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  • Lactic Acid, Racemic, USP

  • Lactic Acid, Racemic, USP

    Catalog Number
    ACM50215-2
    Product Name
    Lactic Acid, Racemic, USP
    Structure
    CAS
    50-21-5
    Category
    Polymers
    Description
    Lactic acid appears as a colorless to yellow odorless syrupy liquid. Corrosive to metals and tissue. Used to make cultured dairy products, as a food preservative, and to make chemicals.;Liquid;Colourless or yellowish, nearly odourless, syrupy liquid to solid;liquid;VISCOUS COLOURLESS-TO-YELLOW LIQUID OR COLOURLESS-TO-YELLOW CRYSTALS.;colourless to yellow hygroscopic crystals becoming syrupy liquid; odourless
    IUPAC Name
    2-hydroxypropanoic acid
    Molecular Weight
    90.08g/mol
    Molecular Formula
    C3H6O3;C3H6O3;CH3CHOHCOOH;HC3H5O3;C3H6O3
    SMILES
    CC(C(=O)O)O
    InChI
    InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)
    InChIKey
    JVTAAEKCZFNVCJ-UHFFFAOYSA-N
    Boiling Point
    122 °C at 15 mm Hg
    Melting Point
    40.8666666667 °C;16.8 °C;16.8 °C;17 °C
    Flash Point
    113 °C (235 °F) - closed cup;110 °C c.c.
    Density
    1.2 at 68 °F (USCG, 1999);1.2060 g/cu cm at 21 °C;1.25 g/cu cm;Relative density (water = 1): 1.2;1.200-1.209
    Solubility
    11.10 M;1000 mg/mL;Completely soluble in water;Miscible with water;Completely soluble in ethanol, diethyl ether, and other organic solvents which are miscible with water. It is virtually insoluble in benzene and chloroform.;Miscible with glycerol;Soluble in alcohol and furfurol; slightly soluble in ether; insoluble in chloroform, petroleum ether, carbon disulfide. Miscible with alcohol-ether solution.;Insoluble in water;Soluble in chloroform, furan, 1,4-dioxane, 1,3-dioxolane, pyridine. Insoluble in alcohols.;Insoluble in acetonitrile. From solubility studies done at the USDA, polylactiic acid was soluble in benzene, chloroform, 1,4-dioxane, and tetrahydrofuran.;Solubility in water: miscible;miscible with water, glycerol, glycols, oils;miscible at room temperature (in ethanol)
    EC Number
    200-018-0;200-018-0;295-890-2;209-954-4;608-645-5
    ICSC Number
    0501
    NSC Number
    367919
    RTECS Number
    OD2800000
    UN Number
    3265
    Stability
    Stable under recommended storage conditions.;Stable under recommended storage conditions.
    Viscosity
    Viscosities of aqueous lactic acid at 25 °C: 1.042 mPa s (6.29 wt%), 1.752 mPa s (25.02 wt%), 4.68 mPa s (54.94 wt%), 36.9 mPa s (88.60 wt%)
    Status
    0
    Color/Form
    Crystals (melt at 16.8 °C);Yellow to colorless crystals or syrupy 50% liquid;Viscous, colorless to yellow liquid or colorless to yellow crystals;Glassy material;High-molecular-weight poly(lactic acid) is a colorless, glossy, stiff thermoplastic polymer
    Complexity
    59.1
    Formal Charge
    0
    Exact Mass
    90.031694g/mol
    Monoisotopic Mass
    90.031694g/mol
    Corrosivity
    Caustic in concentrated solutions
    LogP
    -0.72 (LogP);-0.72;log Kow = -0.72;-0.6
    XLogP3
    -0.7
    MeSH Entry Terms
    2 Hydroxypropanoic Acid;2 Hydroxypropionic Acid;2-Hydroxypropanoic Acid;2-Hydroxypropionic Acid;Ammonium Lactate;D Lactic Acid;D-Lactic Acid;L Lactic Acid;L-Lactic Acid;Lactate;Lactate, Ammonium;Lactic Acid;Propanoic Acid, 2-Hydroxy-, (2R)-;Propanoic Acid, 2-Hydroxy-, (2S)-;Sarcolactic Acid
    Refractive Index
    Index of refraction = 1.4392 at 20 °C;Index of refraction: 1.439-1.456 at 25 °C;1.413-1.429
    Odor
    Odorless;Weak unpleasant odor;Available forms have very slightly acrid odor
    Other Experimental
    Undergoes self-esterification even in aqueous solution ... hydrolysis to monomeric lactic acid occurs upon dilution with water;When heated, dehydrates forming series of polylactic acids such as lactyllactic acid, liner trimer, & higher polymers;Hygroscopic ... Has one asymmetric carbon and two enantiomorphic isomers. The commercial form is a racemic mixture. ... Cannot be distilled at atmospheric pressure without decomposition; when concentrated above 50% it is partially converted to lactic anhydride.;Specific heat at 20 °C: 0.505 cal/g °C;When solution is heated, dehydration takes place between alpha-hydroxyl group of 1 molecule & carboxyl of another;MASS: 176 (Atlas of Mass Spectral Data, John Wiley & Sons, New York) /Lactic acid (D)/;MASS: 176 (Atlas of Mass Spectral Data, John Wiley & Sons, New York) /Lactic acid (L)/;Volatile with superheated steam.;Crystals from ether and isopropyl ether; melting point = 52.8 °C; pK = 3.83; soluble in water, alcohol, acetone, ether, glycerol; practically insoluble in chloroform. /D-lactic acid/;Crystals from acetic acid or chloroform; melting point = 53 °C; pK = 3.79 at 25 °C. /L-lactic acid/;Henry's Law constant = 9.6X10-9 atm-cu m/mol at 25 °C (est);Hydroxyl radical reaction rate constant = 5.9X10-12 cu cm/molec-sec at 25 °C (est);Polylactic acid exists in three different lactide stereoisomers (D-, L-, and meso-lactide). Depending on the relative amounts of the different stereoisomers in the final polyester, the crystallinity of the resulting polylactic acid is heavily influenced and in this way the properties of the polymer can be adjusted to satisfy the needs of different applications.;Semicrystalline polymer. Melting point: 180 °C; Glass transition temperature: 55 °C /poly-L-lactic acid/;Acid value: 46-57; Ester value: 726-740; Saponification value: 783-786; Softening range: 125-135 °C;Specific optical rotation: 156 deg (poly-D-lactic acid); -153 deg (poly-L-lactic acid)
    Vapor Pressure
    0.08 mmHg;0.0813 mm Hg at 25 °C
    Covalently-Bonded Unit Count
    1
    Heavy Atom Count
    6
    Rotatable Bond Count
    1
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