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4-Allylanisole

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Name

4-Allylanisole

EINECS 205-427-8
CAS No. 140-67-0 Density 0.938 g/cm3
PSA 9.23000 LogP 2.42370
Solubility Soluble in ethanol and chloroform, insoluble in water Melting Point 28-35 °C
Formula C10H12O Boiling Point 216 °C at 760 mmHg
Molecular Weight 148.205 Flash Point 81.1 °C
Transport Information N/A Appearance colourless liquid with an aniseed smell
Safety 26-36/37 Risk Codes 22-38-43
Molecular Structure Molecular Structure of 140-67-0 (1 -Methoxy-4-(2-propenyl) benzene) Hazard Symbols HarmfulXn
Synonyms

1-Allyl-4-methoxybenzene;1-Allyl-4-methoxybenzol;p-Allylphenyl methyl ether;1-Methoxy-4-(prop-2-en-1-yl)benzene;Isoanethole;p-Allylmethoxybenzene;Esdragon;Allylphenyl methyl ether, p-;4-Allylanisole;

Article Data 132

4-Allylanisole Consensus Reports

Reported in EPA TSCA Inventory.

4-Allylanisole Specification

The Benzene,1-methoxy-4-(2-propen-1-yl)-, with the CAS registry number 140-67-0, is also known as p-Allylphenyl methyl ether. Its EINECS number is 205-427-8. This chemical's molecular formula is C10H12O and molecular weight is 148.20. What's more, its systematic name is 1-methoxy-4-(prop-2-en-1-yl)benzene. Its classification codes are: (1)Mutation data; (2)Natural Product; (3)Skin / Eye Irritant; (4)Tumor data. It is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. It is used in perfumes and as a food additive for flavor. It is described in the flavors trade as "strong, sweet, tarragon".

Physical properties of Benzene,1-methoxy-4-(2-propen-1-yl)- are: (1)ACD/LogP: 3.15; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.15; (4)ACD/LogD (pH 7.4): 3.15; (5)ACD/BCF (pH 5.5): 146.23; (6)ACD/BCF (pH 7.4): 146.23; (7)ACD/KOC (pH 5.5): 1234.09; (8)ACD/KOC (pH 7.4): 1234.09; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.505; (13)Molar Refractivity: 46.83 cm3; (14)Molar Volume: 157.8 cm3; (15)Polarizability: 18.56×10-24cm3; (16)Surface Tension: 29.9 dyne/cm; (17)Density: 0.938 g/cm3; (18)Flash Point: 81.1 °C; (19)Enthalpy of Vaporization: 43.39 kJ/mol; (20)Boiling Point: 216 °C at 760 mmHg; (21)Vapour Pressure: 0.21 mmHg at 25°C.

Preparation: this chemical can be prepared by prop-2-en-1-ol and (4-methoxy-phenyl)-magnesium bromide by heating. This reaction will need reagent CH3MgBr and solvents diethyl ether, benzene. This reaction will also need catalyst ((C6H5)3P)2NiCl2. The yield is about 85%.

Benzene,1-methoxy-4-(2-propen-1-yl)- can be prepared by prop-2-en-1-ol and (4-methoxy-phenyl)-magnesium bromide by heating

Uses of Benzene,1-methoxy-4-(2-propen-1-yl)-: it can be used to produce 2-fluoro-1-iodo-3-(4-methoxyphenyl)propane at the temperature of 0 °C. It will need reagents Bu4NH2F3, N-iodosuccinimide and solvent CH2Cl2 with the reaction time of 2 hours. The yield is about 83%.

Benzene,1-methoxy-4-(2-propen-1-yl)- can be used to produce 2-fluoro-1-iodo-3-(4-methoxyphenyl)propane at the temperature of 0 °C

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed and is irritating to skin. It may cause sensitisation by skin contact. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing and gloves.

You can still convert the following datas into molecular structure:
(1)SMILES: COc1ccc(CC=C)cc1
(2)Std. InChI: InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3,5-8H,1,4H2,2H3
(3)Std. InChIKey: ZFMSMUAANRJZFM-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1260mg/kg (1260mg/kg) BEHAVIORAL: ANTIPSYCHOTIC Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 246, Pg. 1465, 1958.
mouse LD50 oral 1250mg/kg (1250mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: COMA
Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 14, Pg. 603, 1976.
rat LD50 intraperitoneal 1030mg/kg (1030mg/kg) BEHAVIORAL: ANTIPSYCHOTIC Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 246, Pg. 1465, 1958.
rat LD50 oral 1230mg/kg (1230mg/kg)   Food and Cosmetics Toxicology. Vol. 14, Pg. 603, 1976.

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