All Photos(1)
Synonym(s):
1-p-Tolyl-but-3-en-1-ol
Linear Formula:
CH3C6H4CH(OH)CH2CH=CH2
CAS Number:
Molecular Weight:
162.23
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Assay
97%
refractive index
n20/D 1.5270 (lit.)
bp
253 °C (lit.)
density
0.983 g/mL at 25 °C (lit.)
SMILES string
Cc1ccc(cc1)C(O)CC=C
InChI
1S/C11H14O/c1-3-4-11(12)10-7-5-9(2)6-8-10/h3,5-8,11-12H,1,4H2,2H3
InChI key
RCKGDEZXTBRGHR-UHFFFAOYSA-N
General description
1-(4-Methylphenyl)-3-buten-1-ol (1-p-tolyl-but-3-en-1-ol) is a homoallylic alcohol derivative. It can be prepared by the allylation of 4-methylbenzaldehyde using potassium allyltrifluoroborate in the presence of 18-crown-6. It can undergo Prins cyclization with in the presence of cellulose-sulfonic acid to form the corresponding tetrahydropyran-4-ol.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Cellulose-SO3H as a recyclable catalyst for the synthesis of tetrahydropyranols via Prins cyclization.
Reddy BVS, et al.
Tetrahedron Letters, 51(50), 6511-6515 (2010)
Fernanda C G Barbosa et al.
Molecules (Basel, Switzerland), 17(12), 14099-14110 (2012-11-30)
An efficient method for the allylation of aldehydes containing a broad range of functional groups using potassium allyltrifluoroborate is described. The reaction utilizes a catalytic amount of 18-C-6 in biphasic media under open atmosphere and room temperature to provide the
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