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Naphthalene, Tar Camphor, White Tar, Mothballs, Naphthalin, 91-20-3

Naphthalene, Tar Camphor, White Tar, Mothballs, Naphthalin, 91-20-3

NAPHTHALENE - NAFTALİN
Tar Camphor - White Tar - Mothball
CAS: 91-20-3

Product Name Naphthalene
CAS Number 91-20-3
EC Number 202-049-5
Chemical Class Aromatic Hydrocarbon (PAH)
Synonyms Naphthalene, Tar Camphor, White Tar, Mothball, Naphthalin

ITEM 1: PRODUCT IDENTITY AND NOMENCLATURE

Parameter Description
IUPAC Name Naphthalene
Chemical Formula C₁₀H₈
Molecular Weight 128.17 g/mol
CAS Number 91-20-3
EC Number 202-049-5
Synonyms Naphthalene, Tar Camphor, White Tar, Mothball, Naphthalin
HS Code 2902.90.00.00.00
REACH Status Registered and compliant

Description: Naphthalene is a white or colorless crystalline aromatic hydrocarbon consisting of two fused benzene rings. It has a characteristic strong and pungent odor. It occurs naturally in coal tar and is obtained industrially by coal tar distillation or petroleum refining. Its most common application is as a moth repellent used in closets and storage areas to protect clothes and textiles from moths and other pests. In the chemical industry, it is an important intermediate for the production of dyes, paints, plastics, and rubber.

ITEM 2: CHEMICAL STRUCTURE AND MOLECULAR PROPERTIES

Parameter Description
Chemical Family Polycyclic Aromatic Hydrocarbon (PAH)
Structure Two fused benzene rings (bicyclic)
Molecular Structure Planar, two-ring, 10-carbon system
Bond Type Aromatic (conjugated double bonds)
SMILES C1=CC=C2C=CC=CC2=C1
InChI Key UFWIBTONFRDIAS-UHFFFAOYSA-N

Structural Formula:

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Description: Naphthalene is a bicyclic aromatic hydrocarbon formed by the fusion of two benzene rings. Its aromatic structure contains 10 π electrons, providing high chemical stability. This structure determines naphthalene's ability to undergo electrophilic substitution reactions.

ITEM 3: PHYSICAL APPEARANCE AND FORM

Parameter Specification Test Method
Appearance White / Colorless crystals Visual Inspection
Physical Form Solid (crystalline) Visual Inspection
Odor Characteristic, strong, pungent Organoleptic
Crystal Structure Monoclinic prismatic Microscopic
Color White to colorless Visual Inspection
Foreign Matter None detectable Visual Inspection

Description: Naphthalene is found as white or colorless, lustrous crystalline flakes. It is easily recognizable by its characteristic strong and pungent odor. Its crystal structure is monoclinic prismatic, and it is typically supplied commercially in the form of fine flakes or tablets.

ITEM 4: THERMAL PROPERTIES

Property Specification / Value Test Method
Melting Point 80.2 °C DSC
Boiling Point 218 °C
Boiling Point 217.9 °C
Sublimation Temperature ~80 °C (at atmospheric pressure)
Flash Point (Closed Cup) ~79 °C ASTM D93
Auto-ignition Temperature ~540 °C
Vapor Pressure (25°C) 0.087 mmHg
Thermal Conductivity 0.14 W/m·K

Description: Naphthalene is a crystalline solid that melts at 80.2°C and boils at 218°C. At room temperature and atmospheric pressure, it exhibits sublimation - meaning it transitions directly from solid to gas without passing through the liquid phase. This property makes naphthalene effective as a moth repellent, as it slowly evaporates to form a protective gas barrier.

ITEM 5: PHYSICAL PROPERTIES - DENSITY

Property Specification Typical Value Test Method
Density (Solid, 20°C) 1.14 – 1.15 g/cm³ 1.145 g/cm³ ASTM D792
Density (Liquid, 100°C) 0.97 g/cm³ 0.97 g/cm³
Bulk Density (Crystalline) 600 – 700 kg/m³ 650 kg/m³ ASTM D1895

Description: Naphthalene is denser than water (1.145 g/cm³) and sinks in water. In liquid form, density decreases above the melting point. Bulk density varies depending on the shape and size of the crystalline form.

ITEM 6: CHEMICAL AND SOLUBILITY PROPERTIES

Property Specification / Description
pH Not applicable (organic)
Solubility in Water (25°C) ~31 mg/L (very slightly soluble)
Solubility in Water 0.031 g/L (20°C)
Solubility in Organic Solvents Readily soluble
Benzene Readily soluble
Toluene Readily soluble
Ethanol (Alcohol) Soluble
Ether Soluble
Chloroform Soluble
Acetone Soluble
Oils Soluble

Description: Naphthalene has very low solubility in water (31 mg/L) but is readily soluble in most organic solvents (benzene, toluene, ethanol, ether, chloroform, acetone, oils). This solubility profile enables naphthalene's use in organic synthesis and industrial applications.

ITEM 7: CHEMICAL STABILITY AND REACTIVITY

Parameter Description
Chemical Stability Stable under normal conditions
Sublimation Slowly sublimes at room temperature
Oxidation Reacts with strong oxidizing agents
Electrophilic Substitution Used for phthalic anhydride, naphthol, and naphthylamine production
Nitration Nitronaphthalene production
Sulfonation Naphthalene sulfonic acid production
Halogenation Halogenated naphthalene derivatives
Reduction Tetralin and decalin production

Description: Due to its aromatic structure, naphthalene undergoes electrophilic substitution reactions. Nitration, sulfonation, halogenation, and Friedel-Crafts reactions are its most important chemical transformations. It reacts with oxidizing agents to form naphthoquinone or phthalic anhydride.

ITEM 8: PURITY AND ANALYTICAL SPECIFICATIONS

Parameter Specification Typical Value Test Method
Purity (GC) ≥ 99.0% 99.5% GC
Purity (Industrial) ≥ 95.0% 98.0% GC
Melting Point 79.5 – 80.5 °C 80.0 °C DSC
Color White / Colorless White Visual Inspection
Volatile Matter ≤ 0.5% 0.1%
Ash Content ≤ 0.05% 0.01%
Heavy Metals (Pb) ≤ 10 ppm <1 ppm ICP-MS
Thiophene Content ≤ 0.1% 0.02% GC

Description: Naphthalene is supplied in high purity (>99%) or industrial grade (>95%) qualities. Melting point is an important indicator of purity. Low ash content and low thiophene content indicate high quality.

ITEM 9: TEXTILE AND STORAGE PROTECTION APPLICATIONS (MOTH REPELLENT)

Application Description / Function
Moth Repellent Protects clothes, carpets, and textiles against moths and larvae
Pest Repellent Keeps insects away from closets, storage areas
Textile Storage Protection of fabrics and garments during long-term storage
Industrial Storage Protective agent for textile product storage

Mechanism of Action:

Parameter Description
Active Ingredient Naphthalene (C₁₀H₈)
Mechanism of Action Sublimation releases gas phase; affects insect respiratory system
Activity Spectrum Moth larvae, adult moths, other pests
Duration of Effect Weeks to months depending on sublimation rate
Application Tablet, ball, or crystal form; placed inside closets

Usage Quantities:

Application Recommendation
Household Use (Small Closet) 1-2 tablets
Household Use (Large Closet) 2-4 tablets
Industrial Storage Even distribution based on volume

Description: Naphthalene slowly evaporates in enclosed spaces through sublimation, forming a protective gas barrier against moths and other textile pests. It is used in tablet or ball form.

ITEM 10: CHEMICAL INDUSTRY APPLICATIONS (INTERMEDIATE)

Application Description / Function
Phthalic Anhydride Production Oxidation of naphthalene; raw material for plasticizers, dyes, and resins
Naphthol Production Sulfonation and alkali fusion; dye and rubber additive
Naphthylamine Production Nitration and reduction; dye and pharmaceutical intermediates
Tetralin and Decalin Hydrogenation of naphthalene; used as solvents
Plasticizer Production Naphthalene derivatives as plasticizers
Resin Production Naphthalene-based resins
Dispersants Naphthalene sulfonates as dispersants
Dye and Pigment Production Naphthalene derivatives as colorants

Description: In the chemical industry, naphthalene is one of the most important aromatic intermediates. It is the primary raw material for the synthesis of thousands of chemical products including phthalic anhydride (plasticizers, dyes, resins), naphthol (dyes, rubber additives), and naphthylamine (dyes, pharmaceuticals).

ITEM 11: PAINT, VARNISH AND COATING APPLICATIONS

Application Description / Function
Paint Production Naphthalene derivatives in dye synthesis
Varnish Formulations Naphthalene derivatives as resins and solvents
Coating Materials Naphthalene derivatives in protective coatings
Pigment Production Naphthalene derivatives in pigment synthesis
Paint Solvents Naphthalene derivatives as solvents

Description: In the paint and varnish industry, naphthalene is not used directly, but its derivatives (especially naphthol and naphthylamine-based compounds) are important raw materials for dye synthesis.

ITEM 12: PLASTIC AND RUBBER INDUSTRY APPLICATIONS

Application Description / Function
Plastic Production Naphthalene derivatives as monomers
Rubber Additives Naphthalene derivatives as antioxidants and vulcanization accelerators
Plasticizers Phthalic anhydride derivatives as plasticizers
Polymer Production Naphthalene derivatives in polymer synthesis

Description: In the plastic and rubber industry, naphthalene is the primary raw material for the synthesis of plasticizers (e.g., DEHP, DINP) through phthalic anhydride production. Additionally, naphthalene derivatives are used as antioxidants and vulcanization accelerators in rubber.

ITEM 13: LABORATORY APPLICATIONS (REAGENT)

Application Description / Function
Organic Synthesis Reagent for synthesis of naphthalene derivatives
Analytical Chemistry As standard reference material
Research Chemistry Model compound for reaction mechanism studies
Pharmaceutical Research Synthesis of naphthalene derivatives

Description: In laboratories, naphthalene is used as a fundamental building block in organic synthesis and as a reference standard in analytical chemistry.

ITEM 14: SECTOR COMPATIBILITY MATRIX

Industry Suitability Application Notes
Textile Protection High Moth repellent, pest protection Widespread household and industrial use
Chemical Industry High Intermediate, phthalic anhydride, naphthol Most important application area
Paint & Varnish High Dye synthesis Through derivatives
Plastic & Rubber High Plasticizers, antioxidants Through phthalic anhydride
Laboratory High Organic synthesis, analysis As reagent
Pharmaceutical Medium Intermediate chemical Limited use
Energy Low No widespread use

ITEM 15: NAPHTHALENE AND ALTERNATIVES COMPARISON TABLE

Sector / Use Naphthalene (C₁₀H₈) Paradichlorobenzene (PDB) Natural Alternatives Modern Insecticides
Textile Protection Strong odor, effective against moths and larvae Similar moth repellent, less flammable Pleasant odor, environmentally friendly, weaker effect High effect, targeted, more expensive
Chemical Industry Raw material for dyes, resins, plastics, rubber Limited industrial use Not applicable Not applicable
Paint & Varnish Raw material in some formulations Rare use Not applicable Not applicable
Laboratory Reagent in organic synthesis and analysis Limited use in research Not applicable Not used except special reagents
Household Use Widespread in closets and storage as tablets Widespread as moth tablets Lavender sachets, cedar blocks, safer but weak Spray form for rapid effect, direct pest control

ITEM 16: SAFETY AND TOXICOLOGICAL PROFILE

Parameter Description
Acute Oral Toxicity (LD50) ~490 mg/kg (rat)
Acute Dermal Toxicity Low - Medium
Skin Irritation Irritating to sensitive skin
Eye Irritation Irritant
Inhalation Respiratory tract irritation, headache, nausea
Carcinogenicity IARC Group 2B (possibly carcinogenic)
Mutagenicity Positive (in bacterial tests)
Reproductive Toxicity Adverse effects in animal studies
Hemolytic Anemia Risk in G6PD deficient individuals
Odor Detection Threshold Low (<1 ppm)

Description: Naphthalene is a substance that requires careful handling due to its toxic effects. It is classified by IARC as Group 2B (possibly carcinogenic). It can cause hemolytic anemia in individuals with G6PD deficiency. Prolonged exposure may lead to liver and kidney damage.

ITEM 17: HANDLING AND PERSONAL PROTECTIVE EQUIPMENT (PPE)

Parameter Recommendation
Skin Contact Irritant; wash with soap and water
Eye Contact Irritant; rinse with plenty of water for 15 minutes; seek medical attention
Inhalation Use in well-ventilated area; mask recommended
Ingestion Rinse mouth; seek medical attention
Ventilation Good ventilation or local exhaust
Gloves Nitrile or neoprene gloves
Eye Protection Safety goggles
Respiratory Protection Organic vapor mask
Clothing Chemical-resistant apron

Description: Standard industrial hygiene practices should be followed when handling naphthalene. Adequate ventilation should be provided and skin, eye, and respiratory contact should be avoided.

ITEM 18: STORAGE AND SHELF LIFE

Parameter Description
Storage Temperature Room temperature (15 – 30°C)
Storage Conditions Tightly closed, well-ventilated area
Materials to Avoid High heat, direct sunlight, strong oxidizers
Packaging Materials HDPE, glass, steel
Shelf Life 2 years (under proper storage)
Signs of Degradation Color change, caking
Keep Away From Children and pets

Description: Naphthalene should be stored in a cool, dry place in tightly closed containers. Due to its sublimation property, it must be kept in sealed containers. Store out of reach of children and pets.

ITEM 19: SPILL CLEANUP AND DISPOSAL

Parameter Description
Small Spills Can be collected in solid form
Large Spills Collect, transfer to suitable containers
Do Not Discharge to sewers or water sources
Waste Disposal Dispose according to local regulations
Environmental Classification Toxic to aquatic life
RCRA Classification Hazardous waste
Incineration Incinerate at approved facility

Description: For naphthalene spills, the material should be collected and transferred to suitable containers. Do not discharge to sewers or water sources. Environmental precautions should be taken as it is toxic to aquatic life.

ITEM 20: TRANSPORT AND REGULATORY INFORMATION

Parameter Classification
UN Number 1334
UN Class 4.1 (Flammable Solid)
Packaging Group III
Hazard Symbols Flammable Health Hazard
R-Phrases R22, R40, R50/53
S-Phrases S2, S36/37, S46, S60, S61
REACH Registered and compliant
TSCA (USA) Listed
EINECS (EU) 202-049-5
IARC Classification Group 2B (Possibly carcinogenic)

SYNONYMS AND ALIASES

Name Description
Naphthalene Most common English name
Tar Camphor Camphene from tar
White Tar White tar
Mothball Moth tablet / ball
Naphthalin Older literature
Güve Kovucu Turkish name
Naftalin Turkish name

QUALITY AND CERTIFICATION SUMMARY

Certificate / Standard Status
ISO 9001:2015 Certified manufacturing sites
REACH (EC 1907/2006) Registered and compliant
TSCA (USA) Listed
EINECS (EU) 202-049-5

Disclaimer: This Technical Data Sheet provides typical values for reference purposes only. All values are based on standard laboratory measurements and do not constitute a binding specification. For binding properties, please request the Certificate of Analysis (COA) for each specific batch. The user is solely responsible for determining product suitability for their intended application and for compliance with all applicable regulations. Safety Data Sheet (SDS) must be requested from the supplier before use.

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