ChemicalBook > CAS DataBase List > 7-HYDROXYCOUMARIN-4-ACETIC ACID

7-HYDROXYCOUMARIN-4-ACETIC ACID

Product Name: 7-HYDROXYCOUMARIN-4-ACETIC ACID
CAS No.: 6950-82-9
Chemical Name: 7-HYDROXYCOUMARIN-4-ACETIC ACID
Synonyms: NSC 65625;NSC 642907;UMBELLIFERONE-4-ACETIC ACID;B-UMBELLIFERONE ACETIC ACID;4-(CARBOXYMETHYL)UMBELLIFERONE;7-HYDROXYCOUMARIN-4-ACETIC ACID;7-HYDROXYCOUMARINYL-4-ACETIC ACID;7-HYDROXY-4-COUMARINYLACETIC ACID;4- Acotic acid -7- hydroxy coumarin;7-HydroxycouMarinyl-4-acetic acid 97%
CBNumber: CB9213782
Molecular Formula: C11H8O5
Formula Weight: 220.18
MOL File: 6950-82-9.mol

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7-HYDROXYCOUMARIN-4-ACETIC ACID Property

Melting point:: 212 °C (dec.) (lit.)
Boiling point:: 523.5±50.0 °C(Predicted)
Density: 1.511±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: DMF: soluble
form: Crystalline Powder
pka: 4.24±0.10(Predicted)
color: Off-white to pale yellow
λmax: 326nm(MeOH)(lit.)
BRN: 204777
InChI: InChI=1S/C11H8O5/c12-7-1-2-8-6(3-10(13)14)4-11(15)16-9(8)5-7/h1-2,4-5,12H,3H2,(H,13,14)
InChIKey: BNHPMQBVNXMPDU-UHFFFAOYSA-N
SMILES: C1(=O)OC2=CC(O)=CC=C2C(CC(O)=O)=C1
CAS DataBase Reference: 6950-82-9(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
F: 8
HS Code: 29322985

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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

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 335665
Product name: 7-Hydroxycoumarinyl-4-acetic acid
Purity: 97%
Packaging: 1g
Price: $67.6
Updated: 2025/07/31

Sigma-Aldrich

Product number: 335665
Product name: 7-Hydroxycoumarinyl-4-acetic acid
Purity: 97%
Packaging: 5g
Price: $91.7
Updated: 2025/07/31

TCI Chemical

Product number: H1501
Product name: 7-Hydroxycoumarin-4-acetic Acid
Purity: >98.0%(HPLC)(T)
Packaging: 1g
Price: $48
Updated: 2021/12/16

TCI Chemical

Product number: H1501
Product name: 7-Hydroxycoumarin-4-acetic Acid
Purity: >98.0%(HPLC)(T)
Packaging: 5g
Price: $148
Updated: 2022/04/27

TRC

Product number: H825135
Product name: 7-Hydroxycoumarin-4-acetic Acid
Packaging: 10g
Price: $215
Updated: 2021/12/16

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7-HYDROXYCOUMARIN-4-ACETIC ACID Chemical Properties,Usage,Production

Uses

Fluorogenic substrate

Uses

7-Hydroxycoumarinyl-4-acetic acid was used in the synthesis of novel and specific enzyme substrates for Maroteaux-Lamy (MPS VI) and Morquio A (MPS IVA) diseases. It was also employed as ionic liquid matrice for MALDI-TOF MS of proteins, peptides and carbohydrates.

Uses

7-Hydroxycoumarin-4-acetic acid is a fluorescence label but can also be used as pH-indicator.

Synthesis

77-92-9

108-46-3

6950-82-9

GENERAL METHODS: Coumarin-4-acetic acid is a known compound (Manware et al., 2008). The reaction conditions for this compound were modified and optimized (Method A) to synthesize the analogues 2a-2f. These analogues were also synthesized by microwave-assisted methods (Method B). Method A: A mixture of citric acid (0.02 mol) and concentrated sulfuric acid (0.03 mol) was stirred at room temperature for 30 min. The mixture was placed in a boiling water bath to remove carbon monoxide (note: this needs to be done in a fume hood). Once the release of CO gas slowed down, the flask was removed from the water bath and left to stand for 15 minutes or until no more CO bubbles were produced in the reaction mixture. The reaction mixture was cooled to 10 °C and (un)substituted phenol (0.02 mol), pre-cooled to 10 °C, was added dropwise. The reaction mixture was stirred at room temperature for 48 h and then decanted onto ice. The precipitate was filtered and dissolved in saturated sodium bicarbonate solution. The solution was acidified to give intermediates 2a-2f. Method B: A mixture of citric acid (0.02 mol), concentrated sulfuric acid (0.03 mol), and (un)substituted phenol (0.02 mol) was placed in a microwave reactor and heated at 10% power for 4 min. The reaction mixture was poured onto crushed ice and processed according to the subsequent steps of Method A to obtain the target product. Yield of 7-hydroxycoumarin-4-acetic acid (2a): 67% for Method A and 78% for Method B; melting point: 170°C; IR (FT-IR) νmax (cm?1): 3210 (Ar C-H), 2924 (Al C-H), 1710 (C=O), 1701 (lactone C=O), 1458 (C=C), 1130 (C-O) , 1290 (C-OH); 1H-NMR (DMSO-d6, 400 MHz): δ 11.08 (1H, s, COOH), 7.41-6.98 (2H, m, H-5 and H-6), 6.69-6.23 (2H, m, H-8 and H-3), 4.93 (1H, dd, OH), 3.02-2.89 (2H, m , CH2); 13C-NMR (DMSO-d6, 100 MHz): δ 171.5 (C=O), 160.2 (C-2), 112.5 (C-3), 152.4 (C-4), 150.5 (C-8a), 135.2 (C-6), 124.8 (C-5), 122.9 (C-7), 120.1 (C-4a ), 104.1 (C-8), 37.0 (-CH2). HRMS (+ESI) [M+H]+: 221.0445 (calculated value), 221.0464 (measured value).

References

[1] Medicinal Chemistry Research, 2018, vol. 27, # 1, p. 61 - 71
[2] Tetrahedron Letters, 2012, vol. 53, # 48, p. 6598 - 6601,4
[3] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 23, p. 5732 - 5735
[4] Journal of the Chemical Society, 1950, p. 170,172
[5] Journal of the American Chemical Society, 1950, vol. 72, p. 3987,3989

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View Lastest Price from 7-HYDROXYCOUMARIN-4-ACETIC ACID manufacturers

Career Henan Chemical Co

Product: 7-HYDROXYCOUMARIN-4-ACETIC ACID 6950-82-9
Price: US $500.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2018-08-04

6950-82-9, 7-HYDROXYCOUMARIN-4-ACETIC ACIDRelated Search:

Dehydroacetic acid 4-HYDROXY MEPHENYTOIN 7-Hydroxycoumarin 7-hydroxycoumarin-3-acetic acid N-hydroxysuccinimidyl ester 7-Methoxycoumarin-4-acetic Acid N-Succinimidyl Ester 7-HYDROXYCOUMARIN-4-ACETIC ACID 6,7-DIHYDROXYCOUMARIN-4-ACETIC ACID 6,7-DIMETHOXYCOUMARIN-4-ACETIC ACID 4-CARBOXYMETHYL-6,7-METHYLENEDIOXYCOUMARIN METHYL 7-METHOXYCOUMARIN-4-ACETATE 7-Methoxycoumarin-4-acetic acid 7-O-BETA-D-GALACTOPYRANOSYLCOUMARIN-4-ACETIC ACID METHYL 7-HYDROXYCOUMARIN-4-ACETATE N-SUCCINIMIDYL 7-HYDROXY-4-COUMARINYL-AC

7-Hydroxy-2-oxo-2H-1-benzopyran-4-acetic Acid

NSC 642907

NSC 65625

7-HydroxycouMarinyl-4-acetic acid 97%

(7-hydroxy-2-oxo-2H-chromen-4-yl)acetic acid

2-(7-hydroxy-2-oxo-2H-chromen-4-yl)acetic acid

UMBELLIFERONE-4-ACETIC ACID

7-HYDROXY-4-COUMARINYLACETIC ACID

7-HYDROXYCOUMARIN-4-ACETIC ACID

7-HYDROXYCOUMARINYL-4-ACETIC ACID

(7-Hydroxycoumarin-4-yl)acetic acid 95+%

4-(CARBOXYMETHYL)UMBELLIFERONE

7-Hydroxycoumarin-4-acetic acid *CAS 6950-82-9*

B-UMBELLIFERONE ACETIC ACID

7-HYDROXY-4-COUMARINYLACETIC ACID, FOR F LUORESCENCE

4-(Carboxymethyl)umbelliferone, 7-Hydroxy-4-coumarinylacetic acid, Umbelliferone-4-acetic acid

7-Hydroxycoumarinyl-4-acetic acid,Umbelliferone-4-acetic acid

2H-1-Benzopyran-4-aceticacid, 7-hydroxy-2-oxo-

2-(7-hydroxy-2-oxochromen-4-yl)acetic acid

4- Acotic acid -7- hydroxy coumarin

6950-82-9

C11H8O5

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