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| CAS No.: | 120-23-0 |
|---|---|
| Name: | 2-Naphthoxyacetic acid |
| Molecular Structure: | |
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|
|
| 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: |
 Xn, Xi
|
| Risk Codes: | 22-36/37/38 |
| Safety: | 26-36 |
| PSA: | 46.53000 |
| LogP: | 2.30320 |
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| Conditions | Yield |
|---|---|
| With water; triethylamine; lithium bromide In acetonitrile at 20℃; for 0.25h; | 99% |
| With lithium hydroxide In tetrahydrofuran; water at 20℃; |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 78% | |
| With Amberlite IRA 400 1.) water, 2.) water, 100 deg C, 1 h; Yield given. Multistep reaction; |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 48h; | 99% |
| Conditions | Yield |
|---|---|
| With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 16h; | 99% |
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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.
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%.
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. |