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Cas Database

Name	2-Isopropylphenol	EINECS	201-852-8
CAS No.	88-69-7	Density	1.012
PSA	20.23000	LogP	2.51560
Solubility	Insoluble SOLVENT		Melting Point	15 - 16 C
Formula	C9H12 O	Boiling Point	212 - 213 C
Molecular Weight	136.194	Flash Point	107 ºC
Transport Information	UN 3145	Appearance	clear to pale yellow liquid
Safety	Poison by intravenous route. A combustible liquid. When heated to decomposition it emits acrid smoke and irritating vapors.	Risk Codes	R34
Molecular Structure		Hazard Symbols
Synonyms	Phenol,o-isopropyl- (8CI); 2-(1-Methylethyl)phenol; 2-Isopropylphenol; NSC 5103;o-Cumenol; o-Hydroxycumene; o-Isopropylphenol	Article Data	107

2-Isopropylphenol Synthetic route

: 7073-94-1
1-bromo-2-isopropylbenzene

: 88-69-7
2-(1-methylethyl)phenol

Conditions

Conditions	Yield
With potassium hydroxide; tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos In 1,4-dioxane; water at 100℃; for 6h;	96%
With potassium phosphate; tri-tert-butyl phosphine; tris-(dibenzylideneacetone)dipalladium(0) In toluene at 100℃; for 20h;	38%
With cesiumhydroxide monohydrate; bis[(trimethylsilyl)methyl](1,5-cyclooctadiene)palladium(II); 2-((di-adamantan-1-yl)phosphaneyl)-1-(2,6-diisopropylphenyl)-1H-imidazole In tetrahydrofuran at 24℃; for 20h; Inert atmosphere;

: 89787-12-2
2-isopropylphenylboronic acid

: 88-69-7
2-(1-methylethyl)phenol

Conditions

Conditions	Yield
With iron(III) oxide; oxygen In tetrahydrofuran Irradiation;	90%
With iron(III) oxide; oxygen In tetrahydrofuran at 20℃; Irradiation;	90%
With ozone In ethanol; water at 20 - 30℃; for 0.5h;	90%

: 676-58-4
methylmagnesium chloride

: 346433-42-9
carbonic acid tert-butyl ester 2-formyl-phenyl ester

: 88-69-7
2-(1-methylethyl)phenol

Conditions

Conditions	Yield
In diethyl ether at 0℃; Grignard reaction;	86%

: 2944-47-0
o-isopropylanisole

: 88-69-7
2-(1-methylethyl)phenol

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; N-methylaniline In diethyl ether; xylene at 120℃; for 24h;	80%
With hydrogen iodide
With boron tribromide

: aluminium isopropoxide

: 2216-51-5
(-)-menthol

: 108-95-2
phenol

A: 88-69-7
2-(1-methylethyl)phenol

B: 99-89-8
4-Isopropylphenol

C: 2741-16-4
isopropoxybenzene

D: 618-45-1
3-isopropylhydroxybenzene

Conditions

Conditions	Yield
at 120℃; for 15h;	A 64% B 23% C 10% D 3%

...Expand

: 67-63-0
isopropyl alcohol

: 108-95-2
phenol

A: 88-69-7
2-(1-methylethyl)phenol

B: 99-89-8
4-Isopropylphenol

C: 644-35-9
5-propylphenol

D: 2078-54-8
2,6-diisopropylphenol

Conditions

Conditions	Yield
With supercritical water at 399.84℃; for 1h; Kinetics; Further Variations:; Time;	A 57.9% B 2.4% C 6.9% D 5.9%

...Expand

: 108-24-7
acetic anhydride

: 643-28-7
2-isopropylaniline

A: 88-69-7
2-(1-methylethyl)phenol

B: 19486-60-3
2-isopropylbiphenyl

C: 1608-68-0
2-isopropyl-phenyl acetate

Conditions

Conditions	Yield
With potassium acetate; isopentyl nitrite In benzene at 80℃; for 10h;	A 14% B 6.4% C 46%

: 108-24-7
acetic anhydride

: 643-28-7
2-isopropylaniline

A: 88-69-7
2-(1-methylethyl)phenol

B: 19486-60-3
2-isopropylbiphenyl

C: 1608-68-0
2-isopropyl-phenyl acetate

D: 59341-22-9
3,3-dimethyl-3H-indazole

Conditions

Conditions	Yield
With potassium acetate; isopentyl nitrite In benzene at 80℃; for 10h;	A 14% B 6.4% C 46% D 2%

...Expand

: 67-63-0
isopropyl alcohol

: 108-95-2
phenol

A: 88-69-7
2-(1-methylethyl)phenol

B: 99-89-8
4-Isopropylphenol

C: 2078-54-8
2,6-diisopropylphenol

D: 2741-16-4
isopropoxybenzene

Conditions

Conditions	Yield
With HMCM-49/MCM-41 composite at 180℃; under 760.051 Torr; for 1h; Flow reactor;	A 41.6% B 13.3% C n/a D n/a

...Expand

: aluminium isopropoxide

: 2216-51-5
(-)-menthol

: 108-95-2
phenol

A: 88-69-7
2-(1-methylethyl)phenol

B: 99-89-8
4-Isopropylphenol

C: 618-45-1
3-isopropylhydroxybenzene

Conditions

Conditions	Yield
at 160℃; for 15h;	A 37% B 26% C 37%

...Expand

2-Isopropylphenol Chemical Properties

MF: C₉H₁₂O
MW: 136.19
EINECS: 201-852-8
Flash Point: 88.9 °C
Water Solubility: insoluble
Melting Point: 12-16 °C(lit.)
Refractive index: n20/D 1.526(lit.)
Density: 1.012 g/mL at 25 °C(lit.)
IUPAC Name: 2-propan-2-ylphenol
Boiling Point: 213.5 °C at 760 mmHg
Enthalpy of Vaporization: 46.82 kJ/mol
vapor pressure: <0.05 mm Hg ( 25 °C)
Appearance: Colourless liquid, phenolic odour
Stability: Stable under normal temperatures and pressures.
Product Categories: API intermediates ; Alphabetical Listings ; Flavors and Fragrances ; I-L ; Organic Building Blocks ; Oxygen Compounds ; Phenols
Synonyms: 1-Hydroxy-2-isopropylbenzene ; 2-(1-Methylethyl)-pheno ; 2-(1-Methylethyl)phenol ; 2-(1-Methylethyl)-Phenol ; Isopropylphenol, ortho ; O-Hydroxycumene ; O-isopropyl-phenol ; Phenol, o-isopropyl-
Following is the molecular structure of O-isopropylphenol (88-69-7):

2-Isopropylphenol Production

Phenols, such as 2-Isopropylphenol (88-69-7), 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. Nitrated phenols often explode when heated. Special Hazards of Combustion Products: Irritating vapors and toxic gases, such as carbon dioxide and carbon monoxide, may be formed when involved in fire.

2-Isopropylphenol Toxicity Data With Reference

ivn-mus LD50:100 mg/kg

JMCMAR Journal of Medicinal Chemistry. 23 (1980),1350.

2-Isopropylphenol Consensus Reports

Reported in EPA TSCA Inventory.

2-Isopropylphenol Safety Profile

Poison by intravenous route. A combustible liquid. When heated to decomposition it emits acrid smoke and irritating vapors.
Safety Information of O-isopropylphenol (88-69-7):
Hazard Codes C,Xn
C: Corrosive Xn: Harmful
Risk Statements: 34-22
34: Causes burns
22: Harmful if swallowed
Safety Statements: 26-36/37/39-45-28
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
28: After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer)
RIDADR: UN 3145 8/PG 2
WGK Germany: 3
RTECS: SL5900000
HazardClass: 8
PackingGroup: II
HS Code: 29071900

2-Isopropylphenol Standards and Recommendations

DOT Classification: 6.1; Label: KEEP AWAY FROM FOOD

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