2-hydroxyacetic acid

• ChemBase ID: 2788
• Molecular Formular: C2H4O3
• Molecular Mass: 76.05136
• Monoisotopic Mass: 76.01604399
• SMILES: OCC(=O)O
• Canonical SMILES: OCC(=O)O
• InChI: InChI=1S/C2H4O3/c3-1-2(4)5/h3H,1H2,(H,4,5)
• InChIKey: AEMRFAOFKBGASW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxyacetic acid
• IUPAC Traditional name: hydroxyacetic acid; glycolic acid
• Synonyms: Hydroxyethanoic Acid; Hydroxyacetic Acid; GLYCOLIC ACID 70% SOLUTION; GLYCOLIC ACID, CRYST; Polyglycolide; Glycolic acid solution; Glycolic acid; Hydroxyacetic acid; Glycolic acid; Dicarbonous acid; glycolic acid; 2-Hydroxyacetic acid; 2-Hydroxyacetic Acid; 2-Hydroxyethanoic Acid; GlyPure; GlyPure 70; GlyPure 99; Glycocide; NSC 166; α-Hydroxyacetic Acid; 羟基乙酸; 乙醇酸 溶液; 羟基醋酸; 羟基乙酸

Database IDs

• CAS Number: 79-14-1; 26009-03-0
• EC Number: 201-180-5
• MDL Number: MFCD00004312
• Beilstein Number: 1209322
• Merck Index: 144498
• PubChem SID: 24895337; 46508186; 24866341; 160966236; 24847624; 24866342
• PubChem CID: 757
• CHEBI ID: 17497
• CHEMBL: 252557
• Chemspider ID: 737; NA
• DrugBank ID: DB03085
• KEGG ID: C03547
• Unique Ingredient Identifier: 0WT12SX38S
• Wikipedia Title: Glycolic_acid; Polyglycolide

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.5263226
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -3.006948
• LogD (pH = 7.4): -4.40795
• Log P: -1.0405937
• Molar Refractivity: 14.3459 cm^3
• Polarizability: 5.7668834 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.02
• LOG S: 0.9
• Solubility (Water): 6.08e+02 g/l

PROPERTIES

Physical Property

• Solubility: 70% solution in water; alcohols, acetone,; acetic acid and; ethyl acetate; DMSO; H2O: soluble0.1 g/mL, clear; H2O: soluble1 M at 20 °C, clear, colorless; Methanol; Water
• Apperance: White Solid; white, powdery solid
• Melting Point: 10 °C; 10°C; 225-230 °C; 74-80°C; 74-80°C; 75 °C; 75-80 °C; 75-80 °C(lit.); 77-80°C; 79 °C
• Boiling Point: 112 °C; 112°C; Decomposes; decomposes
• Flash Point: 129 °C; None
• Density: 1.25 g/mL at 25 °C; 1.27 (70% solution) (water = 1); 1.27 g/cm^3; 1.270; 1.49; 1.530 g/cm3 at 25 °C
• Refractive Index: 1.411; n20/D 1.408; n20/D 1.412; n20/D 1.424
• Vapor Pressure: 8.1 mm Hg at 80 °C
• pKa: 3.83

Safety Information

• Storage Condition: -20°C Freezer; Room Temperature (15-30°C)
• Storage Warning: Corrosive/Hygroscopic; Hygroscopic
• RTECS: MC5250000
• European Hazard Symbols: Corrosive (C); X; Harmful (Xn)
• UN Number: 3261; 3265; UN3261; UN3265
• German water hazard class: 1
• Hazard Class: 8
• Packing Group: 2; 3; II
• Australian Hazchem: 2X
• Risk Statements: 22-34; 34; R:22-34; R22-R34
• Safety Statements: 26-36/37/39-45; S:26-27/28-36/37/39-46-64; S26-S36/37/39-S45
• EU Classification: C3; C4
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 153; 154
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• Main Hazard: Corrosive (C)
• NFPA704:
  

  1

  3
• GHS Hazard statements: H302-H314; H314; H314-H318; H314-H318-H302
• GHS Precautionary statements: P280-P305 + P351 + P338-P310; P280-P305+P351+P338-P309-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3261 8/PG 2; UN 3265 8/PG 2; UN 3265 8/PG 3

Product Information

• Purity: ≥97.0% (T); ≥98% (titration); ≥98.0%; 70-80%; 95+%; 98%; 99%; ca 67% aq. soln.
• Concentration: ~55% in H2O; 70 wt. % in H2O; 70% in H2O
• Grade: CP; purum; ReagentPlus®; SAJ special grade; technical; technical grade
• Ignition Residue: <0.1%
• Impurities: ~1% water; ~14% NaCl; <0.0005% Phosphorus (P); <0.1% Insoluble matter
• Cation Traces: Al: <0.0005%; Ca: <0.0005%; Cu: <0.0005%; Fe: <0.0005%; K: <0.005%; Mg: <0.0005%; Na: <0.005%; NH4+: <0.05%; Pb: <0.001%; Zn: <0.0005%
• Antion Traces: chloride (Cl-): <0.05%; sulfate (SO42-): <0.05%
• Quality: high purity
• Product Line: BioXtra
• Linear Formula: HOCH2COOH

DETAILS

MP Biomedicals - 02101841

Purity: 70-80%

MP Biomedicals - 02151201

Purity: 99%

MP Biomedicals - 05210584

MP Biomedicals Rare Chemical collection

DrugBank - DB03085

Drug information: experimental

Toronto Research Chemicals - G645600

Constituent of sugar cane juice.

Sigma Aldrich - G8284

Packaging
10 mg in glass bottle
25, 100, 500 g in poly bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. G8284.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 420581

Packaging
100, 500 mL in poly bottle
18 L in poly drum
Legal Information
DuPont product

Sigma Aldrich - 420603

Packaging
1, 4 L in poly bottle
18 L in poly drum
Legal Information
DuPont product

Sigma Aldrich - 124737

Packaging
12 kg in poly drum
25, 100, 500 g in poly bottle
Legal Information
DuPont product
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

REFERENCES

• Smyth, H.F., et al.: J. Ind. Hyg. Toxicol., 23, 259 (1941)