1-Phenylpropane-1,2-diol

Base Information

• Chemical Name: 1-Phenylpropane-1,2-diol
• CAS No.: 1855-09-0
• Molecular Formula: C9H12 O2
• Molecular Weight: 152.193
• Hs Code.: 2906299090
• European Community (EC) Number: 217-452-1
• DSSTox Substance ID: DTXSID10883760
• Nikkaji Number: J199.670C
• Wikidata: Q77509568
• Metabolomics Workbench ID: 106719
• Mol file: 1855-09-0.mol

Synonyms:1,2-dihydroxy-1-phenylpropane;1,2-dihydroxy-1-phenylpropane, (R*,R*)-isomer;1,2-dihydroxy-1-phenylpropane, (R*,S*)-isomer;1-phenoxy-2-propanol

Chemical Property of 1-Phenylpropane-1,2-diol

Chemical Property:

• Vapor Pressure: 0.000728mmHg at 25°C
• Melting Point: 56-57 °C
• Boiling Point: 294.6°C at 760 mmHg
• PKA: 14.09±0.20(Predicted)
• Flash Point: 144°C
• PSA: 40.46000
• Density: 1.128g/cm³
• LogP: 1.10080
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 152.083729621
• Heavy Atom Count: 11
• Complexity: 108

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Phenyl-1,2-propanediol(MixtureofDiastereomers) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C1=CC=CC=C1)O)O
• Uses: 1-Phenyl-1,2-propanediol is a reagent in pharmaceutical chemistry, used in the synthesis of nor(pseudo)ephedrine related compounds.

Technology Process of 1-Phenylpropane-1,2-diol

There total 60 articles about 1-Phenylpropane-1,2-diol 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: 100.0%

1-propenylbenzene (873-66-5) → 1-phenyl-1,2-propandiol (1855-09-0)

Guidance literature:

With osmium(VIII) oxide; cinchona alkaloid on mesoporous SBA-15 silica support; at 0 ℃; for 24h;

DOI:10.1016/S0957-4166(01)00284-1

Reference yield: 95.0%

1-Phenylpropane-1,2-dione (579-07-7) → 1-phenyl-1,2-propandiol (1855-09-0)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.7b01679

Reference yield: 94.0%

1-phenylpropene (637-50-3) → 1-phenyl-1,2-propandiol (1855-09-0)

Guidance literature:

With oxygen; 4-methylmorpholine N-oxide; In water; acetone; at 25 ℃; for 2h;

DOI:10.1055/s-2008-1078274

upstream raw materials:

methyl magnesium iodide

2-acetoxyacetophenone

(1-bromoethyl)benzyl bromide

potassium acetate

Downstream raw materials:

2-Phenylpropanal

(1-bromoethyl)benzyl bromide

2,5-dimethyl-2,5-diphenyl-[1,4]dioxane

1-phenyl-acetone

Refernces

• 1、 Bellucci, Giuseppe,Chiappe, Cinzia,Cordoni, Antonio,Marioni, Franco. "Different enantioselectivity and regioselectivity of the cytosolic and microsomal epoxide hydrolase catalyzed hydrolysis of simple phenyl substituted epoxides". . p. 4219 - 4222. Retrieved 1994.
• 2、 Lee, Hong Myung,Kim, Sang-Wook,Hyeon, Taeghwan,Kim, B. Moon. "Asymmetric dihydroxylation using heterogenized cinchona alkaloid ligands on mesoporous silica". . p. 1537 - 1541. Retrieved 2001.
• 3、 Chen, Weiming,Xie, Xin,Zhang, Jian,Qu, Jian,Luo, Can,Lai, Yaozhu,Jiang, Feng,Yu, Han,Wei, Yongge. "Oxidative carbon-carbon bond cleavage of 1,2-diols to carboxylic acids/ketones by an inorganic-ligand supported iron catalyst". supporting information. p. 9140 - 9146. Retrieved 2021/11/23.
• 4、 Borrell, Margarida,Costas, Miquel. "Mechanistically Driven Development of an Iron Catalyst for Selective Syn-Dihydroxylation of Alkenes with Aqueous Hydrogen Peroxide". supporting information. p. 12821 - 12829. Retrieved 2017/09/25.