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ChemicalBook--->CAS DataBase List--->98-54-4

98-54-4

98-54-4 Structure

98-54-4 Structure
IdentificationMore
[Name]

4-tert-Butylphenol
[CAS]

98-54-4
[Synonyms]

4-(1,1-DIMETHYL-1-ETHYL)PHENOL
4-(1,1-DIMETHYLETHYL)PHENOL
4-(A A-DIMETHYLETHYL)PHENOL
4-TERT-BUTYLPHENOL
4-TERTIARY BUTYL PHENOL
BUTYLPHEN
FEMA 3918
PARA-TERT-BUTYLPHENOL
PTBP
P-T-BUTYLPHENOL
P-TERT-BUTYLPHENOL
1-Hydroxy-4-tert-butylbenzene
2-(p-Hydroxyphenyl)-2-methylprpane
4-(1,1-dimethylethyl)-pheno
4-Hydroxy-1-tert-butylbenzene
4-t-Butylphenol
Lowinox 070
Lowinox PTBT
p-(tert-butyl)-pheno
Phenol, 4-(1,1-dimethylethyl)-
[EINECS(EC#)]

202-679-0
[Molecular Formula]

C10H14O
[MDL Number]

MFCD00002367
[Molecular Weight]

150.22
[MOL File]

98-54-4.mol
Chemical PropertiesBack Directory
[Appearance]

The butylphenols include several isomers. Solid butylphenols (28805-86-9) generally have properties similar to the above:
[Melting point ]

96-101 °C(lit.)
[Boiling point ]

236-238 °C(lit.)
[density ]

0.908 g/mL at 25 °C(lit.)
[vapor pressure ]

1 mm Hg ( 70 °C)
[FEMA ]

3918
[refractive index ]

1.4787
[Fp ]

113 °C
[storage temp. ]

room temp
[solubility ]

ethanol: soluble50mg/mL, clear, colorless
[form ]

Flakes or Pastilles
[pka]

10.23(at 25℃)
[color ]

White to light beige
[Specific Gravity]

0.908
[Odor]

at 1.00 % in propylene glycol. oakmoss leather
[PH]

7 (10g/l, H2O, 20℃)
[Stability:]

Stable. Incompatible with copper, steel, bases, acid chlorides, acid anhydrides, oxidizing agents.
[explosive limit]

0.8-5.3%(V)
[Odor Type]

leathery
[Water Solubility ]

8.7 g/L (20 ºC)
[JECFA Number]

733
[Merck ]

14,1585
[BRN ]

1817334
[Contact allergens]

Para-tert-butylphenol is used with formaldehyde to produce the polycondensate p-tert-butylphenol-formaldehyde resins (PTBPFR). Major occupational sources are neoprene glues and adhesives in industry, in the shoemaking and leather industries or in car production. It is also used as a box preservative in box and furniture manufacture and in the production of casting molds, car brake linings, insulated electrical cables, adhesives, printing inks, and paper laminates. Para-tertbutylphenol seems to be the sensitizer
[InChIKey]

QHPQWRBYOIRBIT-UHFFFAOYSA-N
[LogP]

3 at 23℃
[Uses]

Plasticizer for cellulose acetate; intermediate for antioxidants, special starches, oil-soluble phe- nolic resins; pour-point depressors and emulsion breakers for petroleum oils and some plastics; syn- thetic lubricants; insecticides; industrial odorants; motor-oil additives.
[CAS DataBase Reference]

98-54-4(CAS DataBase Reference)
[NIST Chemistry Reference]

Phenol, p-tert-butyl-(98-54-4)
[EPA Substance Registry System]

p-tert-Butylphenol (98-54-4)
Hazard InformationBack Directory
[Chemical Properties]

white crystalline powder
[Definition]

ChEBI: A member of the class of phenols that is phenol substituted with a tert-butyl group at position 4..
[General Description]

Crystals or practically white flakes. Has a disinfectant-like odor. May float or sink in water. Insoluble in water.
[Reactivity Profile]

Phenols, such as 4-TERT-BUTYL PHENOL(98-54-4), do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid.
[Air & Water Reactions]

Insoluble in water.
[Hazard]

Irritant to eyes and skin.
[Potential Exposure]

Butylphenols may be used as intermediates in manufacturing varnish and lacquer resins; as a germicidal agent in detergent disinfectants; as a pour point depressant, in motor-oil additives; de-emulsifier for oil; soap-antioxidant, plasticizer, fumigant, and insecticide
[Fire Hazard]

Combustible.
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit
[Shipping]

UN2430 Alkylphenols, solid, n.o.s. (including C2-C12 homologues), Hazard class: 8; Labels: 8— Corrosive material
[Incompatibilities]

Vapors may form explosive mixture with air. These phenol/cresol materials can react with oxidizers; reaction may be violent. Incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may cause the gas to ignite and explode. Heat is also generated by the acid-base reaction with bases; such heating may initiate polymerization of the organic compound. React with boranes, alkalies, aliphatic amines, amides, nitric acid, sulfuric acid. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). These reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid and can explode when heated. Many phenols form metal salts that may be detonated by mild shock
[Description]

Para-tertiary-butylphenol formaldehyde resin (PTBPF- R) is a polycondensate of para-tertiary-butylphenol and formaldehyde. Major occupational sources are neoprene glues and adhesives in industry, in the shoemaking and leather industry or in car production. It is also used as a box preservative in box and furniture manufacture, and in the production of casting moulds, car-brake linings, insulated electrical cables, adhesives, printing inks and paper laminates. Para-tertiary-butyl-phenol is the sensitizer.
[Occurrence]

Reported found in origanum (Coridothymus cap. (L.) Richb.)
[Application]

4-tert-Butylphenol may be employed as carbon and energy supplement in the culture medium of Sphingobium fuliginis strains.
4-tert-Butylphenol is suitable reagent used in kinetic study of hydroxylation of 4-tert-butylphenol by mushroom tyrosinase. It may be used in the synthesis of calix[7]arene.
[Preparation]

Prepared by heating phenol with isobutanol in the presence of zinc chloride; also from phenol, tert- butyl chloride and excess alkali in alcohol
[Synthesis Reference(s)]

The Journal of Organic Chemistry, 22, p. 988, 1957 DOI: 10.1021/jo01359a609
[Purification Methods]

Crystallise the phenol to constant melting point from pet ether (b 60-80o). It sublimes in vacuo. Also purify it via the benzoate, as for phenol. The salicylate ester [87-18-30] has m 63-64o (from aqueous EtOH, or EtOH). [Beilstein 6 IV 3296.]
Safety DataBack Directory
[Hazard Codes ]

Xi,N
[Risk Statements ]

R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39:Wear eye/face protection .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[RIDADR ]

UN 3077 9/PG 3
[WGK Germany ]

2
[RTECS ]

SJ8925000
[TSCA ]

Yes
[HazardClass ]

8
[PackingGroup ]

III
[HS Code ]

29071900
[Safety Profile]

Poison by intraperitoneal route. Moderately toxic by skin contact and ingestion. A skin and severe eye irritant. Questionable carcinogen with experimental neoplastigenic data. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid and irritating fumes. See also PHENOL and other butyl phenols.
[Hazardous Substances Data]

98-54-4(Hazardous Substances Data)
[Toxicity]

LD50 orally in rats: 3.25 ml/kg (Smyth)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Aluminum chloride-->Phenol-->tert-Butanol-->Isobutylene-->Benzoic acid-->AMBERLITE(R) IRC-50-->Polyisobutylene-->4-N-OCTYLPHENOL-->2,4,4-TRIMETHYL-2-PENTENE-->2,6-DTBP-->p-Tert-butylphenol
[Preparation Products]

PHENOL-FORMALDEHYDE RESIN-->2-[4-(TERT-BUTYL)PHENOXY]-5-NITROBENZALDEHYDE-->2-(4-TERT-BUTYLPHENOXY)CYCLOHEXANOL-->ALKYLPHENOL DISULFIDE-->6-TERT-BUTYL-4-METHYLCOUMARIN-->4-tert-Butylphenyl Salicylate-->4-tert-Butylcyclohexanol-->2-Amino-4-tert-butylphenol-->2-(5-TERT-BUTYL-2-HYDROXYPHENYL)BENZOTRIAZOLE-->1-Tert-butyl-3-broMo-5-fluorobenzene-->5-TERT-BUTYL-2-METHOXYBENZENEBORONIC ACID-->4-TERT-BUTYLCYCLOHEXYLAMINE-->2,2'-[cyclohexylidenebis[(2-methyl-4,1-phenylene)azo]]bis[4-tert-butylphenol]-->Chromate(3-), bis[3-[[5-(1,1-dimethylethyl)-2-(hydroxy-κO)phenyl]azo-κN1]-2-(hydroxy-κO)-5-nitrobenzenesulfonato(3-)]-, dipotassium hydrogen
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

4-(1,1-Dimethylethyl)phenol(98-54-4).msds
Spectrum DetailBack Directory
[Spectrum Detail]

4-tert-Butylphenol(98-54-4)MS
4-tert-Butylphenol(98-54-4)1HNMR
4-tert-Butylphenol(98-54-4)13CNMR
4-tert-Butylphenol(98-54-4)IR1
4-tert-Butylphenol(98-54-4)IR2
4-tert-Butylphenol(98-54-4)IR3
4-tert-Butylphenol(98-54-4)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

4-tert-Butylphenol, 97%(98-54-4)
[Alfa Aesar]

4-tert-Butylphenol, 99%(98-54-4)
[Sigma Aldrich]

98-54-4(sigmaaldrich)
[TCI AMERICA]

4-tert-Butylphenol,>98.0%(GC)(98-54-4)
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