O-sec-Butylphenol

Last updated
o-sec-Butylphenol
2-sec-butylphenol.svg
Names
Preferred IUPAC name
2-(Butan-2-yl)phenol
Other names
2-(1-Methylpropyl)phenol
2-(sec-Butyl)phenol
2-sec-Butylphenol
2-(2-Butyl)phenol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.001.758 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
RTECS number
  • SJ8920000
UNII
UN number 3145
  • InChI=1S/C10H14O/c1-3-8(2)9-6-4-5-7-10(9)11/h4-8,11H,3H2,1-2H3
    Key: NGFPWHGISWUQOI-UHFFFAOYSA-N
  • InChI=1/C10H14O/c1-3-8(2)9-6-4-5-7-10(9)11/h4-8,11H,3H2,1-2H3
    Key: NGFPWHGISWUQOI-UHFFFAOYAN
  • CCC(C)C1=CC=CC=C1O
Properties
C10H14O
Molar mass 150.221 g·mol−1
AppearanceColorless to amber-colored liquid or solid
Density 0.97724 g/cm3 (20 °C) [1]
Melting point 16 °C; 61 °F; 289 K [2]
Boiling point 230 °C (446 °F; 503 K) [1]
Vapor pressure 4.74 Pa (25 °C) [1]
1.5228 (20 °C) [1]
Hazards
Flash point 107 °C; 225 °F; 380 K [2]
Lethal dose or concentration (LD, LC):
>290 ppm/4 hours (inhalation, rat) [3]

63 mg/kg (intraperitoneal, mouse) [3]
60 mg/kg (intravenous, mouse) [3]
600 mg/kg (oral, guinea pig) [3]
320 mg/kg (oral, rat) [3]
600 mg/kg (skin, guinea pig) [3]
5560 mg/kg (skin, rabbit) [3]

NIOSH (US health exposure limits):
REL (Recommended)
5 ppm (30 mg/m3) [skin] [2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

o-sec-Butylphenol is an industrial chemical used in dyeing and as a chemical intermediate. It is synthesized from phenol and 1-butene in an ortho-alkylation reaction. [4] It is corrosive to the eyes, skin, and gastrointestinal tract. [5]

Related Research Articles

<span class="mw-page-title-main">Isocyanate</span> Chemical group (–N=C=O)

In organic chemistry, isocyanate is the functional group with the formula R−N=C=O. Organic compounds that contain an isocyanate group are referred to as isocyanates. An organic compound with two isocyanate groups is known as a diisocyanate. Diisocyanates are manufactured for the production of polyurethanes, a class of polymers.

<span class="mw-page-title-main">2-Butanol</span> Secondary alcohol

Butan-2-ol, or sec-butanol, is an organic compound with formula CH3CH(OH)CH2CH3. Its structural isomers are 1-butanol, isobutanol, and tert-butanol. 2-Butanol is chiral and thus can be obtained as either of two stereoisomers designated as (R)-(−)-butan-2-ol and (S)-(+)-butan-2-ol. It is normally encountered as a 1:1 mixture of the two stereoisomers — a racemic mixture.

<i>tert</i>-Butyl alcohol Chemical compound

tert-Butyl alcohol is the simplest tertiary alcohol, with a formula of (CH3)3COH (sometimes represented as t-BuOH). Its isomers are 1-butanol, isobutanol, and butan-2-ol. tert-Butyl alcohol is a colorless solid, which melts near room temperature and has a camphor-like odor. It is miscible with water, ethanol and diethyl ether.

<span class="mw-page-title-main">Isobutanol</span> Chemical compound

Isobutanol (IUPAC nomenclature: 2-methylpropan-1-ol) is an organic compound with the formula (CH3)2CHCH2OH (sometimes represented as i-BuOH). This colorless, flammable liquid with a characteristic smell is mainly used as a solvent either directly or as its esters. Its isomers are 1-butanol, 2-butanol, and tert-butanol, all of which are important industrially.

<span class="mw-page-title-main">Butyl acetate</span> Chemical compound

n-Butyl acetate is an organic compound with the formula CH3CO2(CH2)3CH3. A colorless, flammable liquid, it is the ester derived from n-butanol and acetic acid. It is found in many types of fruit, where it imparts characteristic flavors and has a sweet smell of banana or apple. It is used as an industrial solvent.

<span class="mw-page-title-main">Isobutyl acetate</span> Chemical compound

The chemical compound isobutyl acetate, also known as 2-methylpropyl ethanoate or β-methylpropyl acetate, is a common solvent. It is produced from the esterification of isobutanol with acetic acid. It is used as a solvent for lacquer and nitrocellulose. Like many esters it has a fruity or floral smell at low concentrations and occurs naturally in raspberries, pears and other plants. At higher concentrations the odor can be unpleasant and may cause symptoms of central nervous system depression such as nausea, dizziness and headache.

<i>o</i>-Xylene Chemical compound

o-Xylene (ortho-xylene) is an aromatic hydrocarbon with the formula C6H4(CH3)2, with two methyl substituents bonded to adjacent carbon atoms of a benzene ring (the ortho configuration). It is a constitutional isomer of m-xylene and p-xylene, the mixture being called xylene or xylenes. o-Xylene is a colourless slightly oily flammable liquid.

<span class="mw-page-title-main">1-Propanol</span> Primary alcohol compound

1-Propanol is a primary alcohol with the formula CH3CH2CH2OH and sometimes represented as PrOH or n-PrOH. It is a colourless liquid and an isomer of 2-propanol. 1-Propanol is used as a solvent in the pharmaceutical industry, mainly for resins and cellulose esters, and, sometimes, as a disinfecting agent.

<i>m</i>-Xylene Chemical compound

m-Xylene (meta-xylene) is an aromatic hydrocarbon. It is one of the three isomers of dimethylbenzene known collectively as xylenes. The m- stands for meta-, indicating that the two methyl groups in m-xylene occupy positions 1 and 3 on a benzene ring. It is in the positions of the two methyl groups, their arene substitution pattern, that it differs from the other isomers, o-xylene and p-xylene. All have the same chemical formula C6H4(CH3)2. All xylene isomers are colorless and highly flammable.

<i>sec</i>-Butyl acetate Chemical compound

sec-Butyl acetate, or s-butyl acetate, is an ester commonly used as a solvent in lacquers and enamels, where it is used in the production of acyclic polymers, vinyl resins, and nitrocellulose. It is a clear flammable liquid with a sweet smell.

<span class="mw-page-title-main">1,2-Dichlorobenzene</span> Chemical compound

1,2-Dichlorobenzene, or orthodichlorobenzene (ODCB), is an aryl chloride and isomer of dichlorobenzene with the formula C6H4Cl2. This colourless liquid is poorly soluble in water but miscible with most organic solvents. It is a derivative of benzene, consisting of two adjacent chlorine atoms.

<i>n</i>-Butylamine Chemical compound

n-Butylamine is an organic compound (specifically, an amine) with the formula CH3(CH2)3NH2. This colourless liquid is one of the four isomeric amines of butane, the others being sec-butylamine, tert-butylamine, and isobutylamine. It is a liquid having the fishy, ammonia-like odor common to amines. The liquid acquires a yellow color upon storage in air. It is soluble in all organic solvents. Its vapours are heavier than air and it produces toxic oxides of nitrogen during combustion.

<span class="mw-page-title-main">Dibromodifluoromethane</span> Chemical compound

Dibromodifluoromethane is a mixed halomethane. It is a colorless non-flammable liquid. Along with Halons 1211, 2402, and 1301, it is one of the most effective fire extinguishers, however, it is also very toxic. It is a class I ozone depleting substance (ODS).

A recommended exposure limit (REL) is an occupational exposure limit that has been recommended by the United States National Institute for Occupational Safety and Health. The REL is a level that NIOSH believes would be protective of worker safety and health over a working lifetime if used in combination with engineering and work practice controls, exposure and medical monitoring, posting and labeling of hazards, worker training and personal protective equipment. To formulate these recommendations, NIOSH evaluates all known and available medical, biological, engineering, chemical, trade, and other information. Although not legally enforceable limits, RELS are transmitted to the Occupational Safety and Health Administration (OSHA) or the Mine Safety and Health Administration (MSHA) of the U.S. Department of Labor for use in promulgating legal standards.

<i>o</i>-Anisidine Chemical compound

o-Anisidine (2-anisidine) is an organic compound with the formula CH3OC6H4NH2. A colorless liquid, commercial samples can appear yellow owing to air oxidation. It is one of three isomers of the methoxy-containing aniline derivative.

<span class="mw-page-title-main">Beryllium sulfate</span> Chemical compound

Beryllium sulfate normally encountered as the tetrahydrate, [Be(H2O)4]SO4 is a white crystalline solid. It was first isolated in 1815 by Jons Jakob Berzelius. Beryllium sulfate may be prepared by treating an aqueous solution of many beryllium salts with sulfuric acid, followed by evaporation of the solution and crystallization. The hydrated product may be converted to anhydrous salt by heating at 400 °C.

ortho-Cresol (IUPAC name: 2-methylphenol, also known as 2-hydroxytoluene or ortho-Toluenol) is an organic compound with the formula CH3C6H4(OH). It is a colourless solid that is widely used intermediate in the production of other chemicals. It is a derivative of phenol and is an isomer of p-cresol and m-cresol.

Dinitro-<i>ortho</i>-cresol Chemical compound

Dinitro-ortho-cresol (DNOC) is an organic compound with the structural formula CH3C6H2(NO2)2OH. It is a yellow solid that is only slightly soluble in water. It is extremely toxic to humans and was previously used as a herbicide and insecticide.

<span class="mw-page-title-main">Diethylethanolamine</span> Chemical compound

Diethylethanolamine (DEAE) is the organic compound with the molecular formula (C2H5)2NCH2CH2OH. A colorless liquid, is used as a precursor in the production of a variety of chemical commodities such as the local anesthetic procaine.

<i>sec</i>-Amyl acetate Chemical compound

sec-Amyl acetate is an organic compound and an ester. It is formed in an esterification reaction of sec-amyl alcohol (2-pentanol) and acetic acid. It is a colorless liquid.

References

  1. 1 2 3 4 Baird, Zachariah Steven; Uusi-Kyyny, Petri; Pokki, Juha-Pekka; Pedegert, Emilie; Alopaeus, Ville (6 Nov 2019). "Vapor Pressures, Densities, and PC-SAFT Parameters for 11 Bio-compounds". International Journal of Thermophysics. 40 (11): 102. doi: 10.1007/s10765-019-2570-9 .
  2. 1 2 3 NIOSH Pocket Guide to Chemical Hazards. "#0084". National Institute for Occupational Safety and Health (NIOSH).
  3. 1 2 3 4 5 6 7 "O-sec-butylphenol". Registry of Toxic Effects of Chemical Substances.
  4. "O-sec-butylphenol". PubChem.
  5. "O-sec-butylphenol". International Chemical Safety Cards.