o-Anisic acid

The o-Anisic acid with CAS registry number of 579-75-9 is also called Benzoic acid,2-methoxy-. Its EINECS registry number is 209-447-8. The IUPAC name is 2-methoxybenzoic acid. In addition, the molecular formula is C₈H₈O₃ and the molecular weight is 152.15. It is a kind of white to off-white crystalline powder and belongs to the classes of Fine Chemical & Intermediates; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Organic acids.

Physical properties about this chemical are: (1)ACD/LogP: 1.50; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.08; (4)ACD/LogD (pH 7.4): -1.43; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 5.93; (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: 35.53 Å²; (13)Index of Refraction: 1.545; (14)Molar Refractivity: 39.86 cm³; (15)Molar Volume: 125.9 cm³; (16)Polarizability: 15.8 ×10^-24cm³; (17)Surface Tension: 44.9 dyne/cm; (18)Density: 1.207 g/cm³; (19)Flash Point: 116.3 °C; (20)Enthalpy of Vaporization: 54.78 kJ/mol; (21)Boiling Point: 279.9 °C at 760 mmHg; (22)Vapour Pressure: 0.00186 mmHg at 25°C.Preparation of o-Anisic acid: it can be prepared by 2-methoxy-benzylamine. The other product is 2-methoxy-benzonitrile. This reaction will need reagents tert-butylhydroperoxide and silica-supported selenamide, and solvent 2-methyl-propan-2-ol. The reaction time is 2 hours by heating. The yield is about 86%.

Preparation of o-Anisic acid: it can be prepared by 2-methoxy-benzylamine. The other product is 2-methoxy-benzonitrile. This reaction will need reagents tert-butylhydroperoxide and silica-supported selenamide, and solvent 2-methyl-propan-2-ol. The reaction time is 2 hours by heating. The yield is about 86%.

Uses of o-Anisic acid: it is used in organic synthesis and antiseptic disinfectant. And it can be used to get 2-chloro-6-methoxy-benzoic acid. This reaction will need reagents s-BuLi, N,N,N',N'-tetramethyl-1,2-ethylenediamine and hexachloroethane, and solvent tetrahydrofuran. The reaction time is 2 hours at reaction temperature of -78 °C. The yield is about 58%.

When you are using this chemical, please be cautious about it as the following:
During using it, you should avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)c1ccccc1OC
(2)InChI: InChI=1/C8H8O3/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5H,1H3,(H,9,10)
(3)InChIKey: ILUJQPXNXACGAN-UHFFFAOYAY

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD	intraperitoneal	> 500mg/kg (500mg/kg)		"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 52, 1954.
mouse	LD50	subcutaneous	300mg/kg (300mg/kg)		Cesko-Slovenska Farmacie. Vol. 31, Pg. 236, 1982.
rat	LDLo	intraperitoneal	3gm/kg (3000mg/kg)	BEHAVIORAL: EXCITEMENT BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)	Bulletin de la Societe Royale des Sciences de Liege. Vol. 47, Pg. 202, 1978.
rat	LDLo	intravenous	2750mg/kg (2750mg/kg)	BEHAVIORAL: EXCITEMENT BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)	Bulletin de la Societe Royale des Sciences de Liege. Vol. 47, Pg. 202, 1978.