112639-11-9

Basic information

• Product Name: 2-IODO-5-METHYLBENZENE-1,3-DIOL
• Synonyms: 2-IODO-5-METHYLBENZENE-1,3-DIOL
• CAS NO: 112639-11-9
• Molecular Formula: C₇H₇IO₂
• Molecular Weight: 250.03
• Mol File: 112639-11-9.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 219.2±35.0 °C(Predicted)
• Appearance: /
• Density: 2.006±0.06 g/cm3(Predicted)
• PKA: 8.11±0.15(Predicted)
• CAS DataBase Reference: 2-IODO-5-METHYLBENZENE-1,3-DIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-IODO-5-METHYLBENZENE-1,3-DIOL(112639-11-9)
• EPA Substance Registry System: 2-IODO-5-METHYLBENZENE-1,3-DIOL(112639-11-9)

Safety Data

• Hazardous Substances Data: 112639-11-9(Hazardous Substances Data)

Upstream product

• 504-15-4 orcinol 

Downstream Products

• 1240403-17-1 (2R,2′R)-2,2′-((2-iodo-1,3-phenylene)bis(oxy))bis(N-mesitylpropanamide) 

Relevant articles and documents

First Total Synthesis of Dermocanarin 2

The first total synthesis of dermocanarin 2 is described. The synthesis features the construction of the anthraquinone and naphthoquinone frameworks through annulation reactions onto an axially chiral biphenyl intermediate, obtained by an enzyme-catalyzed enantioselective desymmetrization of a σ-symmetric precursor, followed by a stereoselective aldol reaction to construct the stereogenic center in the side chain.

N -annulated perylene-based push-pull-type sensitizers

Alkoxy-wrapped N-annulated perylene (NP) was synthesized and used as a rigid and coplanar ??-linker for three push-pull type metal-free sensitizers QB1-QB3. Their optical and electrochemical properties were tuned by varying the structure of acceptor. Thes

Enantioselective Synthesis of 3-Fluorochromanes via Iodine(I)/Iodine(III) Catalysis

The chromane nucleus is common to a plenum of bioactive small molecules where it is frequently oxidized at position 3. Motivated by the importance of this position in conferring efficacy, and the prominence of bioisosterism in drug discovery, an iodine(I)/iodine(III) catalysis strategy to access enantioenriched 3-fluorochromanes is disclosed (up to 7:93 e.r.). In situ generation of ArIF2 enables the direct fluorocyclization of allyl phenyl ethers to generate novel scaffolds that manifest the stereoelectronic gauche effect. Mechanistic interrogation using deuterated probes confirms a stereospecific process consistent with a type IIinv pathway.

Hypervalent Iodine(III)-Catalysed Enantioselective α-Acetoxylation of Ketones

An enantioselective catalytic synthesis of α-acetoxylated ketones through I(I)/I(III) catalysis using a resorcinol/lactamide-based chiral iodoarene is reported. Catalyst turnover by in situ generation of the active iodine(III) derivative is achieved by oxidation with mCPBA in the presence of acetic acid. The prior transformation of ketones to easily accessible acetyl enol ethers is beneficial and yields up to 97 percent with enantioselectivities up to 88 percent ee are obtained using only low catalyst loadings of only 5 mol percent under mild reaction conditions.