13351-61-6

Basic information

• Product Name: 2,2-Dimethyl-3-phenyl-1-propanol
• Synonyms: 2,2-dimethyl-3-phenylpropanol;DIMETHYL PHENYLPROPANOL;2,2-Dimethyl-3-phenyl-1-propanol;Muguet alcohol;Muguetanol;α,α-Dimethyl-3-phenyl propanol;Benzenepropanol, .beta.,.beta.-dimethyl-;MUGUETALKOHOL
• CAS NO: 13351-61-6
• Molecular Formula: C₁₁H₁₆O
• Molecular Weight: 164.24
• EINECS: 236-400-9
• Mol File: 13351-61-6.mol
• Article Data: 11

Chemical Properties

• Melting Point: 34.5°C
• Boiling Point: 251.73°C (rough estimate)
• Flash Point: 109.4°C
• Appearance: /
• Density: 0.9197 (rough estimate)
• Vapor Pressure: 0.00755mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• PKA: 15.18±0.10(Predicted)
• Water Solubility: 1.49g/L at 20℃
• CAS DataBase Reference: 2,2-Dimethyl-3-phenyl-1-propanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Dimethyl-3-phenyl-1-propanol(13351-61-6)
• EPA Substance Registry System: 2,2-Dimethyl-3-phenyl-1-propanol(13351-61-6)

Safety Data

• Hazardous Substances Data: 13351-61-6(Hazardous Substances Data)

Usage

Chemical Properties

2,2-Dimethyl-3-phenyl-1-propanol is a colorless liquid, whichmay partly solidify. It has a fine, floral, lily of the valley note and is stable in nearly all applications. 2,2-Dimethyl-3-phenyl-1-propanol is produced in two steps. Alkylation of isobutyraldehyde with benzyl chloride leads to 2,2-dimethyl-3-phenyl-1-propanal, which is subsequently reduced to alcohol.

Flammability and Explosibility

Nonflammable

Trade name

Muguet alcohol (Symrise), Lilly alcohol (KalpSutra)

InChI:InChI=1/C11H16O/c1-11(2,9-12)8-10-6-4-3-5-7-10/h3-7,12H,8-9H2,1-2H3

Upstream product

• 100-39-0 benzyl bromide 
• 5669-14-7 2,2-dimethyl-3-phenylpropanoic acid 
• 100-44-7 benzyl chloride 
• 502699-23-2 2-(2,2-dimethyl-3-phenyl-propoxy)-tetrahydro-pyran 
• 64-17-5 ethanol 
• 101518-61-0 2,2-dimethyl-3-phenylpropanamide 
• 94800-92-7 ethyl 2,2-dimethyl-3-phenylpropionate 
• 40548-64-9 3-iodo-2,2-dimethyl-1-phenylpropane 
• 100-58-3 phenylmagnesium bromide 
• 14478-14-9 1-acetyloxy-2-methylpropene 
• 40548-66-1 2,2-dimethyl-3-phenyl-propionic acid isobutyl ester 
• 14248-22-7 methyl 2,2-dimethyl-3-phenylpropionate 
• 622-95-7 4-chlorobenzyl bromide 

Downstream Products

• 524698-45-1 2,2-dimethyl-3-phenyl-1-propyl 2,4,6-trimethylbenzenesulfonate 
• 738607-56-2 2,2-dimethyl-3-phenylpropyl phenyl sulfoxide 
• 738607-54-0 1-chloro-2,2-dimethyl-3-phenylpropyl phenyl sulfoxide 
• 3290-53-7 2-methyl-1-phenyl-2-propene 
• 1009-62-7 2,2-dimethyl-3-phenylpropionaldehyde 
• 15674-36-9 3,3-dimethyl-4-phenylbutanal 
• 13705-45-8 3,3-dimethyl-4-phenylbutanenitrile 
• 847737-14-8 C₂₇H₃₃NO₃ 
• 847585-84-6 1-{[6-(2,2-dimethyl-3-phenylpropoxy)-1-methyl-3,4-dihydronaphthalen-2-yl]methyl}azetidine-3-carboxylic acid hydrochloride 
• 1355088-77-5 C₂₃H₂₆O₂ 
• 141422-22-2 3,3-Dimethyl-4-phenyl-1,2-butanediol 
• 62516-98-7 ethyl 2-chloro-3-[4-(2,2-dimethyl-3-phenylpropyloxy)-phenyl]propionate 
• 86004-54-8 acetic acid-(2,2-dimethyl-3-phenyl-propyl ester) 
• 714965-78-3 2,2-dimethyl-3-phenyl-1-propyl 4''-methoxy-1',1''-biphenyl-4'-sulfonate 

Relevant articles and documents

Diradicals Photogeneration from Chloroaryl-Substituted Carboxylic Acids

With the aim of generating new, thermally inaccessible diradicals, potentially able to induce a double-strand DNA cleavage, the photochemistry of a set of chloroaryl-substituted carboxylic acids in polar media was investigated. The photoheterolytic cleavage of the Ar?Cl bond occurred in each case to form the corresponding triplet phenyl cations. Under basic conditions, the photorelease of the chloride anion was accompanied by an intramolecular electron-transfer from the carboxylate group to the aromatic radical cationic site to give a diradical species. This latter intermediate could then undergo CO2 loss in a structure-dependent fashion, according to the stability of the resulting diradical, or abstract a hydrogen atom from the medium. In aqueous environment at physiological pH (pH=7.3), both a phenyl cation and a diradical chemistry was observed. The mechanistic scenario and the role of the various intermediates (aryl cations and diradicals) involved in the process was supported by computational analysis.

Metal-Free Enantioselective Oxidative Arylation of Alkenes: Hypervalent-Iodine-Promoted Oxidative C?C Bond Formation

The enantioselective oxyarylation of (E)-6-aryl-1-silyloxylhex-3-ene was achieved using a lactate-based chiral hypervalent iodine(III) reagent in the presence of boron trifluoride diethyl etherate. The silyl ether promotes the oxidative cyclization, and enhances the enantioselectivity. In addition, the corresponding aminoarylation was achieved.

Structure-activity relationship studies of S1P agonists with a dihydronaphthalene scaffold

Structure-activity relationship (SAR) of sphingosine-1-phosphate receptor agonists with a dihydronaphthalene scaffold was investigated. Compound 1 was modified to improve S1P1 agonistic activity and in vivo peripheral lymphocyte lowering (PLL) activity without impairing selectivity over S1P 3 agonistic activity. A detailed SAR study of the terminal lipophilic part revealed that the introduction of substituents on the propylene linker and the terminal benzene ring influences in vitro and PLL activities. Compound 6n bearing a (S)-methyl group at the 2-position on the propylene linker and chlorine at the para-position on the terminal benzene ring showed potent hS1P1 agonistic activity with excellent selectivity over hS1P 3 and in vivo PLL activity in mice.