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Fumaric acid

Fumaric acid structure

CAS No:
110-17-8
Formula:
C4H4O4
Chemical Name:
Fumaric acid
Synonyms:
2-Butenedioic acid (2E)-;Fumaric acid;2-Butenedioic acid (E)-;(2E)-2-Butenedioic acid;Allomaleic acid;Boletic acid;trans-Butenedioic acid;trans-1,2-Ethylenedicarboxylic acid;Lichenic acid;2-Butenedioic acid,(E)-;trans-2-Butenedioic acid;2-(E)-Butenedioic acid;FC 33;(E)-2-Butenedioic acid;FC 33 (acid);(2E)-But-2-enedioic acid;NSC 2752;Petrom;Bakeshure 451;Bakeshure 470;(2E)-But-2-enedioic acid;Fumarates;623158-97-4;909873-99-0
Categories:
Cosmetic Ingredient > Buffering

Description

Fumaric acid, associated with fumarase deficiency, is identified as an oncometabolite or an endogenous, cancer causing metabolite.

Fumaric acid or trans-butenedioic acid is the chemical compound with the formula HO2CCH=CHCO2H. This white crystalline compound is one of two isomeric unsaturated dicarboxylic acids, the other being maleic acid. In fumaric acid the carboxylic acid groups are trans (E) and in maleic acid they are cis (Z). Fumaric acid has a fruit-like taste. The salts and esters are known as fumarates.

Fumaric acid Basic Attributes

Molecular Weight：

116.07200

Exact Mass：

116.07

EC Number：

203-743-0

HScode：

2942000000

Characteristics

PSA：

74.60000

XLogP3：

-0.28820

Appearance：

Fumaric acid appears as a colorless crystalline solid. The primary hazard is the threat to the environment. Immediate steps should be taken to limit spread to the environment. Combustible, though may be difficult to ignite. Used to make paints and plastics, in food processing and preservation, and for other uses.

Density：

1.635 g/cm³ @ Temp: 20 °C

Melting Point：

200 °C (sublm)

Boiling Point：

522 °C

Flash Point：

230ºC

Refractive Index：

1.526

Water Solubility：

Solubility in water, g/100ml at 25°C: 0.63 (poor)

Storage Conditions：

Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

Vapor Pressure：

1.7 mm Hg ( 165 °C)

Odor：

Odorless

Taste：

Fruit acid

PH：

3,0-3,2 (0,05 % solution at 25 °C)

PKA：

3.03(at 18 °C)

Safety Information

Transport codes：

UN 9126

wgk germany：

hazard class code：

R36

safety instructions：

S26

RTECS Number：

LS9625000

Marks：

Storage features：

Separated from oxidizing materials.

Stability/Shelf Life：

Stable at room temperature. Decomposes at around 230 C. Incompatible with strong oxidizing agents, bases, reducing agents. Combustible.

Precautionary statement(s)：

P305 + P351 + P338

Hazard Statements：

H319

RIDADR：

UN 9126

Caution Statement：

P280; P305 + P351 + P338; P337 + P313

Toxicity

Name	Type of Test	Exposure Route	Species Observed	Dose/Duration	Toxic Effects	Reference
SKIN/EYE IRRITATION DATA	Standard Draize test	Administration onto the skin	Rodent - rabbit	500 mg/24H	--	Prehled Prumyslove Toxikologie; Organicke Latky, Marhold, J., Prague, Czechoslovakia, Avicenum, 1986 Volume(issue)/page/year: -,313,1986
SKIN/EYE IRRITATION DATA	Standard Draize test	Administration into the eye	Rodent - rabbit	100 mg/24H	--	Prehled Prumyslove Toxikologie; Organicke Latky, Marhold, J., Prague, Czechoslovakia, Avicenum, 1986 Volume(issue)/page/year: -,313,1986
SKIN/EYE IRRITATION DATA	LD50 - Lethal dose, 50 percent kill	Oral	Rodent - rat	9300 mg/kg	Details of toxic effects not reported other than lethal dose value--	Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 42,417,1977

Fumaric acid Use and Manufacturing

Used as a mordant; used in the manufacture of unsaturated polyester resins, pesticides, sour agents and amino acids as sour agents, mostly in combination with citric acid. It can be used for raw noodle wet products and fruit juice drinks with a maximum usage amount of 0.6g/kg; it can also be used for carbonated drinks with a maximum usage amount of 0.3g/kg. Fumaric acid is used in the production of unsaturated polyester resins, which are characterized by good chemical resistance and heat resistance; the copolymer of fumaric acid and vinyl acetate is a good adhesive. Copolymer with styrene is the raw material for manufacturing FRP. The plasticizer made by fumaric acid is non-toxic and can be used for vinyl acetate latex in contact with food. This product is a fine chemical intermediate such as medicine and optical bleaching agent. It is used in the production of antidote dimercaptosuccinic acid in the pharmaceutical industry. The fumaric acid is neutralized with sodium carbonate to obtain sodium fumarate ( [17013-01-3]), and then replaced with ferrous sulfate to obtain iron fumarate, which is used to treat small red blood cell anemia with iron-rich drugs. This product is used as a food additive-sour agent, used in refreshing drinks, fruit candy, jelly, ice cream, etc., most of which are used in combination with the sour agent citric acid. The monosodium salt made by the reaction of fumaric acid and sodium hydroxide, It is also used as a sour seasoning and as an intermediate for synthetic resin and mordant.

Computed Properties

Molecular Weight:116.07
XLogP3:-0.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:116.01095860
Monoisotopic Mass:116.01095860
Topological Polar Surface Area:74.6
Heavy Atom Count:8
Complexity:119
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Synthesis Route

Material

Maleic anhydride

Activated charcoal

p-Toluenesulfonamide

Benzene

Furfural

Price Analysis

Make your Fumaric acid purchase based on the price and market insights! ECHEMI provides professional market insights with prices for you to make a better choice. Learn more on Fumaric acid prices .

Drug Function and Efficacy

Analgesic and anticonvulsant effects

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Peach leaves
Ingredients	Peach leaves.
Indication	If you are taking other medicines, please consult your physician or pharmacist before using this product.
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Peach leaves
Ingredients	Peach leaves.
Indication	If you are taking other medicines, please consult your physician or pharmacist before using this product.
Specifications	Each tablet contains 0.3 g of dry extract
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Indication	If you are taking other medicines, please consult your physician or pharmacist before using this product.
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Registered Holders

Merck CHEMICALS (SHANGHAI) Co., Ltd.

China
Active
Luofu Pharmaceutical Technology (Shanghai) Co., Ltd.

China
Active
Changmao Biochemical Engineering Company Ltd.

China
Active

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