Identification | More | [Name]
2,6-Dichlorobenzyl alcohol | [CAS]
15258-73-8 | [Synonyms]
2,6-dichloro-benzenemethanol 2,6-DICHLOROBENZYL ALCOHOL RARECHEM AL BD 0021 TIMTEC-BB SBB008039 ZERENEX E/4047846 (2,6-Dichlorophenyl)methanol 2,6-dichloro-benzylalcoho Benzenemethanol, 2,6-dichloro- Benzyl alcohol, 2,6-dichloro- | [EINECS(EC#)]
239-300-3 | [Molecular Formula]
C7H6Cl2O | [MDL Number]
MFCD00004609 | [Molecular Weight]
177.03 | [MOL File]
15258-73-8.mol |
Chemical Properties | Back Directory | [Appearance]
WHITE CRYSTALLINE POWDER | [Melting point ]
96-98 °C(lit.) | [Boiling point ]
150°C 25mm | [density ]
1.2970 (rough estimate) | [refractive index ]
1.5570 (estimate) | [Fp ]
150°C/25mm | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
13.57±0.10(Predicted) | [color ]
White to Off-White | [BRN ]
1938356 | [InChIKey]
WKKHCCZLKYKUDN-UHFFFAOYSA-N | [CAS DataBase Reference]
15258-73-8(CAS DataBase Reference) | [NIST Chemistry Reference]
2,6-Dichlorobenzyl alcohol(15258-73-8) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
DO0900000
| [Hazard Note ]
Irritant | [HS Code ]
29062990 |
Hazard Information | Back Directory | [Chemical Properties]
WHITE CRYSTALLINE POWDER | [Uses]
2,6-Dichlorobenzyl Alcohol is a useful reagent in organic synthesis. | [Synthesis Reference(s)]
Tetrahedron Letters, 29, p. 707, 1988 DOI: 10.1016/S0040-4039(00)80190-2 | [Synthesis]
General procedure for the synthesis of 2,6-dichlorobenzyl alcohol from 2,6-dichlorobenzaldehyde: To a solution of 2,6-dichlorobenzaldehyde (340 mg, 1.94 mmol) in anhydrous ethanol (4 mL) was added sodium borohydride (74 mg, 1.94 mmol) in batches. The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, a 1 N hydrochloric acid solution (~5 mL) was slowly added to quench the reaction. Subsequently, the solvent was removed by distillation under reduced pressure. The residue was dissolved in ethyl acetate (10 mL) and washed sequentially with 1 N hydrochloric acid solution (10 mL) and deionized water (10 mL x 2). The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated to give the target product 2,6-dichlorobenzyl alcohol (320 mg, 94% yield). | [References]
[1] ChemMedChem, 2016, vol. 11, # 23, p. 2607 - 2620 [2] Patent: CN103304571, 2018, B. Location in patent: Paragraph 0142; 0143; 0144 [3] RSC Advances, 2015, vol. 5, # 64, p. 52000 - 52006 [4] Catalysis Communications, 2017, vol. 94, p. 23 - 28 [5] Patent: CN109020779, 2018, A. Location in patent: Paragraph 0049; 0050 |
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