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L-Malic acid

CAS No.: 97-67-6
Formula: C4H6O5
Molecular Weight: 134.09
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What is L-Malic acid

**(S)-Malic Acid: A Versatile Organic Compound** (S)-Malic acid, also known as L-malic acid, is a naturally occurring dicarboxylic acid found in many fruits, particularly apples. As one of the two enantiomers of malic acid, it plays a key role in the Krebs cycle, contributing to energy production in living organisms. This chiral compound is widely used in the food and beverage industry as an acidulant, enhancing flavor with its pleasant, tart taste. It also finds applications in pharmaceuticals, cosmetics, and biodegradable polymers due to its chelating and moisturizing properties. With its natural origin and multifunctional benefits, (S)-malic acid is a valuable ingredient in both industrial and health-related fields.

Preparation Process: To prepare (S)-malic acid, start with fumaric acid or maleic acid as the precursor. Dissolve fumaric acid in water and treat it with fumarase enzyme or catalytic ammonium hydroxide to yield (S)-malic acid via stereoselective hydration. Alternatively, maleic acid can be isomerized to fumaric acid followed by enzymatic conversion. For chemical synthesis, react (S)-2-bromosuccinic acid with silver oxide in water to form (S)-malic acid. Purify the product via recrystallization from ethanol or acetone. Enzymatic methods using immobilized cells (e.g., *Brevibacterium flavum*) can also produce high enantiomeric purity. Confirm the configuration by polarimetry or chiral HPLC.

Usage Scenarios: (S)-Malic acid is a naturally occurring organic compound widely used in the food and beverage industry as an acidulant to enhance flavor and adjust pH in products like candies, soft drinks, and fruit juices. It serves as a key intermediate in the Krebs cycle, making it valuable in biochemical research and pharmaceutical applications, including drug formulations and supplements for energy metabolism. In cosmetics, it acts as an exfoliant and pH adjuster in skincare products. Additionally, (S)-malic acid is employed in industrial processes, such as metal cleaning and textile treatment, due to its chelating properties. Its enantiomeric purity also makes it useful in chiral synthesis.

L-Malic acid Basic Info
Chemical Name L-Malic acid
Synonyms L-MALIC ACID;L-Malic;(2S)-2-hydroxybutanedioic acid;L-Mailcacid;HYDROXYBUTANEDIOIC ACID;L-Gydroxybutanedioicacid;pinguosuan;apple acid;(S)-(-)-MALIC ACID;-(-)-MaL
CAS No. 97-67-6
Molecular Formula C4H6O5
Molecular Weight 134.09
PSA 94.83000
LogP -1.09340
Safely Info
RTECS ON7175000
Hazard Class -
Safety Statements 26-36-37/39
HS Code 29181980
WGK Germany 3
Packing Group -
RIDADR -
Risk Statements 36/37/38
Hazard Codes Xi
Caution Statement P264-P280-P305+P351+P338-P337+P313
Hazard Declaration H319
Symbol GHS07
Signal Word Warning
L-Malic acid Price
1. United States: $50 - $150 per kg
2. China: $30 - $100 per kg
3. Russia: $40 - $120 per kg
4. Germany: $60 - $160 per kg
5. India: $20 - $80 per kg
6. Japan: $70 - $180 per kg
7. Brazil: $50 - $130 per kg
8. South Korea: $60 - $150 per kg
9. Philippines: No results
10. United Kingdom: $70 - $170 per kg
11. France: $65 - $160 per kg
12. Mexico: $40 - $110 per kg
13. Canada: $55 - $140 per kg
14. South Africa: $35 - $100 per kg
15. Egypt: No results
16. Turkey: $45 - $120 per kg
17. Thailand: $30 - $90 per kg
18. Indonesia: $25 - $85 per kg
MSDS
MSDS
Name: L(-)-Malic acid 99% Material Safety Data Sheet
Synonym: L-Hydroxysuccinic acid; Hydroxybutanedioic acid
CAS: 97-67-6
Section 1 - Chemical Product   MSDS Name:L(-)-Malic acid 99% Material Safety Data Sheet
Synonym:L-Hydroxysuccinic acid; Hydroxybutanedioic acid

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS
CAS# Chemical Name content EINECS#
97-67-6 L-(-)-Malic acid 99 202-601-5
Hazard Symbols: XN
Risk Phrases: 22 36/37/38

Section 3 - HAZARDS IDENTIFICATION
  EMERGENCY OVERVIEW
Harmful if swallowed. Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes severe eye irritation.
Skin:
Causes moderate skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation.
Chronic:
No information found.

Section 4 - FIRST AID MEASURES
  Eyes: In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Get medical aid immediately.
Skin:
In case of contact, flush skin with plenty of water. Remove contaminated clothing and shoes. Get medical aid if irritation develops and persists. Wash clothing before reuse.
Ingestion:
If swallowed, do not induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:
If inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

Section 5 - FIRE FIGHTING MEASURES
  General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. This material in sufficient quantity and reduced particle size is capable of creating a dust explosion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or appropriate foam.

Section 6 - ACCIDENTAL RELEASE MEASURES
  General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

Section 7 - HANDLING and STORAGE
  Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Avoid breathing dust.
Storage:
Keep container closed when not in use. Store in a cool, dry, well-ventilated area away from incompatible substances.

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
  Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 97-67-6: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES
 
Physical State: Crystals
Color: white
Odor: None reported.
pH: Not available.
Vapor Pressure: Negligible
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 99-107 deg C
Autoignition Temperature: Not available.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: 150 deg C
Solubility in water: Soluble.
Specific Gravity/Density: 1.6
Molecular Formula: C4H6O5
Molecular Weight: 134.09

Section 10 - STABILITY AND REACTIVITY
  Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Dust generation, excess heat.
Incompatibilities with Other Materials:
Metals, strong oxidizing agents, strong reducing agents, strong bases.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported.

Section 11 - TOXICOLOGICAL INFORMATION
  RTECS#:
CAS# 97-67-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
L-(-)-Malic acid - Not listed by ACGIH, IARC, or NTP.

Section 12 - ECOLOGICAL INFORMATION
 

Section 13 - DISPOSAL CONSIDERATIONS
  Dispose of in a manner consistent with federal, state, and local regulations.

Section 14 - TRANSPORT INFORMATION
 
IATA
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

Section 15 - REGULATORY INFORMATION
 
European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 22 Harmful if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
WGK (Water Danger/Protection)
CAS# 97-67-6: No information available.
Canada
CAS# 97-67-6 is listed on Canada's DSL List.
CAS# 97-67-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 97-67-6 is listed on the TSCA inventory.


SECTION 16 - ADDITIONAL INFORMATION
N/A
SDS 1.0
Synthesis Route
Total62 synthetic routes
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