Bis-tris methane

Bis-tris methane
Names
	IUPAC name 2-[Bis(2-hydroxyethyl)amino]-2-(hydroxymethyl)propane-1,3-diol
	Other names Bis-(2-hydroxy-ethyl)-amino-tris(hydroxymethyl)-methane; 2-[Bis(2-hydroxyethyl)amino]-2-(hydroxymethyl)-1,3-propanediol; 2,2-Bis(hydroxymethyl)-2,2,2-nitrilotriethanol;
Identifiers
CAS Number	6976-37-0 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	2205275
ChEBI	CHEBI:41250 ;
ChemSpider	73505 ;
ECHA InfoCard	100.027.489
EC Number	230-237-7;
Gmelin Reference	4519
MeSH	Bistris
PubChem CID	81462;
UNII	Q1XC3631CP ;
CompTox Dashboard (EPA)	DTXSID6064537 ;
	InChI InChI=1S/C8H19NO5/c10-3-1-9(2-4-11)8(5-12,6-13)7-14/h10-14H,1-7H2 Key: OWMVSZAMULFTJU-UHFFFAOYSA-N ;
	SMILES OCCN(CCO)C(CO)(CO)CO;
Properties
Chemical formula	C8H19NO5
Molar mass	209.242 g·mol−1
Appearance	White crystals
Odor	Odourless
Melting point	102 to 103 °C (216 to 217 °F; 375 to 376 K)
Solubility in water	209.2 g L−1 (at 20 °C)
Acidity (pKa)	6.46
Basicity (pKb)	7.54
UV-vis (λmax)	280 nm
Absorbance	0.15
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H315, H319, H335
GHS precautionary statements	P261, P305+351+338
NFPA 704 (fire diamond)	0 2 0
Related compounds
Related alkanols	N-Methylethanolamine; Dimethylethanolamine; Diethylethanolamine; Diethanolamine; N,N-Diisopropylaminoethanol; Methyl diethanolamine; Triethanolamine; Meglumine;
Related compounds	Diethylhydroxylamine
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Bis-tris methane, also known as BIS-TRIS or BTM, is a buffering agent used in biochemistry. Bis-tris methane is an organic tertiary amine with labile protons having a pKa of 6.46 at 25 °C. It is an effective buffer between the pH 5.8 and 7.2. Bis-tris methane binds strongly to Cu and Pb ions as well as, weakly, to Mg, Ca, Mn, Co, Ni, Zn and Cd.^[2]

References

^ "Bistris - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 23 June 2005. Identification. Retrieved 9 April 2012.
^ Ferreira, Carlos M. H.; Pinto, Isabel S. S.; Soares, Eduardo V.; Soares, Helena M. V. M. (2015). "(Un)suitability of the use of pH buffers in biological, biochemical and environmental studies and their interaction with metal ions – a review". RSC Advances. 5 (39): 30989–31003. doi:10.1039/c4ra15453c. hdl:10400.22/7404. ISSN 2046-2069.

[1] "Bistris - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 23 June 2005. Identification. Retrieved 9 April 2012.

[2] Ferreira, Carlos M. H.; Pinto, Isabel S. S.; Soares, Eduardo V.; Soares, Helena M. V. M. (2015). "(Un)suitability of the use of pH buffers in biological, biochemical and environmental studies and their interaction with metal ions – a review". RSC Advances. 5 (39): 30989–31003. doi:10.1039/c4ra15453c. hdl:10400.22/7404. ISSN 2046-2069.

[1]

[2]

Names

IUPAC name 2-[Bis(2-hydroxyethyl)amino]-2-(hydroxymethyl)propane-1,3-diol^[1]
Other names Bis-(2-hydroxy-ethyl)-amino-tris(hydroxymethyl)-methane 2-[Bis(2-hydroxyethyl)amino]-2-(hydroxymethyl)-1,3-propanediol 2,2-Bis(hydroxymethyl)-2,2,2-nitrilotriethanol
Identifiers
CAS Number	6976-37-0
3D model (JSmol)	Interactive image
Beilstein Reference	2205275
ChEBI	CHEBI:41250
ChemSpider	73505
ECHA InfoCard	100.027.489
EC Number	230-237-7
Gmelin Reference	4519
MeSH	Bistris
PubChem CID	81462
UNII	Q1XC3631CP
CompTox Dashboard (EPA)	DTXSID6064537
InChI InChI=1S/C8H19NO5/c10-3-1-9(2-4-11)8(5-12,6-13)7-14/h10-14H,1-7H2 Key: OWMVSZAMULFTJU-UHFFFAOYSA-N
SMILES OCCN(CCO)C(CO)(CO)CO
Properties
Chemical formula	C₈H₁₉NO₅
Molar mass	209.242 g·mol⁻¹
Appearance	White crystals
Odor	Odourless
Melting point	102 to 103 °C (216 to 217 °F; 375 to 376 K)
Solubility in water	209.2 g L⁻¹ (at 20 °C)
Acidity (pK_a)	6.46
Basicity (pK_b)	7.54
UV-vis (λ_max)	280 nm
Absorbance	0.15
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H315, H319, H335
GHS precautionary statements	P261, P305+351+338
NFPA 704 (fire diamond)	0 2 0
Related compounds
Related alkanols	N-Methylethanolamine Dimethylethanolamine Diethylethanolamine Diethanolamine N,N-Diisopropylaminoethanol Methyl diethanolamine Triethanolamine Meglumine
Related compounds	Diethylhydroxylamine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Bis-tris methane

See also

References