tris(propan-2-yl) borate

• ChemBase ID: 9466
• Molecular Formular: C9H21BO3
• Molecular Mass: 188.07224
• Monoisotopic Mass: 188.15837493
• SMILES: B(OC(C)C)(OC(C)C)OC(C)C
• Canonical SMILES: CC(OB(OC(C)C)OC(C)C)C
• InChI: InChI=1S/C9H21BO3/c1-7(2)11-10(12-8(3)4)13-9(5)6/h7-9H,1-6H3
• InChIKey: NHDIQVFFNDKAQU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tris(propan-2-yl) borate
• IUPAC Traditional name: triisopropyl borate
• Synonyms: Boron isopropoxide; Triisopropoxyborane; Triisopropyl borate; Triisopropyl borate; Boric acid triisopropyl ester; Tris(isopropoxy)borane; Tris(prop-2-yl) borate; Tris(isopropyl) borate; Isopropyl borate; 三异丙基硼酸酯; 三异丙氧基硼烷; 异丙醇硼; 硼酸三异丙酯

Database IDs

• CAS Number: 5419-55-6
• EC Number: 226-529-9
• MDL Number: MFCD00008872
• Beilstein Number: 1701469
• PubChem SID: 24889604; 24851823; 160972773
• PubChem CID: 21531

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.9419
• LogD (pH = 7.4): 3.9419
• Log P: 3.9419
• Molar Refractivity: 48.6429 cm^3
• Polarizability: 21.366205 Å^3
• Polar Surface Area: 27.69 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: liquid
• Melting Point: -59°C; -59°C
• Boiling Point: 139°C; 139-141 °C(lit.); 139-141°C; 139-141°C
• Flash Point: 17 °C; 17°C; 17°C(62°F); 62.6 °F
• Density: 0.815; 0.815 g/ml; 0.815 g/mL at 25 °C(lit.)
• Refractive Index: 1.3760; n20/D 1.376(lit.); n20/D 1.377
• Vapor Pressure: 76 mmHg ( 75 °C)

Safety Information

• Storage Warning: Highly Flammable/Irritant/Moisture Sensitive/Store under Argon; IRRITANT, FLAMMABLE; Moisture Sensitive
• RTECS: ED5950000
• European Hazard Symbols: Flammable (F)
• UN Number: 2616; UN2616
• German water hazard class: 2
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11; R:10
• Safety Statements: 16-23; 7-16-23-24/25-33; S:9-16-29
• TSCA Listed: true; 是
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• GHS Hazard statements: H225
• GHS Precautionary statements: P210; P210-P241-P280-P303+P361+P353-P403+P235-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2616 3/PG 2

Product Information

• Purity: ≥97.0% (GC); ≥98%; 98+%
• Grade: purum
• Impurities: 1% isopropanol
• Linear Formula: [(CH3)2CHO]3B

DETAILS

MP Biomedicals - 05219124

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 197335

Application
Reagent used to ortho-borylate 1-substituted naphthalenes for Pd-catalyzed coupling with aryl halides.1
General description
Trialkyl borate with good thermal properties.2
Packaging
80, 750 g in Sure/Seal™

Sigma Aldrich - 92085

Other Notes
Reagent for the prep. of boronates1

REFERENCES

• Reagent for preparation of boronates from Grignard or organolithium reagents, often giving higher yields than other trialkyl borates: Organometallics, 2, 1316 (1983); Tetrahedron Lett ., 29, 2631 (1988).