| Identification | More | [Name]
2-Allylphenol | [CAS]
1745-81-9 | [Synonyms]
2-(2-propenyl)phenol
2-ALLYLPHENOL
ALLYLPHENOL-2
O-ALLYLPHENOL
2-(2-propenyl)-pheno
o-allyl-pheno
Phenol, o-allyl-
2-Allylphenol, 98+%
2-Allylphenol, 99+%
Phenol, 2-(2-propenyl)-
ORTHO-ALLYLPHENOL
2-ALLYL-3-HYDROXYBENZALDEHYDE | [EINECS(EC#)]
217-119-0 | [Molecular Formula]
C9H10O | [MDL Number]
MFCD00002250 | [Molecular Weight]
134.18 | [MOL File]
1745-81-9.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colourless to light yellow liquid | [Melting point ]
-6 °C
| [Boiling point ]
220 °C (lit.) | [density ]
1.028 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.546(lit.)
| [Fp ]
192 °F
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
7 g/L (20°C) | [form ]
Oil | [pka]
pK1: 10.28 (25°C) | [color ]
Colourless | [PH]
6-7 (100g/l, H2O, 20℃) | [Water Solubility ]
7 g/L (20 ºC) | [BRN ]
742121 | [InChI]
1S/C9H10O/c1-2-5-8-6-3-4-7-9(8)10/h2-4,6-7,10H,1,5H2 | [InChIKey]
QIRNGVVZBINFMX-UHFFFAOYSA-N | [SMILES]
Oc1ccccc1CC=C | [LogP]
2.91 | [Dissociation constant]
10.27-10.29 at 25℃ | [CAS DataBase Reference]
1745-81-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Phenol, 2-(2-propenyl)-(1745-81-9) | [EPA Substance Registry System]
1745-81-9(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS05,GHS06 | [Signal word ]
Danger | [Hazard statements ]
H301+H311-H314 | [Precautionary statements ]
P270-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P361+P364 | [Hazard Codes ]
C,Xi | [Risk Statements ]
R21/22:Harmful in contact with skin and if swallowed .
R34:Causes burns.
R36/38:Irritating to eyes and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S24/25:Avoid contact with skin and eyes .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . | [RIDADR ]
UN 2923 8/PG 3
| [WGK Germany ]
2
| [RTECS ]
SJ3850000
| [TSCA ]
Yes | [REACH Registrations]
Active | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29071900 | [Storage Class]
6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | [Hazard Classifications]
Acute Tox. 3 Dermal
Acute Tox. 3 Oral
Eye Dam. 1
Skin Corr. 1B |
| Hazard Information | Back Directory | [Description]
2-ally phenol is a fungicide. Little information is available regarding its environmental fate nor its toxicity to biodiversity. No information has been found on its toxicity to humans. | [Chemical Properties]
clear colourless to light yellow liquid | [Uses]
2-Allylphenol is an protected intermediate in the synthesis of metabolites of Diclofenac (D436450), a nonsteroidal anti-inflammatory compound an decycloxygenase (COX) inhibitor. | [Definition]
ChEBI: A member of the class of phenols that is phenol carrying an allyl group at position 2. | [Production Methods]
Commercial production of 2 allylphenol is essentially the manufacture of a simple substituted phenol rather than a multi step pesticide synthesis. Industrial routes typically begin with ortho cresol or phenol derivatives, which undergo Friedel–Crafts type alkylation or transition metal catalysed allylation to introduce the allyl side chain at the ortho position. Catalysts such as Lewis acids or palladium complexes are used to control regioselectivity and suppress rearrangement to propenylphenols. The crude product is then purified by fractional distillation to remove unreacted phenol | [Synthesis Reference(s)]
Synthesis, p. 310, 1981 DOI: 10.1055/s-1981-29431
Tetrahedron Letters, 35, p. 1409, 1994 DOI: 10.1016/S0040-4039(00)76231-9 | [Mechanism of action]
Inhibits the fungal pathogen by inhibiting respriation | [Pesticide Type]
Fungicide |
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