4-Methyl-7-diethylaminocoumarin

HCID 7050CAS 61968-71-6

Substructure search Find similar structures

Basic information

Standard SMILES: CCN(CC)c1ccc2c(C)cc(=O)oc2c1
InChIKey: AFYCEAFSNDLKSX-UHFFFAOYSA-N
Molecular formula: C14H17NO2
Average molar mass: 231.29 g/mol
Monoisotopic mass: 231.12592878

Overview

7-diethylamino-4-methylcoumarin is a light tan grains. Gives bright blue-white fluorescence in very dilute solutions. (NTP, 1992)

Names & identifiers

Preferred name: 4-Methyl-7-diethylaminocoumarin
IUPAC: 7-(diethylamino)-4-methylchromen-2-one
English name: 7-Diethylamino-4-methylcoumarin
Molecular formula: C14H17NO2
Molecular weight: 231.29

Names & synonyms

4-Methyl-7-diethylaminocoumarinRefChem:5463187-DIETHYLAMINO-4-METHYLCOUMARIN91-44-1Coumarin 17-(Diethylamino)-4-methyl-2H-chromen-2-oneCoumarin 47Coumarin 4607-(Diethylamino)-4-methylcoumarin4-Methyl-7-(diethylamino)coumarin2H-1-Benzopyran-2-one, 7-(diethylamino)-4-methyl-Calcofluor White SD

Show more names

Fluorescent Brightener 140blancophorffgFluorescent Brightener 52hakkolpcoumarin460

Blancophor AWBlancophor FFGHakkol PUvitex WGSMDAC)DiethylaminomethylcoumarinCalcofluor White RWCoumarin, 7-(diethylamino)-4-methyl-

Database identifiers

CAS: 61968-71-6、91-44-1
PubChem CID: 7050
DTXSID: DTXSID9025035
ChEMBL: CHEMBL315348
ChEBI: CHEBI:51938
UNII: 1SFJ7F6R2C
EC Number: 202-068-9、612-902-7
Nikkaji: J48.490C

Properties

Computed structural properties

XLogP: 3.1
Topological polar surface area: 29.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 3
Heavy atoms: 17
Formal charge: 0
Complexity: 320

Experimental & physicochemical properties

Chemical ClassesDyes -> Coumarin Dyes

CosmeticsStabilizing

SpringerMaterials PropertiesAngular frequency

Color/Form · 2 items

CRYSTALS FROM ALCOHOL & BENZENE-PETROLEUM ETHER

GRANULAR; LIGHT-TAN COLOR

Solubility · 3 items

Slightly soluble in hot solvent (NTP, 1992)

SLIGHTLY SOL IN HOT WATER; SOL IN ALC, ETHER, ACETONE, ORDINARY ORGANIC SOLVENTS

SOL IN AQ ACID SOLN, RESINS, VARNISHES, VINYLS; SLIGHTLY SOL IN ALIPHATIC HYDROCARBONS

Melting Point · 2 items

154 to 162 °F (NTP, 1992)

89 °C

Physicochemical properties

Melting point: 72 · 72-75 °C (lit.)
Boiling point: 240 °C · 240 °C / 6.5mmHg
Density: 1.122 · 1.122
vapor pressure: 0 · 0-0.003Pa at 20-25℃
refractive index: 1.53 · 1.5300 (estimate)
Flash point: 152 °C · 152°C
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 3.51 · 3.51±0.20(Predicted)
form: Crystalline Powder
color: Light beige to light purple
Water Solubility: slightly soluble
BRN: 193303 · 193303
Stability: Stable. Incompatible with strong oxidizing agents.
Cosmetics Ingredients Functions: LIGHT STABILIZER
InChI: 1S/C14H17NO2/c1-4-15(5-2)11-6-7-12-10(3)8-14(16)17-13(12)9-11/h6-9H,4-5H2,1-3H3
InChIKey: AFYCEAFSNDLKSX-UHFFFAOYSA-N
SMILES: CCN(CC)c1ccc2C(C)=CC(=O)Oc2c1
LogP: 2.523 · 2.523-2.8 at 23-25℃
CAS DataBase Reference: 91 · 91-44-1(CAS DataBase Reference)
EWG's Food Scores: 4 · 4-7
FDA UNII: 1 SFJ7F6R2C · 1SFJ7F6R2C
NIST Chemistry Reference: 7 · Coumarin, 7-(diethylamino)-4-methyl-(91-44-1)
EPA Substance Registry System: 7 · 7-Diethylamino-4-methylcoumarin (91-44-1)
UNSPSC Code: 12352103 · 12352103
NACRES: 23 · NA.23
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xn
Risk Statements: 36 · 36/37/38-20/21
Safety Statements: 37 · 37/39-26
WGK Germany: 2 · 2
RTECS: 6370000 · GN6370000
TSCA: TSCA listed
HS Code: 29322090 · 29322090
Storage Class: 11 · 11 - Combustible Solids
Hazardous Substances Data: 91 · 91-44-1(Hazardous Substances Data)
Toxicity: 50 oral · LD50 oral in rat: 5gm/kg
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 28.7% (222 of 773) of reports.

Warning

H312 (60.2%): Harmful in contact with skin [Warning Acute toxicity, dermal]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P317, 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 773 reports by companies from 19 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: 2H-1-Benzopyran-2-one, 7-(diethylamino)-4-methyl-

Status: Active Update: 28-01-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/18846

2H-1-Benzopyran-2-one, 7-(diethylamino)-4-methyl-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Coumarins: Human health tier II assessment

Hazards SummaryEmergency treatment: Irritants; [HSDB] Causes somnolence and ataxia in oral lethal-dose studies of mice; [RTECS] A skin and strong eye irritant; [Alfa Aesar MSDS] See Coumarin.

Reactive GroupAmines, Phosphines, and Pyridines

Special Reports · 1 item

TOXICOLOGICAL REVIEW OF PHOTOTOXICITY, DERMAL & MEMBRANE IRRITATION CAUSED BY COUMARIN.[GLOXHUBER C, BLOCHING H; TOXICOLOGIC PROPERTIES OF FLUORESCENT WHITENING AGENTS; WINEK CL & SHANOR SP (ED), TOXICOLOGY ANNUAL, VOL 3. NY: MARCEL DEKKER, INC, 1979, PP 171-203]

Reactivity Profile · 1 item

7-DIETHYLAMINO-4-METHYLCOUMARIN is a lactone (behaves as an ester) and an amine. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Safety & protection

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: Eyeshields, Gloves, type N95 (US)
wgk: 2
tsca: TSCA listed
rtecs: GN6370000
hs_code: 29322090
Toxicity: LD50 oral in rat: 5gm/kg
risk_code: 36/37/38-20/21
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 37/39-26
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
REACH Registrations: Active
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazardous Substances Data: 91-44-1(Hazardous Substances Data)

Chemistry & industry

Uses & manufacturing

Uses · 4 items

Used as an optical brightener (textile, detergent, plastics, and varnish/lacquer industries) and as an invisible marking agent; Also used in coatings (paper, labels, and book covers) and as a laser dye; [HSDB] Coumarins are used as fluorescent dyes and also as laser dyes. Fluorescent dyes not only absorb light; they also emit light to produce very bright colors. They are used to dye textile fibers, plastics, inks, and to make pigments for paints and lacquers. [Ullmann: Laser Dyes; Fluorescent Dyes; Disperse Dyes]

Pulp and Paper Processing [Category: Industry]

OPTICAL BLEACH IN TEXTILE INDUSTRY; IN COATINGS FOR PAPER, LABELS, BOOK COVERS, ETC; INVISIBLE MARKING AGENT; TO LIGHTEN PLASTICS, RESINS, VARNISHES & LACQUERS

OPTICAL BRIGHTENER IN TEXTILE AND DETERGENT INDUSTRIES; LASER DYE

U.S. Exports · 2 items

(1977) No Data

(1979) No Data

U.S. Imports · 2 items

(1977) 4.99X10+4 GRAMS (PRINCPL CUSTMS DISTS)

(1979) No Data

U.S. Production · 2 items

(1977) PROBABLY GREATER THAN 2.27X10+6 GRAMS

(1979) PROBABLY GREATER THAN 2.27X10+6 GRAMS

Methods of ManufacturingREACTION OF M-DIETHYLAMINOPHENOL WITH ETHYL ACETOACETATE

Household ProductsInformation on 3 consumer products that contain Diethylaminomethylcoumarin in the following categories is provided:

Applications · 3 items

UsesOptical bleach in textile industry, in coatings for paper, labels, book covers, etc.; to lighten plastics, resins, varnishes, and lacquers; invisible marking agent.

Uses7-(Diethylamino)-4-methylcoumarin, is potentially useful as a laser dye.

General DescriptionLight tan grains. Gives bright blue-white fluorescence in very dilute solutions.