61-31-4

Basic information

• Product Name: Sodium naphthalene-1-acetate
• Synonyms: Sodium α-naphthaleneacetic acid;SODIUM,α-NAPHTHALENEACETICD;1-Naphtylacetic acid sodium salt;1-Naphthaleneacetic acid, sodium salt (1:1);Caswell no. 589d;Einecs 200-504-2;Epa pesticide chemical code 056007;Na-NAA
• CAS NO: 61-31-4
• Molecular Formula: C₁₂H₉O₂*Na
• Molecular Weight: 208.19
• EINECS: 200-504-2
• Product Categories: Auxins;Biochemistry;Plant Growth Regulators;fertilizer;Agricultural Usage
• Mol File: 61-31-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 373.2 °C at 760 mmHg
• Flash Point: 270.1 °C
• Appearance: /
• Vapor Pressure: 3.13E-06mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: almost transparency
• CAS DataBase Reference: Sodium naphthalene-1-acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Sodium naphthalene-1-acetate(61-31-4)
• EPA Substance Registry System: Sodium naphthalene-1-acetate(61-31-4)

Safety Data

• RTECS: QJ1355000
• Hazardous Substances Data: 61-31-4(Hazardous Substances Data)

Usage

General Description

Sodium naphthalene-1-acetate is a synthetic plant growth regulator that is used to promote root formation and growth in plants. It is commonly used in horticulture and agriculture to stimulate the root development of cuttings and transplants. The chemical acts as a hormone mimic, allowing for increased root production and enhancing the overall health and vigor of plants. Additionally, it can help improve crop yields and enhance the quality of fruits and vegetables. However, it is important to use this chemical in accordance with label instructions to prevent any potential harm to plants or the environment.

InChI:InChI=1/C12H10O2.Na/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10;/h1-7H,8H2,(H,13,14);/q;+1/p-1

Synthetic route

2,4,6-trifluorophenylglyoxylic acid + 1-naphthaleneacetic acid sodium salt (61-31-4) → 3-(2,4,6-trifluorophenyl)-4-(1-naphthyl)furan-2,5-dione

Conditions	Yield
With acetic anhydride for 2h; Inert atmosphere; Reflux;	96%

1-naphthaleneacetic acid sodium salt (61-31-4) → naphthalen-1-yl-acetyl chloride (5121-00-6)

Conditions	Yield
Stage #1: sodium salt of 1-naphthylacetic acid With hydrogenchloride In water pH=2 - 3; Stage #2: With thionyl chloride; N,N-dimethyl-formamide In toluene at 20℃; for 2h; Reflux;	95.6%

2-(2-bromophenyl)-2-oxoacetic acid (26767-16-8) + 1-naphthaleneacetic acid sodium salt (61-31-4) → 3-(2-bromophenyl)-4-(1-naphthyl)furan-2,5-dione

Conditions	Yield
With acetic anhydride for 2h; Inert atmosphere; Reflux;	95%

bis(methylcyclopentadienyl)dichloro zirconium(IV) (12109-71-6) + 1-naphthaleneacetic acid sodium salt (61-31-4) → (C5H4CH3)2ZrCl(C10H7CH2COO)

Conditions	Yield
In toluene byproducts: NaCl; stirring a mixt. of (C5H4CH3)2ZrCl2 and C10H7CH2COONa in dry toluene for 8 h at room temp.;; filtration; concg. of the filtrate under reduced pressure; addn. of anhydrous hexane; crystn. at 0°C; elem. anal.;;	82%

tris(N,N'-diphenylformamidinato)diruthenium(II,III) dichloride + 1-naphthaleneacetic acid sodium salt (61-31-4) → [Ru2Cl(μ-N,N′-diphenylformamidinate)3(μ-1-naphthaleneacetate)]

Conditions	Yield
In water; acetone for 72h;	81%

zirconocene dichloride (1291-32-3) + 1-naphthaleneacetic acid sodium salt (61-31-4) → (C5H5)2ZrCl(C10H7CH2COO)

Conditions	Yield
In toluene byproducts: NaCl; stirring a mixt. of (C5H5)2ZrCl2 and C10H7CH2COONa in dry toluene for 8 h at room temp.;; filtration; concg. of the filtrate under reduced pressure; addn. of anhydrous hexane; crystn. at 0°C; elem. anal.;;	78%

Indole-3-carboxaldehyde (487-89-8) + acetic anhydride (108-24-7) + 1-naphthaleneacetic acid sodium salt (61-31-4) → (Z)-3-(1-Acetyl-1H-indol-3-yl)-2-naphthalen-1-yl-acrylic acid

Conditions	Yield
With water Heating;

1-naphthaleneacetic acid sodium salt (61-31-4) → 1-[3-((E)-2-Naphthalen-1-yl-vinyl)-indol-1-yl]-ethanone

Conditions	Yield
Multi-step reaction with 2 steps 1: H2O / Heating 2: quinoline, copper chromite / Heating View Scheme

1-naphthaleneacetic acid sodium salt (61-31-4) → 3-((Z)-2-Naphthalen-1-yl-vinyl)-1H-indole (134305-29-6)

Conditions	Yield
Multi-step reaction with 4 steps 1: H2O / Heating 2: quinoline, copper chromite / Heating 3: NaOEt / ethanol / 45 °C 4: ethanol / 20 °C / Irradiation; var. solvents View Scheme

1-naphthaleneacetic acid sodium salt (61-31-4) → (E)-3-(2-(naphthalen-1-yl)vinyl)-1H-indole (134305-27-4)

Conditions	Yield
Multi-step reaction with 3 steps 1: H2O / Heating 2: quinoline, copper chromite / Heating 3: NaOEt / ethanol / 45 °C View Scheme

EuNHCH2CH2(N(CH2CON(CH3)2)CH2CH2)3(H2O)2(3+)*3CF3SO3(1-)=Eu(NHCH2CH2(N(CH2CON(CH3)2)CH2CH2)3)(H2O)2(CF3SO3)3 + 1-naphthaleneacetic acid sodium salt (61-31-4) → (CH2)8(NCH2CON(CH3)2)3NHEu(O2CCH2C10H7)(2+)*2CF3SO3(1-)=(CH2)8(NCH2CON(CH3)2)3NHEu(O2CCH2C10H7)(CF3SO3)2

Conditions	Yield
In methanol Eu complex added to soln. of Na naphthylacetate in CH3OH; MAS;

1-naphthaleneacetic acid sodium salt (61-31-4) → 2-(pyridin-2-yl)ethyl 2-(naphthalen-1-yl)acetate citrate

Conditions	Yield
Multi-step reaction with 3 steps 1.1: hydrogenchloride / water / pH 2 - 3 1.2: 2 h / 20 °C / Reflux 2.1: toluene; ethyl acetate / 2 h / 20 °C 2.2: 20 °C 3.1: ethanol / 0.5 h View Scheme

1-naphthaleneacetic acid sodium salt (61-31-4) → 2-(pyridin-2-yl)ethyl 2-(naphthalen-1-yl)acetate

Conditions	Yield
Multi-step reaction with 2 steps 1.1: hydrogenchloride / water / pH 2 - 3 1.2: 2 h / 20 °C / Reflux 2.1: toluene; ethyl acetate / 2 h / 20 °C 2.2: 20 °C View Scheme

Upstream product

• 201230-82-2 carbon monoxide 
• 86-52-2 1-Chloromethylnaphthalene 

Downstream Products

• 5121-00-6 naphthalen-1-yl-acetyl chloride 

Relevant articles and documents

Efficient preparation method of plant production accelerant sodium alpha-naphthyl acetate

The invention relates to the field of preparation of agricultural auxiliaries, in particular to an efficient preparation method of a plant production accelerant sodium alpha-naphthyl acetate. According to the efficient preparation method of the plant production accelerant sodium alpha-naphthyl acetate, a loaded metal coordination compound catalyst is adopted to catalyze a carbonyl synthesis reaction of 1-chloromethylnaphthalene and carbon monoxide gas to prepare the sodium alpha-naphthyl acetate, wherein the reaction conditions are simple, the synthesis route is short, the yield is high, the cost is low, and the produced sodium alpha-naphthyl acetate product has very strong market competitiveness.