| Identification | More | [Name]
Isopropoxyboronic acid pinacol ester | [CAS]
61676-62-8 | [Synonyms]
2-ISOPROPOXY-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
AKOS BRN-0268
ISOPROPOXYBORONIC ACID, PINACOL ESTER
2-ISOPROPOXY-4,4,5,5-TETRAMETHYL-1,3,2-&
Isopropylpinacolylborate
2-ISOPROPOXY-4,4,5,5-TETRAMETHYL-1,3,2-DIOABOROLANE
2-Isopropoxyboronic acid, pinacol cyclic ester
4,4,5,5-Tetramethyl-2-propan-2-yloxy-1,3,2-dioxaborolane | [EINECS(EC#)]
612-189-2 | [Molecular Formula]
C9H21BO4 | [MDL Number]
MFCD00192241 | [Molecular Weight]
204.07 | [MOL File]
61676-62-8.mol |
| Chemical Properties | Back Directory | [Boiling point ]
73 °C15 mm Hg(lit.)
| [density ]
0.912 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.409(lit.)
| [Fp ]
109 °F
| [storage temp. ]
0-6°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Liquid | [color ]
Colorless | [Specific Gravity]
0.912 | [Water Solubility ]
Soluble in water. | [Sensitive ]
Moisture Sensitive | [BRN ]
1906370 | [InChI]
InChI=1S/C9H19BO3/c1-7(2)11-10-12-8(3,4)9(5,6)13-10/h7H,1-6H3 | [InChIKey]
MRWWWZLJWNIEEJ-UHFFFAOYSA-N | [SMILES]
O1C(C)(C)C(C)(C)OB1OC(C)C | [CAS DataBase Reference]
61676-62-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 1993 3/PG 3
| [WGK Germany ]
3
| [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29349900 |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless liquid | [Uses]
suzuki reaction | [Synthesis]
Step c) Preparation of isopropyl pinacol borate: triisopropyl borate (261.0 g, 1.388 mol) and pinacol (142.5 g, 1.207 mol) were added to a 20 L four-necked flask, and the mixture was heated to about 90 °C and maintained for 12 to 16 hours. The progress of the reaction was monitored by gas chromatography (GC), and the completion of the reaction was measured by a pinacol content of less than 4.0%. Upon completion of the reaction, a distillation operation was performed to collect fractions with boiling points between 174 and 178 °C to obtain the target product isopropanol pinacol borate as a colorless oil. Yields ranged from 80-90% in six 20 L batches of the operation.GC analysis showed a product purity of 87-96%, while 1H NMR analysis indicated an extremely high product purity. [The difference between GC purity and 1H NMR purity is attributed to the instability of the product under GC conditions]. | [References]
[1] Journal of the American Chemical Society, 2001, vol. 123, # 19, p. 4617 - 4618
[2] Organic Letters, 2012, vol. 14, # 22, p. 5644 - 5647
[3] Patent: US2013/40984, 2013, A1. Location in patent: Paragraph 0482-0483
[4] Chemische Berichte, 1989, vol. 122, p. 1777 - 1782
[5] Organic Letters, 2013, vol. 15, # 18, p. 4666 - 4669 |
| Spectrum Detail | Back Directory | [Spectrum Detail]
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(61676-62-8)1HNMR
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(61676-62-8)IR
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(61676-62-8)FT-IR
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| Well-known Reagent Company Product Information | Back Directory | [Alfa Aesar]
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 98%(61676-62-8) | [Sigma Aldrich]
61676-62-8(sigmaaldrich) | [TCI AMERICA]
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane,>98.0%(GC)(T)(61676-62-8) |
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