| Identification | More | [Name]
2-METHYL-4-PHENYL-2-BUTANOL | [CAS]
103-05-9 | [Synonyms]
1,1-DIMETHYL-3-PHENYL-1-PROPANOL
2-METHYL-4-PHENYL-2-BUTANOL
2-PHENYLETHYLDIMETHYLCARBINOL
4-PHENYL-2-METHYL-2-BUTANOL
ALPHA,ALPHA-DIMETHYLBENZENEPROPANOL
BENZYL-TERT-BUTANOL
BETA PHENYL ETHYL DIMETHYL CARBINOL
DIMETHYL-BETA-PHENYLETHYLCARBINOL
DIMETHYLPHENETHYLCARBINOL
DIMETHYLPHENYLETHYLCARBINOL
FEMA 3629
1,1-Dimethyl-3-phenylpropanol
1,1-Dimethyl-3-phenylpropyl alcohol
1-Propanol, 1,1-dimethyl-3-phenyl-
2-(2-Phenylethyl)-2-propanol
2-Butanol, 2-methyl-4-phenyl-
2-methyl-4-phenyl-2-butano
2-methyl-4-phenylbutan
2-methyl-4-phenyl-butan-2-ol
2-methyl-4-phenylbutan-2-ol | [EINECS(EC#)]
203-074-4 | [Molecular Formula]
C11H16O | [MDL Number]
MFCD00004472 | [Molecular Weight]
164.24 | [MOL File]
103-05-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
31-33 °C(lit.) | [Boiling point ]
144 °C85 mm Hg(lit.) | [density ]
0.966 g/mL at 25 °C(lit.)
| [vapor pressure ]
4.1hPa at 20℃ | [FEMA ]
3629 | [refractive index ]
n20/D 1.509(lit.)
| [Fp ]
>230 °F
| [form ]
powder to lump to clear liquid | [pka]
15.17±0.29(Predicted) | [color ]
White or Colorless to Light yellow | [Specific Gravity]
0.966 | [Odor]
at 100.00 %. clean fresh green rose linalool lily violet | [Odor Type]
floral | [Water Solubility ]
4.569g/L at 20℃ | [JECFA Number]
1477 | [Cosmetics Ingredients Functions]
PERFUMING
FRAGRANCE | [InChI]
1S/C11H16O/c1-11(2,12)9-8-10-6-4-3-5-7-10/h3-7,12H,8-9H2,1-2H3 | [InChIKey]
YXVSKJDFNJFXAJ-UHFFFAOYSA-N | [SMILES]
CC(C)(O)CCc1ccccc1 | [LogP]
2.41 at 25℃ | [CAS DataBase Reference]
103-05-9(CAS DataBase Reference) | [EPA Substance Registry System]
.alpha.,.alpha.-Dimethylbenzenepropanol (103-05-9) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R41:Risk of serious damage to eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
2
| [RTECS ]
EL5785000
| [TSCA ]
TSCA listed | [HS Code ]
29062990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Dam. 1 | [Toxicity]
LD50 orl-rat: 2200 mg/kg FCTXAV 12,517,74 |
| Hazard Information | Back Directory | [Description]
2-Methyl-4-phenyl-2-butanol has a floral green, fruity, linalool
character with a mildly herbaceous odor. May be prepared by
reaction of phenylethyl magnesium chloride with acetone. | [Chemical Properties]
2-Methyl-4-phenyl-2-butanol has a floral, green, fruity, linalool character and mildly herbaceous odor. | [Chemical Properties]
2-METHYL-4-PHENYL-2-BUTANOL is a colorless
liquid with a dry, floral, lily-like odor. It has been identified in cocoa aroma
and is prepared by a Grignard reaction of benzylacetone and methyl magnesium
chloride. It is used in blossom compositions. | [Chemical Properties]
Colorless or light yellow liquid | [Occurrence]
Has apparently not been reported to occur in nature. | [Uses]
2-Phenethyl-2-propanol is a useful reagent in preparation of phenyldimethylsilyl group as a masked hydroxy group. | [Preparation]
By reaction of phenylethyl magnesium chloride with acetone | [Aroma threshold values]
Aroma characteristics at 1.0%: clean, fresh, floral reminiscent of rose and violet | [Taste threshold values]
Taste characteristics at 10–40 ppm: floral, rosy, oily with a slight fruity nuance | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 60, p. 4922, 1995 DOI: 10.1021/jo00120a042 | [Safety Profile]
Moderately toxic by ingestion andskin contact. When heated to decomposition it emits acridsmoke and irritating fumes. | [Synthesis]
2-methyl-4-phenylbutan-2-ol can be synthesized as follows: Add methylmagnesium bromide (4.0 mL, 3.0 M in diethyl ether, 1.2 equiv.) dropwise to a solution of 4-phenylbutan-2-one (1.5 mL, 10.0 mmol, 1.0 equiv.) in anhydrous THF (20 mL, 0.5 M) at -78°C; Warm the reaction mixture to room temperature; Stir the reaction mixture overnight; Quench the reaction with NH4Cl (10 mL, saturated); Extract the mixture with EtOAc (3 x 30 mL); Wash the combined organic layers with brine (20 mL); Dry the combined organic layers over MgSO4; Filter the mixture; Evaporate the mixture; Purify the crude by column chromatography on silica gel eluting with hexane-EtOAc to obtain 2-methyl-4-phenylbutan-2-ol.
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