59572-10-0

Basic information

• Product Name: 1,3,6,8-PYRENETETRASULFONIC ACID TETRASODIUM SALT
• Synonyms: PYRENE-1,3,6,8-TETRASULFONIC ACID TETRA SODIUM SALT;PYRENE-1,3,6,8-TETRASULFONIC ACID TETRASODIUM SALT HYDRATE;1,3,6,8-PYRENETETRASULFONIC ACID TETRASODIUM SALT;1,3,6,8-pyrenetetrasulfonic acid;1,3,6,8-Pyrenetetrasulfonic acid tetrasodium salt hydrate;tetrasodium 1,3,6,8-pyrenetetrasulfonate hydrate;PYRENE-1,3,6,8-TETRASULFONATE;1,3,6,8-Pyrenetetrasulfonic acid hydrate tetrasodium salt
• CAS NO: 59572-10-0
• Molecular Formula: C₁₆H₆O₁₂S₄*4Na
• Molecular Weight: 610.43
• EINECS: 229-423-0
• Product Categories: Intermediates of Dyes and Pigments
• Mol File: 59572-10-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 337-466℃
• Appearance: Green/Fine Crystalline Powder
• Density: 2.015-2.15
• Vapor Pressure: 0Pa at 25℃
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Soluble in water
• BRN: 3646090
• CAS DataBase Reference: 1,3,6,8-PYRENETETRASULFONIC ACID TETRASODIUM SALT(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,6,8-PYRENETETRASULFONIC ACID TETRASODIUM SALT(59572-10-0)
• EPA Substance Registry System: 1,3,6,8-PYRENETETRASULFONIC ACID TETRASODIUM SALT(59572-10-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 59572-10-0(Hazardous Substances Data)

Usage

Uses

Fluorescent probe.

Purification Methods

It recrystallises from aqueous acetone [Okahata et al. J Am Chem Soc 108 2863 1986].

InChI:InChI=1/C16H10O12S4/c17-29(18,19)11-5-13(31(23,24)25)9-3-4-10-14(32(26,27)28)6-12(30(20,21)22)8-2-1-7(11)15(9)16(8)10/h1-6H,(H,17,18,19)(H,20,21,22)(H,23,24,25)(H,26,27,28)/p-4

Synthetic route

pyrene (129-00-0) → tetrasodium pyrene-1,3,6,8-tetrasulphonate (59572-10-0)

Conditions	Yield
Stage #1: pyrene With sulfuric acid at 90℃; for 1h; Stage #2: With sulfur at 40 - 100℃; for 8h; Concentration;

water (7732-18-5) + tetrasodium pyrene-1,3,6,8-tetrasulphonate (59572-10-0) + silver nitrate + triphenylphosphine (603-35-0) → [Ag4(1,3,6,8-pyrenetetrasulfonate)(triphenylphosphine)10]*8H2O

Conditions	Yield
With aq. NH3 In methanol; water aq. soln. of NH3 added to mixt. of Na salt of ligand and AgNO3 in MeOH; PPh3 in MeOH added; heated and stirred for several min; filtered; filtrate evapd. in the dark for several d; recrystd. from MeOH; elem. anal.;	71%

1,4-pyrazine (290-37-9) + tetrasodium pyrene-1,3,6,8-tetrasulphonate (59572-10-0) + silver nitrate → Ag4(1,3,6,8-pyrenetetrasulfonate)(pyrazine)4(H2O)2

Conditions	Yield
With NH4OH In methanol; water mixt. sodium 1,3,6,8-pyrenetetrasulfonate and AgNO3 in water was stirredfor 5 min, pyrazine in MeOH was added; aq. soln. NH3 was added, soln. was kept in the dark for several days; elem. anal.;	50%

water (7732-18-5) + tetrasodium pyrene-1,3,6,8-tetrasulphonate (59572-10-0) + dysprosium nitrate + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → {[Dy4(μ-pyrene-1,3,6,8-tetrasulfonate)(μ4-pyrene-1,3,6,8-tetrasulfonate)2-(DMF)20(H2O)2]*4DMF*4H2O}n

Conditions	Yield
at 120℃; for 12h; Autoclave; High pressure;	47%

[(pentamethylcyclopentadienyl)Rh(2,2’-bipyridyl)H2O]2+ + water (7732-18-5) + tetrasodium pyrene-1,3,6,8-tetrasulphonate (59572-10-0) → [(C5(CH3)5)Rh(2,2'-bipyridne)(water)]2[pyrene-1,3,6,8-tetrasulfonate]*7H2O

Conditions	Yield
In water prepn. of aq. soln. of rhodium compd. and pyrene deriv. with pH 7; slow evapn., isolation of crystals, X-ray anal.;

tetra(n-butyl)ammonium hydroxide (2052-49-5) + tetrasodium pyrene-1,3,6,8-tetrasulphonate (59572-10-0) → 1,3,6,8-pyrenetetrasulfonic acid tetrabutylammonium salt

Conditions	Yield
In dichloromethane
In dichloromethane

diaminodecane (646-25-3) + guanidine hydrochloride (50-01-1) + tetrasodium pyrene-1,3,6,8-tetrasulphonate (59572-10-0) → C16H10O12S4*C10H24N2*2CH5N3

Conditions	Yield
With hydrogenchloride; water for 168h;

1,11-diaminoundecane (822-08-2) + guanidine hydrochloride (50-01-1) + tetrasodium pyrene-1,3,6,8-tetrasulphonate (59572-10-0) → C16H10O12S4*C11H26N2*2CH5N3

Conditions	Yield
With hydrogenchloride; water for 168h;

1,12-Diaminododecane (2783-17-7) + guanidine hydrochloride (50-01-1) + tetrasodium pyrene-1,3,6,8-tetrasulphonate (59572-10-0) → C16H10O12S4*C12H28N2*2CH5N3

Conditions	Yield
With hydrogenchloride; water for 168h;

tetrasodium pyrene-1,3,6,8-tetrasulphonate (59572-10-0) + calixpyridinium tetracation → C16H6O12S4(4-)*C24H24N4(4+)

Conditions	Yield
In aq. acetate buffer pH=7.2;

11-aminoundecanoic acid (2432-99-7) + guanidinium cation (25215-10-5) + tetrasodium pyrene-1,3,6,8-tetrasulphonate (59572-10-0) → C16H6O12S4(4-)*CH5N3*C11H23NO2*2H(1+)

Conditions	Yield
With hydrogenchloride In water for 24h;

11-aminoundecanoic acid (2432-99-7) + tetrasodium pyrene-1,3,6,8-tetrasulphonate (59572-10-0) + aminoguanidinium (58688-90-7) → C16H10O12S4*2C12H27N5O

Conditions	Yield
With hydrogenchloride In water for 24h;

guanidinium cation (25215-10-5) + tetrasodium pyrene-1,3,6,8-tetrasulphonate (59572-10-0) + 6-aminohexanoic acid (60-32-2) → C16H9O12S4(1-)*2C6H13NO2*CH5N3

Conditions	Yield
With hydrogenchloride In water for 24h;

Upstream product

• 129-00-0 pyrene 

Downstream Products

• 6358-69-6 8-hydroxy-1,3,6-pyrenetrisulfonic acid trisodium salt 

Relevant articles and documents

Preparing method of 8-hydroxy-1,3,6-pyrene trisulphonic acid sodium salt

The present invention discloses a preparing method of 8-hydroxy-1,3,6-pyrene trisulphonic acid sodium salt, pyrene is used as a raw material, sulfuric acid is used as a medium, after pyrene is dissolved, sulfur trioxide is added dropwise into the system, the system is stirred for reaction for 5 hours, the material is diluted in ice water to obtain paste-like pyrenetetrasulfonid acid tetrasodium salt, after filtering and draining, the pyrenetetrasulfonid acid tetrasodium salt is dissolved in water, added with a certain amount of sodium hydroxide, and kept warm at 100 DEG C for hydrolysis reaction to obtain the 8-hydroxy-1,3,6-pyrene trisulphonic acid sodium salt, the preparing method of the 8-hydroxy-1,3,6-pyrene trisulphonic acid sodium salt has the following benefits: after isolation and purification, the 8-hydroxy-1,3,6-pyrene trisulphonic acid sodium salt yield is 90% to 95%, the yield is high; the method is simple and efficient, the reaction steps are greatly reduced, cost is saved, and time is saved.