CIS-1,2-DIHYDROCATECHOL

Base Information

• Chemical Name: CIS-1,2-DIHYDROCATECHOL
• CAS No.: 17793-95-2
• Deprecated CAS: 194159-55-2
• Molecular Formula: C6H8 O2
• Molecular Weight: 112.128
• Hs Code.: 2906199090
• DSSTox Substance ID: DTXSID70880013
• Nikkaji Number: J208.448A
• Wikidata: Q27098579
• Metabolomics Workbench ID: 50413
• Mol file: 17793-95-2.mol

Synonyms:3,5-Cyclohexadiene-1,2-diol,cis- (8CI); 5,6-cis-Dihydroxycyclohexa-1,3-diene; cis-1,2-Dihydrocatechol;cis-1,2-Dihydroxycyclohexa-3,5-diene; cis-3,5-Cyclohexadiene-1,2-diol

Chemical Property of CIS-1,2-DIHYDROCATECHOL

Chemical Property:

• Vapor Pressure: 0.0162mmHg at 25°C
• Melting Point: 60 °C(Solv: hexane (110-54-3))
• Refractive Index: n20/D 1.403
• Boiling Point: 226.4°Cat760mmHg
• PKA: 13.12±0.40(Predicted)
• Flash Point: 109.5°C
• PSA: 40.46000
• Density: 1.288g/cm³
• LogP: -0.16580
• Storage Temp.: −20°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 111

Purity/Quality:

99% ^*data from raw suppliers

CIS-1,2-DIHYDROCATECHOL 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,Xi
• Statements: 11-36/37/38-67-66-36
• Safety Statements: 16-26-36-33-29-23

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(C(C=C1)O)O
• Isomeric SMILES: C1=C[C@H]([C@H](C=C1)O)O

Technology Process of CIS-1,2-DIHYDROCATECHOL

There total 12 articles about CIS-1,2-DIHYDROCATECHOL 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: 74.0%

vinyl acetate (108-05-4,9003-20-7) + cis-3,5-cyclohexadiene-1,2-diol diacetate (86504-11-2) → cis-1,2-dihydrocatechol (17793-95-2) + (-)-(1R,2S)-1-acetoxy-2-hydroxycyclohexa-3,5-diene (171335-61-8) + (+)-(1S,2R)-1-acetoxy-2-hydroxycyclohexa-3,5-diene

Guidance literature:

With lipase from Pseudomonas Cepacia; butan-1-ol; In various solvent(s); at 40 ℃; for 24h; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo960251j

Reference yield: 35.0%

rac-(3R,4R,5R,6R)-3,4:5,6-diepoxycyclohex-1-ene (39078-08-5,51153-58-3,80582-74-7,80582-75-8,120575-12-4,174690-27-8) → (1RS,2RS)-cyclohexa-3,5-diene-1,2-diol (17793-95-2,18905-30-1,26931-79-3,75453-80-4,103302-38-1,103364-68-7) + (1RS,4SR,5RS,6SR)-4-methyl-5,6-epoxycyclohex-2-en-1-ol + (1RS,4RS,5RS,6SR)-4-methyl-5,6-epoxycyclohex-2-en-1-ol

Guidance literature:

In tetrahydrofuran; diethyl ether; at -78 ℃; for 3h; Yields of byproduct given;

DOI:10.1016/S0040-4020(01)90392-8

Reference yield: 19.0%

rac-(3R,4R,5R,6R)-3,4:5,6-diepoxycyclohex-1-ene (39078-08-5,51153-58-3,80582-74-7,80582-75-8,120575-12-4,174690-27-8) → (1RS,2RS)-cyclohexa-3,5-diene-1,2-diol (17793-95-2,18905-30-1,26931-79-3,75453-80-4,103302-38-1,103364-68-7) + (1RS,2RS,3SR,6SR)-3,6-dimethylcyclohex-4-ene-1,2-diol + (1RS,4SR,5RS,6SR)-4-methyl-5,6-epoxycyclohex-2-en-1-ol + (1RS,4RS,5RS,6SR)-4-methyl-5,6-epoxycyclohex-2-en-1-ol

Guidance literature:

In tetrahydrofuran; diethyl ether; at -30 - -24 ℃; for 3h; Yields of byproduct given;

DOI:10.1016/S0040-4020(01)90392-8

upstream raw materials:

3t,4c,5c,6t-tetrachloro-cyclohexane-1r,2c-diol

benzene

vinyl acetate

cis-3,5-cyclohexadiene-1,2-diol diacetate

Downstream raw materials:

cis,cis-2,4-hexadienedial

(+/-)-conduritol C

cis-3,5-cyclohexadiene-1,2-diol diacetate

(3aα,4α,7α,7aα,8R*,9S*)-3a,4,7,7a-tetrahydro-8,9-dihydroxy-2-phenyl-4,7-ethano-1H-isoindole-1,3(2H)-dione