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
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
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.
N-Bromosuccinimide Price
- Product number
- C421998
- Product name
- 4-Chloro-2-hydroxyphenylboronicacidpinacolester
- Packaging
- 500mg
- Price
- $200
- Updated
- 2021/12/16
- 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
- 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
- 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
- Product number
- A141487
- Product name
- 5-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
- Purity
- 97%
- Packaging
- 250mg
- Price
- $96
- Updated
- 2021/12/16
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
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
- 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