4-Hexen-1-ol, 5-methyl-2-(1-methylethenyl)-

Base Information

• Chemical Name: 4-Hexen-1-ol, 5-methyl-2-(1-methylethenyl)-
• CAS No.: 58461-27-1
• Deprecated CAS: 1845-51-8
• Molecular Formula: C10H18 O
• Molecular Weight: 154.252
• European Community (EC) Number: 261-264-2
• UNII: 1YPC7F65XU
• DSSTox Substance ID: DTXSID70866690
• Nikkaji Number: J296.944K
• Wikipedia: Lavandulol
• Wikidata: Q616128
• Mol file: 58461-27-1.mol

Synonyms:2-isopropenyl-5-methyl-4-hexen-1-ol;4-hexen-1-ol, 5-methyl-2-(1-methylethenyl)-;5-methyl-2-(1-methylethenyl)-4-hexen-1-ol;lavandulol

Chemical Property of 4-Hexen-1-ol, 5-methyl-2-(1-methylethenyl)-

Chemical Property:

• Vapor Pressure: 0.0127mmHg at 25°C
• Refractive Index: n20/D 1.470
• Boiling Point: 230.2°Cat760mmHg
• PKA: 14.81±0.10(Predicted)
• Flash Point: 88.3°C
• PSA: 20.23000
• Density: 0.857g/cm³
• LogP: 2.52730
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 152

Purity/Quality:

99%, ^*data from raw suppliers

rac-Lavandulol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC(CO)C(=C)C)C
• Uses: A fragrance of lavender oil. The fragrance of the nature-identical (R)-enantiomer ('weak floral, herbal odor with slightly lemon-like, fresh citrus fruity nuance') was superior to those of both the unnatural (S)-enantiomer ('very weak odor') and the racemate ('weak floral, herbal odor'). A fragrance of lavender oil. The fragrance of the nature-identical (R)-enantiomer (''weak floral, herbal odor with slightly lemon-like, fresh citrus fruity nuance'') was superior to those of both the unnatural (S)-enantiomer (''very weak odor'') and the racemate (''weak floral, herbal odor'').

Technology Process of 4-Hexen-1-ol, 5-methyl-2-(1-methylethenyl)-

There total 71 articles about 4-Hexen-1-ol, 5-methyl-2-(1-methylethenyl)- 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: 97.0%

lavandulyl acetate (25905-14-0,50373-59-6) → (+/-)-lavandulol (58461-27-1,21090-68-6)

Guidance literature:

With potassium hydroxide; In ethanol; for 3h; Ambient temperature;

Reference yield: 95.0%

(±)-ethyl 5-methyl-2-(prop-1-en-2-yl)hex-4-enoate (1845-54-1) → (+/-)-lavandulol (58461-27-1,21090-68-6)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 1.33333h; Inert atmosphere;

DOI:10.1021/jo500027k

Reference yield: 93.0%

N,5-dimethyl-N-phenyl-2-isopropenyl-4-hexenamide (67986-78-1) → (+/-)-lavandulol (58461-27-1,21090-68-6)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; for 18h; Ambient temperature;

DOI:10.1021/jo00323a012

upstream raw materials:

formaldehyd

6-Methyl-hept-5-en-2-on

N,5-dimethyl-N-phenyl-2-isopropenyl-4-hexenamide

chrysanthemol

Downstream raw materials:

lavandulyl senecioate

(R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-ol

(-)-(R)-lavanduyl acetate

(2S)-5-methyl-2-(prop-1-en-2-yl)hex-4-enyl acetate

Refernces

• 1、 Jadhav, Dipesh D.,Patil, Harshal S.,Chaya, Patil S.,Thulasiram, Hirekodathakallu V.. "Fungal mediated kinetic resolution of racemic acetates to (R)-alcohols using Fusarium proliferatum". . p. 4563 - 4567. Retrieved 2016/09/23.
• 2、 Yang, Ting,Gao, Liping,Hu, Hao,Stoopen, Geert,Wang, Caiyun,Jongsma, Maarten A.. "Chrysanthemyl diphosphate synthase operates in planta as a bifunctional enzyme with chrysanthemol synthase activity". . p. 36325 - 36335. Retrieved 2015/02/19.