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Glycolic Acid, Total Acid, Hydroxyacetic Acid, Hydroxyethanoic Acid, 79-14-1

Glycolic Acid, Total Acid, Hydroxyacetic Acid, Hydroxyethanoic Acid, 79-14-1

GLYCOLIC ACID (C₂H₄O₃)

1. Chemical Identity and Material Classification

  • Chemical Name: Glycolic Acid, Hydroxyacetic Acid, Hydroxyethanoic Acid

  • Synonyms: 2-Hydroxyacetic Acid, Alpha-Hydroxyacetic Acid, Glycolic Acid Homopolymer, Glypure, Glycolate

  • CAS Number: 79-14-1

  • EC Number (EINECS): 201-180-5

  • Molecular Formula: C₂H₄O₃ (HOCH₂–COOH)

  • Molecular Weight: 76.05 g/mol

  • Chemical Class: Alpha-hydroxy acid (AHA)

  • HS Code: 2918.14

  • UN Number: 3261 (Corrosive solid, acidic, organic, n.o.s.) – for solid; 1760 (Corrosive liquid) – for solution

2. Physical Properties

2.1 General Physical Properties

Property Pure (Solid) 70% Solution (Commercial)
Appearance White, odorless, hygroscopic crystalline solid Colorless to pale yellow clear liquid
Physical state (20°C) Solid (crystals) Liquid (viscous)
Odor Odorless Odorless to faint caramel-like odor
Density (20°C) 1.49 g/cm³ 1.30–1.32 g/cm³
Melting point 79.5°C (175°F)
Boiling point (decomposes) 100°C (212°F) (decomposes) ~112°C (decomposes)
Flash point Not flammable Not flammable (aqueous solution)
Vapor pressure (20°C) Negligible 15 mmHg (estimated)
Refractive index (nD20) 1.415–1.420
Viscosity (20°C) 10–30 cP

2.2 Solubility

Solvent Solubility
Water Very soluble (miscible)
Methanol Soluble
Ethanol Soluble
Acetone Soluble
Acetic acid Soluble
Diethyl ether Slightly soluble
Hydrocarbons Insoluble

2.3 Aqueous Solution Properties

Concentration pH (20°C)
1% solution 2.0–2.5
10% solution 1.5–2.0
70% solution (as supplied) 1.0–1.5
pKa (25°C) 3.83
Heat of dilution Endothermic (cools water)

3. Chemical Properties

3.1 Molecular Structure

Structure: HO–CH₂–COOH

  • Smallest alpha-hydroxy acid (AHA)

  • Contains both a hydroxyl group (-OH) and a carboxylic acid group (-COOH)

  • Bifunctional molecule (both alcohol and acid reactivity)

  • Weak organic acid (pKa 3.83)

3.2 Dimerization and Polymerization

Condition Reaction Products
Heating (100–150°C) Dimerization Glycolide (cyclic diester)
Heating with catalyst Polymerization Polyglycolic acid (PGA) – biodegradable polymer
Heating alone (extended) Decomposition Formaldehyde, formic acid, CO, CO₂, H₂O

3.3 Chemical Reactivity

Reaction Description
Esterification With alcohols → glycolate esters
Neutralization With bases → glycolate salts (sodium, potassium, calcium, ammonium glycolate)
Etherification With alcohols (acid catalyst) → glycol ethers
Oxidation To glyoxylic acid, oxalic acid, formic acid (strong oxidizers)
Polymerization To polyglycolic acid (PGA) – biodegradable plastic
Dimerization To glycolide (cyclic diester)

3.4 Acid-Base Properties

Parameter Value
pKa (25°C) 3.83
Acid strength Stronger than acetic acid (pKa 4.76), weaker than citric acid (pKa 3.13)
Dissociation HOCH₂–COOH ⇌ HOCH₂–COO⁻ + H⁺

3.5 Thermal Stability

Temperature Behavior
<70°C Stable
70–100°C Slow decomposition begins
100–150°C Dimerization to glycolide
>150°C Decomposition to formaldehyde, formic acid, CO, CO₂
Complete combustion CO₂ + H₂O

3.6 Stability

Parameter Behavior
Stability (pure solid, dry) Stable (store dry)
Stability (70% solution) Stable (but may discolor over time)
Light sensitivity May discolor (yellow to brown)
Hygroscopicity Highly hygroscopic (absorbs moisture from air)
Thermal stability Decomposes upon heating
Hydrolytic stability Stable in water

3.7 Incompatibilities

Substance Hazard
Strong oxidizing agents (HNO₃, H₂O₂, permanganates, chromates) Oxidation, fire/explosion risk
Strong bases (NaOH, KOH) Exothermic neutralization
Iron, copper, aluminum Corrosion (acidic)
Reducing agents May react

4. Available Commercial Grades

Grade Concentration Form Purity Applications
Technical Grade 70% Aqueous solution ≥ 99% Industrial cleaning, metal treatment
Cosmetic Grade 70% (or 50%) Aqueous solution ≥ 99% Skin care, peels, cosmetics
Pharmaceutical Grade 70% Aqueous solution ≥ 99.5% Dermatological products, pharmaceutical intermediates
High Purity / Electronic Grade 70% Aqueous solution ≥ 99.9% Semiconductor cleaning
Pure (Solid) 99%+ Crystalline solid ≥ 99% Chemical synthesis, polymerization

5. Quality Specifications (70% Cosmetic/Pharmaceutical Grade)

Parameter Specification Test Method
Assay (C₂H₄O₃, w/w) 69.5–70.5% Titration
Water content 29.5–30.5% Karl Fischer
Chlorides (Cl) ≤ 50 ppm Turbidimetric
Sulfates (SO₄) ≤ 50 ppm Turbidimetric
Heavy metals (as Pb) ≤ 10 ppm Colorimetric
Iron (Fe) ≤ 10 ppm Colorimetric
Color (APHA) ≤ 50 Visual
pH (as supplied) 1.0–1.5 pH meter
Residue on ignition ≤ 0.1% Ignition (800°C)
Appearance Clear, colorless to pale yellow liquid Visual

6. Production Methods

6.1 From Chloroacetic Acid (Industrial Standard)

Reaction: ClCH₂COOH + NaOH → HOCH₂COONa + NaCl
Then: HOCH₂COONa + H₂SO₄ → HOCH₂COOH + Na₂SO₄

Process:

  1. Chloroacetic acid is reacted with sodium hydroxide

  2. Sodium glycolate forms

  3. Acidification with sulfuric acid yields glycolic acid

  4. Purification by extraction or ion exchange

Purity: 98–99% (technical grade)

6.2 From Formaldehyde and Carbon Monoxide (High Purity)

Reaction: HCHO + CO + H₂O → HOCH₂COOH (catalyst: acid)

Process:

  1. Formaldehyde, carbon monoxide, and water are reacted under pressure

  2. Product purified by distillation

Purity: 99.9%+ (pharmaceutical/electronic grade)

6.3 From Ethylene Glycol (Oxidation)

Reaction: HOCH₂–CH₂OH + O₂ → HOCH₂–COOH + H₂O (catalyst)

Process:

  1. Ethylene glycol oxidized with air or oxygen

  2. Glycolic acid recovered

6.4 Natural Extraction (Minor – from sugar cane, beets, pineapple, unripe grapes)

  • Historically extracted from sugar cane juice

  • Not economically viable for large-scale industrial production

7. Mechanism of Action – Skin Care (AHA)

7.1 Exfoliation Mechanism

Step Description
1 Glycolic acid penetrates the stratum corneum (outer skin layer)
2 Weakens intercellular bonds (desmosomes) between corneocytes
3 Dissolves the "cement" that holds dead skin cells together
4 Promotes shedding of dead skin cells
5 Reveals fresher, smoother, more even-toned skin

7.2 Collagen and Elastin Stimulation

  • Glycolic acid stimulates fibroblasts in the dermis

  • Increases collagen (Type I and III) production

  • Increases elastin production

  • Reduces fine lines and wrinkles

  • Improves skin firmness and elasticity

7.3 Hyaluronic Acid Enhancement

  • Increases hyaluronic acid synthesis in the skin

  • Improves skin hydration (water-binding capacity)

  • Plumps the skin

7.4 Hyperpigmentation (Age Spots, Melasma)

  • Inhibits tyrosinase (melanin-producing enzyme)

  • Promotes shedding of melanin-containing cells

  • Lightens age spots, sunspots, melasma, post-inflammatory hyperpigmentation

7.5 Acne Treatment

  • Unclogs pores (comedolytic effect)

  • Reduces sebum (oil) production

  • Anti-inflammatory

  • Reduces acne lesions and prevents future breakouts

8. Cosmetic and Personal Care Applications (Primary)

8.1 Skin Care Products

Application Function Typical Concentration
Chemical peels (professional) Deep exfoliation, collagen stimulation 20–70% (medical setting)
At-home peels Mild exfoliation, brightening 5–10%
Anti-aging creams Reduces fine lines, wrinkles 5–10%
Moisturizers Enhances hydration (hyaluronic acid) 2–5%
Serums Brightening, smoothing, anti-aging 5–15%
Acne treatments Unclogs pores, reduces breakouts 2–10%
Hyperpigmentation creams Fades age spots, melasma 5–10%
Toners pH adjustment, mild exfoliation 1–5%
Face washes (cleansers) Exfoliation, smoother skin 1–5%
Body lotions Smooths rough skin (keratosis pilaris) 5–10%

Note: Cosmetic products typically have pH adjusted to 3.5–4.5 for safety and efficacy.

8.2 Professional Chemical Peels

Strength Depth Applications Downtime
20–30% Superficial Mild exfoliation, glow None
30–50% Medium Fine lines, pigment, acne 2–5 days
50–70% Deep Deep wrinkles, scars (medical) 7–14 days

Precautions: Must be performed by trained professionals; requires neutralization.

8.3 Hair Care Products

Application Function
Shampoos Removes product buildup, smooths cuticle
Conditioners Improves shine, smoothness
Hair smoothing treatments Reduces frizz (with keratin)
pH adjuster Maintains optimal hair pH (4.5–5.5)

8.4 Other Personal Care

Application Function
Hand creams Softens rough, dry hands
Foot creams Removes calluses, rough skin
Lip treatments Exfoliates, smooths lips

9. Pharmaceutical Applications

9.1 Dermatological Products

Application Function
Acne creams Unclogs pores, reduces inflammation
Psoriasis treatment Exfoliates plaques
Wart removal Keratolytic effect
Ichthyosis treatment Removes scales
Photoaging treatment Reduces wrinkles, improves texture

9.2 Hydrogels and Wound Care

Application Function
Burn wound dressings pH adjustment to 4.0–7.0, promotes healing
Pressure ulcer treatment Debridement, exfoliation
Diabetic foot ulcer care Cleans wounds

9.3 Pharmaceutical Intermediates

Product Use
Glycolate salts (sodium, calcium, ammonium) Buffers, excipients
Ester derivatives Drug intermediates

10. Industrial Applications

10.1 Cleaning and Metal Treatment

Application Function Typical Concentration
Descaling (calcium, lime scale) Dissolves CaCO₃, CaSO₄ scale 5–20%
Rust removal Chelates Fe³⁺ 5–15%
Metal surface preparation Removes oxides, improves adhesion 5–20%
Aluminum etching Surface preparation 1–5%
Boiler and heat exchanger cleaning Scale removal 5–15%
Dairy and brewery equipment (CIP) Removes milk/beer stone 1–5%

Advantage over strong acids: Less corrosive to equipment, safer to handle.

10.2 Textile Industry

Application Function
Fabric finishing pH adjustment
Dyeing auxiliary Leveling agent
Fiber treatment Improves dye uptake

10.3 Leather Industry

Application Function
Tanning auxiliary pH control
Dehairing agent Assists in hair removal

10.4 Biodegradable Polymers

Product Description
Polyglycolic acid (PGA) Biodegradable polymer for sutures, drug delivery
Glycolide (cyclic diester) Monomer for PGA and copolymers (PLGA with lactic acid)

11. Agricultural Applications

Application Function Typical Concentration
Plant growth promoter Stimulates growth, increases stress resistance 2–500 ppm
Irrigation system cleaner Prevents clogging, pH control 0.1–1%
Post-harvest treatment Maintains quality, extends shelf life 0.1–0.5%
Fertilizer additive Chelates micronutrients 0.01–0.1%
Soil pH amendment Lowers pH (for acid-loving plants) Variable

12. Water Treatment and Descaling

Application Function
Cooling tower scale removal Dissolves calcium carbonate scale
Boiler descaling Removes mineral deposits
Reverse osmosis membrane cleaning Removes inorganic scale
Pipe and fitting cleaning Descale without damage

13. Toxicology and Safety

13.1 Acute Toxicity

Parameter Value Classification
Oral LD₅₀ (rat) 1,500–3,000 mg/kg Acute Tox. 4 (H302)
Dermal LD₅₀ (rabbit) >2,000 mg/kg Not classified
Inhalation LC₅₀ Not determined Not classified
Skin corrosion Category 1B – Causes severe skin burns (H314) – concentrated  
Eye damage Category 1 – Causes serious eye damage (H318)  
Skin sensitization Non-sensitizer Not classified

13.2 Special Concerns (Cosmetic Use)

Concern Information
Skin irritation High concentrations (≥10%) may cause burning, redness
Sun sensitivity Increases UV sensitivity (use sunscreen after AHA treatment)
Safe concentration (consumer) ≤10% in leave-on products (EU, US)
Safe pH (consumer) ≥3.5 (EU Cosmetic Regulation)

13.3 GHS Classification (70% Solution)

Classification Category
Signal word Danger
Hazard statements H302 – Harmful if swallowed
  H314 – Causes severe skin burns and eye damage
Precautionary statements P260, P264, P280, P301+P330+P331, P303+P361+P353, P305+P351+P338, P310

13.4 NFPA Rating

Health Flammability Reactivity
3 0 0

14. Safety Precautions and Personal Protective Equipment (PPE)

  • Hazards:

    • Corrosive – causes severe skin burns and eye damage (H314)

    • Harmful if swallowed (H302)

    • Hygroscopic – absorbs moisture from air

    • Non-flammable (aqueous solution)

  • PPE (mandatory – for concentrated 70% solution):

    • Chemical-resistant gloves (nitrile or neoprene, EN 374)

    • Chemical splash goggles (EN 166) or full face shield

    • Protective clothing (acid-resistant apron or coverall)

    • Respiratory protection: Not normally required (low vapor pressure)

  • Engineering controls:

    • Local exhaust ventilation (LEV) for mist control

    • Eyewash stations and safety showers

  • Storage conditions:

    • Keep tightly closed in original container (HDPE, PP, stainless steel – NOT carbon steel or aluminum)

    • Store in cool, dry, well-ventilated area (5–30°C)

    • Protect from freezing (70% solution may crystallize below 10°C – warm to 20–30°C to re-dissolve)

    • Protect from light (may discolor)

    • Store away from strong oxidizing agents and strong bases

  • First aid:

    • Inhalation: Move to fresh air

    • Skin contact: Remove contaminated clothing; wash with copious water for at least 15 minutes; seek medical attention immediately

    • Eye contact: Rinse with water for at least 15 minutes, lifting eyelids; remove contact lenses; seek immediate medical attention

    • Ingestion: Rinse mouth; do NOT induce vomiting; drink water or milk; seek immediate medical attention

15. Environmental Fate

Parameter Value
Biodegradability Readily biodegradable (OECD 301) – 90–100% in 28 days
Aquatic toxicity (fish, LC₅₀, 96 hours) 100–500 mg/L (moderate toxicity – due to pH)
Daphnia magna (EC₅₀, 48 hours) 50–200 mg/L
Algal toxicity (EC₅₀, 72 hours) 10–100 mg/L
Bioaccumulation Low (log P = -1.11)
Soil mobility High (high water solubility)
WGK Germany 1 (low hazard to water)
Disposal method Neutralization → wastewater treatment (biodegradable) or incineration

16. Storage and Shelf Life

16.1 Storage Conditions

Parameter Requirement
Storage temperature 5–30°C (avoid freezing – crystallizes below 10°C)
Container HDPE, PP, stainless steel, glass (NOT carbon steel, aluminum, copper)
Protect from Freezing (crystallization), light (discoloration), moisture (hygroscopic), heat (decomposition)
Environment Cool, dry, well-ventilated area

16.2 Shelf Life

Parameter Value
Shelf life (70% solution, sealed) 12–24 months
Shelf life (pure solid, sealed, dry) 24–36 months
Degradation indicators Color darkening (yellow to brown), crystallization (freezing), reduced assay

17. Transport Information

Regulation Classification
UN Number 3261 (solid); 1760 (solution)
Proper shipping name Corrosive solid, acidic, organic, n.o.s. (solid); Corrosive liquid, n.o.s. (solution)
ADR/RID Class 8 (Corrosive), Packing group II
IMDG Class 8, PG II
IATA Class 8, PG II
Hazard label Corrosive (8)

18. Synonyms and Common Names

  • English: Glycolic Acid, Hydroxyacetic Acid, Hydroxyethanoic Acid, 2-Hydroxyacetic Acid, Alpha-Hydroxyacetic Acid

  • Trade names: Glypure, Glycolic Acid 70%, Glycolate, Glycosidic Acid

  • French: Acide glycolique

  • German: Glykolsäure

  • Spanish: Ácido glicólico

  • Turkish: Glikolik Asit, Hidroksiasetik Asit

19. Why Choose Glycolic Acid?

Advantage Description
Smallest AHA molecule Deepest penetration of all AHAs (lowest molecular weight)
Proven exfoliant Removes dead skin cells, unclogs pores
Stimulates collagen Reduces fine lines, wrinkles, improves firmness
Brightens skin Fades age spots, hyperpigmentation, melasma
Treats acne Unclogs pores, reduces oil, anti-inflammatory
Improves hydration Increases hyaluronic acid synthesis
Readily biodegradable Environmentally friendly
Multi-functional Cosmetics, cleaning, metal treatment, agriculture, polymers
Biocompatible Used in wound care, medical devices
Effective descaling agent Removes scale without damaging equipment

Limitations:

  • Corrosive – Causes severe skin burns and eye damage (concentrated solutions)

  • Skin irritation risk – High concentrations require neutralization and professional application

  • Sun sensitivity – Increases UV sensitivity (sunscreen required after use)

  • Hygroscopic – Absorbs moisture; requires airtight storage

  • May crystallize below 10°C – Warm to 20–30°C to re-dissolve

  • Limited stability in alkaline conditions – Degrades or neutralizes

20. Summary Table – Key Specifications at a Glance

Parameter Value
Product Name Glycolic Acid (Hydroxyacetic Acid)
CAS Number 79-14-1
EC Number 201-180-5
Molecular Formula C₂H₄O₃ (HOCH₂COOH)
Molecular Weight 76.05 g/mol
Appearance (70% soln) Colorless to pale yellow clear liquid
Density (70% soln, 20°C) 1.30–1.32 g/cm³
Melting Point (pure) 79.5°C
pKa (25°C) 3.83
pH (70% solution) 1.0–1.5
Water Solubility Very soluble (miscible)
Assay (70% grade) 69.5–70.5%
Primary Applications Cosmetics (exfoliant, anti-aging), chemical peels, industrial cleaning (descaling), metal treatment, agriculture, biodegradable polymers
IARC Carcinogenicity Not classified (non-carcinogenic)
GHS Signal Word Danger
Hazard Statements H302, H314, H318
UN Number 1760 (solution); 3261 (solid)
Oral LD₅₀ (rat) 1,500–3,000 mg/kg
Biodegradability Readily biodegradable
Shelf Life (70% soln) 12–24 months

This TDS is prepared in compliance with ISO 11014-1 format and is intended for cosmetic formulators, dermatologists, industrial cleaning specialists, metal treatment engineers, agricultural scientists, and procurement professionals. Certificates of Analysis (CoA), Safety Data Sheets (SDS), and sample validation reports are available upon request.

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