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Citrus Red 2

CAS 6358-53-8C18H16N2O3MW 308.3

Citrus Red 2 (CAS 6358-53-8) — formula C18H16N2O3, molecular weight 308.3; category dyes and pigments.

Product Overview

CAS Number6358-53-8
Molecular FormulaC18H16N2O3
Molecular Weight308.3
Melting Point311 to 315 °F (NTP, 1992)
LogP4.5
ApplicationsUses: Used formerly as dye for orange skins that are not processed, [HSDB], Considered unsafe for food use by FAO, WHO committee in 1973, To color orange skins, Citrus Red No. 2 shall be used only for coloring the skins of oranges that are not intended or used for processing (or if so used are designated in the trade as Packinghouse elimination) and that meet minimum maturity standards established by or under the laws of the States in which the oranges are grown., Use Classification: Food Additives -> COLOUR -> JECFA Functional Classes, Methods of Manufacturing:, Citrus Red No. 2, is synthesized commercially by coupling diazotization of 2, 5-dimethoxyaniline with 2-naphthol., Formulations, Preparations: Citrus red number 2 used in food must contain minimum of 98% pure chemical (FAO, WHO, 1966, US Code of Federal Regulations, 1974)., Consumption Patterns: 100% AS DYE FOR COLORATION OF MATURE CITRUS FRUITS (E.G., ORANGES) (1974), General Manufacturing Information: 2-Naphthalenol, 1-[2-(2, 5-dimethoxyphenyl)diazenyl]-: ACTIVE, In USA, color is permitted only for coloring skins of oranges that are not intended or used for processing, at level not exceeding 2 ppm on basis of wt of the whole fruit. (US Code of Federal Regulations, Color additives were initially regulated in the United States under the U.S. Department of Agriculture's (USDA) Bureau of Chemistry. In 1906, the Food and Drugs Act was passed by Congress, which prohibited the use of poisonous or deleterious colors in confectionery and the coloring or staining of food to conceal damage or inferiority. In 1927, responsibility of the Food and Drugs Act was transferred to FDA. Increasing government oversight, the Federal Food, Drug, and Cosmetic Act (FFDCA) was passed in 1938 and established the three following categories for colors: FD&C: colors used in foods, drugs and cosmetics, D&C: colors used in drugs and cosmetics when in contact with mucous membranes or ingested, and Ext. D&C: colors used in products applied externally., The joint FAO, WHO expert committee on food additives ... considers citrus red number 2, on basis of toxicological evidence, to be unsafe for use in food (FAO, 1973)., This color should not be used as a food additive., The US International Trade Commission last reported US production of Citrus Red 2 (Solvent Red 80) in 1970 by two US manufacturers (Allied Chemical Corp and American Cyanamid)
CategoryColorants

Applications

Documented applications: Uses: Used formerly as dye for orange skins that are not processed, [HSDB], Considered unsafe for food use by FAO, WHO committee in 1973, To color orange skins, Citrus Red No. 2 shall be used only for coloring the skins of oranges that are not intended or used for processing (or if so used are designated in the trade as Packinghouse elimination) and that meet minimum maturity standards established by or under the laws of the States in which the oranges are grown., Use Classification: Food Additives -> COLOUR -> JECFA Functional Classes, Methods of Manufacturing:, Citrus Red No. 2, is synthesized commercially by coupling diazotization of 2, 5-dimethoxyaniline with 2-naphthol., Formulations, Preparations: Citrus red number 2 used in food must contain minimum of 98% pure chemical (FAO, WHO, 1966, US Code of Federal Regulations, 1974)., Consumption Patterns: 100% AS DYE FOR COLORATION OF MATURE CITRUS FRUITS (E.G., ORANGES) (1974), General Manufacturing Information: 2-Naphthalenol, 1-[2-(2, 5-dimethoxyphenyl)diazenyl]-: ACTIVE, In USA, color is permitted only for coloring skins of oranges that are not intended or used for processing, at level not exceeding 2 ppm on basis of wt of the whole fruit. (US Code of Federal Regulations, Color additives were initially regulated in the United States under the U.S. Department of Agriculture's (USDA) Bureau of Chemistry. In 1906, the Food and Drugs Act was passed by Congress, which prohibited the use of poisonous or deleterious colors in confectionery and the coloring or staining of food to conceal damage or inferiority. In 1927, responsibility of the Food and Drugs Act was transferred to FDA. Increasing government oversight, the Federal Food, Drug, and Cosmetic Act (FFDCA) was passed in 1938 and established the three following categories for colors: FD&C: colors used in foods, drugs and cosmetics, D&C: colors used in drugs and cosmetics when in contact with mucous membranes or ingested, and Ext. D&C: colors used in products applied externally., The joint FAO, WHO expert committee on food additives ... considers citrus red number 2, on basis of toxicological evidence, to be unsafe for use in food (FAO, 1973)., This color should not be used as a food additive., The US International Trade Commission last reported US production of Citrus Red 2 (Solvent Red 80) in 1970 by two US manufacturers (Allied Chemical Corp and American Cyanamid).

Technical Profile

What this product is

Citrus Red 2 is a colorant or pigment compound with CAS registry number 6358-53-8 and molecular formula C18H16N2O3 (molecular weight 308.3), belonging to the dyes and pigments segment of chemical raw materials.

Identification

CAS number: 6358-53-8

Its molecular formula C18H16N2O3 comprises 18 C, 16 H, 2 N, 3 O atoms.

Also known as: Citrus Red 2 · 柑橘红2

Category: dyes and pigments

Frequently Asked Questions

What is the CAS number of Citrus Red 2?

The CAS registry number of Citrus Red 2 is 6358-53-8.

What is the molecular formula and molecular weight of Citrus Red 2?

Molecular formula C18H16N2O3, molecular weight 308.3.

What other names is Citrus Red 2 known by?

It is also registered under: Citrus Red 2, 柑橘红2.

What are the documented applications of Citrus Red 2?

Recorded applications: Uses: Used formerly as dye for orange skins that are not processed, [HSDB], Considered unsafe for food use by FAO, WHO committee in 1973, To color orange skins, Citrus Red No. 2 shall be used only for coloring the skins of oranges that are not intended or used for processing (or if so used are designated in the trade as Packinghouse elimination) and that meet minimum maturity standards established by or under the laws of the States in which the oranges are grown., Use Classification: Food Additives -> COLOUR -> JECFA Functional Classes, Methods of Manufacturing:, Citrus Red No. 2, is synthesized commercially by coupling diazotization of 2, 5-dimethoxyaniline with 2-naphthol., Formulations, Preparations: Citrus red number 2 used in food must contain minimum of 98% pure chemical (FAO, WHO, 1966, US Code of Federal Regulations, 1974)., Consumption Patterns: 100% AS DYE FOR COLORATION OF MATURE CITRUS FRUITS (E.G., ORANGES) (1974), General Manufacturing Information: 2-Naphthalenol, 1-[2-(2, 5-dimethoxyphenyl)diazenyl]-: ACTIVE, In USA, color is permitted only for coloring skins of oranges that are not intended or used for processing, at level not exceeding 2 ppm on basis of wt of the whole fruit. (US Code of Federal Regulations, Color additives were initially regulated in the United States under the U.S. Department of Agriculture's (USDA) Bureau of Chemistry. In 1906, the Food and Drugs Act was passed by Congress, which prohibited the use of poisonous or deleterious colors in confectionery and the coloring or staining of food to conceal damage or inferiority. In 1927, responsibility of the Food and Drugs Act was transferred to FDA. Increasing government oversight, the Federal Food, Drug, and Cosmetic Act (FFDCA) was passed in 1938 and established the three following categories for colors: FD&C: colors used in foods, drugs and cosmetics, D&C: colors used in drugs and cosmetics when in contact with mucous membranes or ingested, and Ext. D&C: colors used in products applied externally., The joint FAO, WHO expert committee on food additives ... considers citrus red number 2, on basis of toxicological evidence, to be unsafe for use in food (FAO, 1973)., This color should not be used as a food additive., The US International Trade Commission last reported US production of Citrus Red 2 (Solvent Red 80) in 1970 by two US manufacturers (Allied Chemical Corp and American Cyanamid).

Which category does Citrus Red 2 belong to?

Category: Colorants.

PubChem Public Data

Independent reference data for Citrus Red 2 (CAS 6358-53-8), compiled from public chemistry databases.

Registry identifiers across databases

CAS Registry Number6358-53-8
PubChem CID22830
Molecular formulaC18H16N2O3
IUPAC name1-[(2,5-dimethoxyphenyl)diazenyl]naphthalen-2-ol
UNII (FDA)2QE5Y68984

Computed descriptors

Molecular Weight308.3
XLogP34.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass308.11609238
Monoisotopic Mass308.11609238
Topological Polar Surface Area63.4
Heavy Atom Count23

Physicochemical values on record

Melting Point311 to 315 °F (NTP, 1992)
Melting Point156 °C
Color Additive Status74.302

Documented uses on record

    Used formerly as dye for orange skins that are not processed; [HSDB]Considered unsafe for food use by FAO/WHO committee in 1973; [HSDB]

    Synonyms and trade names

    6358-53-8; C.I. Solvent Red 80; DTXSID6024838; DTXCID10809925; RefChem:1080572; CITRUS RED 2; Solvent red 80; 1-((2,5-Dimethoxyphenyl)diazenyl)naphthalen-2-ol; Citrus Red; Citrus Red No. 2; 1-[(2,5-dimethoxyphenyl)azo]-2-naphthol; 1-(2,5-Dimethoxyphenylazo)-2-naphthol; CI Solvent Red 80; Cerven rozpoustedlova 80; 1-(2,5-Dimethyloxyphenylazo)-2-naphthol; 1-[(2,5-dimethoxyphenyl)diazenyl]naphthalen-2-ol

    Regulatory listings held on file

    Regulatory & Food ContactFDA Regulatory Status of Color Additives: Foods
    FDA Substance added to food: COLOR OR COLORING ADJUNCT
    FDA Cumulative Estimated Daily Intake (CEDI): FCS
    COLOUR: Food Additives
    CITRUS RED NO. 2 OR 2-?NAPHTHALENOL, 1-?[2-?(2,?5-?DIMETHOXYPHENYL)?DIAZENYL]?-
    NOT TO BE USED

    GHS hazard classification

    Reported hazard statementsH351 (100%)

    H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]

    P203, P280, P318, P405, and P501 (click each P-code to see the statement)

    What the public record says

    Citrus Red 2 · CAS 6358-53-8 · C18H16N2O3. UNII 2QE5Y68984. Melting Point: 311 to 315 °F (NTP, 1992); Melting Point: 156 °C; Color Additive Status: 74.302.

    Physical description and handling notes

    Source: PubChem / Wikidata; the batch COA governs where values differ.

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