ChemicalBook > CAS DataBase List > 5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

Product Name: 5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
CAS No.: 1377503-12-2
Chemical Name: 5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
Synonyms: EOS-60944;4-Chloro-2-hydroxyphenylboronic acid pinacol ester;2-Hydroxy-4-chlorobenzeneboronic acid pinacol ester;5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol;Phenol, 5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
CBNumber: CB62743750
Molecular Formula: C12H16BClO3
Formula Weight: 254.52
MOL File: 1377503-12-2.mol

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5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol Property

Boiling point:: 342.9±32.0 °C(Predicted)
Density: 1.19±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 9.12±0.40(Predicted)
form: Solid
color: White to Off-White

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

TRC

Product number: C421998
Product name: 4-Chloro-2-hydroxyphenylboronicacidpinacolester
Packaging: 500mg
Price: $200
Updated: 2021/12/16

AK Scientific

Product number: 5275DT
Product name: 5-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)phenol
Packaging: 100mg
Price: $118
Updated: 2021/12/16

AK Scientific

Product number: 5275DT
Product name: 5-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)phenol
Packaging: 250mg
Price: $169
Updated: 2021/12/16

Chemenu

Product number: CM208569
Product name: 5-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
Purity: 97%
Packaging: 1g
Price: $193
Updated: 2021/12/16

Ambeed

Product number: A141487
Product name: 5-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
Purity: 97%
Packaging: 100mg
Price: $49
Updated: 2021/12/16

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5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol Chemical Properties,Usage,Production

Uses

4-Chloro-2-hydroxyphenylboronic acid pinacol ester is a building block which has seen use in the preparation of 5,6,7,8-tetrahydro[1]benzothieno[2,3-b]pyridin-3-ylacetic acid derivs. for treatment of HIV infection, and in the preparation of disubstituted pyridazine analogs useful in the treatment of SMN deficiency related diseases.

Synthesis

13659-23-9

73183-34-3

1377503-12-2

2-Bromo-5-chlorophenol (2.0 kg, 9.65 mol), pinacol ester of bisboronic acid (B2Pin2, 2.7 kg, 10.6 mol), potassium acetate (AcOK, 1.9 kg, 19.3 mol) and 1,4-dioxane (15 L) were added to a 30 L reactor. The mixture was stirred and displaced three times with nitrogen. Under nitrogen protection, dichloro-[1,1'-bis(diphenylphosphino)ferrocene]palladium(II) (PdCl2(dppf)-CH2Cl2, 100 g, 0.12 mol) was added, and the mixture was subsequently heated to 75 °C (if the reaction is exothermic and violent, the oil bath may be temporarily removed). The reaction system was warmed to 90 °C and kept for 16 h. HPLC monitoring showed complete reaction. After cooling to 35 °C, the reaction mixture was filtered through a diatomaceous earth pad and the resulting filtrate was a solution of 5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (1.22 kg, 4.8 mol), which was used directly in the subsequent reaction. Mass spectrum (MS) m/z: 253.1 [M-H]? ; 1H NMR (CDCl3, 400 MHz) δ: 9.2 (br, 1H), 7.25 (d, J = 8 Hz, 1H), 6.64 (d, J = 1.6 Hz, 1H), 6.62 (dd, J = 8 Hz, J = 1.6 Hz, 1H), 1.05 (s, 12H).

References

[1] Patent: WO2014/28459, 2014, A1. Location in patent: Page/Page column 184

5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol Preparation Products And Raw materials

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View Lastest Price from 5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol manufacturers

PNP Biotech Co. Ltd

Product: 5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 1377503-12-2
Price: US $0.00/KG
Min. Order: 25KG
Purity: ≥95%
Supply Ability: Inquiry
Release date: 2023-03-30

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