PRODUCTS

3-METHYL-3-PENTANOL

3-Methyl-3-pentanol (IUPAC name: 3-methylpentan-3-ol) is an organic chemical compound and a tertiary hexanol. It is used in the synthesis of the tranquilizer emylcamate,and has similar sedative and anticonvulsant actions itself.

CAS Number:77-74-7
EC Number:201-053-4

Synonyms:
3-METHYL-3-PENTANOL; 3-Methylpentan-3-ol; 77-74-7; 3-Pentanol, 3-methyl-; Methyldiethylcarbinol; Methyldiaethylcarbinol; 3-Methyl-pentanol-(3); 3-methyl-pentan-3-ol; UNII-SR4551FEKB; SR4551FEKB; Methyldiaethylcarbinol [German]; 3-Methyl-pentanol-(3) [German]; EINECS 201-053-4; NSC 75837; BRN 1731456; Diethylmethylcarbinol; Methyl-3 pentanol-3; ACMC-209pbd; SCHEMBL23931; 4-01-00-01723 (Beilstein Handbook Reference); 3-Methyl-3-pentanol, 99%; CHEMBL506184; DTXSID0021755; FRDAATYAJDYRNW-UHFFFAOYSA-; NSC75837; ZINC1701824; ANW-37079; LMFA05000537; MFCD00004483; NSC-75837; SBB060948; 3-Methyl-3-pentanol, >=98%, FG; AKOS009158982; MCULE-2300322554; NE21118; DB-003415; FT-0616081; M0387; ST51047039; EN300-75688; A839180; Q3278336; W-104301; Z1262237476; 2-Ethyl-2-butanol, 3-methyl-3-pentano, tert-hexyl alcohol, 3-METHYLPENTAN-3-OL, 3-METHYL-3-PENTANOL, Methyl-3 pentanol-3, Diethylmetylcarbinol

A chemical structure of a molecule includes the arrangement of atoms and the chemical bonds that hold the atoms together. The 3-METHYL-3-PENTANOL molecule contains a total of 20 bond(s) There are 6 non-H bond(s), 2 rotatable bond(s), 1 hydroxyl group(s) and 1 tertiary alcohol(s).3-Methyl-3-Pentanol appears as a colorless to pale yellow liquid with a powerful leafy odor. This product is used as a flavor ingredient in the food industry.It can be prepared by reacting ethylmagnesium bromide with methyl acetate in the so-called Grignard reaction using dried diethyl ether or tetrahydrofuran as solvent.It can be prepared also by reacting ethylmagnesium bromide with butanone in the same conditions already mentioned.Causes changes in brain circulation (hemorrhage, thrombosis, etc.), tetany, and dyspnea in intraperitoneal lethal-dose studies of rats; Human inhalation of 270 mg/m3 causes cough; [RTECS] Safe when used as a flavoring agent in food; [EFSA] May cause irritation; Harmful by ingestion; [Sigma-Aldrich MSDS] See "3-Pentanol."3-Methyl-pentanol-(3) [German]; Methyldiaethylcarbinol [German]; Methyldiethylcarbinol; 3-Methylpentan-3-ol; 3-Pentanol, 3-methyl-; [ChemIDplus] Diethyl methyl carbinol; [Sigma-Aldrich MSDS] UN1987C-6-based green leaf volatiles (GLVs) are signal molecules to herbivorous insects and play an important role in plant–herbivore interactions. How isomerization of GLVs affects insect’s olfactory response has been rarely tested. In laboratory and field experiments, we examined the effect of hexanol isomers on olfactory orientation of the spiraling whitefly, Aleruodicus dispersus Russell, a highly polyphagous pest. In a Y-tube oflactometer, we found that (±)-2-hexanol, 3-methyl-3-pentanol and 3,3-dimethyl-1-butanol significantly attracted female A. dispersus. The trap captures of 3,3-dimethyl-1-butanol were significantly more than that of (±)-2-hexanol and 3-methyl-3-pentanol, and its optimum concentration was 1 μ1/ml. We suggest that the anthropogenic compound 3,3-dimethyl-1-butanol can be exploited as a parakairomone (synthetic analogues of kairomone) to monitor and control adult A. dispersus.For the optical resolution of racemic 1-phenylethylamine in 3-methyl-3-pentanol, subtilisin was reformulated by lyophilization with buffer salts. The amide synthesis activity of subtilisin in organic solvent was compared with the hydrolysis activity in aqueous buffer when different buffer species and their concentrations were used in lyophilization. The enzyme activity in organic solvent showed a different pattern from that of the hydrolysis depending upon the species and the concentrations of buffers. Morphology of the reformulated subtilisin was examined by scanning electron microscopy (SEM). The porosity of reformulated subtilisin particles increased up to the optimal buffer concentrations for the amide synthesis in organic solvent. Glassy looks and decrease in porosity developed at high (i.e. above the optimal) buffer concentrations appear to affect the decrease in the synthetic activity in organic media.A THERAPEUTIC COMPOSITION COMPRISING AS AN ACTIVE MUSCLE RELAXING AND TRANQUILIZING AGENT 3-METHYL-3PHENTANOL CARBAMATE IN A PHARMACEUTICAL CARRIER, SAID CARBAMATE BEING PRESENT IN THE AMOUNT OF ABOUT 50 TO 800 MG. PER UNIT DOSE OF SAID COMPOSITION.3-METHYL-3-PENTANOL CARBAMATE COMPOSI- TIONS HAVING MUSCLE RELAXING AND TRANQUILIZING ACTION Bengt Olof Melander, Stockholm, and Gunnar Hanshoii, Sodertalge, Sweden, assignors to A/B Kabi, Stockholm, Sweden, a corporation of Sweden No Drawing. Filed Nov. 17, 1958, Ser. No. 774,091 Claims priority, application Sweden Nov. 23, 1957 4 Claims. (Cl. 167-65) wherein R and R are alkyl substituents having a combined total of 4 carbon atoms and R is a 1 to 2 carbon alkyl group.3 Example IV 10.2 g. of B-methyl-Z-pentanol in 50 ml. of dry ethyl ether are added dropwise to 8 g. of carbamyl chloride in 25 ml. of dry ethyl ether at C. while stirring. The reaction mixture is left overnight, treated with distilled water, dried and evaporated to dryness. The residue is recrystallized from petroleum ether leaving 3-methyl-3- pentanol-carbamate with the MP. 54-55 C.Example VII 8 g. of carbamyl chloride are added to a cooled mixture of 10.2 g. of 3-methyl-3-pentanol and 50 ml. of chloroform. To this solution are added subsequently 5 g. of dry calcium carbonate at such a rate that the temperature does not exceed 0 C. After stirring for 2 hours at room temperature the precipitate formed is filtered oil, the chloroform solution treated with distilled water and dried over magnesium sulfate. The solvent is evaporated and the residue recrystallized from petroleum ether leaving 3-methyl-3-' entanol-carbamate with the M.P. 54-55" C.Example X g. of 3-methyl-3-penten-3-ol carbamate (prepared from the corresponding alcohol by the procedure as described in Example I) are dissolved in 100 ml. of methanol and subjected to hydrogenation in the presence of 0.2 g. of platinum oxide catalyst at a temperature of 40 C. and a hydrogen pressure of 1 kg/cmfi. After completed reaction the catalyst is removed and the methanol is driven oil. Upon recrystallization from pctroleum ether resulting 3-methyl-3-pentanol carbamate has the M1. 54-55" C.Example Xl According to the method of Example X, hydrogenation of 3-methyl-3-penten-3-ol carbamate yields 3-methyl- 3-pentanol carbamate with the MP. 54-55 C.Example: XIII According to the method of Example XII, (1,1-diethylpr0pyl)-phenyl carbonate and ammonia are reacted to The 3-methyl-3-pentanol-carbamate formed has .4 form 3-ethy1-3 pentano1-carbamate with the MP. 8l- 82C.G. 3-methyl-3-pentanol-carbamate Lactose granulation Magnesium stearate -e 5 are mixed well together and compressed into tablets Weighing 250 mg. (diameter 9 mm.) and containing 100 mg. of the carbamate.Example XVL-Coated tablets A paste is prepared of Kg. Starch 1 Water 5 A mixture of Kg. 3-methyl-3-pentanol-carbamate 20 Lactose 14 Starch 4 is granulated with the starch paste, dried, screened and mixed, with 1 kg. of magnesium stearate.G. 3-methyl-3-pentanolcarbamate a- 20 Polyethylene glycol (average mol. wt. 600) 17 Polyethylene glycol (average mol. wt. 1000) 33 and the solution is mixed with G. Sorbitan monooleate 2.7 Polyoxyethylene sorbitan monooleate 2.7 Hydrogenated coconut oil (melted) 223 Water 1.6.Example XX .Capsules A mixture is prepared containing equal parts by weight of 3-methyl-3-pentanol-carbamate and lactose. This mixture is then filled 400 mg. per capsule into standard clear gelatin capsules and after closing, the capsules are preferably dusted with talc or cornstarch. The resulting capsules contain per dosage unit 200 mg. of the carbamate.In the foregoing Examples XV to XX it will be understood that 3-ethyl-3-pentanol-carbamate or 2-methyl-2- pentanol-carbamate can be substituted for the 3-methyl-3- pentanol-carbamate as active component, and that the amounts of active component can be suitably varied within the range of to 800 mg., and preferably to 400 mg. per dosage unit.A therapeutic composition comprising as an active muscle relaxing and tranquilizing agent 3-methyl-3- pentanol carbamate in a pharmaceutical carrier, said carbamate being present in the amount of about 50 to 800 mg. per unit dose of said composition.The 2D chemical structure image of 3-METHYL-3-PENTANOL is also called skeletal formula, which is the standard notation for organic molecules. The carbon atoms in the chemical structure of 3-METHYL-3-PENTANOL are implied to be located at the corner(s) and hydrogen atoms attached to carbon atoms are not indicated – each carbon atom is considered to be associated with enough hydrogen atoms to provide the carbon atom with four bonds.The 3D chemical structure image of 3-METHYL-3-PENTANOL is based on the ball-and-stick model which displays both the three-dimensional position of the atoms and the bonds between them. The radius of the spheres is therefore smaller than the rod lengths in order to provide a clearer view of the atoms and bonds throughout the chemical structure model of 3-METHYL-3-PENTANOL.For a better understanding of the chemical structure, an interactive 3D visualization of 3-METHYL-3-PENTANOL is provided here.The information of the atoms, bonds, connectivity and coordinates included in the chemical structure of 3-METHYL-3-PENTANOL can easily be identified by this visualization. By right-clicking the visualization screen, various other options are available including the visualization of van der Waals surface and exporting to a image file.The 3-Pentanol, 3-methyl-, with the CAS registry number 77-74-7, is also known as Diethylmetylcarbinol. Its EINECS number is 201-053-4. This chemical's molecular formula is C6H14O and molecular weight is 102.17. What's more, its systematic name is 3-methylpentan-3-ol. Its classification code is Drug / Therapeutic Agent. It is used as intermediate and solvent for organic synthesis. It should be sealed and stored at room temperature.Physical properties of 3-Pentanol, 3-methyl- are: (1)ACD/LogP: 1.57; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.57; (4)ACD/LogD (pH 7.4): 1.57; (5)ACD/BCF (pH 5.5): 9.22; (6)ACD/BCF (pH 7.4): 9.22; (7)ACD/KOC (pH 5.5): 170.7; (8)ACD/KOC (pH 7.4): 170.7; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 9.23 Å2; (13)Index of Refraction: 1.415; (14)Molar Refractivity: 31.34 cm3; (15)Molar Volume: 125.1 cm3; (16)Polarizability: 12.42×10-24cm3; (17)Surface Tension: 26 dyne/cm; (18)Density: 0.816 g/cm3; (19)Flash Point: 46.1 °C; (20)Enthalpy of Vaporization: 42 kJ/mol; (21)Boiling Point: 122.4 °C at 760 mmHg; (22)Vapour Pressure: 6.65 mmHg at 25°C.Preparation: this chemical can be prepared by 3-methyl-pentane at the temperature of 60 °C. This reaction will need reagent p-nitroperbenzoic acid and solvent CHCl3. The yield is about 84%.3-Pentanol, 3-methyl- can be prepared by 3-methyl-pentane at the temperature of 60 °CUses of 3-Pentanol, 3-methyl-: it can be used to produce 2-(1-ethyl-1-methyl-propoxy)-tetrahydro-pyran at the ambient temperature. It will need reagent TaCl5-SiO2 and solvent CH2Cl2 with the reaction time of 10 min. The yield is about 76%.3-Pentanol, 3-methyl- can be used to produce 2-(1-ethyl-1-methyl-propoxy)-tetrahydro-pyran at the ambient temperatureWhen you are using this chemical, please be cautious about it as the following:This chemical is flammable. It is harmful if swallowed. When using it, you must avoid contact with eyes.

Use Classification
Food additives -> Flavoring Agents
Properties
Related Categories Alcohols, Building Blocks, C2 to C6, Chemical Synthesis, Organic Building Blocks,
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Quality Level 100
assay 98%
refractive index n20/D 1.418 (lit.)
bp 123 °C (lit.)
mp −38 °C (lit.)
density 0.824 g/mL at 25 °C (lit.)
storage temp. room temp
SMILES string CCC(C)(O)CC
InChI 1S/C6H14O/c1-4-6(3,7)5-2/h7H,4-5H2,1-3H3
InChI key FRDAATYAJDYRNW-UHFFFAOYSA-N

3-Methyl-3-pentanol is an aroma-active alcohol that occurs naturally in pandan leaves, red pepper and fruit of Lycii fructus.

3-Pentanol, 3-methyl-
Formula: C6H14O
Molecular weight: 102.1748
IUPAC Standard InChI:
InChI=1S/C6H14O/c1-4-6(3,7)5-2/h7H,4-5H2,1-3H3
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IUPAC Standard InChIKey: FRDAATYAJDYRNW-UHFFFAOYSA-N
CAS Registry Number: 77-74-7
Chemical structure: C6H14O
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript.
Other names: 3-Methyl-3-pentanol; 3-Methylpentan-3-ol; Methyldiaethylcarbinol; Methyldiethylcarbinol; 3-Methyl-pentanol-(3); Methyl-3 pentanol-3
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Condensed phase thermochemistry data
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Other data available:
Gas phase thermochemistry data
Phase change data
Reaction thermochemistry data
Gas phase ion energetics data
IR Spectrum
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3-Methyl-3-pentanol Properties
Melting point:−38 °C(lit.)
alpha 22 º (c=8,6N HCl)
Boiling point:123 °C(lit.)
Density 0.824 g/mL at 25 °C(lit.)
refractive index n20/D 1.418(lit.)
Flash point:115 °F
pka15.38±0.29(Predicted)
Water Solubility slightly
Decomposition 176-178 ºC
BRN 1731456
CAS DataBase Reference77-74-7(CAS DataBase Reference)
EWG's Food Scores1
FDA UNIISR4551FEKB
NIST Chemistry Reference3-Pentanol, 3-methyl-(77-74-7)
EPA Substance Registry System3-Methyl-3-pentanol (77-74-7)

3-methylpentan-3-ol is a member of the class of compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). Thus, 3-methylpentan-3-ol is considered to be a fatty alcohol lipid molecule. 3-methylpentan-3-ol is soluble (in water) and an extremely weak acidic compound (based on its pKa). 3-methylpentan-3-ol is a fruity, green, and leafy tasting compound and can be found in a number of food items such as green bell pepper, pepper (c. annuum), orange bell pepper, and red bell pepper, which makes 3-methylpentan-3-ol a potential biomarker for the consumption of these food products.

Water Solubility   26.4 g/L
logP   1.54   ALOGPS
logP   1.58
logS   -0.59   ALOGPS
pKa (Strongest Acidic)   19.03
pKa (Strongest Basic)   -1
Physiological Charge   0
Hydrogen Acceptor Count   1
Hydrogen Donor Count   1
Polar Surface Area   20.23 Å²
Rotatable Bond Count   2
Refractivity   31.11 m³·mol⁻¹
Polarizability   12.71 Å³
Number of Rings   0
Bioavailability   Yes
Rule of Five   Yes
Ghose Filter   No
Veber's Rule   Yes
MDDR-like Rule   No

Chemical Formula   C6H14O
IUPAC name   3-methylpentan-3-ol
InChI Identifier   InChI=1S/C6H14O/c1-4-6(3,7)5-2/h7H,4-5H2,1-3H3
InChI Key   FRDAATYAJDYRNW-UHFFFAOYSA-N
Isomeric SMILES   CCC(C)(O)CC
Average Molecular Weight   102.1748
Monoisotopic Molecular Weight   102.10446507

You can still convert the following datas into molecular structure:
(1)SMILES: OC(C)(CC)CC
(2)Std. InChI: InChI=1S/C6H14O/c1-4-6(3,7)5-2/h7H,4-5H2,1-3H3
(3)Std. InChIKey: FRDAATYAJDYRNW-UHFFFAOYSA-N