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Monoisopropanol Amine, Monoisopropanolamine, Threamine, Amino Propanol, Iso‑propanolamine, MIPA, 78-96-6

Monoisopropanol Amine, Monoisopropanolamine, Threamine, Amino Propanol, Iso‑propanolamine, MIPA, 78-96-6

MONOISOPROPANOLAMINE (MIPA)

1. Chemical Identity and Material Classification

  • Chemical Name: Monoisopropanolamine, 1-Amino-2-propanol, 2-Hydroxypropylamine

  • Synonyms: MIPA, Threamine, Aminopropanol, Amino-2-propanol, Iso-propanolamine, 2-aminopropan-2-ol, 1-Aminoisopropyl alcohol, DL-Isopropanolamine, (2R)-2-hydroxypropan-1-aminium

  • CAS Number: 78-96-6

  • Molecular Formula: C₃H₉NO

  • Molecular Weight: 75.11 g/mol

  • EC Number (EINECS): 201-162-7

  • MDL Number: MFCD00008136

  • Chemical Class: Primary alkanolamine (primary amine + primary alcohol)

  • UN Number: 2735 (Amines, liquid, corrosive, n.o.s.)

2. Physical Properties

Property Value
Appearance Clear, colorless to pale yellow viscous liquid
Physical state Liquid (viscous)
Odor Mild, characteristic amine odor (fishy/ammoniacal)
Molecular weight 75.11 g/mol
Density (20°C) 0.9681 g/cm³
Density (25°C) 0.960–0.965 g/cm³
Melting point / Freezing point 1.4–2°C (34°F) – note: supercools; can remain liquid below freezing point
Boiling point (at 760 mmHg) 159–160°C (318–320°F)
Flash point (closed cup) 80–85°C (176–185°F) – combustible
Autoignition temperature 345°C (653°F)
Vapor pressure (20°C) 0.58 hPa (0.44 mmHg)
Vapor pressure (50°C) 2.3 hPa
Vapor density (air = 1) 2.6 (heavier than air)
Refractive index (nD20) 1.4479
Viscosity (20°C) 31 mPa·s (cps)
Viscosity (40°C) 15 mPa·s (cps)
Surface tension (40°C) 30.5 mN/m
Dipole moment 1.74 Debye
log P (octanol/water) -0.96 (very hydrophilic)
pKa (25°C) 9.70 (conjugate acid)
Optical activity Optically active (chiral center)

3. Solubility and Solution Properties

3.1 Solubility in Various Solvents

Solvent Solubility Temperature
Water Completely miscible 20°C
Ethanol Completely miscible 20°C
Methanol Completely miscible 20°C
Acetone Completely miscible 20°C
Benzene Soluble 20°C
Ether Sparingly soluble 20°C
Chloroform Soluble 20°C
Aliphatic hydrocarbons Immiscible 20°C

3.2 Aqueous Solution Properties

Parameter Value
pH (0.1 M solution) 11.0–11.5 (strongly alkaline)
pH (1% solution) ~11.0
Heat of dilution with water Exothermic (heats up)

4. Chemical Properties

4.1 Molecular Structure

MIPA is a primary alkanolamine consisting of:

  • One primary amine group (–NH₂) – reacts with acids, CO₂, H₂S, isocyanates

  • One primary alcohol group (–OH) – undergoes typical alcohol reactions

  • Chiral center at the 2-carbon (optically active)

Structure: CH₃–CH(OH)–CH₂–NH₂ (1-Amino-2-propanol)

4.2 Chemical Reactivity

Reaction Type Description
Acid neutralization Forms amine salts with mineral and organic acids
CO₂ absorption Forms carbamate salts (gas sweetening, amine scrubbing)
H₂S absorption Forms amine sulfides (gas purification)
Esterification With fatty acids → alkanolamide emulsifiers
Amidation With acid chlorides → amides
Carbamation With alkyl/aryl chloroformates → carbamates
Quaternization With alkylating agents → quaternary ammonium compounds
Epoxy reactions Reacts with epoxides → polyols
Isocyanate reaction Forms urethanes (polyurethane catalysts/intermediates)
Oxidation Primary amine oxidizes; can form nitrosamines with nitrites

4.3 Carbamate Formation (Gas Sweetening Mechanism)

Reaction: RNH₂ + CO₂ ⇌ RNHCOO⁻ + H⁺ (carbamate salt)

MIPA reacts with CO₂ to form a reversible carbamate, enabling solvent regeneration in gas treating processes.

4.4 Thermal Decomposition

Parameter Value
Decomposition temperature >200°C (slow decomposition)
Products Ammonia, propylene oxide, water (at very high temperatures)

4.5 Stability

Parameter Behavior
Stability Stable under normal conditions
Hygroscopicity Hygroscopic (absorbs moisture from air)
Air sensitivity Can react with CO₂ from air to form carbamate/carbonate
Light sensitivity May discolor upon prolonged light exposure
Thermal stability Stable up to 150°C; decomposes slowly at higher temperatures

4.6 Incompatibilities

  • Strong oxidizing agents (nitric acid, hydrogen peroxide, permanganates)

  • Strong acids (exothermic neutralization)

  • Acid anhydrides and acid chlorides

  • Isocyanates (exothermic reaction)

  • Halogenated compounds

  • Nitrosating agents (forms potentially carcinogenic nitrosamines)

5. Quality Specifications

5.1 Commercial / Industrial Grade

Parameter Specification
Purity (MIPA, w/w) ≥ 99.0%
Water content (K. Fischer) ≤ 0.5%
Color (APHA) ≤ 20 (fresh; may yellow with age)
Density (20°C) 0.968 ± 0.005 g/cm³
Refractive index (nD20) 1.4479 ± 0.0005
Distillation range (95%) Within 156–163°C (at 760 mmHg)
Equivalent weight 75.11 g/eq
Monoisopropanolamine content ≥ 99% (remainder: diisopropanolamine, triisopropanolamine, water)
Iron (Fe) ≤ 10 ppm

5.2 High Purity Grade (Pharma/Laboratory)

Parameter Specification
Purity (MIPA, w/w) ≥ 99.5%
Water content ≤ 0.2%
Monoisopropanolamine ≥ 99.5%
Diisopropanolamine ≤ 0.3%
Triisopropanolamine ≤ 0.1%
Heavy metals (as Pb) ≤ 5 ppm
Residue on evaporation ≤ 0.05%

6. Production Methods

6.1 Reaction of Ammonia with Propylene Oxide (Industrial Standard)

  • Reaction: NH₃ + CH₃CH(O)CH₂ → CH₃CH(OH)CH₂NH₂ (plus MIPA, DIPA, TIPA mixture)

  • Process: Excess ammonia reacts with propylene oxide under controlled conditions (pressure, temperature) → mixture of mono-, di-, and triisopropanolamines → separation by fractional distillation

  • Excess ammonia: Used to favor MIPA formation

  • Temperature: 30–60°C (exothermic; cooling required)

  • Pressure: 3–10 bar

  • Yield: 70–80% MIPA (depending on ratio)

  • Co-products: Diisopropanolamine (DIPA) and Triisopropanolamine (TIPA)

6.2 Purification

  • Fractional distillation under reduced pressure

  • Steam stripping for impurity removal

7. Industrial Applications

7.1 Textile and Fiber Industry (Primary Application – Mandatory)

Parameter Value
Application Refining agent (scouring), antistatic agent, dyeing auxiliary, wetting agent for fibers
Function Removes natural impurities (waxes, oils) from fibers; reduces static charge; improves dye penetration
Typical concentration 0.5–5 g/L in processing baths
Fiber types Cotton, wool, synthetic fibers (polyester, nylon)
Process stages Scouring, dyeing, finishing

Why mandatory? MIPA is essential for certain textile processes due to its unique combination of:

  • Alkaline pH (effective for saponification)

  • Surface activity (wetting and emulsifying)

  • Compatibility with anionic and non-ionic surfactants

  • Good water solubility

7.2 Surfactant Intermediate

Parameter Value
Application Raw material for synthetic surfactant production
Derivatives Fatty acid alkanolamides (e.g., Monoisopropanolamide)
End products Detergents, emulsifiers, dispersants, wetting agents, antistatic agents
Benefits Good foaming, excellent emulsification, mild to skin

7.3 Metalworking Fluids and Lubricants

Parameter Value
Application Solvent for lubricating oils, cutting oils, and metalworking fluids; corrosion inhibitor
Function Neutralizes acidic components, improves lubricity, prevents rust
Typical concentration 1–10% in concentrate

7.4 Detergents and Cleaning Products

Parameter Value
Application Builder, neutralizing agent, surfactant intermediate
Function pH adjustment, emulsification, soil suspension
Typical concentration 0.5–5% in formulations

7.5 Cosmetics and Personal Care

Parameter Value
Function pH adjuster, emulsifier, humectant, solvent
Typical products Shampoos, conditioners, lotions, creams, facial cleansers
INCI name Aminopropanediol (for some derivatives)
Typical concentration 0.1–2% (as pH adjuster); 1–10% (as humectant/solvent)

7.6 Gas Treating (Amine Scrubbing)

Parameter Value
Application Removal of acid gases (CO₂, H₂S) from natural gas, refinery gas, synthesis gas
Typical concentration 10–30% in aqueous solution
Advantages Higher CO₂ loading capacity than MEA; better stability
Limitations Higher vapor pressure than MEA; used less frequently than MEA/MDEA for large-scale

7.7 Chemical Synthesis Intermediate

Parameter Value
Application Raw material for esters, amides, carbamates, and other derivatives
Products Monoisopropanolamide surfactants, Isopropanolamine salts (herbicide neutralization), Chiral building blocks for pharmaceuticals

7.8 Agricultural Chemicals

Parameter Value
Application Neutralization of acidic herbicides (e.g., 2,4-D, MCPA, glyphosate)
Function Forms water-soluble amine salts
Advantage Produces liquid formulations with good stability

7.9 Polyurethane Catalysts

Parameter Value
Application Catalyst for polyurethane foam production (rigid and flexible foams)
Function Promotes reaction between isocyanates and polyols; co-catalyst with tertiary amines
Typical concentration 0.1–2%

7.10 Electroplating and Metal Cleaning

Parameter Value
Application Cleaning agent for metal surfaces before plating
Function Emulsifies oils, neutralizes acids, provides alkaline cleaning

7.11 Pharmaceuticals

Parameter Value
Application Chemical intermediate for active pharmaceutical ingredients (APIs)
Function Building block for chiral molecules; salt formation for drug solubility

7.12 Paints and Coatings

Parameter Value
Application Neutralizing agent, pH adjuster in water-based coatings
Function Improves stability, reduces odor compared to ammonia

7.13 Cement Grinding Aids

Parameter Value
Application Additive in cement production to improve grinding efficiency
Typical dosage 0.01–0.05% by weight of cement
Function Prevents agglomeration of cement particles; improves flowability

8. Comparison with Other Alkanolamines

Property MIPA (Monoisopropanolamine) MEA (Monoethanolamine) DEA (Diethanolamine) DIPA (Diisopropanolamine)
Structure C₃H₉NO C₂H₇NO C₄H₁₁NO₂ C₆H₁₅NO₂
Molecular weight 75.11 61.08 105.14 133.19
pKa (conjugate acid) 9.70 9.50 8.88 ~9.0
Melting point 1.4°C 10.5°C 28°C 42–45°C
Boiling point 160°C 170°C 268°C 249–250°C
Viscosity (20°C) 31 cP 24 cP 380 cP Solid
Basicity Moderate High Moderate Moderate
CO₂ capacity High Very high High Moderate
Biodegradability Readily biodegradable Readily biodegradable Readily biodegradable Readily biodegradable
Primary use Textiles, surfactants Gas treating, surfactants Gas treating, surfactants Gas treating, metalworking

9. Toxicology and Safety

9.1 Acute Toxicity

Parameter Value
Oral LD₅₀ (rat) 2,586–4,260 mg/kg (moderate toxicity)
Dermal LD₅₀ (rabbit) 1,640–2,560 mg/kg
Inhalation LC₅₀ (rat, 4 hours) > 2.1 mg/L (vapor)
Eye irritation (rabbit) Severe irritation – Category 1 (causes serious eye damage)
Skin irritation (rabbit) Moderate irritation – Category 2
Skin sensitization Non-sensitizer
Respiratory sensitization Not expected

9.2 Subchronic / Chronic Toxicity

Endpoint Classification
Carcinogenicity Not classified as carcinogen (IARC/OSHA/ACGIH: not listed)
Mutagenicity Negative (AMES test)
Reproductive toxicity Not classified
Developmental toxicity Not classified
Target organ toxicity Respiratory system (upon repeated inhalation of vapor/mist)

9.3 GHS Classification (EU CLP)

Classification Category
Signal word Danger
Hazard statements H302 – Harmful if swallowed
  H312 – Harmful in contact with skin
  H314 – Causes severe skin burns and eye damage
  H332 – Harmful if inhaled
Precautionary statements P280, P301+P330+P331, P302+P352, P304+P340, P305+P351+P338, P310

9.4 NFPA Rating

Health Flammability Instability
3 (Severe) 1 0

9.5 Occupational Exposure Limits

Authority Limit Type
ACGIH TLV Not established N/A
OSHA PEL Not established N/A
Supplier recommended 5 mg/m³ (as amine vapor) TWA (8 hour)

10. Safety Precautions and Personal Protective Equipment (PPE)

  • Hazards:

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

    • Harmful if swallowed, inhaled, or absorbed through skin

    • Hygroscopic – absorbs moisture from air

    • Combustible – keep away from ignition sources

    • Vapor is heavier than air; may accumulate in low-lying areas

  • PPE (mandatory):

    • Chemical-resistant gloves (nitrile or neoprene, EN 374, minimum thickness 0.4 mm)

    • Chemical splash goggles (EN 166) or full face shield – mandatory due to eye hazard

    • Protective clothing (acid/alkali-resistant coverall)

    • Respiratory protection: P2/P3 filter for mists; SCBA for high concentrations

  • Engineering controls:

    • Local exhaust ventilation (LEV) for heated applications or mist generation

    • Eyewash stations and safety showers in immediate vicinity

  • First aid:

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

    • Skin contact: Remove contaminated clothing; wash with copious soap and water for 15 minutes; seek medical attention if burns occur

    • Inhalation: Move to fresh air; if breathing difficult, give oxygen; if stopped, give artificial respiration; seek medical attention

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

11. Environmental Fate

Parameter Value
Biodegradability Readily biodegradable (OECD 301)
Hydrolysis Not applicable (does not hydrolyze in water)
Bioaccumulation Low (BCF < 10; log P < 1)
Aquatic toxicity (fish, LC₅₀, 96 hours) 1,000–5,000 mg/L (low toxicity)
Daphnia magna (EC₅₀, 48 hours) 100–500 mg/L
Algal toxicity (EC₅₀, 72 hours) 10–100 mg/L
Mobility in soil High (high water solubility)
WGK Germany 1 (low hazard to water)

12. Storage and Handling

12.1 Handling Precautions

Parameter Recommendation
Ventilation Use adequate ventilation; local exhaust for heated applications
Personal hygiene Wash thoroughly after handling; do not eat, drink, or smoke in work area
Spill response Absorb with inert material (sand, vermiculite); collect in sealed containers

12.2 Storage Conditions

Parameter Requirement
Temperature Store at 15–30°C (room temperature)
Container Keep tightly closed in original container (HDPE, stainless steel, or lined steel)
Prevent from Freezing (freezing point 1.4°C – can remain liquid below this temperature if supercooled, but crystallization may occur)
Incompatibles Separate from strong oxidizing agents, strong acids, acid chlorides, isocyanates
Environment Cool, dry, well-ventilated area; protect from direct sunlight
Material compatibility Compatible with: HDPE, polypropylene, stainless steel (304/316), Teflon
Incompatible materials Copper, brass, aluminum, carbon steel (may corrode over time)

12.3 Container Materials

Container Type Suitability
HDPE (High-Density Polyethylene) Suitable
Polypropylene Suitable
Stainless steel (304, 316) Suitable
Teflon/PTFE Suitable
Carbon steel Not recommended (corrosion risk)
Copper, brass, bronze Not suitable (corrosion)
Aluminum Not suitable (corrosion)

13. Transport Information

Regulation Classification
UN Number 2735
Proper shipping name Amines, liquid, corrosive, n.o.s. (Monoisopropanolamine)
ADR/RID Class 8 (Corrosive), Packing group II
IMDG Class 8, PG II
IATA Class 8, PG II
DOT Class 8, PG II
Hazard label Corrosive (8)
Marine pollutant No

14. Synonyms and Common Names

  • English: Monoisopropanolamine, MIPA, 1-Amino-2-propanol, 2-Hydroxypropylamine, Isopropanolamine, DL-Isopropanolamine, 1-Aminoisopropyl alcohol, Threamine, Aminopropanol, Amino-2-propanol

  • Trade names: MIPA, MIPA 99, MIPA 85, MIPA 70 (various concentrations)

  • Chemical names: Propylamine, 2-hydroxy-; 2-Amino-1-propanol (isomer; not the same compound)

  • French: Monoisopropanolamine

  • German: Monoisopropanolamin

  • Spanish: Monoisopropanolamina

  • Turkish: Monoizopropanolamin, MIPA

15. Regulatory Status

Regulation Status
TSCA (US) Listed
REACH (EU) Registered (active)
EINECS 201-162-7
FDA Indirect food contact permitted (as component of adhesives, paper/paperboard)
EU Cosmetics Regulation Permitted as pH adjuster/emulsifier
Canada DSL Listed
Australia AICS Listed
Korea KECI Listed
China IECSC Listed

16. Why Choose Monoisopropanolamine (MIPA)? (Technical Summary)

Advantage Description
Essential for textile processing Mandatory ingredient for certain fiber refining, scouring, and antistatic applications – no cost-effective substitute
Excellent surfactant intermediate Produces alkanolamides with superior foaming and emulsification properties
Good CO₂/H₂S absorption Effective for gas sweetening (amine scrubbing) – higher capacity than MEA for certain applications
Low freezing point Remains liquid down to ~1.4°C (no heating required in most climates)
Versatile pH adjuster Effective neutralizing agent for acids in coatings, cosmetics, and metalworking
Biodegradable Environmentally friendly; readily biodegradable
Good compatibility Miscible with water, alcohols, and many organic solvents
Chiral building block Optically active; useful for pharmaceutical synthesis
Cost-effective Lower cost than specialty amines for many applications

Limitations:

  • Corrosive – Causes severe skin burns and eye damage; requires PPE (goggles, gloves)

  • Hygroscopic – Absorbs moisture from air, affecting handling

  • Combustible – Flash point 80°C; keep away from ignition sources

  • Vapor heavier than air – May accumulate in low-lying areas (ventilation required)

  • Metallic corrosion – Corrosive to copper, brass, aluminum, and carbon steel (use stainless steel or plastic equipment)

  • Higher vapor pressure than MEA – May lead to evaporative losses in some applications

17. Typical Applications Summary Table

Sector Application Mandatory/Optional Typical Concentration Alternatives
Textile & Fiber Scouring, antistatic, dyeing auxiliary ✅ Mandatory 0.5–5 g/L Limited substitutes
Surfactants Intermediate for alkanolamides ⚪ Optional 1–20% of formulation DEA, MEA
Cosmetics pH adjuster, humectant, emulsifier ⚪ Optional 0.1–10% TEA, AMP, NaOH
Detergents Builder, neutralizing agent ⚪ Optional 0.5–5% DEA, MEA, TEA
Metalworking Solvent, corrosion inhibitor ⚪ Optional 1–10% DEA, DIPA, TEA
Gas Treating CO₂/H₂S removal ⚪ Optional 10–30% MEA, MDEA, DIPA
Paints/Coatings pH adjuster, neutralizing agent ⚪ Optional 0.1–1% AMP, ammonia, TEA
Agriculture Herbicide neutralization (2,4-D, glyphosate) ⚪ Optional Stoichiometric Other amine salts
Polyurethanes Catalyst, reaction intermediate ⚪ Optional 0.1–2% Tertiary amines, other alkanolamines
Pharmaceuticals Chiral building block, API intermediate ⚪ Optional Variable Other chiral amines
Cement Grinding aid ⚪ Optional 0.01–0.05% TEA, DIPA, glycols

18. Available Commercial Grades

Grade Purity Form at 20°C Applications
MIPA 99% ≥ 99% Liquid High-purity applications, chemical synthesis
MIPA Industrial Grade ≥ 98% Liquid General industrial use (textiles, surfactants, metalworking)
MIPA Aqueous Solutions 50–85% Liquid Textile applications, easier handling
MIPA Ultra-Pure ≥ 99.5% Liquid Pharmaceutical, electronics, specialty synthesis

19. Reactivity and Incompatibility – Important Notes

  • Reaction with CO₂: MIPA absorbs CO₂ from air to form carbamate salts; store in tightly sealed containers

  • Reaction with isocyanates: Exothermic; can lead to rapid polymerization; use appropriate cooling

  • Corrosion of metals: Corrosive to copper, brass, aluminum, zinc, and galvanized surfaces; use stainless steel (304, 316) or plastic (HDPE, PP) equipment

  • Nitrosamine formation: May form potentially carcinogenic nitrosamines when in contact with nitrites or nitrosating agents; avoid such combinations

20. Summary Table – Key Specifications at a Glance

Parameter Value
Product Name Monoisopropanolamine (MIPA)
CAS Number 78-96-6
Molecular Formula C₃H₉NO
Molecular Weight 75.11 g/mol
Appearance Clear, colorless to pale yellow viscous liquid
Odor Mild amine (fishy/ammoniacal)
Density (20°C) 0.968 g/cm³
Melting Point 1.4°C
Boiling Point 160°C
Flash Point 80–85°C
Viscosity (20°C) 31 cP
pH (0.1 M solution) 11.0–11.5 (strongly alkaline)
Water Solubility Completely miscible
log P -0.96
pKa 9.70
Primary Applications Textile processing, surfactant intermediate, metalworking, cosmetics, gas treating
GHS Signal Word Danger
Hazard Statements H302, H312, H314, H332
UN Number 2735
Biodegradability Readily biodegradable

This TDS is prepared in compliance with ISO 11014-1 format and is intended for textile chemists, surfactant formulators, metalworking fluid specialists, cosmetic chemists, gas processing engineers, and procurement professionals. Certificates of Analysis (CoA), Safety Data Sheets (SDS), and sample validation reports are available upon request.

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