ChemicalBook > CAS DataBase List > 5-Methoxybenzofuran-2-carboxylic acid

5-Methoxybenzofuran-2-carboxylic acid

Product Name
5-Methoxybenzofuran-2-carboxylic acid
CAS No.
10242-08-7
Chemical Name
5-Methoxybenzofuran-2-carboxylic acid
Synonyms
AKOS BBS-00007942;TIMTEC-BB SBB010862;ASINEX-REAG BAS 03293533;5-METHOXYBENZOFURAN-2-CARBOXYLIC ACID;5-Methoxy-2-Benzofurancarboxylic Acid;2-Benzofurancarboxylic acid, 5-methoxy-;5-METHOXY-1-BENZOFURAN-2-CARBOXYLIC ACID
CBNumber
CB2137319
Molecular Formula
C10H8O4
Formula Weight
192.17
MOL File
10242-08-7.mol
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5-Methoxybenzofuran-2-carboxylic acid Property

Melting point:
212 °C
Boiling point:
352.4±22.0 °C(Predicted)
Density 
1.345±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
form 
solid
pka
3.06±0.30(Predicted)
Appearance
Off-white to light yellow Solid
InChI
InChI=1S/C10H8O4/c1-13-7-2-3-8-6(4-7)5-9(14-8)10(11)12/h2-5H,1H3,(H,11,12)
InChIKey
XZELWEMGWISCTP-UHFFFAOYSA-N
SMILES
O1C2=CC=C(OC)C=C2C=C1C(O)=O
CAS DataBase Reference
10242-08-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38-36
Safety Statements 
26-36/37/39
HazardClass 
IRRITANT
HS Code 
2932990090
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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
M265708
Product name
5-Methoxybenzofuran-2-carboxylicAcid
Packaging
50mg
Price
$60
Updated
2021/12/16
SynQuest Laboratories
Product number
2H21-1-04
Product name
5-Methoxybenzofuran-2-carboxylicacid
Purity
98%
Packaging
250mg
Price
$28
Updated
2021/12/16
Matrix Scientific
Product number
003013
Product name
5-Methoxybenzofuran-2-carboxylic acid
Purity
98%
Packaging
1g
Price
$37
Updated
2021/12/16
ChemScene
Product number
CS-0061982
Product name
5-Methoxy-1-benzofuran-2-carboxylicacid
Packaging
1g
Price
$80
Updated
2021/12/16
SynQuest Laboratories
Product number
2H21-1-04
Product name
5-Methoxybenzofuran-2-carboxylicacid
Purity
98%
Packaging
1g
Price
$97
Updated
2021/12/16
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5-Methoxybenzofuran-2-carboxylic acid Chemical Properties,Usage,Production

Synthesis

50551-56-9

10242-08-7

The general procedure for the synthesis of 5-methoxybenzofuran-2-carboxylic acid from ethyl 5-methoxybenzofuran-2-carboxylate is as follows: 1. 2-Hydroxy-5-methoxybenzaldehyde (3.0 g, 20 mmol) and anhydrous K2CO3 (3.3 g, 23.4 mmol) were dissolved in DMF (50 ml) under the cooling condition in an ice bath, and ethyl bromoacetate (3.3 g, 20 mmol) was added slowly dropwise. After the dropwise addition was completed, the reaction was stirred at 0 °C for 30 min, and then transferred to a 60 °C oil bath and stirred for 12 hours. 2. The reaction solution was poured into ice water and the solid was collected by filtration. The solid was dissolved in chloroform, dried with anhydrous Na2SO4, filtered and purified by silica gel column chromatography, and the solvent was removed by rotary evaporation to give 3.24 g of yellow solid (75% yield). 3. The above product was dissolved in dioxane (30 ml), 1N sodium hydroxide solution (15 ml) was added and stirred at room temperature for 2 hours. The dioxane was removed by evaporation and the residue was poured into ice water, washed sequentially with diethyl ether and dichloromethane and the pH was adjusted to 2. The solid was collected by filtration to give 2.68 g of product (92% yield). 4. The resulting solid was dissolved in methylene dioxane (50 ml), DIC (1.51 g, 11.98 mmol) was added, and after stirring at room temperature for 1 h, DMAP (0.24 g, 1.96 mmol) and dimethyl hydroxyethyl phosphonate (1.84 g, 10.95 mmol) were added. After heating and refluxing for 6 hours, the reaction solution was washed by adding water and saturated brine, dried with anhydrous magnesium sulfate, filtered and evaporated to dryness, and recrystallized by an ethyl acetate-petroleum ether system to give (dimethoxyphosphono)ethyl 5-methoxybenzofuran-2-carboxylate 3.67 g (77% yield). 5. The above ester was dissolved in dichloromethane (50 ml), trimethylmethylsilyl bromide (9.85 g, 64.8 mmol) was added, and stirred at room temperature for 3 hours. After completion of the reaction, the reaction was quenched with methanol and the solvent was removed by evaporation to give a final ethyl phosphine 5-methoxybenzofuran-2-carboxylate 2.38 g (74% yield).

References

[1] Patent: CN103130705, 2016, B. Location in patent: Paragraph 0201-0203
[2] Journal of Medicinal Chemistry, 1984, vol. 27, # 5, p. 570 - 576
[3] Journal of Materials Chemistry, 2001, vol. 11, # 11, p. 2759 - 2772
[4] Patent: US2009/29976, 2009, A1. Location in patent: Page/Page column 18

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Raw materials

Preparation Products

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View Lastest Price from 5-Methoxybenzofuran-2-carboxylic acid manufacturers

Career Henan Chemical Co
Product
5-Methoxybenzofuran-2-carboxylic acid 10242-08-7
Price
US $1.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
200KG
Release date
2018-12-23