13651-14-4

Basic information

• Product Name: 2,3-Dimethylbenzyl alcohol
• Synonyms: Hemellitenol;(2,3-DIMETHYLPHENYL)METHANOL;2,3-DIMETHYLBENZYL ALCOHOL;RARECHEM AL BD 0481
• CAS NO: 13651-14-4
• Molecular Formula: C₉H₁₂O
• Molecular Weight: 136.19
• Product Categories: Phenyls & Phenyl-Het;Phenyls & Phenyl-Het;Hydroxymethyl's
• Mol File: 13651-14-4.mol
• Article Data: 14

Chemical Properties

• Melting Point: 63.0 to 67.0 °C
• Boiling Point: 131°C/13mmHg(lit.)
• Flash Point: 101.7 °C
• Appearance: /
• Density: 1.002g/cm³
• Vapor Pressure: 0.0479mmHg at 25°C
• Refractive Index: 1.536
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 2,3-Dimethylbenzyl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dimethylbenzyl alcohol(13651-14-4)
• EPA Substance Registry System: 2,3-Dimethylbenzyl alcohol(13651-14-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 24/25
• Hazardous Substances Data: 13651-14-4(Hazardous Substances Data)

Usage

General Description

2,3-Dimethylbenzyl alcohol is a colorless liquid with a mild, floral odor that is commonly used as a fragrance ingredient in perfumes and personal care products. It is also known by the chemical names of 2,3-Xylenol, 2,3-Dimethylbenzene-1-methanol, and 2,3-Dimethylphenylcarbinol. The chemical is produced through the reaction of 2,3-xylene with sodium hydroxide and subsequent acidification. It is known to be a skin irritant and can cause eye irritation and could be harmful if ingested, inhaled or comes in contact with the skin for an extended period. Therefore, appropriate safety measures should be taken while handling this chemical.

InChI:InChI=1/C9H12O/c1-7-4-3-5-9(6-10)8(7)2/h3-5,10H,6H2,1-2H3

Upstream product

• 50-00-0 formaldehyd 
• 60-29-7 diethyl ether 
• 13651-57-5 acetic acid-(2,3-dimethyl-benzyl ester) 
• 51586-20-0 2,3-dimethylbenzylamine 
• 603-79-2 2,3-dimethylbenzoic acid 
• 526-73-8 1,2,3-trimethylbenzene 
• 15012-36-9 methyl 2,3-dimethylbenzoate 
• 576-23-8 2,3-dimethylbromobenzene 
• 87-59-2 2,3-Dimethylaniline 
• 5724-56-1 2,3-dimethylbenzonitrile 
• 62896-80-4 4-methylphthalan 
• 5779-93-1 2,3-dimethylbenzaldehyde 

Downstream Products

• 526-73-8 1,2,3-trimethylbenzene 
• 13651-55-3 2,3-dimethylbenzyl chloride 
• 81093-21-2 1-(bromomethyl)-2,3-dimethylbenzene 
• 603-79-2 2,3-dimethylbenzoic acid 
• 63548-89-0 2,3-Dimethylbenzylnitrat 
• 5779-93-1 2,3-dimethylbenzaldehyde 
• 37678-61-8 4,5-Dimethyl-indan-1-on 
• 1963-30-0 3-(2,3-Dimethylphenyl)-propensaeure 
• 25173-73-3 3-(2,3-Dimethylphenyl)-propansaeure 
• 76574-43-1 2,3-dimethylphenylacetonitrile 
• 76574-63-5 6-(2,3-Dimethyl-phenyl)-pyrido[2,3-d]pyrimidin-7-ylamine 
• 76574-86-2 6-(2,3-Dimethyl-phenyl)-2-methyl-pyrido[2,3-d]pyrimidin-7-ylamine 
• 56881-47-1 pallescensin E 
• 78012-22-3 C₂₂H₂₂N₂O₃S 

Relevant articles and documents

Identification of 2,2,7,8-Tetramethyl-1,2,3,4-tetrahydronaphthalene in Petroleum

2,2,7,8-Tetramethyl-1,2,3,4-tetrahydronaphthalene, a proposed key intermediate in the degradation and aromatisation of triterpenoids of the oleanane skeletal-type, has been synthesized and identified in Cretaceous sediments and crude oils.

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Structure and Selectivity in Anodic and Metal Ion Oxidations of Polyalkylbenzenes

Positional selectivity and the partition deuterium isotope effect (kH/kD) have been determined in the chemical and electrochemical side-chain oxidation of alkyl aromatics by using 5-R-hemimellitenes (R = H, t-Bu) and 1,3-dimethyl-2-(trideuteriomethyl)-5-tert-butylbenzene as the substrates.Considering also the already available data for isodurene, it has been found that the positional selectivity is strongly influenced by the substrate structure in the anodic and CAN-promoted oxidations, both reactions exhibiting a very similar pattern.In contrast, Co(OAc)3, selectivities do not correlate with those of the anodic oxidation but with the selectivities of the side-chain bromination promoted by NBS.These results have been interpreted by suggesting that, as in the anodic oxidations, CAN-induced reactions involve first the formation of a radical cation intermediate which then loses a proton to give a benzylic free radical in the selectivity-determining step.The data for Co(III) would instead suggest a mechanism involving a hydrogen atom transfer, but this conclusion cannot yet be considered definitive.No simple correlation exists between selectivity data and the kH/kD values.

Total syntheses of multicaulins via oxidative photocyclization of stilbenes

The Wittig reaction of 3-isopropyl-4-methoxybenzaldehyde and 2,3-dimethylbenzylphosphonium bromide afforded the corresponding stilbene mixture 16. Oxidative photocyclization of stilbene 16 with iodine facilitated the first total synthesis of 7-isopropyl-6

[4+2] Cycloaddition of o-xylylenes with imines using palladium catalyst

(Chemical Equation Presented) The cycloaddition of o-(silylmethyl)benzylic carbonates with imines proceeded in the presence of the Pd(η3- C3H5)Cp-DPPPent catalyst, affording the tetrahydroisoquinolines in good to high yiel