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| | 4-Chlorobenzyl alcohol Chemical Properties |
| Melting point | 68-71 °C(lit.) | | Boiling point | 234 °C(lit.) | | density | 1.1104 (rough estimate) | | refractive index | 1.5390 (estimate) | | Fp | 70 °C | | storage temp. | Sealed in dry,Room Temperature | | solubility | 2.5g/l | | form | Crystalline Needles or Powder | | pka | 14.16±0.10(Predicted) | | color | Almost white to beige | | Water Solubility | Soluble in water (2.5 mg/ml at 20°C), and methanol. | | BRN | 636502 | | Stability: | Stable. Incompatible with acid chlorides, acid anhydrides, acids, oxidizing agents. Combustible. | | CAS DataBase Reference | 873-76-7(CAS DataBase Reference) | | NIST Chemistry Reference | 4-Chlorobenzyl alcohol(873-76-7) | | EPA Substance Registry System | 4-Chlorobenzenemethanol (873-76-7) |
| Safety Statements | 22-24/25 | | WGK Germany | 3 | | RTECS | DN9242000 | | HS Code | 29062900 |
| | 4-Chlorobenzyl alcohol Usage And Synthesis |
| Description | It is usually used as the intermediate in organic synthesis and pharmaceutical industry. Specifically, this chemical can react with o-xylene in the presence of HAuCl4 or AuCl3 at 80 ℃ to generate the corresponding benzylated product.1 Moreover, the acetylation of 4-chlorobenzyl alcohol in presence of catalytic amounts of Ce(OTf)4 has been performed in acetic acid to produce the desired esters in the excellent yields.2 In addition, this chemical may function as the raw material to produce its corresponding carboxylic acids and ketones in good yields through the oxidation reaction by using hydrogen peroxide and cobalt(Ⅱ) complex.3 Besides, the formylation and acetylation of 4-chlorobenzyl alcohol may be carried out in the presence of Silphos [PCl3?n(SiO2)n] in ethyl formate and ethyl acetate.4
| | Referrence |
- Mertins, K.; Lovel, I.; Kischel, J.; Zapf, A.; Beller, M., Gold-catallyzed benzylation of arenes and heteroarenes. Adv. Synth. Catal. 2006, 348, 691-695.
- Iranpoor, N.; Shekarriz, M., Catalytic Esterification of Alcohols, Carboxylic Acids and Transesterification Reactions with Cerium(IV) Triflate. Bull. Chem. Soc. Jpn. 1999, 72, 455-458.
- Das, S.; Punniyamurthy, T., Cobalt(II)-catalyzed oxidation of alcohols into carboxylic acids and ketones with hydrogen peroxide. Tetrahedron Lett. 2003, 44, 6033-6035.
- Iranpoor, N.; Firouzabadi, H.; Jamalian, A., Silphos PCl3-n(SiO2)(n) : a heterogeneous phosphine reagent for formylation and acetylation of alcohols and amines with ethyl formate and acetate. Tetrahedron Lett. 2005, 46, 7963-7966.
| | Chemical Properties | white crystalline powder | | Uses | Reagent for carboxyl group protection. | | Uses | 4-Chlorobenzyl alcohol acts as a reagent for the protection of carboxyl groups as their 4-chlorobenzyl esters, more stable to acid than the corresponding benzyl esters. It is used as solvent in paint stripper and waterborne coatings. It acts as curing agent. It is also used in pharmaceuticals, cosmetics, preservatives, and flavoring & fragrance agents. | | Synthesis Reference(s) | Journal of the American Chemical Society, 82, p. 681, 1960 DOI: 10.1021/ja01488a045 |
| | 4-Chlorobenzyl alcohol Preparation Products And Raw materials |
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