Product Name

  • Name

    Tetrapropylammonium hydroxide

  • EINECS 224-800-6
  • CAS No. 4499-86-9
  • Article Data3
  • CAS DataBase
  • Density 1.00 g/mL at 20 °C
  • Solubility Miscible in water
  • Melting Point
  • Formula C12H29NO
  • Boiling Point 100-102 °C
  • Molecular Weight 203.368
  • Flash Point 102°C
  • Transport Information UN 3267 8
  • Appearance clear colourless solution
  • Safety 26-36/37/39-45
  • Risk Codes 34
  • Molecular Structure Molecular Structure of 4499-86-9 (Tetrapropylammonium hydroxide)
  • Hazard Symbols Corrosive
  • Synonyms TPAOH;Tetra-n-propylammonium hydroxide;Tetrapropylammonium oxide;1-Propanaminium,N,N,N-tripropyl-, hydroxide (9CI);Ammonium, tetrapropyl-, hydroxide (8CI);Tetrapropylammonium hydroxide (6CI,7CI);Fluka 88110;
  • PSA 23.06000
  • LogP 3.26640

Synthetic route

tetra-n-propylammonium bromide
1941-30-6

tetra-n-propylammonium bromide

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

Conditions
ConditionsYield
With potassium hydroxide In dichloromethane at 20℃; for 10h;82%
With potassium hydroxide In ethanol at 40℃; for 12h; Inert atmosphere;
diguanidine carbonate
593-85-1

diguanidine carbonate

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

cis,cis-1,3,5-trimethylcyclohexane-1,3,5-tricarboxylic acid

cis,cis-1,3,5-trimethylcyclohexane-1,3,5-tricarboxylic acid

[(nC3H7)4N(+)]*2[C(NH2)3(+)]*[KTA(3-)]

[(nC3H7)4N(+)]*2[C(NH2)3(+)]*[KTA(3-)]

Conditions
ConditionsYield
In water at 40℃;100%
ethanesulfonic acid
594-45-6

ethanesulfonic acid

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

C2H5O3S(1-)*C12H28N(1+)

C2H5O3S(1-)*C12H28N(1+)

Conditions
ConditionsYield
In methanol Inert atmosphere;100%
rhodium(III) chloride hydrate

rhodium(III) chloride hydrate

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

tetrapropylammonium perruthennate
114615-82-6

tetrapropylammonium perruthennate

Conditions
ConditionsYield
Stage #1: rhodium(III) chloride hydrate With sodium bromate; sodium carbonate In water at 30 - 40℃; for 5h;
Stage #2: tetrapropylammonium hydroxide at 30℃; for 5h; Temperature;
99.7%
Stage #1: rhodium(III) chloride hydrate With sodium bromate; sodium carbonate In water at 20℃; for 2h;
Stage #2: tetrapropylammonium hydroxide In water at 20℃; for 0.05h;
67%
sodium dodecyl-sulfate
151-21-3

sodium dodecyl-sulfate

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

tetrapropylammonium dodecyl sulfate

tetrapropylammonium dodecyl sulfate

Conditions
ConditionsYield
In water using a strong cation-exchange resin;99%
C9H9F3N2O4S*C5H5N

C9H9F3N2O4S*C5H5N

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

C9H8F3N2O4S(1-)*C12H28N(1+)

C9H8F3N2O4S(1-)*C12H28N(1+)

Conditions
ConditionsYield
In water Inert atmosphere;97%
RhI(tetraphenylporphyrin)
69509-35-9

RhI(tetraphenylporphyrin)

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

[Rh(5,10,15,20-tetraphenylporphyrinato)(n-propyl)]
106161-22-2

[Rh(5,10,15,20-tetraphenylporphyrinato)(n-propyl)]

Conditions
ConditionsYield
With air In water; benzene at 120℃; for 2h; Sealed tube;90%
p-cumenyl hydroperoxide
21204-44-4

p-cumenyl hydroperoxide

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

tetra-n-propylammonium cumyl peroxide

tetra-n-propylammonium cumyl peroxide

Conditions
ConditionsYield
In methanol; water for 0.25h;89.3%
C9H9F3N2O3S2*C5H5N

C9H9F3N2O3S2*C5H5N

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

C9H8F3N2O3S2(1-)*C12H28N(1+)

C9H8F3N2O3S2(1-)*C12H28N(1+)

Conditions
ConditionsYield
In water Inert atmosphere;88%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

tetra-propylammonium tert-butyl peroxide

tetra-propylammonium tert-butyl peroxide

Conditions
ConditionsYield
In methanol; water for 0.25h;82.1%
2C12H28N(1+)*Mo6O19(2-)

2C12H28N(1+)*Mo6O19(2-)

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

triphenyltin chloride
639-58-7

triphenyltin chloride

acetonitrile
75-05-8

acetonitrile

C12H28N(1+)*C18H15Sn(1+)*MoO4(2-)

C12H28N(1+)*C18H15Sn(1+)*MoO4(2-)

Conditions
ConditionsYield
for 24h;75%
(R,R)-tartaric acid diamide
634-63-9

(R,R)-tartaric acid diamide

boric acid
11113-50-1

boric acid

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

C8H12BN4O8(1-)*C12H28N(1+)

C8H12BN4O8(1-)*C12H28N(1+)

Conditions
ConditionsYield
In ethanol; water at 60℃; for 3h;71%
sodium molybdate dihydrate
7631-95-0

sodium molybdate dihydrate

zinc(II) acetate dihydrate
5970-45-6

zinc(II) acetate dihydrate

trans-1,2-bis(pyridin-4-yl)ethene
13362-78-2

trans-1,2-bis(pyridin-4-yl)ethene

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

phosphorous acid
10294-56-1

phosphorous acid

molybdenum
7439-98-7

molybdenum

Mo12O40PH3Zn4*3C12H10N2

Mo12O40PH3Zn4*3C12H10N2

Conditions
ConditionsYield
Stage #1: sodium molybdate dihydrate; zinc(II) acetate dihydrate; trans-1,2-bis(pyridin-4-yl)ethene; tetrapropylammonium hydroxide; phosphorous acid; molybdenum In water for 1h; Sealed tube;
Stage #2: With hydrogenchloride In water for 0.5h; pH=4.2; Sealed tube;
Stage #3: In water at 180℃; for 72h; Sealed tube;
67.11%
water
7732-18-5

water

vanadia

vanadia

2-(4-((2-(carboxy)phenoxy)methyl)-1H-1,2,3-triazol-1-yl)benzoic acid

2-(4-((2-(carboxy)phenoxy)methyl)-1H-1,2,3-triazol-1-yl)benzoic acid

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

C17H11N3O6V(1-)*0.5H2O*C12H28N(1+)

C17H11N3O6V(1-)*0.5H2O*C12H28N(1+)

Conditions
ConditionsYield
In ethanol for 6h; Reflux;66%
sodium molybdate dihydrate
7631-95-0

sodium molybdate dihydrate

[1,1’;3’,1’’-terphenyl]-3,5’,3’’-tricarboxylic acid

[1,1’;3’,1’’-terphenyl]-3,5’,3’’-tricarboxylic acid

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

zinc(II) chloride
7646-85-7

zinc(II) chloride

phosphorous acid
10294-56-1

phosphorous acid

molybdenum
7439-98-7

molybdenum

[tetrapropylammonium]3[H3PMo12O40][Zn4([1,1’;3’,1’’-terphenyl]-3,5’,3’’-tricarboxylate)]·0.5H2O

[tetrapropylammonium]3[H3PMo12O40][Zn4([1,1’;3’,1’’-terphenyl]-3,5’,3’’-tricarboxylate)]·0.5H2O

Conditions
ConditionsYield
Stage #1: sodium molybdate dihydrate; tetrapropylammonium hydroxide; zinc(II) chloride; phosphorous acid; molybdenum With hydrogenchloride In water for 0.5h; pH=4.2;
Stage #2: [1,1’;3’,1’’-terphenyl]-3,5’,3’’-tricarboxylic acid In water at 180℃; for 72h; Autoclave; High pressure;
50%
(+/-)-α,α'-di-tert-butylsuccinic acid
5059-67-6, 5810-44-6, 90265-26-2

(+/-)-α,α'-di-tert-butylsuccinic acid

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

tetrapropylammonium hydrogen (+/-)-α,α'-di-tert-butylsuccinate

tetrapropylammonium hydrogen (+/-)-α,α'-di-tert-butylsuccinate

Conditions
ConditionsYield
In water45%
magnesium(II) nitrate hexahydrate

magnesium(II) nitrate hexahydrate

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

magnesium hydroxide

magnesium hydroxide

Conditions
ConditionsYield
Stage #1: magnesium(II) nitrate hexahydrate; tetrapropylammonium hydroxide In water for 0.166667h; pH=10.5;
Stage #2: With sodium dodecyl-sulfate In water for 0.166667h; pH=10.3;
Stage #3: In water at 175℃; for 24h; Reagent/catalyst; Autoclave;
42.2%
succinic acid
110-15-6

succinic acid

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

tetrapropylammonium succinate

tetrapropylammonium succinate

Conditions
ConditionsYield
In methanol; water for 3h;35%
sodium periodate
7790-28-5

sodium periodate

ruthenium(III) chloride trihydrate

ruthenium(III) chloride trihydrate

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

tetrapropylammonium perruthennate
114615-82-6

tetrapropylammonium perruthennate

Conditions
ConditionsYield
Stage #1: tetrapropylammonium hydroxide With sodium hydroxide In water
Stage #2: sodium periodate; ruthenium(III) chloride trihydrate In water at 20℃; for 16h;
33%
ruthenium(III) trichloride hydrate

ruthenium(III) trichloride hydrate

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

tetrapropylammonium perruthennate
114615-82-6

tetrapropylammonium perruthennate

Conditions
ConditionsYield
With sodium periodate; sodium hydroxide In water at 20℃; for 16h;33%
tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

maleic acid
110-16-7

maleic acid

tetrapropylammonium maleate

tetrapropylammonium maleate

Conditions
ConditionsYield
In methanol; water for 3h;24%
tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

acetic acid
64-19-7

acetic acid

tetrapropylammonium acetate

tetrapropylammonium acetate

Conditions
ConditionsYield
In methanol; water for 3h;18%
1,2,3,4,5-pentachlorocyclopentadiene
25329-35-5

1,2,3,4,5-pentachlorocyclopentadiene

tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

<(n-Propyl)4N>+*-

<(n-Propyl)4N>+*-

Conditions
ConditionsYield
In methanol
With 2,2-dimethoxy-propane In methanol
tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

tetrapropylammonium silicate

tetrapropylammonium silicate

Conditions
ConditionsYield
With silica gel In water
tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

ethyl phosphodichloridite
1498-51-7

ethyl phosphodichloridite

bis(tetrapropylammonium) ethyl phosphate

bis(tetrapropylammonium) ethyl phosphate

Conditions
ConditionsYield
With water 1.) 1 h; Multistep reaction;
tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

urea
57-13-6

urea

tetra-n-propylammonium fluoride-urea-water (2/7/3)

tetra-n-propylammonium fluoride-urea-water (2/7/3)

Conditions
ConditionsYield
With hydrogen fluoride; water
tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

urea
57-13-6

urea

tetra-n-propylammonium bromide-urea-water (1/3/1)

tetra-n-propylammonium bromide-urea-water (1/3/1)

Conditions
ConditionsYield
With water; hydrogen bromide
tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

poly(3-dodecyl-3\-(6-hexylphosphonic acid)-5,2\-bithiophene); monomer(s): diethyl 6-(5\-bromo-4\-dodecyl-5-(tributylstannyl)-2,2\-bithien-3-yl)hexylphosphonate

poly(3-dodecyl-3\-(6-hexylphosphonic acid)-5,2\-bithiophene); monomer(s): diethyl 6-(5\-bromo-4\-dodecyl-5-(tributylstannyl)-2,2\-bithien-3-yl)hexylphosphonate

poly(3-dodecyl-3\-(6-hexylphosphonic acid)-5,2\-bithiophene), tetrapropylammonium salt; monomer(s): diethyl 6-(5\-bromo-4\-dodecyl-5-(tributylstannyl)-2,2\-bithien-3-yl)hexylphosphonate

poly(3-dodecyl-3\-(6-hexylphosphonic acid)-5,2\-bithiophene), tetrapropylammonium salt; monomer(s): diethyl 6-(5\-bromo-4\-dodecyl-5-(tributylstannyl)-2,2\-bithien-3-yl)hexylphosphonate

Conditions
ConditionsYield
In water
tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

2,5-poly-3-(hexyl-6-phosphonic acid)thiophene; monomer(s): 2-bromo-3-(hexyl(6-diethyl phosphonate))-5-(tributylstannyl)thiophene

2,5-poly-3-(hexyl-6-phosphonic acid)thiophene; monomer(s): 2-bromo-3-(hexyl(6-diethyl phosphonate))-5-(tributylstannyl)thiophene

2,5-poly-3-(hexyl-6-phosphonic acid)thiophene, tetrapropylammonium salt; monomer(s): 2-bromo-3-(hexyl(6-diethyl phosphonate))-5-(tributylstannyl)thiophene

2,5-poly-3-(hexyl-6-phosphonic acid)thiophene, tetrapropylammonium salt; monomer(s): 2-bromo-3-(hexyl(6-diethyl phosphonate))-5-(tributylstannyl)thiophene

Conditions
ConditionsYield
In water
tetrapropylammonium hydroxide
4499-86-9

tetrapropylammonium hydroxide

tetrapropylammonium N-(tert-butyloxycarbonyl)-L-phenylalanyl ethyl phosphate

tetrapropylammonium N-(tert-butyloxycarbonyl)-L-phenylalanyl ethyl phosphate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) H2O / 1.) 1 h
2: 95 percent Spectr. / DCC / CH2Cl2 / 1 h / Ambient temperature
View Scheme

Tetrapropylammonium hydroxide Chemical Properties

Product Name: Tetrapropylammonium hydroxide (CAS NO.4499-86-9)

Molecular Formula: C12H29NO
Molar mass: 203.3648 g/mol
Density: 1.00 g/mL at 20 °C
Flash Point: 102°C
Index of Refraction: n20/D 1.370
Boiling Point: 100-102 °C
Vapour Pressure: 1.96E-0.8 mmHg at 25°C
Storage temp: 2-8°C
Sensitive: Air Sensitive
Stability: Stable under normal temperatures and pressures.   
H-Bond Donor: 1
H-Bond Acceptor: 1
Structure Descriptors of Tetrapropylammonium hydroxide (CAS NO.4499-86-9):
  IUPAC Name: tetrapropylazanium hydroxide
  Canonical SMILES: CCC[N+](CCC)(CCC)CCC.[OH-]
  InChI: InChI=1S/C12H28N.H2O/c1-5-9-13(10-6-2,11-7-3)12-8-4;/h5-12H2,1-4H3;1H2/q+1;/p-1 
  InChIKey: LPSKDVINWQNWFE-UHFFFAOYSA-M
Product Categories: Ammonium Hydroxides (Quaternary); Quaternary Ammonium Compounds; Organic Bases; Chemical Synthesis

Tetrapropylammonium hydroxide Toxicity Data With Reference

1.    

scu-mus LDLo:52 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 28 (1926),367.

Tetrapropylammonium hydroxide Consensus Reports

Reported in EPA TSCA Inventory.

Tetrapropylammonium hydroxide Safety Profile

Poison by subcutaneous route. A corrosive.When heated to decomposition it emits toxic fumes of NOx and NH3.
Safety Information of Tetrapropylammonium hydroxide (CAS NO.4499-86-9):
Hazard Codes: C
Risk Statements:
34:  Causes burns
Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing 
37:  Wear suitable gloves
39:  Wear eye/face protection
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)

Tetrapropylammonium hydroxide Specification

 Tetrapropylammonium hydroxide , its CAS NO. is 4499-86-9, the synonyms are TPAOH ; Tetrapropylammonium hydroxide solution ; Tetra-n-propylammonium hydroxide ; 1-Propanaminium,N,N,N-tripropyl-,hydroxide ; Fluka88110 .

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