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2-(2-Furyl)-3-(5-nitro-2-furyl)acrylamide, also known as Furylfuramide, is a synthetic nitrofuran derivative that exists as bright orange crystalline solid. It is a member of the class of acrylamides, specifically acrylamide substituted at positions 2 and 3 by 2-furyl and 5-nitro-2-furyl groups, respectively (the trans isomer). It was formerly used as a food preservative but was withdrawn from the market following suspicions of carcinogenicity.

3688-53-7

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3688-53-7 Usage

Uses

Used in Food Industry:
2-(2-Furyl)-3-(5-nitro-2-furyl)acrylamide was used as a preservative in the food industry to extend the shelf life of various products. However, due to concerns over its potential carcinogenic properties, it has been withdrawn from the market.
Used in Research and Development:
Although no longer used in the food industry, 2-(2-Furyl)-3-(5-nitro-2-furyl)acrylamide may still be utilized in research and development for studying its chemical properties, potential applications, and understanding the reasons behind its carcinogenic effects. This knowledge can contribute to the development of safer alternatives or improvements in the field of food preservation and additives.

Air & Water Reactions

Hydrophobic. Insoluble in water.

Reactivity Profile

A nitrated amide. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition 2-(2-FURYL)-3-(5-NITRO-2-FURYL)ACRYLAMIDE emits toxic fumes.

Fire Hazard

Flash point data for 2-(2-FURYL)-3-(5-NITRO-2-FURYL)ACRYLAMIDE are not available but 2-(2-FURYL)-3-(5-NITRO-2-FURYL)ACRYLAMIDE is probably combustible.

Safety Profile

Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and teratogenic data. Poison by ingestion. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Toxicology

AF-2 was legally approved for use in Japan in 1965 and was added to soybean curd (tofu), ham, sausage, fish ham, fish sausage, and fish paste (kamaboko). The safety-testing data on which the compound was approved were those obtained for acute and chronic toxicity for two years and reproductive potential for four generations using mice and rats. At the time, no attention was paid to mutagenicity. In 1973, AF-2 was proved to be mutagenic in various microbial test systems. The mutagenicity of this food additive strongly suggested its carcinogenicity and the risk of its use as a food additive. Within a year or two after the discovery of its mutagenicity, the actual carcinogenicity of this chemical was demonstrated in animal studies.The mechanism of carcinogenesis is not yet clear, but a close relation between carcinogens and mutagens has been demonstrated. AF-2 was the first example of compound that was shown to be a carcinogen. The fact that AF-2 was discovered first to be mutagenic proved the value of mutagenicity testing as a screening method for carcinogens.

Check Digit Verification of cas no

The CAS Registry Mumber 3688-53-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,6,8 and 8 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 3688-53:
(6*3)+(5*6)+(4*8)+(3*8)+(2*5)+(1*3)=117
117 % 10 = 7
So 3688-53-7 is a valid CAS Registry Number.
InChI:InChI=1/C11H8N2O5/c12-11(14)8(9-2-1-5-17-9)6-7-3-4-10(18-7)13(15)16/h1-6H,(H2,12,14)/b8-6+

3688-53-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name (Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide

1.2 Other means of identification

Product number -
Other names 2-<Furyl-(2)>-3-<5-nitro-furyl-(2)>-acrylsaeure-amid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3688-53-7 SDS

3688-53-7Upstream product

3688-53-7Downstream Products

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