53354-75-9

Basic information

• Product Name: meso-1,2-bis(1-hydroxyethyl)benzene
• Synonyms: meso-1,2-bis(1-hydroxyethyl)benzene
• CAS NO: 53354-75-9
• Molecular Weight: 166.22
• Mol File: 53354-75-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: meso-1,2-bis(1-hydroxyethyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: meso-1,2-bis(1-hydroxyethyl)benzene(53354-75-9)
• EPA Substance Registry System: meso-1,2-bis(1-hydroxyethyl)benzene(53354-75-9)

Safety Data

• Hazardous Substances Data: 53354-75-9(Hazardous Substances Data)

Upstream product

• 917-64-6 methyl magnesium iodide 
• 643-79-8 o-phthalic dicarboxaldehyde 
• 917-54-4 methyllithium 
• 75-16-1 methylmagnesium bromide 
• 679420-02-1 (3R)-3-methyl-1,3-dihydro-2-benzofuran-1-ol 
• 71885-44-4 4,5-dihydro-4,4-dimethyl-2-(2-methylphenyl)-2-oxazoline 
• 215546-07-9 2-{2-[1-(Dimethyl-phenyl-silanyl)-ethyl]-phenyl}-4,4-dimethyl-4,5-dihydro-oxazole 
• 215546-42-2 2-{2-[(Dimethyl-phenyl-silanyl)-methyl]-phenyl}-4,4-dimethyl-4,5-dihydro-oxazole 
• 215546-09-1 1-{2-[1-(Dimethyl-phenyl-silanyl)-ethyl]-phenyl}-ethanone 
• 215546-10-4 2-[1-(Dimethyl-phenyl-silanyl)-ethyl]-benzaldehyde 
• 403656-48-4 C₁₆H₁₇BrO₂ 
• 403656-49-5 (S)-2-[1-(4-methoxybenzyloxy)ethyl]benzaldehyde 
• 6630-33-7 ortho-bromobenzaldehyde 
• 5411-56-3 (1S)-1-(2-bromophenyl)ethanol 

Downstream Products

• 1012309-76-0 syn 3-[3-(4-methoxybenzyloxy)prop-1-enyl]-1,5-dimethyl-benzo[e]-[1,3]dioxepane 
• 909295-58-5 1-[(S)-1-(isobutyryloxy)ethyl]-2-[(S)-1-hydroxyethyl]benzene 

Relevant articles and documents

Optical resolution of C2-symmetric racemic 1,4-diols with o-xylylene structure by chiral resolving agent (S)-ALBO-V

Optical resolution of C2-symmetric racemic 1,4-diols, 1,2-bis(1-hydroxyalkyl)benzene, was examined using (S)-5-allyl-2-oxabicyclo[3.3.0]octene ((S)-ALBO-V) as chiral resolving agent. Diastereomeric acetals obtained from the 1,4-diols with (S)-A

Synthesis of α,β-unsaturated dioxanes, dioxolanes and dioxepanes by trans-acetalisation of dimethylacetals with meso or C 2-symmetrical 1,2-, 1,3- and 1,4-diols

Several o-dibenzylic diols were prepared reacting organometallics with o-phthalaldehyde at room temperature in ether. The identity of the meso and C2-symmetrical (D,L) isomers as well as their ratio were determined by chiral gas chromatography. The meso and C2 (racemic) stereoisomeric diols were easily separated by flash chromatography on silica gel. A set of 18 α,β-unsaturated acetals were then prepared reacting those, as well as commercially available 1,2, 1,3 and 1,4 diols, with the corresponding methylacetals in acidic medium. A trans-acetalisation procedure adapted to the cases of fragile allylic alcohols or unfavorable 1,6 diols-derived dioxonanes based on a Dean-Stark trapping of methanol was also employed.

Enantioselective dialkylation of 1,2-phthalicdicarboxaldehyde

A new two-step, one-pot procedure is reported for the enantioselective synthesis of C2-symmetric diols derived from 1,2-phthalicdicarboxaldehyde. The first step involves the enantioselective addition of a dialkylzinc compound to one of the aldehyde groups, affording a lactol organozinc derivative. In the second step this lactol derivative is converted to the appropriate diol with the aid of a Grignard reagent and subsequent hydrolysis. This methodology also allows the synthesis of unsymmetric diols.