1-Phenyl-3-methylene-1,4-butanediol

Base Information

• Chemical Name: 1-Phenyl-3-methylene-1,4-butanediol
• CAS No.: 5538-00-1
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.231
• NSC Number: 619982
• DSSTox Substance ID: DTXSID401293812
• Nikkaji Number: J2.199.980F
• ChEMBL ID: CHEMBL1998900
• Mol file: 5538-00-1.mol

Synonyms:NSC619982;CHEMBL1998900;DTXSID401293812;1-Phenyl-3-methylene-1,4-butanediol;3-Methylene-1-phenyl-1,4-butanediol;NSC-619982;NCI60_005898;5538-00-1

Chemical Property of 1-Phenyl-3-methylene-1,4-butanediol

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 1-Phenyl-3-methylene-1,4-butanediol

There total 9 articles about 1-Phenyl-3-methylene-1,4-butanediol 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: 92.0%

2-methylidenetrimethylene carbonate (3775-32-4) + benzaldehyde (100-52-7) → (+/-)-2-methylene-4-phenyl-1,4-butanediol (5538-00-1)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; tin(ll) chloride; In various solvent(s); for 3h; Ambient temperature;

DOI:10.1080/00397919508013837

Reference yield: 83.0%

2-(Hydroxymethyl)allyl alcohol (3513-81-3) + benzaldehyde (100-52-7) → (+/-)-2-methylene-4-phenyl-1,4-butanediol (5538-00-1)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; tin(II) chloride dihdyrate; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1055/s-0033-1339709

Reference yield: 28.0%

2-methylene-4-phenyl-3-tosyl-butane-1,4-diol → (Z)-2-methyl-4-phenylbut-2-en-1-ol (58732-17-5) + (+/-)-2-methylene-4-phenyl-1,4-butanediol (5538-00-1) + (Z)-2-methyl-4-phenyl-2-butene-1,4-diol + (E)-2-methyl-4-phenyl-2-butene-1,4-diol

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In methanol; Further byproducts given; Ambient temperature;

DOI:10.1016/S0040-4020(01)89690-3

upstream raw materials:

3-benzoyl-2-methylenepropionic acid

3-Oxo-3-phenyl-propan-tricarbonsaeure-(1,1,1)-trimethylester

2-methylidenetrimethylene carbonate

benzaldehyde