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Basic Information
CAS No.: 1745-81-9
Name: 2-Allylphenol
Article Data: 148
Molecular Structure:
Molecular Structure of 1745-81-9 (2-Allylphenol)
Formula: C9H10O
Molecular Weight: 134.178
Synonyms: Phenol,2-(2-propenyl)- (9CI);Phenol, o-allyl- (6CI,8CI);2-(2-Propenyl)phenol;o-(2-Propenyl)phenol;o-Allylphenol;
EINECS: 217-119-0
Density: 1.014 g/cm3
Melting Point: -6 °C
Boiling Point: 219.999 °C at 760 mmHg
Flash Point: 88.889 °C
Solubility: 7 g/L (20 °C) in water
Appearance: clear colorless to light yellow liquid.
Hazard Symbols: IrritantXi,CorrosiveC
Risk Codes: 21/22-34-36/38
Safety: 26-36/37/39-45-24/25-23
Transport Information: UN 2923 8/PG 3
PSA: 20.23000
LogP: 2.12070
Synthetic route
1746-13-0

allyl phenyl ether

1745-81-9

2-Allylphenol

Conditions
ConditionsYield
In toluene at 250℃; for 1.75h; Claisen rearrangement; microwave irradiation;100%
In chlorobenzene at 250℃; for 1.75h; Claisen rearrangement; microwave irradiation;100%
In N,N-dimethyl-aniline at 250℃; for 1h; Claisen Rearrangement; Inert atmosphere; Microwave irradiation; Sealed tube;100%
18042-43-8

2-allyl-1-(trimethylsiloxy)benzene

1745-81-9

2-Allylphenol

Conditions
ConditionsYield
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0666667h; Green chemistry;98%
With methanol at 20℃; for 0.333333h;85%
59152-49-7

2-(iodomethyl)-2,3-dihydro-1-benzofuran

1745-81-9

2-Allylphenol

Conditions
ConditionsYield
With dimethylboron bromide; tetra-(n-butyl)ammonium iodide; triethylamine In dichloromethane at 0℃; for 12h;92%
polyether ether ketone

polyether ether ketone

1746-13-0

allyl phenyl ether

1745-81-9

2-Allylphenol

Conditions
ConditionsYield
In water87%
1354644-30-6

N-(2-allyloxybenzylidene)-2-phenylthiobenzenamine

A

92-52-4

biphenyl

B

3411-95-8

2-(benzothiazol-2-yl)phenol

C

1745-81-9

2-Allylphenol

Conditions
ConditionsYield
at 150 - 650℃; under 0.013 Torr; for 0.25h; Pyrolysis;A 2%
B 84%
C 9%
3383-05-9

allyl 2-allylphenyl ether

1745-81-9

2-Allylphenol

Conditions
ConditionsYield
With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 80℃; for 18h;82%
73047-40-2

3-bromochroman

1745-81-9

2-Allylphenol

Conditions
ConditionsYield
In acetonitrile Product distribution; electrochemical reductions of derivatives; 0.1 M Et4NClO4, -2.05 V;80%
In acetonitrile electrochemical reduction, 0.1M Et4NClO4, -2.05 V;80%
591-87-7

Allyl acetate

108-95-2

phenol

A

1746-13-0

allyl phenyl ether

B

1745-81-9

2-Allylphenol

Conditions
ConditionsYield
With [Ir(1,5-cyclooctadiene)2]PF6 In octane at 120℃; for 20h;A 80%
B 8%
151950-94-6

1-tert-butyldimethylsilyloxy-2-(2-propenyl)benzene

1745-81-9

2-Allylphenol

Conditions
ConditionsYield
With copper(ll) bromide In acetonitrile at 20℃; for 3h;77%
51496-94-7

1-allyl-2-(benzyloxy)benzene

1745-81-9

2-Allylphenol

Conditions
ConditionsYield
With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 80℃; for 18h;68%
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Specification

1.Introduction of 2-Allylphenol

The 2-Allylphenol, with the CAS registry number 1745-81-9, is also known as o-Allylphenol. It belongs to the product categories of Benzene Derivatives; Organic Building Blocks; Oxygen Compounds; Phenols. Its EINECS registry number is 217-119-0. This chemical's molecular formula is C9H10O and molecular weight is 134.18. What's more, its IUPAC name is called 2-Prop-2-enylphenol. It should be stored in a cool, dry and well-ventilated place.

2.Physical properties about 2-Allylphenol

(1)ACD/LogP: 2.441; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.44; (4)ACD/LogD (pH 7.4): 2.44; (5)ACD/BCF (pH 5.5): 42.20; (6)ACD/BCF (pH 7.4): 42.15; (7)ACD/KOC (pH 5.5): 507.00; (8)ACD/KOC (pH 7.4): 506.37; (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: 1.548; (14)Molar Refractivity: 42.042 cm3; (15)Molar Volume: 132.281 cm3; (16)Polarizability: 16.667×10-24cm3; (17)Surface Tension: 37.650 dyne/cm; (18)Density: 1.014 g/cm3; (19)Flash Point: 88.889 °C; (20)Enthalpy of Vaporization: 47.5 kJ/mol; (21)Boiling Point: 219.999 °C at 760 mmHg; (22)Vapour Pressure: 0.078 mmHg at 25 °C.

3.Structure descriptors of 2-Allylphenol

(1) SMILES: Oc1ccccc1C/C=C
(2) InChI: InChI=1S/C9H10O/c1-2-5-8-6-3-4-7-9(8)10/h2-4,6-7,10H,1,5H2
(3) InChIKey: QIRNGVVZBINFMX-UHFFFAOYSA-N

4.Preparation of 2-Allylphenol

The 2-Allylphenol can be prepared by allyloxy-benzene. This reaction needs reagent 1,2-bis(3-chloro-2-hydroxy-5-methylbenzyl)benzene and solvent CH2Cl2 at temperature of 20 °C. The reaction is rearrangement reaction. The yield is 92 %.

2-Allylphenol can be prepared by allyloxy-benzene.

5. Uses of 2-Allylphenol

(1) it is used in organic synthesis; (2) it is used to produce other chemicals. For example, it can react with diazomethane to get 2-allyl-anisole. The reaction occurs with solvents diethyl ether and methanol at temperature of 0 °C. The yield is 45 %.

2-Allylpheno can react with diazomethane to get 2-allyl-anisole.

6.Safety information of 2-Allylphenol

This chemical may destroy living tissue on contact and may cause inflammation to the skin or other mucous membranes. It is harmful in contact with skin and if swallowed and it may cause burns. In addition, it is irritating to eyes and skin. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. You can not breathe the gas/fumes/vapour/spray and should avoid contacting with skin and eyes. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell seek medical advice immediately.