17793-95-2

Basic information

• Product Name: CIS-1,2-DIHYDROCATECHOL
• Synonyms: CIS-1,2-DIHYDROCATECHOL;CIS-3,5-CYCLOHEXADIENE-1,2-DIOL;3,5-Cyclohexadiene-1,2-diol;cis-3,5-cyclohexadiene-1,2-diol solution;CIS-3 5-CYCLOHEXADIENE-1 2-DIOL SOLUTIO;CIS-3,5-CYCLOHEXADIENE-1,2-DIOL, 20 WT. % SOLUTION IN ETHYL ACETATE;CIS-1,2-DIHYDROCATECHOL, 20;cis-1,2-Dihydrocatechol, 20% soln. in ethyl acetate
• CAS NO: 17793-95-2
• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112.13
• Mol File: 17793-95-2.mol

Chemical Properties

• Melting Point: 60 °C(Solv: hexane (110-54-3))
• Boiling Point: 226.4°Cat760mmHg
• Flash Point: -3 °C
• Appearance: /
• Density: 0.904 g/mL at 25 °C
• Vapor Pressure: 0.0162mmHg at 25°C
• Refractive Index: n20/D 1.403
• Storage Temp.: −20°C
• PKA: 13.12±0.40(Predicted)
• CAS DataBase Reference: CIS-1,2-DIHYDROCATECHOL(CAS DataBase Reference)
• NIST Chemistry Reference: CIS-1,2-DIHYDROCATECHOL(17793-95-2)
• EPA Substance Registry System: CIS-1,2-DIHYDROCATECHOL(17793-95-2)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36/37/38-67-66-36
• Safety Statements: 16-26-36-33-29-23
• RIDADR: UN 1173 3/PG 2
• F: 8-10
• Hazardous Substances Data: 17793-95-2(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
CIS-1,2-DIHYDROCATECHOL is used as an intermediate in the production of various organic compounds, including pharmaceuticals, dyes, and other organic compounds.
Used in Pharmaceutical Industry:
CIS-1,2-DIHYDROCATECHOL is used as an intermediate in the production of pharmaceuticals, contributing to the development of new drugs and medications.
Used in Dye Industry:
CIS-1,2-DIHYDROCATECHOL is used as an intermediate in the production of dyes, playing a role in the creation of various colorants for textiles, plastics, and other materials.
Used in Polymer Production:
CIS-1,2-DIHYDROCATECHOL is used as a stabilizer in the production of polymers, helping to improve the stability and performance of the resulting polymer materials.
Used in Fragrance and Flavor Synthesis:
CIS-1,2-DIHYDROCATECHOL is used as a precursor for the synthesis of fragrances and flavors, contributing to the creation of various scents and tastes in the food, beverage, and perfume industries.

InChI:InChI=1/C6H8O2/c7-5-3-1-2-4-6(5)8/h1-8H/t5-,6+

Upstream product

• 64287-99-6 trans-1,2-Diacetoxy-4,5-dibromcyclohexan 
• 39078-08-5 rac-(3R,4R,5R,6R)-3,4:5,6-diepoxycyclohex-1-ene 
• 64288-00-2 trans-cyclohexa-3,5-diene-1,2-diyl diacetate 
• 1488-25-1 benzene oxide 
• 36635-14-0 (+/-)-3c,4t,5t,6c-tetrachloro-cyclohexane-1r,2t-diol 
• 41992-55-6 α-3,4,5,6-Tetrachlorocyclohex-1-ene 
• 1165952-91-9 cyclohexa-1,3-diene 
• 108-05-4 vinyl acetate 
• 86504-11-2 cis-3,5-cyclohexadiene-1,2-diol diacetate 
• 71-43-2 benzene 
• 56421-33-1 3t,4c,5c,6t-tetrachloro-cyclohexane-1r,2c-diol 

Downstream Products

• 64330-65-0 cis,cis-2,4-hexadienedial 
• 526-87-4 (+/-)-conduritol C 
• 126814-12-8 (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 
• 126814-12-8 (3aα,4α,7α,7aα,8S*,9R*)-3a,4,7,7a-tetrahydro-8,9-dihydroxy-2-phenyl-4,7-ethano-1H-isoindole-1,3(2H)-dione 
• 913832-68-5 (5R,8S,10R,11S)-5,8-dihydro-10,11-dihydroxy-2-phenyl-5,8-etheno-1H-[1,2,4]triazolo[1,2-a]pyridazine-1,3(2H)-dione 
• 913832-67-4 (5R,8S,10S,11R)-5,8-dihydro-10,11-dihydroxy-2-phenyl-5,8-etheno-1H-[1,2,4]triazolo[1,2-a]pyridazine-1,3(2H)-dione 
• 64288-00-2 trans-cyclohexa-3,5-diene-1,2-diyl diacetate 
• 129662-32-4 trans-1,2-Di-O-(2-methoxyethoxymethyl)cyclohexa-3,5-diene-1,2-diol 
• 70134-77-9 (1R,2R,3S,6S)-7-Oxa-bicyclo[4.1.0]hept-4-ene-2,3-diol 
• 638163-74-3 cis-cyclohexa-3,5-diene-1,2-diyl bis-crotonate 
• 110851-49-5 cis-5,6-dimethoxy-1,3-cyclohexadiene 
• 6090-98-8 (1R,2R,3R,4S)-5-cyclohexene-1,2,3,4-tetrol 
• 526-87-4 (1R,2S,3S,4S)-5-cyclohexene-1,2,3,4-tetrol 
• 4782-75-6 conduritol D 

Relevant articles and documents

Biocatalytic asymmetric dihydroxylation of conjugated mono-and poly-alkenes to yield enantiopure cyclic cis-diols

Dioxygenase-catalysed asymmetric dihydroxylation, of a series of conjugated monoalkenes and polyenes, was found to yield the corresponding monols and 1,2-dihydrodiols. The diol metabolites were obtained from monosubstituted, gem-disubstituted, cis-disubstituted, and trisubstituted alkene substrates, using whole cells of Pseudomonas putida strains containing toluene and naphthalene dioxygenases. Dioxygenase selection and alkene type were established as important factors, in the preference for dioxygenase-catalysed 1,2-dihydroxylation of conjugated alkene or arene groups, and monohydroxylation at benzylic or allylic centres. Competition from allylic hydroxylation of methyl groups was observed only when naphthalene dioxygenase was used as biocatalyst. The structures, enantiomeric excess values and absolute configurations of the bioproducts, were determined by a combination of stereochemical correlation, spectroscopy (NMR and CD) and X-ray diffraction methods. cis-1,2-Diol metabolites from arenes, cyclic alkenes and dienes were generally observed to be enantiopure (> 98% ee), while 1,2-diols from acyclic alkenes had lower enantiomeric excess values (2-symmetrical ketone.

Concerning the reaction of anti-benzene dioxide with various nucleophiles

trans-3,4:5,6-Diepoxycyclohex-1-ene (anti-benzene dioxide) (5) was brought into reaction with several S, O, and C nucleophiles. S and O nucleophiles gave the bis-adducts stemming from independent reaction of the two epoxy functions. C nucleophiles, on the

MICROBIAL OXIDATION IN SYNTHESIS: PREPARATION OF 6-DEOXY CYCLITOL ANALOGUES OF MYO-INOSITOL 1,4,5-TRIPHOSPHATE FROM BENZENE

The novel 6-deoxy, 6-deoxy-6-fluoro and 6-deoxy-6-methyl myo-inositol 1,4,5-triphosphate derivatives (4), (5) and (6) were derived from benzene via microbial oxidation to cis -1,2-dihydroxycyclohexa-3,5-diene (2) and conversion through to the key epoxyace

PHOTOCHEMICAL ROUTES FROM ARENES TO INOSITOL INTERMEDIATES: THE PHOTO-OXIDATION OF SUBSTITUTED cis-CYCLOHEXA-3,5-DIENE-1,2-DIOLS

Endoperoxides such as (6), (15), (16) and (20) are avaliable by microbial oxidation and photo-oxidation of arenes; u.v. photolysis of (6) yields mainly the βc-epoxyketone (9), and further photolysis gives (10) via photoepimerisation.

MICROBIAL OXIDATION IN SYNTHESIS: PREPARATION FROM BENZENE OF THE CELLULAR SECONDARY MESSENGER MYO-INOSITOL-1,4,5-TRISPHOSPHATE(IP3) AND RELATED DERIVATIVES

Following microbial oxidation of benzene with Pseudomonas putida the resulting cis-1,2-dihydroxycyclohexa-3,5-diene may be converted to the cellular secondary messenger myo-inositol-1,4,5-trisphosphate(IP3) and its 6-methyl derivative.