beta-Methylenephenethyl alcohol

Base Information

• Chemical Name: beta-Methylenephenethyl alcohol
• CAS No.: 6006-81-1
• Molecular Formula: C9H10 O
• Molecular Weight: 134.178
• Hs Code.: 2906299090
• European Community (EC) Number: 227-857-5
• DSSTox Substance ID: DTXSID20208788
• Nikkaji Number: J223.945K
• Wikidata: Q83082937
• Mol file: 6006-81-1.mol

Synonyms:beta-Methylenephenethyl alcohol;2-Phenylprop-2-en-1-ol;6006-81-1;2-Phenyl-2-propen-1-ol;2-phenyl-prop-2-en-1-ol;Benzeneethanol, .beta.-methylene-;EINECS 227-857-5;3-hydroxy-2-phenylpropene;SCHEMBL93850;2-Phenyl-2-propen-1-ol #;beta-methylene phenylethyl alcohol;DTXSID20208788;MFCD18827455;AKOS027461008;SB84381;AS-60430;EN300-264486

Chemical Property of beta-Methylenephenethyl alcohol

Chemical Property:

• Melting Point: 19 °C
• Boiling Point: 116-118 °C(Press: 11 Torr)
• PKA: 14.52±0.10(Predicted)
• Flash Point: 109.5oC
• PSA: 20.23000
• Density: 1.0509 g/cm3
• LogP: 1.69210
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 134.073164938
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

98%Min ^*data from raw suppliers

2-Phenylprop-2-en-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(CO)C1=CC=CC=C1

Technology Process of beta-Methylenephenethyl alcohol

There total 69 articles about beta-Methylenephenethyl alcohol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

bromobenzene (108-86-1,52753-63-6) + propargyl alcohol (107-19-7) → 3-hydroxy-2-phenylpropene (6006-81-1)

Guidance literature:

bromobenzene; With magnesium; In diethyl ether; at 0 ℃; for 2h; Reflux;

With copper(l) iodide; In diethyl ether; at 20 ℃; for 0.5h;

propargyl alcohol; In diethyl ether; for 24h; Reflux;

DOI:10.1002/chem.201300189

Reference yield: 86.0%

bromobenzene (108-86-1,52753-63-6) + allyl alcohol (107-18-6) → 3-hydroxy-2-phenylpropene (6006-81-1)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; triethylamine; 1-butyl-3-methylimidazolium Tetrafluoroborate; palladium diacetate; In dimethyl sulfoxide; at 115 ℃; for 36h;

DOI:10.1039/b608033b

Reference yield: 86.0%

phenylmagnesium chloride (100-59-4) + propargyl alcohol (107-19-7) → 3-hydroxy-2-phenylpropene (6006-81-1)

Guidance literature:

With copper(l) iodide; In toluene; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.1c02616

upstream raw materials:

3-bromo-2-phenylprop-1-ene

2-phenylallyl acetate

propargyl alcohol

isopropenylbenzene

Downstream raw materials:

3-chloro-2-phenylprop-1-ene

2-phenyl-2-propen-1-ol 3,5-dinitrobenzoate

2-Phenylprop-1-en-3-yl-vinylether

Carbonic acid isopropyl ester 2-phenyl-allyl ester

Refernces

• 1、 Jang, Woo Cheol,Jung, Myeongjin,Ko, Haye Min. "Synthesis of Six-Membered Spiro Azacyclic Oxindole Derivatives via a One-Pot Process of Umpolung Allylation/Aza-Prins Cyclization". supporting information. p. 1510 - 1515. Retrieved 2021/03/03.
• 2、 Alexanian, Erik J.,Tercenio, Quentin D.. "Stereospecific Nickel-Catalyzed Reductive Cross-Coupling of Alkyl Tosylate and Allyl Alcohol Electrophiles". supporting information. p. 7215 - 7219. Retrieved 2021/09/22.