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| | Allylboronic acid pinacol ester Basic information |
| Product Name: | Allylboronic acid pinacol ester | | Synonyms: | 2-(Prop-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;Allylboronic acid pinacol ester
2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;Allylboronic acid pinacol ester 97%;2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (stabilized with Phenothiazine);4,4,5,5-tetramethyl-2-(2-propen-1-yl)-1,3,2-dioxaborolane;4,4,5,5-tetramethyl-2-(2-propenyl)-1,3,2-dioxaborolane;Allyl pinacol boronate;Pinacolyl 2-propenylboronate | | CAS: | 72824-04-5 | | MF: | C9H17BO2 | | MW: | 168.04 | | EINECS: | 672-877-3 | | Product Categories: | Alkyl Boronate Esters;Boronate Esters;Boronic Acids and Derivatives;Chemical Synthesis;Organometallic Reagents;Olefin;Organoborons;B (Classes of Boron Compounds);Boronic Acids Esters;CHIRAL CHEMICALS | | Mol File: | 72824-04-5.mol |  |
| | Allylboronic acid pinacol ester Chemical Properties |
| Boiling point | 50-53 °C/5 mmHg (lit.) | | density | 0.896 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.4268(lit.) | | Fp | 115 °F | | storage temp. | 2-8°C | | solubility | Chloroform, Methanol (Slightly) | | form | Liquid | | color | Clear colorless | | Water Solubility | Not miscible or difficult to mix in water. | | BRN | 4244068 | | InChI | InChI=1S/C9H17BO2/c1-6-7-10-11-8(2,3)9(4,5)12-10/h6H,1,7H2,2-5H3 | | InChIKey | YMHIEPNFCBNQQU-UHFFFAOYSA-N | | SMILES | O1C(C)(C)C(C)(C)OB1CC=C | | CAS DataBase Reference | 72824-04-5(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 10-36/37/38 | | Safety Statements | 26-36 | | RIDADR | UN 1993 3/PG 3 | | WGK Germany | 3 | | Hazard Note | Irritant | | HazardClass | 3 | | PackingGroup | III | | HS Code | 29310095 | | Storage Class | 3 - Flammable liquids | | Hazard Classifications | Flam. Liq. 3 |
| | Allylboronic acid pinacol ester Usage And Synthesis |
| Chemical Properties | Clear corless liquid | | Uses | Allylboronic acid pinacol ester can act as reagent used for Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions and olefin metathesis; Intermolecular radical additions; Allylboration of aldehydes catalyzed by chiral spirobiindane diol (SPINOL) based phosphoric acids and Cobalt-catalyzed regioselective hydrovinylation of dienes with alkenes ; Nucleic acid-templated energy transfer leading to a photorelease reaction . | | Uses | Allylboronic acid pinacol ester reacts with carboxylic acids, in the presence of tri-n-butyltin hydride, to give homoallylic alcohols in good yield. Homoallylic alcohols can also be formed by allylboration of aldehydes. It is a reagent used for palladium-catalyzed Suzuki-Miyaura cross-coupling reactions and olefin metathesis, intermolecular radical additions, allylboration of aldehydes catalyzed by chiral spirobiindane diol (SPINOL) based phosphoric acids, cobalt-catalyzed regioselective hydrovinylation of dienes with alkenes, nucleic acid-templated energy transfer leading to a photorelease reaction and stereoselective indium-catalyzed Hosomi-Sakurai reactions. |
| | Allylboronic acid pinacol ester Preparation Products And Raw materials |
| Raw materials | 1,3,2-Dioxaborolan-2-amine, N,N,4,4,5,5-hexamethyl--->Pinacol vinylboronate-->2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane-->Trimethylboron-->Chloroiodomethane-->ALLYLMAGNESIUM BROMIDE-->Pinacol-->Allyl acetate-->Pinacolborane | | Preparation Products | Ethyl 6-oxononanoate-->2-Methoxy-5-(prop-2-en-1-yl)pyridine-->2-(4-methoxyphenyl)pent-4-en-2-ol |
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