ChemicalBook > CAS DataBase List > 2-Formylfuran-5-boronic acid

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
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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)
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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 
HS Code 
29321900
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
512346
Product name
5-Formyl-2-furanylboronic acid
Purity
≥95%
Packaging
5g
Price
$144
Updated
2025/07/31
Sigma-Aldrich
Product number
512346
Product name
5-Formyl-2-furanylboronic acid
Purity
≥95%
Packaging
1g
Price
$28.4
Updated
2023/06/20
TCI Chemical
Product number
F0611
Product name
5-Formyl-2-furanboronic Acid (contains varying amounts of Anhydride)
Packaging
1g
Price
$20
Updated
2025/07/31
TCI Chemical
Product number
F0611
Product name
5-Formyl-2-furanboronic Acid (contains varying amounts of Anhydride)
Packaging
5g
Price
$47
Updated
2025/07/31
TRC
Product number
F700345
Product name
(5-Formylfuran-2-yl)boronicAcid
Packaging
25g
Price
$175
Updated
2021/12/16
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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

Raw materials

Preparation Products

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2-Formylfuran-5-boronic acid Suppliers

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View Lastest Price from 2-Formylfuran-5-boronic acid manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
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
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
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
Henan Aochuang Chemical Co.,Ltd.
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

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