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2-tert-Butylphenol

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Name

2-tert-Butylphenol

EINECS 201-807-2
CAS No. 88-18-6 Density 0.971 g/cm3
PSA 20.23000 LogP 2.68970
Solubility water: 0.23 g/100 mL (20 °C) Melting Point -7 °C(lit.)
Formula C10H14 O Boiling Point 221 °C at 760 mmHg
Molecular Weight 150.221 Flash Point 98.9 °C
Transport Information UN 2922 8/PG 2 Appearance clear liquid
Safety 26-36/37/39-45-61 Risk Codes 21/22-23-34-51/53-22
Molecular Structure Molecular Structure of 88-18-6 (2-tert-Butylphenol) Hazard Symbols ToxicT,DangerousN
Synonyms

Phenol,o-tert-butyl- (8CI);2-(1,1-Dimethylethyl)phenol;2-tert-Butyl-1-hydroxybenzene;o-t-Butylphenol;o-tert-Butylphenol;

Article Data 147

2-tert-Butylphenol Synthetic route

373354-37-1

3-tert-butyl-bicyclo[3.1.0]hex-3-en-2-one

88-18-6

2-tert-Butylphenol

Conditions
ConditionsYield
In chloroform Irradiation;98%
75-65-0

tert-butyl alcohol

108-95-2

phenol

A

98-54-4

para-tert-butylphenol

B

88-18-6

2-tert-Butylphenol

Conditions
ConditionsYield
With zeolite Beta at 40℃; for 6h; Reagent/catalyst; Temperature; Time;A 91.74%
B 5.08%
30% TPA/ZrO2 at 80℃; for 1 - 10h; Product distribution / selectivity;
20% TSA/ZrO2 at 80℃; for 6h; Product distribution / selectivity;
85686-09-5

2-t-butyl-1-isopropoxybenzene

88-18-6

2-tert-Butylphenol

Conditions
ConditionsYield
With n-butyllithium; carbon dioxide87%

(+)-cis-(1S,2R)-3-t-butyl-3,5-cyclohexadiene-1,2-diol

A

585-34-2

3-tert-butylphenyol

B

88-18-6

2-tert-Butylphenol

Conditions
ConditionsYield
With sodium hydroxide In water at 25℃;A 87%
B n/a
676-58-4

methylmagnesium chloride

346433-44-1

2-(tert-butoxycarbonyloxy)acetophenone

88-18-6

2-tert-Butylphenol

Conditions
ConditionsYield
In diethyl ether at 0℃; Grignard reaction;75%
676-58-4

methylmagnesium chloride

methyl 2-((tert-butoxycarbonyl)oxy)benzoate

88-18-6

2-tert-Butylphenol

Conditions
ConditionsYield
In diethyl ether at 0℃; Grignard reaction;75%
1571889-86-5

C19H34N3OPd(1+)*ClO4(1-)

88-18-6

2-tert-Butylphenol

Conditions
ConditionsYield
In dimethylsulfoxide-d6 at 110℃; Concentration; Solvent; Inert atmosphere; Schlenk technique; Glovebox; Sealed tube;74.1%
75-65-0

tert-butyl alcohol

108-95-2

phenol

A

98-54-4

para-tert-butylphenol

B

128-39-2

2,6-di-tert-butylphenol

C

88-18-6

2-tert-Butylphenol

Conditions
ConditionsYield
With aluminium(III) phenoxide In various solvent(s) at 130℃; for 2h;A 9.4%
B 1.8%
C 70.4%
128-39-2

2,6-di-tert-butylphenol

88-18-6

2-tert-Butylphenol

Conditions
ConditionsYield
at 300℃; for 24h;69%
128-39-2

2,6-di-tert-butylphenol

A

88-18-6

2-tert-Butylphenol

B

108-95-2

phenol

Conditions
ConditionsYield
at 300℃; for 24h; Product distribution; other temperatures;A 69%
B 6 % Chromat.

2-tert-Butylphenol Consensus Reports

Reported in EPA TSCA Inventory.

2-tert-Butylphenol Specification

The 2-tert-Butylphenol, with the cas registry number 88-18-6, is a kind of clear liquid. Its product categories are including Industrial/Fine Chemicals; Organic Building Blocks; Oxygen Compounds; Phenols.

The characteristics of this chemical are as follows: (1)ACD/LogP: 3.17; (2)ACD/LogD (pH 5.5): 3.17; (3)ACD/LogD (pH 7.4): 3.17; (4)ACD/BCF (pH 5.5): 151.15; (5)ACD/BCF (pH 7.4): 151.14; (6)ACD/KOC (pH 5.5): 1263.67; (7)ACD/KOC (pH 7.4): 1263.53; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 9.23; (12)Index of Refraction: 1.513; (13)Molar Refractivity: 46.52 cm3; (14)Molar Volume: 154.5 cm3; (15)Polarizability: 18.44 ×10-24 cm3; (16)Surface Tension: 32.9 dyne/cm; (17)Density: 0.971 g/cm3; (18)Flash Point: 98.9 °C; (19)Enthalpy of Vaporization: 47.61 kJ/mol; (20)Boiling Point: 221 °C at 760 mmHg; (21)Vapour Pressure: 0.074 mmHg at 25°C; (22)Exact Mass: 150.104465; (23)MonoIsotopic Mass: 150.104465; (24)Topological Polar Surface Area: 20.2; (25)Heavy Atom Count: 11; (26)Complexity: 123.

The production method is as below: 2-methyl-propene could react with phenol to produce 2-tert-Butylphenol, with the following condition: reagent: aluminium phenolate; reaction temp.: 115-170 ℃; reaction pressure: 2942.03 - 10297.1.

Use of 2-tert-Butylphenol is as below: 2-tert-Butylphenol could react with chloroacetic acid to produce (2-tert-butyl-phenoxy)-acetic acid, with the following condition: reagent:aqueous NaOH.


When dealing with this chemical, you should be cautious and then take some measures to protect yourself. For one thing, it is toxic. It may at low levels cause damage to health, and It is harmful if by inhalation, in contact with skin or if swallowed. Then it may cause burn. For anothe thing, it is dangerous for the environment. It may present an immediate or delayed danger to one or more components of the environment, and then being toxic to aquatic organisms, it may cause long-term adverse effects in the aquatic environment. Therefore, we could take the following instructions.
In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Wear suitable protective clothing, gloves and eye/face protection, and if in case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). Besides, avoid releasig to the environment, with refering to special instructions/safety data sheet.

Additionally, the following data information could be converted into the molecular structure:
(1)SMILES:Oc1ccccc1C(C)(C)C
(2)InChI:InChI=1/C10H14O/c1-10(2,3)8-6-4-5-7-9(8)11/h4-7,11H,1-3H3
(3)InChIKey:WJQOZHYUIDYNHM-UHFFFAOYAN

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 82mg/kg (82mg/kg)   Journal of Medicinal Chemistry. Vol. 18, Pg. 868, 1975.
rabbit LD50 skin 7450mg/kg (7450mg/kg)   National Technical Information Service. Vol. OTS0558707,
rat LC50 inhalation 1070mg/m3/4H (1070mg/m3)   National Technical Information Service. Vol. OTS0558707,
rat LD50 oral 440mg/kg (440mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
National Technical Information Service. Vol. OTS0558707,
rat LD50 skin 705mg/kg (705mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: COMA
National Technical Information Service. Vol. OTS0558758

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