20311216

Charge

InChI

InChI=1S/C16H36N.BrH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1

InChIKey

JRMUNVKIHCOMHV-UHFFFAOYSA-M

Canonic Smiles

CCCC[N+](CCCC)(CCCC)CCCC.[Br-]

Isomeric Smiles

[N+](CCCC)(CCCC)(CCCC)CCCC.[Br-]

Calculated Properties

JChem

LogD (pH = 7.4)

1.32

LogD (pH = 5.5)

1.32

Log P

1.32

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Polar Surface Area

0.00

Polarizability

33.60

Molar Refractivity

91.40

Data Source

Names and Identifiers

IUPAC Traditional name

tetrabutylammonium ion bromide tetrabutylammonium bromide

Synonyms

Tetra-n-butylammonium bromideTetrabutylammonium bromideTetrabutylammonium bromide solution四丁基溴化铵溶液TBAB四丁基溴化铵Tetrabutylammonium bromideTetrabutylammonium bromideAliquat® 100四丁基溴化铵Tetra-N-Butylammonium BromideTetra-n-butylammonium bromide四正丁基溴化铵Aliquat 100TBABN,N,N-tributyl-1-butanaminium bromidetetra-N-butylammonium bromidetetrabutylammonium bromide

IUPAC name

tetrabutylazanium bromide

Names and Identifiers

Registration numbers

MDL Number

MFCD00011633

EC Number

216-699-2231-791-2

Beilstein Number

35709836882753

PubChem SID

248666932488878624869946162035802248887722485158357304867

CAS Number

1643-19-2

Chemspider ID

66843

Wikipedia Title

Tetra-n-butylammonium_bromide

CHEBI ID

PubChem CID

CHEMBL

NMRShiftDB Database

CompTox Database

Gmelin ID

BRENDA Ligand Database

55176

Reaxys Registry

3570983

SureChEMBL Database

SCHEMBL1891

PubMed Citation Links

ACToR Database

BKMS React Database

BRENDA Database

Registration numbers

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

MP Biomedicals

02152101

Purity: >98% Phase transfer catalyst C16H36NBr MW 322.4

Wikipedia

Tetra-n-butylammonium_bromide

Sigma Aldrich

462144

Packaging
1 L in poly bottle

81789

Legal Information
Aliquat is a registered trademark of BASF

86846

Packaging
concentrate in ampules for 6x1 l 0.005 M ready-to-use solution

86836

General description
Visit our Sensor Applications portal to learn more.

426288

Packaging
100 g in poly bottle
25 g in glass bottle

193119

Packaging
25, 100, 500 g in poly bottle
5 kg in fiber drum
5 kg, 25 kg packaged in open-head fiber drums; 25 g, 100 g, 500 g packaged in poly bottles
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

ChEBI

CHEBI:51993

A tetrabutylammonium salt with bromide as the anionic counterpart.

Molecule Details

References

PubChem Literature

From Data Sources

• An improved procedure for the Curtius rearrangement involves reaction of acid chlorides with azide ion under phase-transfer conditions: Synthesis, 38 (1983).

• Aromatic carboxamides undergo N-alkylation with alkyl halides using KOH under solvent-free conditions: Synth. Commun., 22, 1661 (1992).

• Effective catalyst for amination reactions of alkyl or activated aryl halides, by increasing the solubility of ammonia in organic media: J. Chem. Soc., Chem. Commun., 267 (1987).

• K salts of ω-bromocarboxylic acids can be cyclized to lactones under effectively "high-dilution" conditions by extracting into toluene in the presence of a small amount of catalyst. The 16-membered ring lactone was formed in 92% yield: J. Org. Chem., 48, 1533 (1983).

• Primary alkyl chlorides can be converted to alcohols in excellent yield by phase-transfer reaction with sodium formate and hydrolysis of the resulting formate esters: Synthesis, 763 (1986).

• Has been used as an "ionic liquid" in the regioselective O-alkylation of ambident nucleophiles: Tetrahedron Lett., 33, 4435 (1992). A method is described whereby the "solvent" can be recovered quantitatively. A semi-molten mixture with KF or CsF has been found to be an effective system for fluorodehalogenation of, e.g., benzyl bromide: J. Fluorine Chem., 73, 185 (1995).

• ?-Lactones are formed by the cyclization of ?-bromoacids under phase-transfer conditions: Chem. Pharm. Bull., 29, 1063 (1981).

• Phase-transfer catalyst of wide application. Some illustrative examples are given below. See also Appendix 2.

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC Traditional name

tetrabutylammonium ion bromide tetrabutylammonium bromide

Synonyms

IUPAC name

tetrabutylazanium bromide

Registration numbers

MDL Number

MFCD00011633

EC Number

216-699-2231-791-2

Beilstein Number

35709836882753

PubChem SID

248666932488878624869946162035802248887722485158357304867

CAS Number

1643-19-2

Chemspider ID

66843

Wikipedia Title

Tetra-n-butylammonium_bromide

CHEBI ID

PubChem CID

CHEMBL

NMRShiftDB Database

CompTox Database

Gmelin ID

BRENDA Ligand Database

55176

Reaxys Registry

3570983

SureChEMBL Database

SCHEMBL1891

PubMed Citation Links

ACToR Database

BKMS React Database

BRENDA Database

Molecule Details

Purity: >98% Phase transfer catalyst C16H36NBr MW 322.4

Wikipedia

Tetra-n-butylammonium_bromide

Sigma Aldrich

462144

Packaging
1 L in poly bottle

81789

Legal Information
Aliquat is a registered trademark of BASF

86846

Packaging
concentrate in ampules for 6x1 l 0.005 M ready-to-use solution

86836

General description
Visit our Sensor Applications portal to learn more.

426288

Packaging
100 g in poly bottle
25 g in glass bottle

193119

ChEBI

CHEBI:51993

A tetrabutylammonium salt with bromide as the anionic counterpart.

References

PubChem Literature

From Data Sources

• An improved procedure for the Curtius rearrangement involves reaction of acid chlorides with azide ion under phase-transfer conditions: Synthesis, 38 (1983).

• Aromatic carboxamides undergo N-alkylation with alkyl halides using KOH under solvent-free conditions: Synth. Commun., 22, 1661 (1992).

• Effective catalyst for amination reactions of alkyl or activated aryl halides, by increasing the solubility of ammonia in organic media: J. Chem. Soc., Chem. Commun., 267 (1987).

• Primary alkyl chlorides can be converted to alcohols in excellent yield by phase-transfer reaction with sodium formate and hydrolysis of the resulting formate esters: Synthesis, 763 (1986).

• ?-Lactones are formed by the cyclization of ?-bromoacids under phase-transfer conditions: Chem. Pharm. Bull., 29, 1063 (1981).

• Phase-transfer catalyst of wide application. Some illustrative examples are given below. See also Appendix 2.

Bioactivity

PubChem BioAssay

Properties

Molecule

ID:70077