tetrabutylazanium oxidanide

• ChemBase ID: 70080
• Molecular Formular: C16H37NO
• Molecular Mass: 259.47108
• Monoisotopic Mass: 259.28751481
• SMILES: [N+](CCCC)(CCCC)(CCCC)CCCC.[OH-]
• Canonical SMILES: CCCC[N+](CCCC)(CCCC)CCCC.[OH-]
• InChI: InChI=1S/C16H36N.H2O/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H2/q+1;/p-1
• InChIKey: VDZOOKBUILJEDG-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: tetrabutylazanium oxidanide; tetrabutylazanium hydroxide
• IUPAC Traditional name: tetrabutylammonium oxidanide; tetrabutylammonium ion OH-; tetrabutylammonium hydroxide
• Synonyms: Tetra-n-butylammonium hydroxide, 1.0M aq. soln., ACS; Tetrabutylammonium hydroxide solution; Tetra-n-butylammonium hydroxide, 1.0M in methanol; Tetrabutylammonium hydroxide; Tetra-n-butylammonium hydroxide, 40% aqueous solution; Tetra-n-butylammonium hydroxide; Tetrakis(but-1-yl)ammonium hydroxide, 40% in methanol; TETRABUTYLAMMONIUM HYDROXIDE IN WATER (1 M), HPLC; Tetra-n-butylammonium hydroxide; 四正丁基氢氧化铵, 1.0M水溶液, ACS; 四丁基氢氧化铵 溶液; 四正丁基氢氧化铵, 1.0M 甲醇溶液; 四正丁基氢氧化铵

Database IDs

• CAS Number: 2052-49-5
• EC Number: 231-791-2; 218-147-6
• MDL Number: MFCD00009425
• Beilstein Number: 3571228
• PubChem SID: 162035805; 24888770; 24866696; 24888783; 24853780; 24888810; 24861823; 24888790; 24888780; 24850769; 24861824
• PubChem CID: 2723671

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 1.3234289
• LogD (pH = 7.4): 1.3234289
• Log P: 1.3234289
• Molar Refractivity: 91.3961 cm^3
• Polarizability: 31.734425 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: APHA: ≤30; Liquid
• Flash Point: 11 °C; 11°C(51°F); 110°C; 15 °C; 18°C(64°F); 51.8 °F; 59 °F; None
• Density: 0.83 g/mL at 25 °C; 0.830; 0.91; 0.910; 0.97; 0.98 g/ml; 0.99 g/mL at 25 °C; 0.990; 1 g/mL at 25 °C
• Refractive Index: 1.3825; 1.4; 1.400; 1.4090; 1.435; n20/D 1.3775; n20/D 1.389; n20/D 1.405
• Absorption Wavelength: λ: 230 nm Amax: 0.10; λ: 240 nm Amax: 0.03; λ: 250 nm Amax: 0.02; λ: 500 nm Amax: 0.02

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Air Sensitive; Air Sensitive & Hygroscopic; Highly Flammable/Toxic/Corrosive/Air Sensitive/Hygroscopic; IRRITANT; Toxic/Highly Flammable/Corrosive/Aire Sensitive/Store under Argon
• RTECS: BS5425000
• European Hazard Symbols: Corrosive (C); Flammable (F); Toxic (T)
• UN Number: 1992; 2924; 3267; UN2924; UN3267
• German water hazard class: 3
• Hazard Class: 3; 8
• Packing Group: 2; II
• Australian Hazchem: 2X
• Risk Statements: 11-23/24/25-34-39/23/24/25; 11-23/24/25-36/38-39/23/24/25; 11-23/24/25-36-39/23/24/25; 34; 35; 63-11-23/24/25-38-39/23/24/25-48/20-65; R:34
• Safety Statements: 16-26-36/37/39-45; 16-26-36/37-45; 16-36/37-45-62; 26-36/37/39-45; 7-16-26-36/37/39-45; S:26-27/28-36/37/39-46-64
• EU Classification: C7
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 153
• TSCA Listed: false; 是
• GHS Pictograms: GHS02; GHS05; GHS06; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H301-H311-H314-H331-H370; H225-H301-H311-H331-H370-H314-H318; H225-H302-H304-H312-H315-H318-H332-H336-H361d-H370-H373; H225-H302-H311-H315-H318-H331-H336-H370; H225-H302-H312-H315-H319-H332-H336-H370; H314; H314-H318
• GHS Precautionary statements: P210-P260-P280-P301 + P310-P305 + P351 + P338-P307 + P311; P210-P260-P280-P301 + P310-P305 + P351 + P338-P310; P210-P260-P280-P305 + P351 + P338-P307 + P311; P210-P260-P280-P305 + P351 + P338-P311; P210-P280-P305+P351+P338-P309-P310-P404; P280-P305 + P351 + P338-P310; P280-P305+P351+P338-P309-P310
• Personal Protective Equipment: Eyeshields, Gloves; Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US); Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1992 3/PG 2; UN 2924 3/PG 2; UN 3267 8/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: 1.0 M±0.02 M (ACS specification); 40% w/w aq. soln.; 40% w/w in methanol; 55% w/w aq. soln.; 95+%
• Concentration: ~25% in methanol (~0.8 M); ~40% in H2O; ~40% in H2O (~1.5 M); 0.1 M (C4H9)4NOH (isopropanol/methanol (10:1 V/V)); 0.1 M (C4H9)4NOH (isopropanol:methanol (~2:1v/v)); 0.1 M (C4H9)4NOH in toluene/methanol (0.1N); 1.0 M (C4H9)4NOH in H2O (1.0N); 1.0 M in H2O; 1.0 M in methanol; 1.0M aq. soln.; 1.0M in methanol; 40 wt. % in H2O; 54.0-56.0% in H2O
• Grade: ACS reagent; for ion chromatography; for ion pair chromatography; for titration in non-aqueous medium; HPLC; puriss. p.a.; purum; technical
• Suitability: corresponds to standard for filter test; corresponds to standard for RP gradient test
• Impurities: ≤0.01% halides (as bromide); ≤0.02% halides (as bromide); ≤0.1% halides (as bromide); ≤0.2% tributylamine; ≤3% halides (as bromide)
• Cation Traces: K: ≤100 mg/kg; K: ≤2 ppm; Na: ≤100 mg/kg; Na: ≤2 ppm
• Antion Traces: carbonate (CO32-): ≤0.1%; chloride (Cl-): ≤0.08%; sulfate (SO42-): ≤100 mg/kg; sulfate (SO42-): ≤2000 mg/kg; sulfate (SO42-): ≤3000 mg/kg
• Shelf Life: (limited shelf life, expiry date on the label)
• Quality: ampule; volumetric
• λ: in concentrate
• calibrated against: benzoic acid
• Linear Formula: (CH3CH2CH2CH2)4N(OH)
• Temperature dependence: concentration deviation ~0.1 %/°C

DETAILS

MP Biomedicals - 02152104

40% solution in H2O
Phase transfer catalyst
1 ml = approx. 0.98 g

Sigma Aldrich - 86881

Caution
may crystallize; can be redissolved on heating to 40°C
Other Notes
Basic phase transfer catalyst for alkylation, carbene, condensation and other reactions1,2,3,4

Sigma Aldrich - 86882

Other Notes
Base for performing non-aqueous titrations. Usually, the titrand is prepared by adding benzene giving benzene-methanol solutions (10:1 or 4:1)1,2,3; Replacement of the toxic benzene by toluene as solvent for titrations4

Sigma Aldrich - 86891

General description
Visit our Titration Center to learn more.
Other Notes
This isopropanolic solution has advantages over the methanolic solution1,2

Sigma Aldrich - 86832

Caution
may crystallize; can be redissolved on heating (max. 40°C)
General description
Visit our Titration Center to learn more.

Sigma Aldrich - 86854

Caution
may crystallize; can be redissolved on heating (max. 40°C)
Other Notes
Reagent suitable for use in ion chromatography1,2

Sigma Aldrich - 35434

General description
Visit our Titration Center to learn more.

Sigma Aldrich - 86851

Packaging
concentrate in ampules for 6x1L, 0.005 M ready-to-use solution
Physical form
can be solid (mp 25-30°C); warm up carefully for melting (max. 40°C)

Sigma Aldrich - 86880

Caution
may crystallize; can be redissolved on heating to 40°C

Sigma Aldrich - 35435

General description
Visit our Titration Center to learn more.

Sigma Aldrich - 426326

Application
Phase-transfer catalyst.1
Packaging
25, 100 mL in glass bottle

Sigma Aldrich - 86863

Packaging
100, 500 mL in poly bottle

Sigma Aldrich - 178780

Caution
May crystallize below 30°CGentle warming and swirling should redissolve the solid
Packaging
1, 2.5 L in poly bottle
50, 250 mL in poly bottle

Sigma Aldrich - 230189

Packaging
1 L in Sure/Seal™
View returnable container options.
100, 250, 800 mL in Sure/Seal™
8 L in Kilo-Lab™

REFERENCES

• Useful base, either as the aqueous or methanolic (see following entries) solution, compare Benzyltrimethylammonium hydroxide, A14927, for a variety of alkylation and condensation reactions; see, e.g.: Synth. Commun., 13, 927 (1983). Forms salts with many anions which may then be extracted into organic solvents: Acta Chem. Scand.: 23, 2202, 2203, 2204 (1969).