Product
Supplier
Encyclopedia
Inquiry
Home > Encyclopedia > Methylsuccinic acid

Methylsuccinic acid

Methylsuccinic acid structure

Methylsuccinic acid 

structure
  • CAS No:

    498-21-5

  • Formula:

    C5H8O4

  • Chemical Name:

    Methylsuccinic acid

  • Synonyms:

    Butanedioic acid,2-methyl-;Succinic acid,methyl-;Pyrotartaric acid;Butanedioic acid,methyl-;2-Methylbutanedioic acid;1,2-Propanedicarboxylic acid;Methylsuccinic acid;2-Methylsuccinic acid;Methylbutanedioic acid;DL-α-Methylsuccinic acid;DL-Methylsuccinic acid;(±)-Methylsuccinic acid;DL-Methylbutanedioic acid;R,S-2-Methylbutanedioic acid;(±)-α-Methylsuccinic acid;(±)-2-Methylsuccinic acid;2-Methylbutane-1,4-dioic acid;NSC 5276;636-60-2

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

2-Methylsuccinic acid is a normal metabolite in human fluids and the main biochemical measurable features in ethylmalonic encephalopathy.


Methyl succinic acid appears as white or yellowish crystals or beige powder. (NTP, 1992)


Methyl succinic acid appears as white or yellowish crystals or beige powder. (NTP, 1992)|2-methylbutanedioic acid is a dicarboxylic acid that is butanedioic acid substituted at position 2 by a methyl group. It is a conjugate acid of a methylsuccinate.

Methylsuccinic acid Basic Attributes

132.11

132.11

207-857-1

5276

DTXSID9025663

2917190090

Characteristics

74.6

-0.2

Methyl succinic acid appears as white or yellowish crystals or beige powder. (NTP, 1992)

1.4105 (NTP, 1992)

117.5 °C

102-106 °C @ Press: 12 Torr

111.1±16.3 °C

1.474

soluble in water.

124.3 Ų [M-H]- [CCS Type: DT, Method: stepped-field]|123.9 Ų [M-H]-

Water soluble.

Acids, Carboxylic

Carboxylic acids, such as METHYL SUCCINIC ACID, donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in it to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.

Safety Information

NONH for all modes of transport

3

36/37/38

26-36

Xi

Stable. Combustible. Incompatible with bases, oxidizing agents, reducing agents.

P261-P305 + P351 + P338

H315-H319-H335

Flash point data for this compound are not available; however, it is probably combustible. (NTP, 1992)

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces 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. STORAGE PRECAUTIONS: You should store this chemical at ambient temperatures, and keep it away from oxidizing materials. (NTP, 1992)

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)

Drug Information

ACUTE/CHRONIC HAZARDS: This compound may be harmful by inhalation, ingestion or skin absorption. When heated to decomposition it emits toxic fumes of carbon monoxide and carbon dioxide. (NTP, 1992)

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. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

2-methylbutanedioic acid

Methylsuccinic acid Use and Manufacturing

Methods of Manufacturing

Using crotonic acid as a raw material, it is prepared through the following steps. The crotonic acid and ethanol are mixed with carbon tetrachloride, sulfuric acid is added, and the reaction is refluxed for 12 hours. The ethanol and carbon tetrachloride are recovered and salted out to obtain ethyl crotonate. Ethyl crotonate, ethanol and sodium cyanide aqueous solution were refluxed for 5h. Then add barium hydroxide solution, concentrate under reduced pressure to porridge shape, and cool. Adding nitric acid, a violent reaction emits hydrogen cyanide gas. Concentrate under reduced pressure to dryness, extract with benzene and ether to obtain the crude product, and finally recrystallize with benzene and water once to obtain the finished product.

Uses

Used in organic synthesis.

Butanedioic acid, 2-methyl-: ACTIVE

Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Dicarboxylic acids [FA0117]

Computed Properties

Molecular Weight:132.11
XLogP3:-0.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:132.04225873
Monoisotopic Mass:132.04225873
Topological Polar Surface Area:74.6
Heavy Atom Count:9
Complexity:129
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Recommended Suppliers of Methylsuccinic acid

Scan the QR Code to Share

Feedback & Suggestions
Send Message

Thank you for your feedback. If you require further assistance, please contact us by email at info@echemi.com or call us at +86-532-55729510.