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P-ANISIC ACID

Synonyms:  4-METHOXYBENZOIC ACID; p-Anisic acid; 100-09-4; ANISIC ACID; p-Methoxybenzoic acid; 4-Anisic acid; Benzoic acid, 4-methoxy-; Draconic acid; para-anisic acid; ANISIC ACID, PARA; 4-Methoxybenzoate; P-Methoxy Benzoic Acid

P-Anisic acid is one of the isomers of anisic acid. p-Anisic acid has antiseptic properties. It is also used as an intermediate in the preparation of more complex organic compounds.
 

Synonyms: 
4-METHOXYBENZOIC ACID; p-Anisic acid; 100-09-4; ANISIC ACID; p-Methoxybenzoic acid; 4-Anisic acid; Benzoic acid, 4-methoxy-; Draconic acid; para-anisic acid; ANISIC ACID, PARA; 4-Methoxybenzoate; P-Methoxy Benzoic Acid; Anisic acid, p-isomer; 4-methoxy-benzoic acid; Kyselina 4-methoxybenzoova; UNII-4SB6Y7DMM3; 1335-08-6; 4-Methoxy benzoic acid; Methoxybenzoic acid; Kyselina 4-methoxybenzoova [Czech]; p-methoxybenzoate; p-Anisic acid, 98%; 73424-02-9; anisoic acid; EINECS 215-618-8; 4-methoxylbenzoic acid; Draconic acide; paramethoxy benzoic acid; ACMC-1BLVJ; P-ANISIC ACID,; 4-Methoxybenzoic acid, certified reference material, TraceCERT(R); 4-Methoxy-benzoic Acid; 4-Anisic acid; Anisic acid pound>>p-Anisic acid pound>>p-Methoxybenzoic acid; P-ANISIC ACID ; P-ANİSİC ACID;  P ANISIC ACID ; P ANİSİC ACID;  P-ANISIC ACİD ; P-ANİSİC ACİD; p-Anisik asit;   P-Anisik asit;  p-Anisik acit;   P-Anisik acid;  p-Anisik acide; acide p-anisique; L'acide p-anisique


P-ANISIC ACID

p-Anisic acid

p-Anisic acid[1]
Skeletal formula of p-anisic acid
Ball-and-stick model of the p-anisic acid molecule
Names
IUPAC name
4-Methoxybenzoic acid
Other names
Draconic acid
Identifiers
CAS Number    
100-09-4
3D model (JSmol)    
Interactive image
ChEBI    
CHEBI:40813
ChEMBL    
ChEMBL21932
ChEMBL1762657
ChemSpider    
10181338
ECHA InfoCard    100.002.562 
PubChem CID    
7478
Properties
Chemical formula    C8H8O3
Molar mass    152.149 g·mol−1
Density    1.385 g/cm3
Melting point    184 °C (363 °F; 457 K) (sublimation)
Boiling point    275 to 280 °C (527 to 536 °F; 548 to 553 K)
Solubility in water    1 part per 2500
Structure[2]
Crystal structure    monoclinic
Space group    P21/a
Lattice constant    
a = 16.98 Å, b = 10.95 Å, c = 3.98 Å
α = 90°, β = 98.7°, γ = 90°
Formula units (Z)    4
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
p-Anisic acid, also known as 4-methoxybenzoic acid or draconic acid, is one of the isomers of anisic acid. The term "anisic acid" often refers to this form specifically. It is a white crystalline solid which is insoluble in water, highly soluble in alcohols and soluble in ether, and ethyl acetate.

Synthesis and occurrence
p-Anisic acid is found naturally in anise. It is generally obtained by the oxidation of anethole or p-methoxyacetophenone.

Uses
p-Anisic acid has antiseptic properties. It is also used as an intermediate in the preparation of more complex organic compounds.


Properties
mp      182-185 °C (lit.)
SMILES string      COc1ccc(cc1)C(O)=O
InChI      1S/C8H8O3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10)
InChI key      ZEYHEAKUIGZSGI-UHFFFAOYSA-N
Description
Biochem/physiol Actions
Metabolite of aniracetam that mimics its anxiolytic actions. It is also an inhibitor of tyrosinase.

p-Anisic Acid
What: p-Anisic acid is found naturally in anise. p-Anisic Acid is a white crystalline solid which is insoluble in water and soluble in alcohols, ether, and ethyl acetate. p-Anisic acid has antiseptic properties and is used as a preservative in cosmetic products.

Origin: p-Anisic acid is generally obtained by the oxidation of anethole, an aromatic compound that occurs in essential oils .

Products Found In: Skincare, body care, hair care, sun protection products, anti-aging skincare.

Alternative Names: P-Anisic Acid, 4-Anisic Acid, Benzoic Acid, 4-Methoxy-, Draconic Acid, 4-Methoxybenzoic Acid, P-Methoxybenzoic Acid, 4-Methoxy- Benzoic Acid, Benzoic Acid, 4methoxy, Benzoic Acid, 4-Methoxy- (9ci).

Toxicity: p-Anisic Acid is generally classified as having a low toxicity rating (EWG).


Molecular Weight of p-Anisic Acid:    152.15 g/mol    Computed by PubChem 2.1 (PubChem release 2019.06.18)
XLogP3 of p-Anisic Acid:    2    Computed by XLogP3 3.0 (PubChem release 2019.06.18)
Hydrogen Bond Donor Count of p-Anisic Acid:    1    Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Hydrogen Bond Acceptor Count of p-Anisic Acid:    3    Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Rotatable Bond Count of p-Anisic Acid:    2    Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Exact Mass of p-Anisic Acid:    152.047344 g/mol    Computed by PubChem 2.1 (PubChem release 2019.06.18)
Monoisotopic Mass of p-Anisic Acid:    152.047344 g/mol    Computed by PubChem 2.1 (PubChem release 2019.06.18)
Topological Polar Surface Area of p-Anisic Acid:    46.5 Ų    Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Heavy Atom Count of p-Anisic Acid:    11    Computed by PubChem
Formal Charge of p-Anisic Acid:    0    Computed by PubChem
Complexity of p-Anisic Acid:    136    Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Isotope Atom Count of p-Anisic Acid:    0    Computed by PubChem
Defined Atom Stereocenter Count of p-Anisic Acid:    0    Computed by PubChem
Undefined Atom Stereocenter Count of p-Anisic Acid:    0    Computed by PubChem
Defined Bond Stereocenter Count of p-Anisic Acid:    0    Computed by PubChem
Undefined Bond Stereocenter Count of p-Anisic Acid:    0    Computed by PubChem
Covalently-Bonded Unit Count of p-Anisic Acid:    1    Computed by PubChem
Compound  of p-Anisic Acid Is Canonicalized    Yes

Substance identity
Help
EC / List no.: 202-818-5

CAS no.: 100-09-4

Mol. formula: C8H8O3

formula
Hazard classification & labelling
Help
According to the notifications provided by companies to ECHA in REACH registrations no hazards have been classified.

About p-Anisic Acid
Helpful information
p-Anisic Acid has not been registered under the REACH Regulation, therefore as yet ECHA has not received any data about p-Anisic Acid from registration dossiers.

p-Anisic Acid is used by consumers, by professional workers (widespread uses), in formulation or re-packing and at industrial sites.

Consumer Uses
p-Anisic Acid is used in the following products: cosmetics and personal care products, biocides (e.g. disinfectants, pest control products), perfumes and fragrances, pharmaceuticals and washing & cleaning products.
Other release to the environment of p-Anisic Acid is likely to occur from: indoor use as processing aid and outdoor use as processing aid.
Article service life
ECHA has no public registered data on the routes by which p-Anisic Acid is most likely to be released to the environment. ECHA has no public registered data indicating whether or into which articles the substance might have been processed.

Widespread uses by professional workers
p-Anisic Acid is used in the following products: cosmetics and personal care products, perfumes and fragrances, pharmaceuticals and washing & cleaning products. p-Anisic Acid is used in the following areas: health services. Other release to the environment of p-Anisic Acid is likely to occur from: indoor use as processing aid and outdoor use as processing aid.

Formulation or re-packing
p-Anisic Acid is used in the following products: cosmetics and personal care products, washing & cleaning products, biocides (e.g. disinfectants, pest control products), perfumes and fragrances, pharmaceuticals and laboratory chemicals.
Release to the environment of p-Anisic Acid can occur from industrial use: formulation of mixtures.
Uses at industrial sites
p-Anisic Acid is used in the following products: cosmetics and personal care products, biocides (e.g. disinfectants, pest control products), perfumes and fragrances, pharmaceuticals, washing & cleaning products and laboratory chemicals.
p-Anisic Acid is used in the following areas: health services and scientific research and development.
p-Anisic Acid is used for the manufacture of: chemicals.
Release to the environment of p-Anisic Acid can occur from industrial use: in processing aids at industrial sites, as an intermediate step in further manufacturing of another substance (use of intermediates) and as processing aid.
Manufacture
ECHA has no public registered data on the routes by which p-Anisic Acid is most likely to be released to the environment.

Details
Though the official function of P-Anisic Acid is masking (meaning that it helps to mask not so nice smells in the product), according to manufacturer info it is rather used as a preservative. It is a skin friendly organic acid that works against fungi. 

SODIUM ANISATE is derived from fennel, this is the sodium salt of p-anisic acid. p-Anisic Acid is classified as antimicrobial and flavouring. p-Anisic Acid acts as an anti-fungal agent, and when paired with sodium levulinate the two ingredients make for a comprehensive preservative for cosmetics. P-Anisic Acid is approved for use in organic cosmetics. Sodium anisate (dermosoft® anisate) is an easy to use water soluble salt of an organic acid with an excellent fungicidal activity. p-Anisic Acid can be added to the cold or hot water phase at any step of the process. The combination with antimicrobial surface active substances or organic acids is recommended to improve the performance of the product even at higher pH.

p-Anisic Acid
p-Anisic Acid is classified as :
Masking
CAS Number of p-Anisic Acid    100-09-4
EINECS/ELINCS No of p-Anisic Acid:    202-818-5
COSING REF No of p-Anisic Acid:    35837
Chem/IUPAC Name of p-Anisic Acid:    Benzoic acid, 4-methoxy-


Description
p-Anisic Acid belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group.

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