1,3,2-Dioxaborolane, 2-(dichloroMethyl)-4,4,5,5-tetraMethyl-

Product Name: 1,3,2-Dioxaborolane, 2-(dichloroMethyl)-4,4,5,5-tetraMethyl-
CAS No.: 83622-41-7
Chemical Name: 1,3,2-Dioxaborolane, 2-(dichloroMethyl)-4,4,5,5-tetraMethyl-
Synonyms: 2-(dichloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;Pinacol (dichloromethyl) boronate;Dichloromethyl pinacolboronate;Pinacol (dichloromethyl) boronate >=95%;(Dichloromethyl)boronic Acid Pinacol Ester;1,3,2-Dioxaborolane, 2-(dichloroMethyl)-4,4,5,5-tetraMethyl-;2-(Dichloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane（WS203860）
CBNumber: CB12710533
Molecular Formula: C7H13BCl2O2
Formula Weight: 210.89
MOL File: 83622-41-7.mol

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1,3,2-Dioxaborolane, 2-(dichloroMethyl)-4,4,5,5-tetraMethyl- Property

Boiling point:: 103 °C(Press: 20 Torr)
Density: 1.1423
refractive index: n/D 1.4511
storage temp.: Storage temp. 2-8°C
form: liquid
Appearance: Colorless to light yellow Liquid

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 901062
Product name: Pinacol (dichloromethyl) boronate
Purity: ≥95%
Packaging: 1g
Price: $148.4
Updated: 2025/07/31

Sigma-Aldrich

Product number: 901062
Product name: Pinacol (dichloromethyl) boronate
Purity: ≥95%
Packaging: 5g
Price: $696
Updated: 2025/07/31

TCI Chemical

Product number: D4615
Product name: 2-(Dichloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Purity: min. 98.0 %
Packaging: 1G
Price: $130
Updated: 2025/07/31

Biosynth Carbosynth

Product number: FD137449
Product name: Dichloromethyl pinacolboronate
Packaging: 2g
Price: $600
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD137449
Product name: Dichloromethyl pinacolboronate
Packaging: 5G
Price: $1000
Updated: 2021/12/16

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1,3,2-Dioxaborolane, 2-(dichloroMethyl)-4,4,5,5-tetraMethyl- Chemical Properties,Usage,Production

Uses

Pinacol (dichloromethyl) boronate is a general reagent that was employed by Prof. Greg C. Fu and coworkers to achieve the iterative synthesis of asymmetric (secondary) alkyl boronate esters. These can be further derivatized through a growing suite of chemical transformations developed in the last decade (cross coupling, oxidation, amination, halogenation) that proceed with stereochemical fidelity.

Synthesis

76-09-5

121-43-7

75-09-2

83622-41-7

A hexane solution (51.5 mmol, 20.6 mL) of 2.5 M n-butyllithium (n-BuLi) was added slowly and dropwise to a THF (110 mL) solution of dichloromethane (55 mmol, 3.53 mL) that had been cooled to -100 °C under 30 mm pressure. The resulting suspension was continued to be stirred at -100 °C for 30 min, followed by a one-time addition of trimethyl borate (55 mmol, 6.25 mL). After 30 min of reaction, the reaction was quenched with 5 M hydrochloric acid (10 mL) and the organic layer was separated. The aqueous layer was extracted with ether (2 x 25 mL) and the organic layers were combined and concentrated. The crude product was dissolved in benzene (110 mL) and pinacol (55 mmol, 6.5 g) was added all at once. The reaction mixture was refluxed at low temperature for 48 hours. Purification by fractional distillation afforded 4.64 g (40% yield) of the target compound pinacol (dichloromethyl) borate as a clear oil.1H NMR (400 MHz, CDCl3) δ 5.37 (s, 1H), 1.36 (s, 12H).

References

[1] Patent: WO2014/183221, 2014, A1. Location in patent: Paragraph 00221
[2] Organic Letters, 2017, vol. 19, # 22, p. 6104 - 6107

1,3,2-Dioxaborolane, 2-(dichloroMethyl)-4,4,5,5-tetraMethyl- Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1,3,2-Dioxaborolane, 2-(dichloroMethyl)-4,4,5,5-tetraMethyl- manufacturers

Career Henan Chemical Co

Product: 1,3,2-Dioxaborolane, 2-(dichloroMethyl)-4,4,5,5-tetraMethyl- 83622-41-7
Price: US $2.00/KG
Min. Order: 1UG
Purity: 98%
Supply Ability: 100KG
Release date: 2018-08-15

83622-41-7, 1,3,2-Dioxaborolane, 2-(dichloroMethyl)-4,4,5,5-tetraMethyl-Related Search:

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2-(dichloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Pinacol (dichloromethyl) boronate >=95%

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83622-41-7

C7H13BCl2O2