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536-60-7

Basic Information
CAS No.: 536-60-7
Name: 4-ISOPROPYLBENZYL ALCOHOL
Article Data: 102
Molecular Structure:
Molecular Structure of 536-60-7 (4-ISOPROPYLBENZYL ALCOHOL)
Formula: C10H14O
Molecular Weight: 150.221
Synonyms: p-Cymen-7-ol(7CI,8CI);(4-Isopropylphenyl)methanol;4-Isopropylbenzyl alcohol;Cumicalcohol;Cumin alcohol;Cuminic alcohol;Cuminol;Cuminyl alcohol;Cumylalcohol;NSC 15672;p-Isopropylbenzyl alcohol;
EINECS: 208-640-4
Density: 0.979 g/cm3
Melting Point: 28 °C
Boiling Point: 249 °C at 760 mmHg
Flash Point: 106 °C
Solubility: Slightly soluble in water and miscible with ethanol and ethyl ether
Appearance: clear colourless to slightly yellow liquid
Hazard Symbols: HarmfulXn
Risk Codes: 22-38-36/37/38-20/21/22
Safety: 26-36
PSA: 20.23000
LogP: 2.30230
Synthetic route
71700-48-6

4-iso-propylbenzyl trimethylsilyl ether

536-60-7

cuminol

Conditions
ConditionsYield
With Nafion-H(R); silica gel In hexane at 20℃; for 0.333333h;98%
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0666667h; Green chemistry;97%
With poly (ethylene glycol)-sulfonated sodium montmorillonite nanocomposite In methanol at 20℃; for 0.0166667h;96%
With methanol; vanadium hydrogen sulfate at 20℃; for 0.0166667h;90%
With Nanoporous Na+-Montmorillonite Perchloric Acid In ethanol at 20℃; for 0.0333333h;87%
80041-89-0

isopropylboronic acid

873-75-6

4-bromobenzenemethanol

536-60-7

cuminol

Conditions
ConditionsYield
Stage #1: 4-bromobenzenemethanol With C44H35BrN2O2P2Pd In toluene at 20℃; for 0.5h; Suzuki-Miyaura Coupling; Inert atmosphere; Irradiation;
Stage #2: isopropylboronic acid With potassium phosphate In water at 100℃; for 48h; Suzuki-Miyaura Coupling; Inert atmosphere;
98%
122-03-2

(4-isopropylbenzaldehyde)

536-60-7

cuminol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 0℃; Inert atmosphere;97%
With methanol; sodium tetrahydroborate at 0℃; for 0.5h;97.3%
With hydrogen In water at 20℃; under 760.051 Torr; for 10h; Green chemistry; chemoselective reaction;96%

tert-butyl-(4-isopropyl-benzyloxy)-dimethyl-silane

536-60-7

cuminol

Conditions
ConditionsYield
With N-iodo-succinimide In methanol at 20℃; for 24h;96%
sulfonic acid functionalized nanoporous silica In methanol at 35℃; for 1.5h;95%
With methanol at 20℃; for 2h;92%
536-59-4

perillol

536-60-7

cuminol

Conditions
ConditionsYield
With cis-Octadecenoic acid; palladium on activated charcoal In cyclohexane at 110℃; for 2h; Temperature;95%
With 5 weight% palladium(0) nanoparticles supported on mesoporous natural phosphate In neat (no solvent) for 24h; Reflux;91%

2-((4-isopropylbenzyl)oxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

536-60-7

cuminol

Conditions
ConditionsYield
With silica gel In methanol for 4h; Reflux;91%
1058648-64-8

4-iso-propyl-1-[(ethoxymethoxy)methyl]benzene

536-60-7

cuminol

Conditions
ConditionsYield
phosphotungstic acid In ethanol for 5h; Heating;83%
1058648-60-4

4-Me2CHC6H4CH2OMOM

536-60-7

cuminol

Conditions
ConditionsYield
phosphotungstic acid In ethanol for 5.5h; Heating;81%
73789-86-3

4-i-propylbenzyl bromide

A

122-03-2

(4-isopropylbenzaldehyde)

B

536-60-7

cuminol

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In water for 4h; Reflux;A 19%
B 76%
73789-86-3

4-i-propylbenzyl bromide

536-60-7

cuminol

Conditions
ConditionsYield
With oxygen; eosin y In dimethyl sulfoxide at 25℃; for 12h; Irradiation;76%
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  • 4-Isopropylbenzyl Alcohol CAS NO.536-60-7  CAS NO.536-60-7

  • Casno:

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The p-Cymen-7-ol is an organic compound with the formula C10H14O. The IUPAC name of this chemical is (4-propan-2-ylphenyl)methanol. With the CAS registry number 536-60-7 and EINECS 208-640-4, it is also named as 4-(1-Methylethyl)benzenemethanol. The classification code is Skin / Eye Irritant. It is clear colourless to slightly yellow liquid which is slightly soluble in water and miscible with ethanol and ethyl ether. When heated to decomposition it emits acrid smoke and irritating fumes. Additionally, this chemical should be sealed in the container and stored in the cool, well-ventilated and dry place which must be away from fire, light and heat.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.37; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.37; (4)ACD/LogD (pH 7.4): 2.37; (5)#H bond acceptors: 1; (6)#H bond donors: 1; (7)#Freely Rotating Bonds: 3; (8)Polar Surface Area: 20.23 Å2; (9)Index of Refraction: 1.523; (10)Molar Refractivity: 46.88 cm3; (11)Molar Volume: 153.3 cm3; (12)Polarizability: 18.58×10-24 cm3; (13)Surface Tension: 36.1 dyne/cm; (14)Density: 0.979 g/cm3; (15)Flash Point: 106 °C; (16)Enthalpy of Vaporization: 51.38 kJ/mol; (17)Boiling Point: 249 °C at 760 mmHg; (18)Vapour Pressure: 0.0124 mmHg at 25°C.

Preparation and Uses of p-Cymen-7-ol: It can be obtained by catalytic hydrogenation of cuminaldehyde in the presence of active nickel. It is used as spice which can be used in food and cosmetics. And it is also used as fragrance intermediate. What's more, it can react with 2-hydroxy-5-nitro-benzoic acid to get 2-hydroxy-5-nitro-benzoic acid 4-isopropyl-benzyl ester. This reaction needs reagents DCC, DMAP and solvents diethyl ether, tetrahydrofuran. The reaction time is 2 days. The yield is 82%.

 p-Cymen-7-ol can react with 2-hydroxy-5-nitro-benzoic acid to get 2-hydroxy-5-nitro-benzoic acid 4-isopropyl-benzyl ester

When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
1. SMILES:OCc1ccc(cc1)C(C)C
2. InChI:InChI=1/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-6,8,11H,7H2,1-2H3
3. InChIKey:OIGWAXDAPKFNCQ-UHFFFAOYAM

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin 2500mg/kg (2500mg/kg)   Food and Cosmetics Toxicology. Vol. 12, Pg. 871, 1974.
rat LD50 oral 1020mg/kg (1020mg/kg)   Food and Cosmetics Toxicology. Vol. 12, Pg. 871, 1974.