(R,S)-(±)-1-Phenylethanol (R,S)-(±)–1-Phenylethanol

Structural formula

• Numbering system
• Physical property data
• Toxicological data
• Ecological data
• Molecular structure data
• Computing chemical data
• More
  • Properties and Stability
  • Storage method
  • Synthesis method
  • Purpose

Numbering system

CAS number:98-85-1

MDL number:MFCD00004508

EINECS number:202-707-1

RTECS number:DO9275000

BRN number:1905149

PubChem number:24846339

Physical property data

1. Properties: colorless liquid with floral aroma, like gardenia, rose, lilac, etc.

2. Boiling point (ºC, 101.3kPa): 203.4 (99.3kpa)

3. Melting point (ºC): 20

4. Relative density (g /mL, 20ºC): 1.0129

5. Relative density (g/mL, 25ºC): 1.0095

6. Relative vapor density (g/mL, air=1): 4.22

7. Refractive index (n20ºC): 1.5275

8. Refractive index (n25ºC): 1.5254

9. Flash point (ºC, closed cup): 85

10. Relative evaporation rate (ether = 1): about 1700

11. Vapor pressure (kPa, 20ºC): 0.0073

12. Solubility ( %, 20ºC, water): 2.3

13. Solubility: Miscible with ethanol, ether, etc.

14. Relative density (20℃, 4℃): 1.0135

15. Relative density (25℃, 4℃): 1.0095

16. Critical Temperature (ºC): 426.85

17. Critical pressure (MPa): 3.8

Toxicological data

1. Skin/eye irritation: Start irritation test: rabbit skin contact, 10mg/24H; Standard Dresser test: rabbit skin contact, 500mg/24HREACTION SEVERITY, moderate reaction; Standard Dresser test: rabbit eye contact, 2mgREACTION SEVERITY , strong reaction; 2. Acute toxicity: rat oral LD50: 400mg/kg; mouse oral LD50: 558mg/kg;nbsp; Mouse subcutaneous LD50: 250mg/kg; Dog intravenous LDL0: 200mg/kg; Guinea pig skin contact LD50: >15mL/kg; 3. Other multi-dose toxicity: Rat oral TDLo: 97500mg/kg/13W-I ;                                                                                                                                                                                                                               Oral TDLo not not not not be more likely to be 24 mg/kg/16D-I; ; 5. Mutagenicity: Mutation test in mammalian somatic cells: mouse lymphocytes, 250 mg/kg; Cell generation analysis test: hamster ovary, 1 mg/L;

Ecological data

This substance is harmful to the environment, and special attention should be paid to the pollution of water bodies.

Molecular structure data

1. Molar refractive index: 37.33

2. Molar volume (cm³/mol): 120.5

3. Isotonic specific volume (90.2K ): 299.2

4. Surface tension (dyne/cm): 38.0

5. Dielectric constant: 2.27

6. Dipole moment (10^-24cm³):

7. Polarizability: 14.80

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): None

2. Number of hydrogen bond donors: 1

3. Number of hydrogen bond acceptors: 1

4. Number of rotatable chemical bonds: 1

5. Number of tautomers: none

6. Topological molecule polar surface area 20.2

7. Number of heavy atoms: 9

8. Surface charge: 0

9. Complexity: 74.6

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 0

12. Uncertain number of atomic stereocenters: 1

13. Determine the number of chemical bond stereocenters: 0

14. Number of uncertain chemical bond stereocenters: 0

15. Number of covalent bond units: 1

Properties and stability

1. Avoid contact with strong oxidants and acids. It is flammable and its vapor and air mixture is explosive above 96℃. It reacts with concentrated hydrochloric acid at room temperature to generate α-chloroethylbenzene. Heating with sulfuric acid produces styrene or its polymers. Oxidized by oxidants to acetophenone or benzoic acid.

2. Found in flue-cured tobacco leaves, burley tobacco leaves, and oriental tobacco leaves.

Storage method

Stored in a cool, ventilated warehouse. Keep away from fire and heat sources. Protect from direct sunlight. Keep container tightly sealed. They should be stored separately from oxidants, acids, and food chemicals, and avoid mixed storage. Equipped with the appropriate variety and quantity of fire equipment. The storage area should be equipped with emergency release equipment and suitable containment materials.

Synthesis method

1. Dissolve 12g dry acetophenone in 30ml dry isopropyl alcohol, add 22g aluminum isopropoxide under stirring, react for 2 hours and precipitate the crude product on ice, wash with water, dry and distill under reduced pressure to obtain 9g1- Phenethyl alcohol.

2. Tobacco: BU, 56; OR, 57, FC, 18; Synthesis: Industrially produced by hydrogenation of acetophenone.

3. Preparation method:

Refer to the synthesis method of 2-hexanol above, replace 1-hexene with 10.4g (0.1mol) of styrene (2), and recover 17.5g (87%) of mercury, crude The product was distilled under reduced pressure, and the fraction at 110~115℃/3.4kPa was collected to obtain 1-phenylethanol ^①(1) 6.2, with a yield of 92%. Note: ①In industry, it is mainly prepared by the reduction of acetophenone. ^[1]

^{4. Preparation method:}

In a reaction flask equipped with a stirrer and a reflux condenser (installed with a calcium chloride drying tube), add 12g (0.1mol) of acetophenone (2) and 30mL of isopropanol, and add isopropanol under stirring Aluminum 22g (0.108mol), stir and react for 2h. Pour the reactant into 100 mL of ice water and precipitate the crude product. The crude product is washed with water, dried, and distilled under reduced pressure. The fractions at 95~102℃/2.40kPa are collected to obtain 9g of compound (1). It solidifies after being placed in the refrigerator, mp19~20℃ . ^[2]

Purpose

1. Used in organic synthesis and as raw materials for spices.

2. Mainly used to prepare styraxyl acetate and styraxyl propionate.