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100-09-4

Basic Information
CAS No.: 100-09-4
Name: Benzoic acid,4-methoxy-
Article Data: 1469
Cas Database
Molecular Structure:
Molecular Structure of 100-09-4 (Benzoic acid,4-methoxy-)
Formula: C8H8O3
Molecular Weight: 152.15
Synonyms: p-Anisicacid (6CI,7CI,8CI);4-Anisic acid;4-Methoxybenzoic acid;Draconicacid;NSC 32742;NSC 7926;p-Methoxybenzoic acid;
EINECS: 202-818-5
Density: 1.208 g/cm3
Melting Point: 181-186 °C
Boiling Point: 278.305 °C at 760 mmHg
Flash Point: 115.46 °C
Solubility: Soluble in alcohol, ether, chloroform, slightly soluble in water, insoluble in cold water
Appearance: White powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 24/25
Transport Information: 25kgs
PSA: 46.53000
LogP: 1.39340
Synthetic route
104-93-8

4-Methylanisole

100-09-4

4-methoxybenzoic acid

Conditions
ConditionsYield
With carbon tetrabromide; oxygen; triphenylphosphine In ethyl acetate for 10h; fluorescent irradiation;100%
With oxygen; cobalt(II) acetate; manganese(II) acetate; 1N,3N,5N-trihydroxy-1,3,5-triazin-2,4,6[1H,3H,5H]-trione In acetic acid at 80℃; for 6h;99%
With Iron(III) nitrate nonahydrate; dihydrogen peroxide; oxygen; manganese(II) acetate; acetic acid at 25℃; under 30003 Torr; for 0.0266111h;95%
123-11-5

4-methoxy-benzaldehyde

100-09-4

4-methoxybenzoic acid

Conditions
ConditionsYield
With hydrogen bromide; oxygen In acetonitrile at 20℃; for 5h; UV-irradiation;100%
With [Cu2C6H4(CHNCH2CH2N(CH2C5H4N)2)2](2+)*2ClO4(1-)=C36H38Cu2N8(ClO4)2; oxygen In acetone at -90.16℃;100%
With cobalt(II) 2,9,16,23-phthalocyanine tetrasulfonic acid In water; acetonitrile at 20℃; under 760.051 Torr; for 150h; Reagent/catalyst; Solvent; UV-irradiation;100%
105-13-5

4-Methoxybenzyl alcohol

100-09-4

4-methoxybenzoic acid

Conditions
ConditionsYield
With Au NCs/TiO2; oxygen; sodium hydroxide In water at 80℃; under 7500.75 Torr; for 6h; Autoclave; Green chemistry;100%
With palladium 10% on activated carbon; water; sodium hydroxide at 80℃; under 600.06 Torr; for 6h;100%
With gold oxide; oxygen; copper(II) oxide; sodium hydroxide; silver(l) oxide In water at 40℃; under 750.075 Torr; for 16h;100%
67-56-1

methanol

145224-20-0

4-Methoxy-benzoic acid 4-cyano-naphthalen-1-ylmethyl ester

A

36062-93-8

1-cyano-4-methylnaphthalene

B

112929-94-9

1-cyano-4-(methoxymethyl)naphthalene

C

100-09-4

4-methoxybenzoic acid

D

C24H16N2

Conditions
ConditionsYield
Irradiation;A 5 % Chromat.
B 66 % Chromat.
C 100%
D 22 % Chromat.
6941-68-0

allyl 4-methoxybenzoate

100-09-4

4-methoxybenzoic acid

Conditions
ConditionsYield
With formic acid; triethylamine In acetonitrile at 80℃; for 1h; Inert atmosphere;100%
With sodium hydrogen telluride; acetic acid In ethanol for 2h; Heating;95%
With toluene-4-sulfonic acid for 0.0666667h; microwave irradiation;82%
With iodine; dimethyl sulfoxide for 0.5h; Heating;75%
145224-20-0

4-Methoxy-benzoic acid 4-cyano-naphthalen-1-ylmethyl ester

A

36062-93-8

1-cyano-4-methylnaphthalene

B

112929-94-9

1-cyano-4-(methoxymethyl)naphthalene

C

100-09-4

4-methoxybenzoic acid

D

C24H16N2

Conditions
ConditionsYield
In methanol Irradiation;A 5 % Chromat.
B 66 % Chromat.
C 100%
D 22 % Chromat.
In methanol Irradiation;A 39 % Chromat.
B 60 % Chromat.
C 61%
D 2 % Chromat.
52509-81-6

potassium 4-methoxybenzoate

100-09-4

4-methoxybenzoic acid

Conditions
ConditionsYield
Hydrolysis;100%
121-98-2

methyl 4-methoxybenzoate

100-09-4

4-methoxybenzoic acid

Conditions
ConditionsYield
With lithium chloride In N,N-dimethyl-formamide for 0.166667h; Microwave irradiation; chemoselective reaction;99%
Stage #1: methyl 4-methoxybenzoate With sodium hydroxide In methanol at 60 - 65℃; for 3h;
Stage #2: With hydrogenchloride In methanol; water
99.67%
With pyridine; iodine; aluminium In acetonitrile at 80℃; for 18h; Solvent; Reagent/catalyst; Temperature;98%
100-06-1

1-(4-methoxyphenyl)ethanone

100-09-4

4-methoxybenzoic acid

Conditions
ConditionsYield
With copper(II) nitrate trihydrate; oxygen In acetonitrile at 120℃; under 4500.45 Torr; for 10h; Autoclave;99%
With oxygen; copper(II) nitrate In acetonitrile at 120℃; under 4500.45 Torr; for 10h;99%
With copper(l) iodide; hydroxylamine hydrochloride; oxygen In dimethyl sulfoxide at 100℃; for 8h; Solvent; Reagent/catalyst; Temperature;95%
124-38-9

carbon dioxide

696-62-8

para-iodoanisole

100-09-4

4-methoxybenzoic acid

Conditions
ConditionsYield
With 3,4-benzo-1,1,2,2-tetraethyl-1,2-disilacyclobut-3-ene; cesium fluoride In N,N-dimethyl-formamide at 0 - 20℃; under 760.051 Torr; for 2h; Reagent/catalyst;99%
With tetraethylammonium tosylate; triphenylphosphine; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide Pt anode/Pt cathode; electrolysis with 2.5 mA/cm2;82%
With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; diethylzinc In dimethyl sulfoxide at 70℃; under 760.051 Torr;60%
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    Chemical name: 4-Methoxybenzoic Acid Product name: p-Anisic acid Molecular formula: C8H8O3 Molecular weight: 152.15 CAS#:100-09-4 Physical and chemical properties: White acicular crystal or white powdery crystal, specific gravity (4℃) is 1.385

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  • Benzoic acid,4-methoxy- 100-09-4

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    100-09-4

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  • Casno:

    100-09-4

    Anisic acid

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Specification

The Anisic acid with CAS registry number of 100-09-4 is also known as Benzoic acid,4-methoxy-. The IUPAC name is 4-Methoxybenzoic acid. It belongs to product categories of Liquid Crystal intermediates; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Organic Acids; Absolute Configuration Determination (Exciton Chirality CD Method); Enantiomer Excess & Absolute Configuration Determination; Exciton Chirality CD Method (for Hydroxyl Groups); Analytical Chemistry;Benzoic Acids (Building Blocks for Liquid Crystals); Building Blocks for Liquid Crystals; Functional Materials. Its EINECS registry number is 202-818-5. In addition, the formula is C8H8O3 and the molecular weight is 152.15. This chemical is a white powder and soluble in alcohol, ether, chloroform, slightly soluble in water, insoluble in cold water. What's more, it should be sealed in ventilated, cool and dry place away from fore, heat.

Physical properties about Anisic acid are: (1)ACD/LogP: 1.78; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1; (4)ACD/LogD (pH 7.4): -1; (5)ACD/BCF (pH 5.5): 2; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 24; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 46.53Å2; (13)Index of Refraction: 1.546; (14)Molar Refractivity: 39.861 cm3; (15)Molar Volume: 125.965 cm3; (16)Polarizability: 15.802×10-24cm3; (17)Surface Tension: 44.9 dyne/cm; (18)Density: 1.208 g/cm3; (19)Flash Point: 115.46 °C; (20)Enthalpy of Vaporization: 54.601 kJ/mol; (21)Boiling Point: 278.305 °C at 760 mmHg; (22)Vapour Pressure: 0.002 mmHg at 25 °C.

Preparation of Anisic acid: it is prepared by reaction of hydroxybenzoic acid with dimethyl sulfate. Equation is as follows:

C7H6O3 + (CH3)2SO4 → C8H8O3

Uses of Anisic acid: it is used as a preservative and raw materials of medicine and fragrance. What's more, it is used to produce 4-methoxy-benzoic acid methyl ester by esterification reaction with methanol. The reaction occurs with reagents 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium Cl, N-methylmorpholine at the temperature of 50 °C for 6 hours. The yield is about 88%.

Anisic acid is uesed to produce 4-methoxy-benzoic acid methyl ester by esterification reaction with methanol.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing. Avoid contact with skin and eyes. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: COC1=CC=C(C=C1)C(=O)O
2. InChI: InChI=1S/C8H8O3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10)
3. InChIKey: ZEYHEAKUIGZSGI-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 subcutaneous 400mg/kg (400mg/kg)   Cesko-Slovenska Farmacie. Vol. 31, Pg. 236, 1982.

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