5-(prop-1-ynyl)pyridin-3-ylboronic acid
- Product Name
- 5-(prop-1-ynyl)pyridin-3-ylboronic acid
- CAS No.
- 917471-30-8
- Chemical Name
- 5-(prop-1-ynyl)pyridin-3-ylboronic acid
- Synonyms
- 3-propnynylpyridine-5-boronicacid;5-Propynyl-3-pyridine boronic acid;5-Propyynyl-3-pyridine boronic acid;5-(1-Propynyl)pyridine-3-boronic Acid;5-(prop-1-ynyl)pyridin-3-ylboronic acid;5-(Prop-1-ynyl)pyridine-3-ylboronic acid;5-(Propyn-1-yl)pyridine-3-yl boronic acid;(5-(Prop-1-yn-1-yl)pyridin-3-yl)boronic acid;B-[5-(1-propyn-1-yl)-3-pyridinyl]boronic acid;B-[5-(1-Propyn-1-yl)pyridin-3-yl]boronic acid
- CBNumber
- CB12520301
- Molecular Formula
- C8H8BNO2
- Formula Weight
- 160.97
- MOL File
- 917471-30-8.mol
5-(prop-1-ynyl)pyridin-3-ylboronic acid Property
- Boiling point:
- 384.8±52.0 °C(Predicted)
- Density
- 1.21
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- powder to crystal
- pka
- 3.43±0.10(Predicted)
- color
- White to Almost white
- InChI
- InChI=1S/C8H8BNO2/c1-2-3-7-4-8(9(11)12)6-10-5-7/h4-6,11-12H,1H3
- InChIKey
- QICKHKWSOJEAII-UHFFFAOYSA-N
- SMILES
- B(C1=CC(C#CC)=CN=C1)(O)O
- CAS DataBase Reference
- 917471-30-8
Safety
- HS Code
- 2933.39.9200
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H228Flammable solid
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P240Ground/bond container and receiving equipment.
P241Use explosion-proof electrical/ventilating/lighting/…/equipment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P370+P378In case of fire: Use … for extinction.
N-Bromosuccinimide Price
- Product number
- P2403
- Product name
- 5-(1-Propynyl)pyridine-3-boronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $238
- Updated
- 2025/07/31
- Product number
- P839248
- Product name
- 5-(Prop-1-ynyl)pyridin-3-ylboronicAcid
- Packaging
- 500mg
- Price
- $200
- Updated
- 2021/12/16
- Product number
- AS110493
- Product name
- (5-(Prop-1-yn-1-yl)pyridin-3-yl)boronic acid
- Purity
- 97%
- Packaging
- 250mg
- Price
- $119
- Updated
- 2021/12/16
- Product number
- Z1699
- Product name
- B-[5-(1-Propyn-1-yl)-3-pyridinyl]-boronicacid
- Packaging
- 250mg
- Price
- $146
- Updated
- 2021/12/16
- Product number
- Z1699
- Product name
- B-[5-(1-Propyn-1-yl)-3-pyridinyl]-boronicacid
- Packaging
- 1g
- Price
- $263
- Updated
- 2021/12/16
5-(prop-1-ynyl)pyridin-3-ylboronic acid Chemical Properties,Usage,Production
Synthesis
917772-69-1
917471-30-8
The general procedure for the synthesis of (5-(prop-1-yn-1-yl)pyridin-3-yl)boronic acid from 3-bromo-5-(prop-1-yn-1-yl)pyridine is as follows: Method G. Step 2: Anhydrous toluene (1.6 mL/mmol, totaling 188 mL) and anhydrous THF (0.4 mL/mmol, totaling 47 mL) were added to a 1000 mL flame-dried flask under nitrogen protection. Triisopropyl borate (32 mL, 141.36 mmol, 1.2 equiv) and 3-bromo-5-(prop-1-yn-1-yl)pyridine (23 g, 117.8 mmol) were then added. The reaction mixture was cooled to -40 °C and then n-butyllithium (2.5 M hexane solution, 56 mL, 141.36 mmol) was slowly added via syringe pump over a period of 1 hour. Stirring was continued by maintaining the temperature at -40 °C for 0.5 h. Subsequently, the mixture was slowly warmed to -20 °C. The reaction was terminated by adding 2N HCl aqueous solution (120 mL). After separation of the organic layer, the pH of the aqueous phase was adjusted to 7 with 5N NaOH solution. a white solid product began to precipitate at a pH close to 7. The solid product was then added to the mixture. Subsequently, solid NaCl was added to the mixture to saturation and extracted three times with THF (150 mL). The THF extracts were combined and the white solid product (18 g, 95% yield) was obtained by vacuum evaporation. Product characterization data: 1H NMR (CDCl3) δ 8.67 (s, 1H), 8.48 (s, 1H), 8.09 (s, 1H), 2.06 (s, 3H).
References
[1] Patent: WO2006/138264, 2006, A2. Location in patent: Page/Page column 51
[2] Patent: US2012/165347, 2012, A1. Location in patent: Page/Page column 27
[3] Patent: WO2013/190298, 2013, A1. Location in patent: Page/Page column 40; 41
[4] Patent: WO2013/190300, 2013, A1. Location in patent: Page/Page column 27; 28
[5] Patent: WO2011/2407, 2011, A1. Location in patent: Page/Page column 60
5-(prop-1-ynyl)pyridin-3-ylboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-(prop-1-ynyl)pyridin-3-ylboronic acid manufacturers
- Product
- 5-(prop-1-ynyl)pyridin-3-ylboronic acid 917471-30-8
- Price
- US $0.00/g
- Min. Order
- 1g
- Purity
- 95%min
- Supply Ability
- 20kg/month
- Release date
- 2019-12-20
- Product
- 5-(prop-1-ynyl)pyridin-3-ylboronic acid 917471-30-8
- Price
- US $2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- customise
- Release date
- 2018-08-09