2-Formylfuran-5-boronic acid
- Product Name
- 2-Formylfuran-5-boronic acid
- CAS No.
- 27329-70-0
- Chemical Name
- 2-Formylfuran-5-boronic acid
- Synonyms
- 5-FORMYL-2-FURYLBORONIC ACID;5-Formylfuran-2-ylboronic acid;FFBA;AKOS BRN-0038;CHEMBRDG-BB 3200975;TIMTEC-BB SBB004171;RARECHEM AH PB 0213;5-Borono-2-furaldehyde;5-FORMYL-THIOBORONICACID;Lapanitinib Intermediate 4
- CBNumber
- CB8766094
- Molecular Formula
- C5H5BO4
- Formula Weight
- 139.9
- MOL File
- 27329-70-0.mol
2-Formylfuran-5-boronic acid Property
- Melting point:
- 136 °C (dec.) (lit.)
- Boiling point:
- 379.3±52.0 °C(Predicted)
- Density
- 1.36±0.1 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- solubility
- 1.38g/l
- pka
- 7.11±0.53(Predicted)
- form
- powder
- color
- brown
- Water Solubility
- Insoluble in water.
- Sensitive
- Air Sensitive
- BRN
- 1637050
- InChI
- InChI=1S/C5H5BO4/c7-3-4-1-2-5(10-4)6(8)9/h1-3,8-9H
- InChIKey
- JUWYQISLQJRRNT-UHFFFAOYSA-N
- SMILES
- B(C1=CC=C(C=O)O1)(O)O
- CAS DataBase Reference
- 27329-70-0(CAS DataBase Reference)
Safety
- Hazard Codes
- C,Xi
- Risk Statements
- 34-36/37/38
- Safety Statements
- 26-36/37/39-45-37/39-27
- RIDADR
- UN 3261 8/PG 3
- WGK Germany
- 3
- Hazard Note
- Irritant
- TSCA
- No
- HazardClass
- IRRITANT, KEEP COLD
- PackingGroup
- Ⅲ
- HS Code
- 29321900
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P363Wash contaminated clothing before reuse.
N-Bromosuccinimide Price
- Product number
- 512346
- Product name
- 5-Formyl-2-furanylboronic acid
- Purity
- ≥95%
- Packaging
- 5g
- Price
- $144
- Updated
- 2025/07/31
- Product number
- 512346
- Product name
- 5-Formyl-2-furanylboronic acid
- Purity
- ≥95%
- Packaging
- 1g
- Price
- $28.4
- Updated
- 2023/06/20
- Product number
- F0611
- Product name
- 5-Formyl-2-furanboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $20
- Updated
- 2025/07/31
- Product number
- F0611
- Product name
- 5-Formyl-2-furanboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $47
- Updated
- 2025/07/31
- Product number
- F700345
- Product name
- (5-Formylfuran-2-yl)boronicAcid
- Packaging
- 25g
- Price
- $175
- Updated
- 2021/12/16
2-Formylfuran-5-boronic acid Chemical Properties,Usage,Production
Chemical Properties
beige to brown powder
Uses
suzuki reaction
Uses
As a bifunctional reagent used in the synthesis of π -extended heteroarylfuran systems. Reactant involved in Suzuki coupling for synthesis of stable dye-sensitized solar cells. Reactant involved in synthesis of biologically active molecules including, heteroarylation for the synthesis of HIF-1 inhibitors, disalicylic acid-furanyl derivatives to inhibit ephrin binding, HIV-1 integrase inhibitors, epidermal growth factor receptor inhibitors.
Synthesis
13529-27-6
27329-70-0
Under nitrogen protection, 20.16 g (0.118 mol) of 2-(diethoxymethyl)furan, 33.4 g (0.177 mol) of triisopropyl borate, and 40 mL of anhydrous tetrahydrofuran (THF) were added to a dry 500 mL three-necked flask equipped with a mechanical stirrer, an internal thermometer, and a dosing funnel. The water content of the reaction mixture was determined by Karl-Fischer titration to ensure that it was less than 800 μg/mL. the reaction mixture was cooled to an internal temperature of -10 °C. The reaction mixture was then purified to a temperature of -10 °C. The water content of the reaction mixture was determined by titration. With the temperature maintained at -10 °C to 0 °C, 84 mL (25 wt%, 1.84 M THF solution containing heptane and ethylbenzene from Chemmetal, content determined by titration, 1.3 equivalents) of LDA solution was slowly added through the addition funnel over a period of 1 hour. Upon completion of addition, the reaction mixture was transferred via cannula to a pre-cooled aqueous hydrochloric acid solution (prepared by mixing 33 mL of concentrated hydrochloric acid and 55 mL of water). The reaction temperature was controlled not to exceed 30 °C. The resulting tan slurry of 5-formylfuran-2-boronic acid was cooled to 0°C and filtered. The filter cake was washed twice with 20 mL of cold water to obtain 17.6 g of wet filter cake. The wet filter cake was dried in a vacuum oven at 40 °C to give 12.41 g of an off-white product, 5-formylfuran-2-boronic acid, in a total yield of 75%. The amount of unreacted furfural in the crude product was determined to be less than 0.1% by analysis.
References
[1] Patent: EP1403271, 2004, A1. Location in patent: Page 3, 4
[2] Organic and Biomolecular Chemistry, 2003, vol. 1, # 9, p. 1447 - 1449
2-Formylfuran-5-boronic acid Preparation Products And Raw materials
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View Lastest Price from 2-Formylfuran-5-boronic acid manufacturers
- Product
- 2-Formylfuran-5-boronic acid 27329-70-0
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-01-09
- Product
- 2-Formylfuran-5-boronic acid 27329-70-0
- Price
- US $999.00-666.00/ton
- Min. Order
- 1ton
- Purity
- 99%
- Supply Ability
- 5000
- Release date
- 2024-08-13
- Product
- 2-Formylfuran-5-boronic acid 27329-70-0
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-13