42933-13-1

Basic information

• Product Name: 2-methylbutane-1,2,3,4,-tetrol
• Synonyms: 2-methylbutane-1,2,3,4,-tetrol;2-Methyl-1,2,3,4-butanetetrol
• CAS NO: 42933-13-1
• Molecular Formula: C₅H₁₂O₄
• Molecular Weight: 136.14638
• EINECS: 256-006-0
• Mol File: 42933-13-1.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 368.1°Cat760mmHg
• Flash Point: 193.1°C
• Appearance: /
• Density: 1.341g/cm³
• Vapor Pressure: 6.46E-07mmHg at 25°C
• Refractive Index: 1.528
• PKA: 13?+-.0.29(Predicted)
• CAS DataBase Reference: 2-methylbutane-1,2,3,4,-tetrol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methylbutane-1,2,3,4,-tetrol(42933-13-1)
• EPA Substance Registry System: 2-methylbutane-1,2,3,4,-tetrol(42933-13-1)

Safety Data

• Hazardous Substances Data: 42933-13-1(Hazardous Substances Data)

Usage

General Description

2-methylbutane-1,2,3,4-tetrol, also known as ribitol, is a naturally occurring sugar alcohol found in various plants and microorganisms. It is a four-carbon compound with four hydroxyl groups attached to different carbons, making it a tetrol. Ribitol is commonly used in the synthesis of vitamin B2 (riboflavin) and is involved in the metabolism of carbohydrates and energy production in living organisms. It is also used in the production of various pharmaceuticals and as a component in cosmetic and personal care products. Its chemical structure and properties make it a valuable compound in various industrial and biological processes.

InChI:InChI=1/C5H12O4/c1-5(9,3-7)4(8)2-6/h4,6-9H,2-3H2,1H3

Upstream product

• 93921-82-5 2,3-O-isopropylidene-2-C-methyl-L-erythritol 
• 583872-99-5 (6R,7R,15S)-15-[(S)-1-Hydroxy-2-(4-methoxy-benzyloxy)-ethyl]-15-methyl-1,8,13,16-tetraoxa-dispiro[5.0.5.4]hexadecan-14-one 
• 936335-26-1 (2S,3R)-dimethyl 2,3-dihydroxy-2-methylbutanedioate 
• 1375148-78-9 (2R,3R)-ethyl 2,3-dihydroxy-4-(4-methoxybenzyloxy)-3-methylbutanoate 
• 1375148-88-1 (2S,3R)-4-(4-methoxybenzyloxy)-3-methylbutane-1,2,3-triol 
• 1375148-72-3 (Z)-ethyl 4-(4-methoxybenzyloxy)-3-methylbut-2-enoate 
• 93836-32-9 3-C-methyl-L-threo-tetrofuranose 
• 503473-27-6 (2S,3S)-4-(benzyloxy)-2-methylbutane-1,2,3-triol 
• 943329-65-5 (4R)-4-[(benzyloxy)methyl]-2,2-dimethyl-5-methylene-1,3-dioxane 
• 943329-66-6 (3R)-4-(benzyloxy)-2-methylenebutane-1,3-diol 
• 943329-67-7 (3R)-4-(benzyloxy)-1-[(tert-butyldimethylsilyl)oxy]-2-methylenebutan-3-ol 
• 943329-68-8 (1S)-2-(benzyloxy)-1-[(2S)-2-{[(tert-butyldimethylsilyl)oxy]methyl}oxiran-2-yl]ethanol 
• 943329-69-9 (2S,3S)-4-(benzyloxy)-1-[(tert-butyldimethylsilyl)oxy]-2-methylbutane-2,3-diol 
• 943329-64-4 (4S,5S)-4-[(benzyloxy)methyl]-2,2,5-trimethyl-1,3-dioxan-5-ol 

Downstream Products

• 93841-85-1 1,2,3,4-tetra-O-benzoyl-3-C-methylerythritol 
• 93836-33-0 1,2,3,4-tetra-O-benzoyl-3-C-methyl-L-threitol 

Relevant articles and documents

Synthesis of the ABCD fragment of gymnocin-B

A convergent synthesis of the ABCD fragment of gymnocin-B was accomplished. The tetracyclic ether ring system was synthesized by the construction of the BC ring system via the oxiranyl anion alkylation and ring expansion reaction, followed by the formation of the five-membered A-ring via a stereoselective radical cyclization reaction of a neopentyl-type iodide.

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Development of a compound-specific carbon isotope analysis method for 2-methyltetrols, biomarkers for secondary organic aerosols from atmospheric isoprene

The stable carbon isotope compositions of 2-methyltetrols, biomarker compounds for secondary organic aerosols formed from isoprene in the atmosphere, have been determined by gas chromatography/combustion/isotope ratio mass spectrometry (GC/C/IRMS). In this work, isoprene with various δ13C values was used to produce 2-methyltetrols via an oxidation reaction with hydrogen peroxide in sulfuric acid under direct sunlight. The target compounds with different stable carbon isotope compositions were then derivatized by methylboronic acid with a known δ13C value and measured by GC/C/IRMS. With δ13C values of 2-methyltetrols and methylboronic acid predetermined, isotopic fractionation is evaluated for the derivatization process. Through reduplicate δ13C measurements, the carbon isotope analysis achieved excellent reproducibility and high accuracy with an average error of 13C values range from -0.10 to 0.29%, indicating that the derivatization process does not introduce isotopic fractionation. The δ13C values of 2-methyltetrols could be calculated on the basis of the stoichiometric mass balance equation among 2-methyltetrols, methylboronic acid, and methylboronate derivatives. Preliminary tests of 2-methyltetrols in PM2.5 aerosols at two forested sites were conducted and revealed significant differences in their isotope compositions, implying possible application of the method in helping us understand the primary emission, photochemical reaction, or removal processes of isoprene in the atmosphere.

Synthesis of 2-C-methylerythritols and 2-C-methylthreitols via enantiodivergent Sharpless dihydroxylation of trisubstituted olefins

The mevalonate-independent pathway (MIP) is an interesting avenue for antimicrobial lead discovery. Here, we present a unified enantioselective synthesis of all four stereoisomers of 2-C-methyltetrol. These are useful building blocks of many bioactive natural products, including 2-C-methylerythritol phosphate (MEP) of the MIP biosynthetic pathway.