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89-72-5

Basic Information
CAS No.: 89-72-5
Name: 2-sec-Butylphenol
Article Data: 39
Molecular Structure:
Molecular Structure of 89-72-5 (2-sec-Butylphenol)
Formula: C10H14O
Molecular Weight: 150.221
Synonyms: Phenol,o-sec-butyl- (7CI,8CI);2-(1-Methylpropyl)phenol;2-(2-Butyl)phenol;o-sec-Butylphenol;
EINECS: 201-933-8
Density: 0.973 g/cm3
Melting Point: 12 °C(lit.)
Boiling Point: 227.499 °C at 760 mmHg
Flash Point: 112.222 °C
Solubility: Insoluble in water
Appearance: colourless to light yellow liquid
Hazard Symbols: CorrosiveC
Risk Codes: 20/21/22-34
Safety: 26-27-28-36/37/39-45
Transport Information: UN 3145 8/PG 2
PSA: 20.23000
LogP: 2.90570
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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

OSHA PEL: TWA 5 ppm (skin)
ACGIH TLV: TWA 5 ppm (skin)

Specification

The 2-sec-Butylphenol, with the CAS registry number 89-72-5, is also known as 2-(1-Methylpropyl)phenol. It belongs to the product categories of Organic Building Blocks; Oxygen Compounds; Phenols. Its EINECS number is 201-933-8. This chemical's molecular formula is C10H14O and molecular weight is 150.22. What's more, its systematic name is 2-sec-Butylphenol. Its classification code is Skin / Eye Irritant. 

Physical properties of 2-sec-Butylphenol are: (1)ACD/LogP: 3.37; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.37; (4)ACD/LogD (pH 7.4): 3.37; (5)ACD/BCF (pH 5.5): 214.41; (6)ACD/BCF (pH 7.4): 214.18; (7)ACD/KOC (pH 5.5): 1622.97; (8)ACD/KOC (pH 7.4): 1621.19; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 20.23 Å2; (13)Index of Refraction: 1.52; (14)Molar Refractivity: 46.952 cm3; (15)Molar Volume: 154.442 cm3; (16)Polarizability: 18.613×10-24cm3; (17)Surface Tension: 35.5 dyne/cm; (18)Density: 0.973 g/cm3; (19)Flash Point: 112.222 °C; (20)Enthalpy of Vaporization: 48.293 kJ/mol; (21)Boiling Point: 227.499 °C at 760 mmHg; (22)Vapour Pressure: 0.05 mmHg at 25°C.

Preparation: this chemical can be prepared by phenol and but-1-ene at the temperature of 25 °C. This reaction will need reagent AlCl3 and solvent CHCl3 with the reaction time of 10 hours. The yield is about 45%.

2-sec-Butylphenol can be prepared by phenol and but-1-ene at the temperature of 25 °C

Uses of 2-sec-Butylphenol: it can be used to produce allyl 2-sec-butylphenyl ether at the ambient temperature. It will need reagents 1 N aq. NaOH, benzyltri-n-butylammonium bromide and solvent CH2Cl2 with the reaction time of 2 hours. The yield is about 86%.

2-sec-Butylphenol can be used to produce allyl 2-sec-butylphenyl ether at the ambient temperature

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. It can cause burns. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. You must take off immediately all contaminated clothing. After contact with skin, you should wash immediately with plenty of ... (to be specified by the manufacturer). When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: Oc1ccccc1C(CC)C
(2)Std. InChI: InChI=1S/C10H14O/c1-3-8(2)9-6-4-5-7-10(9)11/h4-8,11H,3H2,1-2H3
(3)Std. InChIKey: NGFPWHGISWUQOI-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 600mg/kg (600mg/kg)   "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 5, Pg. 84, 1986.
guinea pig LD50 skin 600mg/kg (600mg/kg)   "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 5, Pg. 84, 1986.
mouse LD50 intraperitoneal 63mg/kg (63mg/kg)   Journal of Medicinal Chemistry. Vol. 18, Pg. 868, 1975.
mouse LD50 intravenous 60mg/kg (60mg/kg) BEHAVIORAL: SLEEP Journal of Medicinal Chemistry. Vol. 23, Pg. 1350, 1980.
rabbit LD50 skin 5560mg/kg (5560mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" National Technical Information Service. Vol. OTS0572448,
rat LC50 inhalation > 290ppm/4H (290ppm)   National Technical Information Service. Vol. OTS0572448,
rat LD50 oral 320mg/kg (320mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
National Technical Information Service. Vol. OTS0572448,