| Identification | More | [Name]
Bis(hexylene glycolato)diboron | [CAS]
230299-21-5 | [Synonyms]
4,4,4',4',6,6'-HEXAMETHYL-2,2'-BI-1,3,2-DIOXABORINANE
4,4,6-TRIMETHYL-2-(4,4,6-TRIMETHYL-1,3,2-DIOXABORINAN-2-YL)-1,3,2-DIOXABORINANE
BIS(1,3,3-TRIMETHYL-1,3-PROPANEDIOLATO)DIBORON
BIS(2-METHYL-2,4-PENTANEDIOLATO)DIBORON
BIS(HEXYLENE GLYCOLATO)DIBORON
Bis(hexyleneglycolato)diboron,99%
Bis(diisopropyl-L-tartrate glycolato)diboron | [Molecular Formula]
C12H24B2O4 | [MDL Number]
MFCD06246008 | [Molecular Weight]
253.94 | [MOL File]
230299-21-5.mol |
| Chemical Properties | Back Directory | [Appearance]
White crystalline powde | [Melting point ]
98-102 °C (lit.) | [Boiling point ]
242.8±7.0 °C(Predicted) | [density ]
0.97±0.1 g/cm3(Predicted) | [storage temp. ]
Refrigerator (+4°C) | [form ]
Powder | [color ]
white | [Water Solubility ]
Insoluble | [InChI]
1S/C12H24B2O4/c1-9-7-11(3,4)17-13(15-9)14-16-10(2)8-12(5,6)18-14/h9-10H,7-8H2,1-6H3 | [InChIKey]
UEBSWKNVDRJVHN-UHFFFAOYSA-N | [SMILES]
CC1CC(C)(C)OB(O1)B2OC(C)CC(C)(C)O2 | [CAS DataBase Reference]
230299-21-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319 | [Precautionary statements ]
P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [TSCA ]
No | [HazardClass ]
IRRITANT | [HS Code ]
29349990 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
White crystalline powde | [Uses]
Bis(hexylene glycolato)diboron can be used as a reagent:
- To prepare aryl boronate esters via metal-catalyzed direct C-H borylation of aryl compounds.
- In the chemoselective synthesis of C?C coupling products via nickel catalyzed coupling of primary and secondary alkyl halides.
- In the nickel-catalyzed regioselective arylboration of terminal nonactivated alkenes to yield alkyl boranes.
| [Uses]
suzuki reaction | [Synthesis]
General procedure for the synthesis of bis(2-methyl-2,4-pentanediol) borate from 2-methyl-2,4-pentanediol: 2-methyl-2,4-pentanediol (FW: 118.18; 22.0 g, 101.6 mmol) was dissolved in toluene (40 mL), and tetrakis(dimethylamino)diboron (FW: 197.926; 9.9 g, 50 mmol ). The reaction mixture was stirred at room temperature. the temperature was raised to 100 °C within 10 min and the release of dimethylamine started after about 5 min. The reaction temperature was maintained at 100 °C for 60 min, during which time the release of dimethylamine was complete at 30 min. At the end of the reaction, toluene was removed by distillation under reduced pressure to give a solid product (99.6% GC purity). The solid product was recrystallized from a solvent mixture of toluene and petroleum ether (boiling point 80°C-100°C) (1:9, v/v) to give a colorless solid bis(2-methyl-2,4-pentanediol) diboronate (MF: C12H24B2O4; FW: 253.94): the first batch of product was 8.83 g, the second batch of product was 3.69 g, with a combined yield of 12.52 g and a yield of 98.6%; GC purity was 99.6%. Melting point 99-101.6 °C. 1H NMR (200 MHz, CDCl3) δ: 1.21 (d, J = 7 Hz, 6H), 1.28 (s, 12H), 1.47 (dd, J = 12, 14 Hz, 2H), 1.70 (dd, J = 14, 3 Hz, 2H), 4.14 (dm, 2H) ppm. 13C NMR (50 MHz, CDCl3) δ: 23.1, 28.3, 31.2, 46.2, 64.1, 70.3 ppm. | [References]
[1] Patent: WO2004/76467, 2004, A1. Location in patent: Page 15
[2] Patent: CN105524099, 2016, A |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
|