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| p-Anisic acid Basic information |
| p-Anisic acid Chemical Properties |
| Melting point | 182-185 °C(lit.) | | Boiling point | 275 °C | | density | 1.385 | | vapor pressure | 0.001Pa at 25℃ | | FEMA | 3945 | 4-METHOXYBENZOIC ACID | | refractive index | 1.571-1.576 | | Fp | 185 °C | | storage temp. | Store below +30°C. | | solubility | H2O: soluble2500 parts | | form | Powder | | pka | 4.50(at 25℃) | | color | White to slightly gray-beige | | PH | 3-4 (0.3g/l, H2O, 20℃) | | Water Solubility | Soluble in water at 20°C 0.3g/L. Soluble in alcohol, ethyl acetate and ether. | | Merck | 14,666 | | JECFA Number | 883 | | BRN | 508910 | | Stability: | Stable. Incompatible with strong oxidizing agents. | | InChIKey | ZEYHEAKUIGZSGI-UHFFFAOYSA-N | | LogP | 1.96 | | CAS DataBase Reference | 100-09-4(CAS DataBase Reference) | | NIST Chemistry Reference | Benzoic acid, 4-methoxy-(100-09-4) | | EPA Substance Registry System | Benzoic acid, 4-methoxy- (100-09-4) |
| Hazard Codes | Xi,Xn | | Risk Statements | 36/37/38-22 | | Safety Statements | 26-36-24/25 | | WGK Germany | 1 | | RTECS | BZ4395000 | | Autoignition Temperature | 185 °C | | Hazard Note | Irritant | | TSCA | Yes | | HS Code | 29189090 | | Toxicity | LD50 orally in Rabbit: > 5000 mg/kg |
| p-Anisic acid Usage And Synthesis |
| Description | 4-methoxybenzoic acid, also known as p-Anisic acid or draconic acid, is an organic acid with a sweet flavor. It is one of the isomers(m-anisic acid, and o-anisic acid) of anisic acid. The term "anisic acid" often refers to this form specifically. P-anisic acid is produced through the oxidation of p-cresyl-methyl ether. | | Chemical Properties | A colorless needle crystal at room temperature, soluble in ethanol, ether, chloroform, slightly soluble in hot water, insoluble in cold water. It is used as intermediate of aniracetam, and also used as fragrance and preservative. | | Uses | 4-Methoxybenzoic acid (p-Anisic acid) is used in oxidation and reduction of cytochrome c in solution through different self-assembled monolayers on gold electrodes using cyclic voltammetry. p-Anisic acid has antiseptic properties. It is also used as an intermediate in the preparation of more complex organic compounds. | | Preparation | 4-Methoxybenzoic acid, also known as p-Anisic acid, is obtained by changing the mole ratio of cobalt and manganese and then using p-methoxy toluene with oxygen or oxygen containing gas in the presence of acetic acid.The experimental procedure is as follows:- Using n-hexyl bromide, tri (n-hexyl) amine, para-methoxy toluene with cobalt chloride hexahydrate in about 9h;
- By a catalytic oxidation process using p-methoxy toluene and propionic
acid over a catalyst comprising of CoBr2.6H2O and MnBr2.4H2O with a
reaction time of 20h;
- Through changing the mole ratio of cobalt and manganese, using p-methoxy toluene with oxygen or oxygen
containing gas in the presence of acetic acid to obtain the product.
| | Definition | ChEBI: 4-methoxybenzoic acid is a methoxybenzoic acid substituted with a methoxy group at position C-4. It has a role as a plant metabolite. It is functionally related to a benzoic acid. It is a conjugate acid of a 4-methoxybenzoate. | | Synthesis Reference(s) | Journal of Heterocyclic Chemistry, 25, p. 973, 1988 DOI: 10.1002/jhet.5570250351Tetrahedron Letters, 34, p. 4603, 1993 DOI: 10.1016/S0040-4039(00)60635-4 | | General Description | 4-Methoxybenzoic acid is the sole source of carbon and energy for growth in the cultures of Nocardia sp. DSM 1069. It is effective in clearing congestion in the lungs and the respiratory tracts in conditions like asthma or bronchitis. | | Safety Profile | Poison by subcutaneous route.When heated to decomposition it emits acrid smoke andirritating vapors. | | Purification Methods | Crystallise p-anisic acid from EtOH, water, EtOH/water or toluene. The S-benzylisothiuronium salt has m 189o (from EtOH). [Beilstein 10 II 91, 10 III 280, 10 IV 346.] | | References | [1] Michael Ash (2004) Handbook of Preservatives[2] Asim Kumar Mukhopadhyay (2004) Industrial Chemical Cresols and Downstream Derivatives[3] https://en.wikipedia.org/wiki/P-Anisic_acid |
| p-Anisic acid Preparation Products And Raw materials |
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