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4-tert-Amylphenol

CAS：80-46-6
MW:164.248
MF：C11H16O

4-tert-Amylphenol, with the chemical formula C11H16O and CAS registry number 80-46-6, is a compound known for its aromatic properties and diverse applications. This organic compound, also known as 4-tert-pentylphenol, features a phenolic group substituted with a tert-pentyl (4-methylpentyl) moiety. It is commonly used as an intermediate in the synthesis of various chemicals, including antioxidants, UV absorbers, and fragrances. 4-tert-Amylphenol finds application in industries such as cosmetics, plastics, and pharmaceuticals. Additionally, it is utilized as a stabilizer in polymers and as a component in lubricating oils. This compound has garnered interest for its role in environmental studies, particularly in relation to its biodegradability and potential ecological impact. View more+

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Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
NMR Spectrum
Computational chemical data
Realated Product Infomation

1. Names and Identifiers

1.1 Name: 4-tert-Amylphenol

1.2 Synonyms: 4-(1,1-Dimethylpropyl)phenol; 4-(1,1-Dimethylpropyl)phenol4-tert-Pentylphenol; 4-(2-Methyl-2-butyl)-phenol; 4-(2-Methylbutan-2-yl)phenol; 4-t-Amylphenol; 4-tert-Amylphenol; 4-tert-Pentylphenol; 4-t-Pentylphenol; Amilfenol; BirexSE; NSC 403672; NSC 4965; p-(1,1-Dimethylpropyl)phenol; p-(α,α-Dimethylpropyl)phenol; PARA-PENTYLPHENOLISOMERS; Phenol, 4-(1,1-dimethylpropyl)-; Phenol, p-(1,1-dimethylpropyl)-; Phenol, p-tert-pentyl-; p-tert-Amylphenol; p-tert-Pentylphenol;

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1.3 CAS No.: 80-46-6

1.4 CID: 6643

1.5 EINECS: 201-280-9

1.6 Molecular Formula: C11H16O

1.7 Inchi: InChI=1S/C11H16O/c1-4-11(2,3)9-5-7-10(12)8-6-9/h5-8,12H,4H2,1-3H3

1.8 InChkey: NRZWYNLTFLDQQX-UHFFFAOYSA-N

1.9 Canonical Smiles: CCC(C)(C)C1=CC=C(C=C1)O

1.10 Isomers Smiles: CCC(C)(C)C1=CC=C(C=C1)O

2. Properties

2.1 Solubility: H2O: insoluble

2.2 Appearance: Not Available

2.3 Storage: Ambient temperatures.

2.4 Chemical Properties: solid

2.5 Color/Form: White crystals

2.6 Heat of Vaporization: 6.5751X10+7 J/kmol at melting point

2.7 Physical: PHYSICAL DESCRIPTION: Colorless needles or beige solid. (NTP, 1992)

2.8 pKa: 10.24±0.26(Predicted)

2.9 Water Solubility: 37 mg/L (20 oC)

2.10 Stability: Stable. Incompatible with acid chlorides, acid anhydrides, strong oxidizing agents.

2.11 Surface Tension: 6.4552E-2 N/m at melting point (predicted)

3. Use and Manufacturing

3.1 Description: 4-tert-Amylphenol (CAS 80-46-6) is a chemical compound that appears as a colorless to pale yellow liquid. It has a basic structure consisting of a phenol group attached to a tert-amyl group. This chemical is soluble in organic solvents such as ethanol and ether, but has limited solubility in water. It has a boiling point of approximately 221-223°C and a melting point of -5°C.

Applicable Fields
4-tert-Amylphenol has various applications in different fields:

1. Chemical Industry: In the chemical industry, 4-tert-Amylphenol is used as an intermediate in the synthesis of other chemicals. It can be used as a starting material for the production of antioxidants, stabilizers, and polymer additives.

2. Adhesive Industry: This chemical is also utilized in the adhesive industry. It can be used as a raw material in the production of adhesives, providing improved bonding properties.

3. Fragrance Industry: 4-tert-Amylphenol is used in the fragrance industry as a fragrance ingredient. It can contribute to the scent profile of various perfumes and personal care products.

4. Research and Development: This chemical may also find applications in research and development laboratories, where it can be used as a reagent or reference material for analytical purposes.

Storage Conditions
Store in a cool, dry place.

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3.2 General Description: Colorless needles or beige solid.

3.3 GHS Classification: Signal: Danger
GHS Hazard Statements
Aggregated GHS information provided by 519 companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Reported as not meeting GHS hazard criteria by 4 of 519 companies. For more detailed information, please visit ECHA C&L website

Of the 13 notification(s) provided by 515 of 519 companies with hazard statement code(s):

H302 (15.73%): Harmful if swallowed [Warning Acute toxicity, oral]
H312 (12.23%): Harmful in contact with skin [Warning Acute toxicity, dermal]
H314 (99.42%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
H317 (79.03%): May cause an allergic skin reaction [Warning Sensitization, Skin]
H318 (84.27%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
H410 (73.79%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]
H411 (17.28%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

Precautionary Statement Codes
P260, P261, P264, P270, P272, P273, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P333+P313, P363, P391, P405, and P501

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3.4 Methods of Manufacturing: ...By condensation of tert-pentanol; or 2-methyl-3-butanol; with phenol; in presence of aluminum chloride;: Huston, Hsieh, J Am Chem Soc 58, 439 (1936); Huston et al, J Am Chem Soc 67, 899 (1945).

3.5 Purification Methods: Purify via its benzoate, as for phenol. After evaporating the solvent from its solution in ether, the material is recrystallised (from the melt) to a constant melting point. The benzoyl derivative has m 60o (from EtOH). [Berliner et al. J Am Chem Soc 76 507 1954, Huston et al. J Am Chem Soc 67 899 1945, Beilstein 6 H 548, 6 I 269, 6 II 506, 6 III 1965, 6 IV 3383.] 4-tert-Amylphenol Preparation Products And Raw materials Raw materials

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3.6 Usage: In the manufacture of oil-soluble resins; has been recommended as a germicide and fumigant; intermediate for organic mercury germicides, for pesticides, for chemicals used in rubber and petroleum industries.

4. Safety and Handling

4.1 Fire Hazard: 4-tert-Amylphenol is combustible.

4.2 Safety Profile: Moderately toxic by ingestion andskin contact. A skin and severe eye irritant. Combustible.When heated to decomposition it emits toxic fumes. Tofight fire, use dry chemical, water mist, CO2. Incompatiblewith oxidizing materials.

4.3 Report: Reported in EPA TSCA Inventory.

4.4 Safety

Moderately toxic by ingestion and skin contact. A skin and severe eye irritant. Combustible. When heated to decomposition it emits toxic fumes. To fight fire, use dry chemical, water mist, CO₂. Incompatible with oxidizing materials.

Hazard Codes: Corrosive C, Dangerous N
Risk Statements: 21/22-34-51/53
R21/22:Harmful in contact with skin and if swallowed.
R34:Causes burns.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 26-27-36/37/39-45-61
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S27:Take off immediately all contaminated clothing.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.

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4.5 Specification: 4-tert-Amylphenol (CAS.80-46-6) also can be called 1-Hydroxy-4(2-methyl-2-butyl)benzene ; p-(1,1-Dimethylpropyl)phenol ; 4-(1,1-Dimethylpropyl)phenol ; Phenol, p-tert-pentyl- and; Phenol, 4-(1,1-dimethylpropyl)- .It is hazardous,so the first aid measures and others should be known.Such as: When on the skin: first,should flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing. Secondly,Get shoesmedical aid . Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product : Do not induce vomiting.If victim is conscious and alert, give 2-4 cupfuls of milk or water.If conscious drink water, then induce vomiting. If unconscious, immediately take victim to a physician and do not attempt to induce vomiting, and get medical aid immediately.Notes to physician: Treat supportively and symptomatically.
In addition, 4-tert-Amylphenol (CAS.80-46-6) can be stable under normal temperature and pressure conditions.It is not compatible with strong oxidizing agents, acid chlorides, acid anhydrides, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: carbon dioxide, carbon monoxide.

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4.6 Toxicity: ORL-RAT LD50 1830 mg kg-1, SKN-RBT LD50 2000 mg kg-1

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Skin corrosion, Category 1B

Skin sensitization, Category 1

Serious eye damage, Category 1

Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 1

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Danger
Hazard statement(s)	H314 Causes severe skin burns and eye damage H317 May cause an allergic skin reaction H410 Very toxic to aquatic life with long lasting effects
Precautionary statement(s)
Prevention	P260 Do not breathe dust/fume/gas/mist/vapours/spray. P264 Wash ... thoroughly after handling. P280 Wear protective gloves/protective clothing/eye protection/face protection. P261 Avoid breathing dust/fume/gas/mist/vapours/spray. P272 Contaminated work clothing should not be allowed out of the workplace. P273 Avoid release to the environment.
Response	P301+P330+P331 IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P303+P361+P353 IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water [or shower]. P363 Wash contaminated clothing before reuse. P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing. P310 Immediately call a POISON CENTER/doctor/\u2026 P321 Specific treatment (see ... on this label). P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P302+P352 IF ON SKIN: Wash with plenty of water/... P333+P313 If skin irritation or rash occurs: Get medical advice/attention. P362+P364 Take off contaminated clothing and wash it before reuse. P391 Collect spillage.
Storage	P405 Store locked up.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

13C NMR : in CDCl3

1H NMR : 90 MHz in CDCl3

IR : KBr disc

IR : nujol mull

Mass

Mass spectrum (electron ionization)

7. Synthesis Route

80-46-6Total: 26 Synthesis Route

108-95-2 253 Suppliers

80-46-6 76 Suppliers

3279-27-4 11 Suppliers

80-46-6 76 Suppliers

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8. Precursor and Product

precursor:

86840-38-2

3279-27-4

261618-80-8

628-50-2

75-85-4

107-84-6

513-35-9

108-95-2

120-95-6

product:

5323-65-9

5349-51-9

98-26-0

40946-44-9

75908-77-9

20698-30-0

20698-29-7

18966-64-8

2525-07-7

4097-50-1

9. Computed Properties

Molecular Weight：164.248g/mol
Molecular Formula：C₁₁H₁₆O
Compound Is Canonicalized：True
XLogP3-AA：164.120115130
Monoisotopic Mass：164.120115130
Complexity：132
Rotatable Bond Count：2
Hydrogen Bond Donor Count：1
Hydrogen Bond Acceptor Count：1
Topological Polar Surface Area：20.2
Heavy Atom Count：：12
Defined Atom Stereocenter Count：0
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADceBwIAAAAAAAAAAAAAAAAAAAAAAAAAAwAAAAAAAAAAABAAAAGgAACAAADgSAmAAyBoAAAgCAAiBCAAACAAAgIAAIiAAGCIgIJiKCERKAcAAkwBEImAeAwPAPoAAAAAAAAABAAAAAAAAAAAAAAAAAAA==