4-Allyl-1,6-heptadien-4-ol

Base Information

• Chemical Name: 4-Allyl-1,6-heptadien-4-ol
• CAS No.: 10202-75-2
• Molecular Formula: C10H16 O
• Molecular Weight: 152.236
• Hs Code.: 2905290000
• DSSTox Substance ID: DTXSID20144536
• Nikkaji Number: J944.337A
• Wikidata: Q83008782
• Mol file: 10202-75-2.mol

Synonyms:10202-75-2;4-Allyl-1,6-heptadien-4-ol;4-Allylhepta-1,6-dien-4-ol;4-Allyl-1,6-heptadiene-4-ol;4-prop-2-enylhepta-1,6-dien-4-ol;Triallylcarbinol;1,6-Heptadien-4-ol, 4-(2-propenyl)-;1,6-Heptadien-4-ol, 4-(2-propen-1-yl)-;SCHEMBL6048123;4-allyl-hepta-1,6-dien-4-ol;DTXSID20144536;SUXQWOWVXDXQSE-UHFFFAOYSA-N;MFCD00039829;AKOS004122328;SB84199;CS-0029771;FT-0636654;A902211

Chemical Property of 4-Allyl-1,6-heptadien-4-ol

Chemical Property:

• Vapor Pressure: 0.0272mmHg at 25°C
• Boiling Point: 218.1°Cat760mmHg
• PKA: 14.77±0.29(Predicted)
• Flash Point: 82.7°C
• PSA: 20.23000
• Density: 0.862g/cm³
• LogP: 2.44580
• Water Solubility.: Soluble in water.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 120

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Allylhepta-1,6-dien-4-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xi
• Statements: 36/37/38-41
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCC(CC=C)(CC=C)O
• Uses: A highly diastereoselective synthesis of homoallylic alcohols bearing up to two adjacent quaternary centers was achieved using these polysubstituted allylic reagents.

Technology Process of 4-Allyl-1,6-heptadien-4-ol

There total 18 articles about 4-Allyl-1,6-heptadien-4-ol 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: 81.0%

allyl bromide (106-95-6) + Diethyl carbonate (105-58-8,76619-83-5) → 4-hydroxy-4-(2-propenyl)-hepta-1,6-diene (10202-75-2)

Guidance literature:

With magnesium; In diethyl ether; Reflux;

DOI:10.1002/ejoc.202000832

Reference yield: 77.0%

ethyl 3-butenoate (1617-18-1) + 3-chloroprop-1-ene (107-05-1) → 4-hydroxy-4-(2-propenyl)-hepta-1,6-diene (10202-75-2)

Guidance literature:

With magnesium; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)86824-0

Reference yield: 77.0%

methyl but-3-enoate (3724-55-8) + 3-chloroprop-1-ene (107-05-1) → 4-hydroxy-4-(2-propenyl)-hepta-1,6-diene (10202-75-2)

Guidance literature:

With magnesium; In tetrahydrofuran; Heating;

DOI:10.1002/hlca.19870700721

upstream raw materials:

allyl iodid

chloroformic acid ethyl ester

methylammonium carbonate

allylmagnesium bromide

Downstream raw materials:

oxalic acid

Dimethoxymethane

3-(2,2-Dimethoxyethyl)-1,1,5,5-tetramethoxy-3-pentanol

Refernces

• 1、 Bubnov,Zykov,Zhun,Ignatenko. "Synthesis of compounds of the triallylmethane series based on reactions of triallylborane and derivatives of carbonic acid". . p. 2598 - 2601. Retrieved 1996.
• 2、 Reeve,W.,Bianchi,R.J.. "-". . p. 1921 - 1923. Retrieved 1969.
• 3、 Bougeard, Peter,McCullough, John J.,Sayer, Brian G.,McGlinchey, Michael J.. "". . p. 133 - 138. Retrieved 1984.
• 4、 Mori, Yasuyuki,Shigeno, Chieko,Luo, Ying,Chan, Bun,Onodera, Gen,Kimura, Masanari. "Ni-Catalyzed Formal Carbonyl-Ene Reaction of Terminal Alkenes via Carbon Dioxide Insertion". supporting information. p. 742 - 746. Retrieved 2018/03/26.