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Carminic Acid

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Carminic Acid Basic information

Product Name:
Carminic Acid
Synonyms:
  • Carminic Acid 
  • 3,5,6,8-Tetrahydroxy-1-methyl-9,10-dioxo-7-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-9,10-dihydroanthracene-2-carboxylic acid
  • Carminic acid (C.I. 75470) GR for analysis and for microscopy
  • ALUMINUM LAKE OF CARMINIC ACID
  • 2-anthracenecarboxylicacid,7-beta-d-glucopyranosyl-9,10-dihydro-3,5,6,8-tetra
  • 7-.beta.-D-glucopyranosyl-9,10-dihydro-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-2-Anthracenecarboxylicacid
  • 7-alpha-d-glucopyranosyl-9,10-dihydro-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo
  • C.I.Naturalred4
CAS:
1260-17-9
MF:
C22H20O13
MW:
492.39
EINECS:
215-023-3
Product Categories:
  • Anthraquinones
  • Biochemistry
  • Glucose
  • Glycosides
  • Hydroxyanthraquinones
  • Sugars
  • Di-Terpenoids
  • Carbohydrates & Derivatives
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
1260-17-9.mol
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Carminic Acid Chemical Properties

Melting point:
136 °C
alpha 
15654 +51.6° (water)
Boiling point:
506.2°C (rough estimate)
Density 
1.4504 (rough estimate)
refractive index 
1.6000 (estimate)
Flash point:
12℃
storage temp. 
room temp
solubility 
30g/l
Colour Index 
75470
form 
Crystalline Powder
pka
1.62±0.20(Predicted)
color 
Red to dark red
PH
1.6 (10g/l, H2O, 20℃)
Odor
Odorless
PH Range
4.8 - 6.2
optical activity
[α]20/D +3.1°, c = 1 in H2O
Water Solubility 
1.298g/L(room temperature)
Merck 
14,1843
BRN 
71651
LogP
1.532 (est)
CAS DataBase Reference
1260-17-9
EPA Substance Registry System
C.I. Natural Red 4 (1260-17-9)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
2
HS Code 
32129000
Hazardous Substances Data
1260-17-9(Hazardous Substances Data)

MSDS

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Carminic Acid Usage And Synthesis

Chemical Properties

red to dark red crystalline powder

Chemical Properties

Cochineal extract is a concentrated solution obtained after removing alcohol from an aqueous–alcoholic extract of cochineal (Dactylopius coccus Costa, also called Coccus cati L.). This extract is used as a color additive, the primary colorant being carminic acid.

History

CI Natural Red 4(CI 75470), is a red dye occurring as a glycoside in the body of the cochineal insect Dactylopius coccus of the order Homoptera, family Coccidae. This insect is native to Central and South America. The Aztecs had extracted the dye from the insect centuries before the coming of the Spaniards. For breeding purposes, the insects were collected in the autumn and carefully protected during the winter months. Cochineal was harvested after three months, and then the bugs were killed by immersion in hot water, by placing in hot ovens, or by exposure to the hot sun. The latter method produced the highest quality dye. At present, Peru and the Canary Islands are the main source of the dye. Until the advent of synthetic dyes, the principal use for carminic acid was for dyeing tin-mordanted wool or silk. Its aluminum lake, carmine, finds use in the coloring of foods.

Uses

Carminic acid (C.I. 75470) For staining nuclei in histological sections. Used to prepare staining solutions.
CAS 1260-17-9, pH 1.6 (10?g/l, H?O, 20?°C).

Uses

A red glucosidal hydroxyanthrapurin, it is produced naturally within some insects as a defense mechanism.

Uses

antineoplastic, glucosyltransferase inhibitor

Definition

ChEBI: A tetrahydroxyanthraquinone that is that is 1,3,4,6-tetrahydroxy-9,10-anthraquinone substituted by a methyl group at position 8, a carboxy group at position 7 and a 1,5-anhydro-D-glucitol moiety at position 2 via a C-gly osidic linkage. It is a natural dye isolated from several insects such as Dactylopius coccus.

General Description

Dark purplish-brown mass or bright red or dark red powder. Darkens at 248°F. Deep red color in water. Yellow to violet in acidic aqueous solutions.

Air & Water Reactions

Soluble in water [Hawley].

Reactivity Profile

CARMINE neutralizes bases in exothermic reactions. Incompatible with strong oxidizing agents.

Fire Hazard

Flash point data for CARMINE are not available. CARMINE is probably combustible.

Purification Methods

Carminic acid forms red prisms from EtOH. It gives a red colour in Ac2O and yellow to violet in acidic solution. UV: max (H2O) 500nm ( 6,800); (0.02N HCl) 490-500nm ( 5,800) and (0.0001N NaOH) 540nm ( 3,450). IR: max (Nujol) 1708s, 1693s, 1677m, 1648m, 1632m, 1606s, 1566s, 1509 cm-1. Periodate oxidation is complete after 4hours at 0o with the consumption of 6.2 mols. The tetra-O-methyl carminate has m 186-188o (yellow needles from *C6H6/pet ether). [IR: Ali & Haynes J Chem Soc 1033 1959, Bhatia & Venkataraman Indian J Chem 3 (2) 92 1965, Synthesis: Davis & Smith Biochemical Preparations 4 38 1955, Beilstein 18 III/1V 6697.]

Carminic Acid Preparation Products And Raw materials

Preparation Products

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