5,7-Dihydroxy-4-methylcoumarin

HCID 5354284CAS 2107-76-8

Basic information

Standard SMILES
Cc1cc(=O)oc2cc(O)cc(O)c12
InChIKey
QNVWGEJMXOQQPM-UHFFFAOYSA-N
Molecular formula
C10H8O4
Average molar mass
192.17 g/mol
Monoisotopic mass
192.04225874

Overview

5,7-dihydroxy-4-methyl coumarin is a yellow powder. Fluoresces blue. Absorbs ultraviolet light. (NTP, 1992)

Names & identifiers

Preferred name
5,7-Dihydroxy-4-methylcoumarin
IUPAC
5,7-dihydroxy-4-methylchromen-2-one
English name
5,7-Dihydroxy-4-methylcoumarin
Molecular formula
C10H8O4
Molecular weight
192.17

Names & synonyms

5,7-DIHYDROXY-4-METHYLCOUMARIN2107-76-84-Methyllimetol4-Methyl-5,7-dihydroxycoumarin5,7-dihydroxy-4-methylchromen-2-one2H-1-Benzopyran-2-one, 5,7-dihydroxy-4-methyl-5,7-Dihydroxy-4-methyl-2H-1-benzopyran-2-oneCoumarin, 5,7-dihydroxy-4-methyl-5,7-Dihydroxy-4-methyl-2-benzopyroneDTXSID0025078VP62D4346MNSC-5302
Show more names
NSC2440NSC 2440NSC-2440Methyl-2H-Chromen-2-OneDihydroxy 4-methylcoumarin5,7-dihydroxy-4-methyl-coumariDIHYDROXY-4-METHYLCOUMARIN, 5,7-
DTXCID805078RefChem:1013655,7-DHMC5,7-dihydroxy-4-methyl coumarin218-289-95,7-Dihydroxy-4-methyl-2H-chromen-2-oneMFCD000169665,7-Dihydroxy-4-methyl-chromen-2-one

Database identifiers

CAS
2107-76-8
PubChem CID
5354284
DTXSID
DTXSID0025078
ChEMBL
CHEMBL12252
ChEBI
CHEBI:176669
UNII
VP62D4346M
EC Number
218-289-9
Nikkaji
J298.698A

Properties

Computed structural properties

XLogP
1.1
Topological polar surface area
66.8 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
4
Rotatable bonds
0
Heavy atoms
14

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Other Organic Compounds
SpringerMaterials PropertiesDiamagnetic susceptibility
Color/Form · 2 items

NEEDLES FROM ALCOHOL, LEAVES FROM ACETIC ACID

YELLOW TO WHITE SOLID

Solubility · 3 items

Slightly soluble (NTP, 1992)

SLIGHTLY SOL IN WATER, ETHER, BENZENE, CHLOROFORM; VERY SOL IN HOT ALCOHOL, ALKALI

SOL IN SODIUM HYDROXIDE

Melting Point · 2 items

518 to 545 °F (NTP, 1992)

282-284 °C

Physical Description · 2 items

5,7-dihydroxy-4-methyl coumarin is a yellow powder. Fluoresces blue. Absorbs ultraviolet light. (NTP, 1992)

Yellow to white solid; Fluoresces blue; Absorbs UV light; [HSDB] White to cream solid; [MSDSonline]

Physicochemical properties

Melting point
296 · 296-299 °C (lit.)
Boiling point
472.1 · 472.1±14.0 °C(Predicted)
Density
1.456 · 1.456±0.06 g/cm3(Predicted)
storage temp.
-20 °C · -20°C Freezer, Under inert atmosphere
solubility
DMSO (Slightly), Methanol (Slightly)
form
Solid

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (95.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Fire HazardsFlash point data for this chemical are not available. It is probably combustible. (NTP, 1992)
Hazards SummaryNegative in mutagenic tests; No information available on symptoms of exposure; [NTP] An irritant; [MSDSonline] See Coumarin.
Reactive GroupEsters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
Reactivity Profile · 1 item

5,7-DIHYDROXY-4-METHYL COUMARIN is a phenol and lactone. Phenols do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has pKa = 9.88). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid. Lactones react similarly to esters. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Air and Water ReactionsSlightly water soluble (NTP, 1992).
Hazard Classes and CategoriesSkin Irrit. 2 (95.7%)

Safety & protection

Fire FightingFires involving this material should be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
TSCA listed
hs_code
29321900
risk_code
36/37/38
Signal word
Warning

Chemistry & industry

Uses & manufacturing

Uses · 5 items

Used in suntan oils as sun screen, in wall paints as whitening agent, a coupler in hair dyes, and an optical brightener (dyes, soaps, and plastics); [HSDB]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

IN SUNTAN OILS AS SUN SCREEN; IN WALL PAINTS AS WHITENING AGENT

COUPLER IN HAIR DYE PREPARATIONS

OPTICAL BRIGHTENER IN DYES, SOAPS, PLASTICS

U.S. Exports · 2 items

(1977) No Data

(1979) No Data

U.S. Imports · 2 items

(1977) No Data

(1979) No Data

U.S. Production · 2 items

(1977) NOT PRODUCED COMMERCIALLY IN US

(1979) NOT PRODUCED COMMERCIALLY IN US

Methods of ManufacturingCONDENSATION OF PHLOROGLUCINOL WITH ACETOACETIC ESTER IN PRESENCE OF ACID CATALYST
General Manufacturing Information2H-1-Benzopyran-2-one, 5,7-dihydroxy-4-methyl-: INACTIVE

Applications

Uses5,7-Dihydroxy-4-methylcoumarin may be used in the synthesis of pyrano[2,3-h]coumarin derivatives and 5,7-dihydroxy-8-formyl-4-methylcoumarin.

General DescriptionYellow powder. Fluoresces blue. Absorbs ultraviolet light.

Upstream & downstream products

Suppliers50 total

郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
成都健腾生物技术有限公司028-85159085 · [email protected]

Additional notes

DefinitionChEBI: 5,7-Dihydroxy-4-methylcoumarin is a hydroxycoumarin.

Related reactions

1 records

Linked notes

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