trans-Cyclohex-2-ene-1,4-diol

Base Information

• Chemical Name: trans-Cyclohex-2-ene-1,4-diol
• CAS No.: 41513-32-0
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 2906199090
• DSSTox Substance ID: DTXSID70961795
• Nikkaji Number: J1.483.357I
• Wikidata: Q82943290
• Mol file: 41513-32-0.mol

Synonyms:trans-Cyclohex-2-ene-1,4-diol;41513-32-0;(1R,4R)-cyclohex-2-ene-1,4-diol;2-Cyclohexene-1,4-diol #;SCHEMBL2458386;2-Cyclohexene-1beta,4alpha-diol;DTXSID70961795;FDODVZVWGKVMBO-WDSKDSINSA-N;.+/-.-trans-2-Cyclohexene-1,4-diol;InChI=1/C6H10O2/c7-5-1-2-6(8)4-3-5/h1-2,5-8H,3-4H2/t5-,6-/m0/s

Chemical Property of trans-Cyclohex-2-ene-1,4-diol

Chemical Property:

• Vapor Pressure: 0.00565mmHg at 25°C
• Melting Point: 84-87oC
• Refractive Index: 1.4495 (estimate)
• Boiling Point: 242.8°Cat760mmHg
• PKA: 14.14±0.40(Predicted)
• Flash Point: 119.3°C
• PSA: 40.46000
• Density: 1.217g/cm³
• LogP: 0.05820
• Storage Temp.: 0-6°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 86.7

Purity/Quality:

99%min ^*data from raw suppliers

trans-Cyclohex-2-ene-1,4-diol 95+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C=CC1O)O
• Isomeric SMILES: C1C[C@H](C=C[C@@H]1O)O

Technology Process of trans-Cyclohex-2-ene-1,4-diol

There total 14 articles about trans-Cyclohex-2-ene-1,4-diol 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%

trans-(±)-4-(acetoxy)cyclohex-2-en-1-yl acetate (78776-44-0,20117-77-5,78776-45-1,135615-69-9) → trans-2-cyclohexene-1,4-diol (41513-32-0)

Guidance literature:

With sodium hydroxide; In methanol; for 0.25h;

DOI:10.1021/jo00198a010

Reference yield: 90.0%

(1SR,4SR)-4-tert-butyldimethylsilyloxy-2-cyclohexenol → trans-2-cyclohexene-1,4-diol (41513-32-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 14h;

DOI:10.1021/jo800107h

Reference yield: 21.0%

(1R,2R,4R,7R)-3,8-Dioxa-tricyclo[5.1.0.02,4]octane → trans-2-cyclohexene-1,4-diol (41513-32-0)

Guidance literature:

With bis(cyclopentadienyl)titanium dichloride; zinc; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.200802621

upstream raw materials:

cyclohexa-1,3-diene

trans-(±)-4-(acetoxy)cyclohex-2-en-1-yl acetate

3,4-epoxycyclohexene

1,3-cyclohexadiene monoepoxide

Downstream raw materials:

DL-trans-1,4-Di-O-benzylcyclohex-2-enediol

trans-(±)-4-(acetoxy)cyclohex-2-en-1-yl acetate

Refernces

• 1、 Bell, Stephen G.,Spence, Justin T. J.,Liu, Shenglan,George, Jonathan H.,Wong, Luet-Lok. "Selective aliphatic carbon-hydrogen bond activation of protected alcohol substrates by cytochrome P450 enzymes". . p. 2479 - 2488. Retrieved 2014/04/03.
• 2、 Bartlett, Mark J.,Turner, Claire A.,Harvey, Joanne E.. "Pd-catalyzed allylic alkylation cascade with dihydropyrans: Regioselective synthesis of furo[3,2- c ]pyrans". supporting information. p. 2430 - 2433. Retrieved 2013/07/05.