29915-38-6

Basic information

• Product Name: TAPS
• Synonyms: TAPS;TAP;N-TRIS(HYDROXYMETHYL)METHYL-3-AMINOPROPANESULFONIC ACID;N-TRIS(HYDROXYMETHYL)METHYL-3-AMINOPROPANE-SULPHONIC ACID;3-[TRIS(HYDROXYMETHYL)METHYLAMINO]-1-PROPANESULFONIC ACID;3-[[TRIS(HYDROXYMETHYL)METHYL]AMINO]PROPANESULFONIC ACID;3-[N-TRIS-(HYDROXYMETHYL)METHYLAMINO]-PROPANESULPHONIC ACID;3-[[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]amino]-1-propanesulfonic acid
• CAS NO: 29915-38-6
• Molecular Formula: C₇H₁₇NO₆S
• Molecular Weight: 243.28
• EINECS: 249-954-1
• Product Categories: API intermediates;Biochemistry;Good's Buffers;Buffer
• Mol File: 29915-38-6.mol

Chemical Properties

• Melting Point: 230-235 °C (dec.)
• Flash Point: 110 °C
• Appearance: White/Solid
• Density: 1.4290 (rough estimate)
• Refractive Index: 1.6370 (estimate)
• Storage Temp.: Store at RT.
• Solubility: H2O: 1 M at 20 °C, clear, colorless
• PKA: 8.55; pKa (37°): 8.1; pKa2 (25°): 8.28
• Water Solubility: Soluble
• Stability: Stable. Incompatible with strong oxidizing agents
• Merck: 13,9148
• BRN: 2452420
• CAS DataBase Reference: TAPS(CAS DataBase Reference)
• NIST Chemistry Reference: TAPS(29915-38-6)
• EPA Substance Registry System: TAPS(29915-38-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36-26
• WGK Germany: 3
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 29915-38-6(Hazardous Substances Data)

Usage

Chemical Properties

White/clear crystalline powder

Uses

A zwitterionic Good's Buffer

InChI:InChI=1/C7H17NO6S/c1-2-6(15(12,13)14)8-7(3-9,4-10)5-11/h6,8-11H,2-5H2,1H3,(H,12,13,14)

Synthetic route

1,3-propanesultone (1120-71-4) + 2-amino-2-hydroxymethyl-1,3-propanediol (77-86-1) → 3-{[tris(hydroxymethyl)methyl]amino}propanesulfonic acid (29915-38-6)

Conditions	Yield
In butan-1-ol

3-{[tris(hydroxymethyl)methyl]amino}propanesulfonic acid (29915-38-6) + 3H3N*3H(1+)*[CrMo6O18(OH)6](3-) → 3H3N*3H(1+)*[O3S(CH2)3NH2C(CH2O)3]CrMo6O18(OH)3(3-)

Conditions	Yield
In water at 150℃; for 12h;	90%

3-{[tris(hydroxymethyl)methyl]amino}propanesulfonic acid (29915-38-6) + (R)-1-acetamido-2-phenylethane-1-boronic acid (78902-01-9) → C17H25BN2O7S(2-)*2Na(1+) + C17H25BN2O7S(2-)*2Na(1+)

Conditions	Yield
With deuteriated sodium hydroxide In water-d2 Esterification; Title compound not separated from byproducts;

3-{[tris(hydroxymethyl)methyl]amino}propanesulfonic acid (29915-38-6) + phenylboronic acid (98-80-6) → C13H18BNO6S(2-)*2Na(1+) + C13H20BNO7S(2-)*2Na(1+) + C13H20BNO7S(2-)*2Na(1+)

Conditions	Yield
With deuteriated sodium hydroxide In water-d2 Esterification; Title compound not separated from byproducts;

erbium(III) chloride hexahydrate + 3-{[tris(hydroxymethyl)methyl]amino}propanesulfonic acid (29915-38-6) → [bis[N-tris(hydroxymethyl)methyl]-3-aminopropane sulfonato]diaquoerbium(III) chloride (366804-92-4)

Conditions	Yield
In water Na-compd:lanthanida-salt molar ratio was 2:1, reflux for 1 h; soln. was cooled to room temp., solid was washed with hot EtOH and recrystd. from hot EtOH-H2O (1:1) mixt., dried in vac. for several h, elem. anal.;

neodymium(III) nitrate hexahydrate + 3-{[tris(hydroxymethyl)methyl]amino}propanesulfonic acid (29915-38-6) → [bis[N-tris(hydroxymethyl)methyl]-3-aminopropane sulfonato]diaquoneodymium(III) nitrate (366804-91-3)

Conditions	Yield
In water Na-compd:lanthanida-salt molar ratio was 2:1, reflux for 1 h; soln. was cooled to room temp., solid was washed with hot EtOH and recrystd. from hot EtOH-H2O (1:1) mixt., dried in vac. for several h, elem. anal.;

3-{[tris(hydroxymethyl)methyl]amino}propanesulfonic acid (29915-38-6) + N-methyltriethylenediamine hydroxide → [C1ted][TAPS]

Conditions	Yield
In water

3-{[tris(hydroxymethyl)methyl]amino}propanesulfonic acid (29915-38-6) + tetra-n-butylphosphonium hydroxide (14518-69-5) → [TBP][TAPS]

Conditions	Yield
In water at 20℃;

3-{[tris(hydroxymethyl)methyl]amino}propanesulfonic acid (29915-38-6) + tetramethyl ammoniumhydroxide (75-59-2) → C7H16NO6S(1-)*C4H12N(1+)

Conditions	Yield
In water at 20℃; for 12h;

3-{[tris(hydroxymethyl)methyl]amino}propanesulfonic acid (29915-38-6) + tetraethylammonium hydroxide (77-98-5) → C7H16NO6S(1-)*C8H20N(1+)

Conditions	Yield
In water at 20℃; for 12h;

3-{[tris(hydroxymethyl)methyl]amino}propanesulfonic acid (29915-38-6) + tetra(n-butyl)ammonium hydroxide (2052-49-5) → 3-(2-Hydroxy-1,1-bis-hydroxymethyl-ethylamino)-propane-1-sulfonatetetrabutyl-ammonium; (113599-08-9)

Conditions	Yield
In water at 20℃; for 12h;

Upstream product

• 1120-71-4 1,3-propanesultone 
• 77-86-1 2-amino-2-hydroxymethyl-1,3-propanediol 

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