sodium 2-methylpropan-2-olate

• ChemBase ID: 129564
• Molecular Formular: C4H9NaO
• Molecular Mass: 96.10343
• Monoisotopic Mass: 96.05510919
• SMILES: CC(C)(C)[O-].[Na+]
• Canonical SMILES: [O-]C(C)(C)C.[Na+]
• InChI: InChI=1S/C4H9O.Na/c1-4(2,3)5;/h1-3H3;/q-1;+1
• InChIKey: MFRIHAYPQRLWNB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2-methylpropan-2-olate
• IUPAC Traditional name: sodium t-butyl hydroxide; sodium 2-methylpropan-2-olate
• Synonyms: Sodium t-butoxide; Sodium tert-butoxide; Sodium tert-butylate; Sodium tert-butoxide; Sodium tert-butoxide solution; 叔丁醇钠; 叔丁醇钠 溶液

Database IDs

• CAS Number: 865-48-5
• EC Number: 212-741-9
• MDL Number: MFCD00040575
• Beilstein Number: 3654215
• PubChem SID: 24886172; 162223855; 24862063
• PubChem CID: 23676156; 70078
• Chemspider ID: 63267
• Wikipedia Title: Sodium_tert-butoxide

CALCULATED PROPERTIES

• Acid pKa: 18.086988
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.53538257
• LogD (pH = 7.4): 0.53538257
• Log P: 0.53538257
• Molar Refractivity: 32.6172 cm^3
• Polarizability: 8.423538 Å^3
• Polar Surface Area: 23.06 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 14 °C; -20 °C; -4 °F; 57.2 °F
• Density: 0.785; 0.911 g/mL at 25 °C
• Refractive Index: n20/D 1.413

Safety Information

• Storage Warning: Air & Moisture Sensitive
• European Hazard Symbols: Corrosive (C); Flammable (F)
• UN Number: 2924; 3206; UN3206
• German water hazard class: 3
• Hazard Class: 3; 4.2
• Packing Group: 2; 3; II
• Risk Statements: 11-14-19-34-37; 11-14-34-37; 11-14-35
• Safety Statements: 16-26-36/37/39-45; 7/8-26-36/37/39-43-45; 8-16-26-36/37/39-43-45
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H251-H314-H335; H251-H314; H314-H318-H228
• GHS Precautionary statements: P210-P235 + P410-P261-P280-P305 + P351 + P338-P310; P210-P280-P305+P351+P338-P310-P370+P378I-P402+P404; P235 + P410-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2924 3/PG 3; UN 3206 4.2/PG 2
• Supplemental Hazard Statements: May form explosive peroxides., Reacts violently with water.; Reacts violently with water.

Product Information

• Purity: ≥97.0% (T); 97%; 99.9%
• Concentration: 2 M in THF
• Grade: purum
• Linear Formula: NaOC(CH3)3
• Empirical Formula (Hill Notation): C4H9NaO

DETAILS

Sigma Aldrich - 702706

Packaging
100 mL in glass bottle
4×25 mL in Sure/Seal™

Sigma Aldrich - 359270

Packaging
2.5 kg in glass bottle
5, 25, 100, 500 g in glass bottle

Sigma Aldrich - 703788

Packaging
5, 25 g in glass bottle

REFERENCES

• Preferred base, superior to KO-t-Bu or LiO-t-Bu, for promoting Buchwald's Pd catalyzed conversion of aryl bromides to arylamines: Angew. Chem. Int. Ed., 34, 1316, 1348 (1995); J. Org. Chem., 61, 7240 (1996); Tetrahedron Lett., 39, 2219 (1998).