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120-23-0

Basic Information
CAS No.: 120-23-0
Name: 2-Naphthoxyacetic acid
Article Data: 47
Molecular Structure:
Molecular Structure of 120-23-0 (2-Naphthoxyacetic acid)
Formula: C12H10O3
Molecular Weight: 202.21
Synonyms: Aceticacid, (2-naphthalenyloxy)- (9CI);Acetic acid, (2-naphthyloxy)- (8CI);Aceticacid, 2-naphthoxy- (3CI);(2-Naphthalenyloxy)acetic acid;(2-Naphthyloxy)aceticacid;(β-Naphthyloxy)acetic acid;2-NOXA;Betapal;Betokson;Betokson Super;
EINECS: 204-380-0
Density: 1.274 g/cm3
Melting Point: 151-154 °C(lit.)
Boiling Point: 388.729 °C at 760 mmHg
Flash Point: 155.784 °C
Solubility: Soluble in diethyl ether, hot water, ethanol, acetic acid. Slightly soluble in colde water
Appearance: gray crystals
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 22-36/37/38
Safety: 26-36
PSA: 46.53000
LogP: 2.30320
Synthetic route
1929-87-9

methyl 2-(naphthalen-2-yloxy)acetate

120-23-0

(2-naphthoyl)oxyacetic acid

Conditions
ConditionsYield
With water; triethylamine; lithium bromide In acetonitrile at 20℃; for 0.25h;99%
With lithium hydroxide In tetrahydrofuran; water at 20℃;
79-11-8

chloroacetic acid

135-19-3

β-naphthol

120-23-0

(2-naphthoyl)oxyacetic acid

Conditions
ConditionsYield
With sodium hydroxide Irradiation;95%
With sodium hydroxide In water at 95 - 100℃; for 0.166667h; Microwave irradiation; Sonication; Green chemistry;91%
With sodium hydroxide In water at 60℃; for 7h;90%
6036-14-2

ethyl (naphthalen-2-yloxy)acetate

120-23-0

(2-naphthoyl)oxyacetic acid

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 20℃; for 1h;90%
With potassium hydroxide
Alkaline conditions;
3926-62-3

sodium monochloroacetic acid

875-83-2

sodium 2-naphtholate

120-23-0

(2-naphthoyl)oxyacetic acid

Conditions
ConditionsYield
78%
With Amberlite IRA 400 1.) water, 2.) water, 100 deg C, 1 h; Yield given. Multistep reaction;
79-08-3

bromoacetic acid

135-19-3

β-naphthol

120-23-0

(2-naphthoyl)oxyacetic acid

Conditions
ConditionsYield
Stage #1: β-naphthol With sodium carbonate In butanone at 50℃; for 0.5h; Inert atmosphere;
Stage #2: bromoacetic acid In butanone for 4h; Heating;
Stage #3: With hydrogenchloride In water; ethyl acetate
72%
120-23-0

(2-naphthoyl)oxyacetic acid

40926-77-0

(2-naphthyloxy)acetyl chloride

Conditions
ConditionsYield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1h; Inert atmosphere;100%
With thionyl chloride for 16h; Ambient temperature;93%
With thionyl chloride
120-23-0

(2-naphthoyl)oxyacetic acid

265324-03-6

N-(4-acetylaminophenyl)-N'-(4-aminophenyl)-1,4-phenylenediamine

2-[[[4-[4-(4-acetylaminoanilino)anilino]phenyl]carbamoyl]methoxy]naphthalene

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 12h;100%
120-23-0

(2-naphthoyl)oxyacetic acid

100-46-9

benzylamine

173946-17-3

N-benzyl-2-(naphthalen-2-yloxy)acetamide

Conditions
ConditionsYield
Stage #1: (2-naphthoyl)oxyacetic acid With titanium(IV) isopropylate In tetrahydrofuran at 40 - 70℃; Molecular sieve; Inert atmosphere;
Stage #2: benzylamine In tetrahydrofuran at 70℃; Molecular sieve; Inert atmosphere;
99%
120-23-0

(2-naphthoyl)oxyacetic acid

C20H18O3

C32H26O5

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 48h;99%
120-23-0

(2-naphthoyl)oxyacetic acid

116027-17-9

2-amino-5-benzyloxybenzoic acid methyl ester

C27H23NO4

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 16h;99%
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    Specification of 2-Naphthoxyacetic acid 120-23-0 1.Appearance: White crystal 2.Molecular Formula: C12H10O3 3.Molecular Weight: 202.21 4.Melting Point: 157-158°C Detail information of 2-Naphthoxyacetic acid 120-23-0:

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  • 120-23-0 C12H10O3 2-Naphthoxyacetic acid

  • Casno:

    120-23-0

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Specification

The 2-Naphthoxyacetic acid, with the CAS registry number 120-23-0, is also known as (β-Naphthyloxy)acetic acid. It belongs to the product categories of Pharmaceutical Raw Materials; Phenoxyacetic Acids and Alcohols (substituted); Acetics acid and esters; Auxins; Biochemistry; Plant Growth Regulators; Building Blocks; C11 to C12; Carbonyl Compounds; Carboxylic Acids; Chemical Synthesis; Organic Building Blocks. Its EINECS number is 204-380-0. This chemical's molecular formula is C12H10O3 and molecular weight is 202.21. What's more, its systematic name is (2-Naphthyloxy)acetic acid. Its classification codes are: (1)Agricultural Chemical; (2)Growth regulator / Fertilizer. This chemical should be sealed and stored in a cool and dry place. It should be ensured that the workshop is well ventilated or equipped with exhaust devices. Moreover, it should be protected from oxides and fire. It is used as plant hormone to promote the growth of roots on clippings, to prevent fruit from falling prematurely. 

Physical properties of 2-Naphthoxyacetic acid are: (1)ACD/LogP: 2.077; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.23; (4)ACD/LogD (pH 7.4): -1.55; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.59; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 46.53 Å2; (13)Index of Refraction: 1.637; (14)Molar Refractivity: 56.971 cm3; (15)Molar Volume: 158.684 cm3; (16)Polarizability: 22.585×10-24cm3; (17)Surface Tension: 53.6 dyne/cm; (18)Density: 1.274 g/cm3; (19)Flash Point: 155.784 °C; (20)Enthalpy of Vaporization: 67.289 kJ/mol; (21)Boiling Point: 388.729 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation: this chemical can be prepared by chloroacetic acid and naphthalen-2-ol. This reaction will need reagent NaOH and solvent H2O with the reaction time of 2 hours.

2-Naphthoxyacetic acid can be prepared by chloroacetic acid and naphthalen-2-ol

Uses of 2-Naphthoxyacetic acid: it can be used to produce by naphthalen-2-yloxy-acetyl chloride at the ambient temperature. It will need reagent thionyl chloride with the reaction time of 16 hours. The yield is about 93%.

2-Naphthoxyacetic acid can be used to produce by naphthalen-2-yloxy-acetyl chloride at the ambient temperature

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)COc2ccc1c(cccc1)c2
(2)Std. InChI: InChI=1S/C12H10O3/c13-12(14)8-15-11-6-5-9-3-1-2-4-10(9)7-11/h1-7H,8H2,(H,13,14)
(3)Std. InChIKey: RZCJYMOBWVJQGV-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 600mg/kg (600mg/kg)   Pesticide Manual. Vol. 9, Pg. 609, 1991.