1-Naphthaleneacetic acid
1-Naphthaleneacetic acid Basic information
- Product Name:
- 1-Naphthaleneacetic acid
- Synonyms:
-
- NAA, α-Naphthalene acetic acid
- ALFA-NAPHTHALENEACETIC ACID 99%
- α-naphthaleneacetic acid free acid
- A-NAPHTHYLACETIC ACID:1-NAPHTHYLACETIC ACID
- 1-naphthaleneacetic acid, α-Naphthalene acetic acid, NAA
- 1-Naphthylaceticacid,96%
- 1-Naphthalene acetic acid
- 1-Naphthaleneacetic acid
- CAS:
- 86-87-3
- MF:
- C12H10O2
- MW:
- 186.21
- EINECS:
- 201-705-8
- Product Categories:
-
- Pesticide intermediates
- Plant growth regulator, intermediates
- plantgrowth
- Auxins
- Biochemistry
- Plant Growth Regulators
- Plant Hormones
- PLANT GROWTH REGULATOR
- Naphthalene series
- Plant growth hormone
- plant regulator
- Naphthalene derivatives
- Organics
- Organic acids
- Mol File:
- 86-87-3.mol
1-Naphthaleneacetic acid Chemical Properties
- Melting point:
- 141-143 °C(lit.)
- Boiling point:
- 280.69°C (rough estimate)
- Density
- 1.1032 (rough estimate)
- refractive index
- 1.6010 (estimate)
- Flash point:
- >100°C
- storage temp.
- 2-8°C
- solubility
- acetone: 50 mg/mL, clear
- form
- crystalline
- pka
- 4.30±0.30(Predicted)
- color
- light yellow
- Odor
- Odorless
- PH
- 3.0 (0.6g/l, H2O, 25℃)
- Water Solubility
- Slightly soluble in water, ethanol, acetone, chloroform and ether.
- Merck
- 14,6371
- BRN
- 1308415
- InChIKey
- PRPINYUDVPFIRX-UHFFFAOYSA-N
- CAS DataBase Reference
- 86-87-3(CAS DataBase Reference)
- NIST Chemistry Reference
- 1-Naphthaleneacetic acid(86-87-3)
- EPA Substance Registry System
- 1-Naphthaleneacetic acid (86-87-3)
Safety Information
- Hazard Codes
- Xi,Xn,C
- Risk Statements
- 36/37/38-22-68-41-37/38-34
- Safety Statements
- 26-36-24/25-36/39-22-23-45-36/37/39-27
- WGK Germany
- 3
- RTECS
- QJ0876000
- HazardClass
- IRRITANT
- HS Code
- 29163900
- Hazardous Substances Data
- 86-87-3(Hazardous Substances Data)
- Toxicity
- LD50 orally in Rabbit: 1000 mg/kg LD50 dermal Rabbit > 5000 mg/kg
MSDS
- Language:English Provider:1-Naphthalene acetic acid
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
1-Naphthaleneacetic acid Usage And Synthesis
Description
1-naphthaleneacetic acid (NAA, also named as α-naphthaleneacetic acid) belongs to a class of organic compounds of naphthalenes, which contain a naphthalene moiety of two fused benzene rings. NAA is a synthetic auxin plant hormone. It is used as a plant growth regulator to control preharvest fruit drop, flower induction and fruit thinning in various crops such as apples, potatoes, olives, and citrus fruits. It is used as a rooting agent and used for the vegetative propagation of plants from stem and leaf cutting. It is also used for plant tissue culture and as herbicide. Applied as a dust or spray it delays dissolution of the abscission layer, retarding the fruit drop. The effect of NAA on plant growth is greatly dependent on the time of admission and concentration. When used after four weeks, NAA stimulates shoot growth, while full-time use limits growth. When used in a 4-week pulse, adventitious root growth is greatly increased.
References
[1] https://en.wikipedia.org/wiki/1-Naphthaleneacetic_acid
[2] http://pmep.cce.cornell.edu/profiles/herb-growthreg/naa-rimsulfuron/naa/herb-prof-naa.html
Chemical Properties
1-Naphthalene acetic acid is Light yellow crystals
Chemical Properties
1-Naphthaleneacetic acid is a white crystalline solid, needles, powder, or colorless liquid. Odorless.
Uses
Inducing rooting of plant cuttings, spraying apple trees to prevent early drop, fruit thinner.
Definition
1-Naphthaleneacetic acid is a naphthylacetic acid substituted by a carboxymethyl group at position 1.
Hazard
Skin irritant.
Agricultural Uses
Plant growth regulator: An agent for thinning fruit sets in apples, pears, olives and some citrus. Induces root formation on cuttings and transplants. Inhibits fruit drops. Not currently registered in EU countries (pending). Registered for use in the U.S. and Canada.
Trade name
AGRONAA®; ALCO® NAA; ALPHASPRA ®; AMCOTONE® APPL-SET®; CELMONE®; DESTRUXOL®; DIP’N GROW®; FRUITONE®; GOLDENGRO®; HORMEX®; KLINGTITE®; LIQUISTIK ®; NAA 800®; NAFUSAKU®; NIAGARASTIK ®; NU-TONE®; PARMONE®; PHYMONE®; PIMACOL-SOL®; PLANOFIX®; PLUCKER®; PRIMACOL®; RHIZOPON B ROOTING POWDER; ROOTONE® (component, with Indole-3-butyric acid and 1-Naphthaleneacetamide); STAFAST®; STIK®; STOPDROP ®; TEKKAM®; TIPOFF®; TRANSPLANTONE® (component, with 1-Naphthaleneacetamide); TREHOLD ®; VARDHAK®
Safety Profile
Poison by intraperitoneal route. Moderately toxic by ingestion. Mutation data reported. A skin, mucous membrane, and severe eye irritant. Can cause depression. A pesticide, When heated to decomposition it emits acrid smoke and irritating fumes.
Potential Exposure
1-Naphthaleneacetic acid is a carboxylic acid plant growth regulator used for thinning fruit sets in apples, pears, olives, and some citrus. Induces root formation on cuttings and transplants. Inhibits fruit drops. Not currently registered in EU countries (may be pending).
Shipping
UN1759 Corrosive solids, n.o.s., Hazard Class: 8; Labels: 8-Corrosive material, Technical Name Required.
Purification Methods
Crystallise the acid from EtOH or water. [Beilstein 9 H 666, 9 IV 2424.]
Incompatibilities
Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, chlorates nitrates, ammonia, aliphatic amines, alkanolamines, isocyanates, alkylene oxides, epichlorohydrin. Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water and a salt that may be harmful. Incompatible with arsenic compounds (releases hydrogen cyanide gas), diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides (releasing heat, toxic, and possibly flammable gases), thiosulfates and dithionites (releasing hydrogen sulfate and oxides of sulfur).
Waste Disposal
Incineration. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers.
1-Naphthaleneacetic acid Preparation Products And Raw materials
Preparation Products
Raw materials
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1-Naphthaleneacetic acid(86-87-3)Related Product Information
- 3-Indolebutyric acid
- INDOLE-3-BUTYRIC ACID POTASSIUM SALT
- 1,8-Dihydroxy-6-methyl-2-(methoxycarbonyl)-3-naphthaleneacetic acid methyl ester
- 1-Naphthaleneacetic acid heptyl ester
- [1R,(-)]-6α-Acetyloxy-1,2,4aα,5,6,8aα-hexahydro-4,7-dimethyl-α-methylene-1α-naphthaleneacetic acid methyl ester
- 1-Naphthaleneacetic acid
- 2-Naphthylacetic acid
- 1-NAPHTHALENEACETIC ACID POTASSIUM SALT
- (+/-)1-(1-Naphthyl)ethylamine
- Stearic acid
- Folic acid
- Citric acid
- 1'-Acetonaphthone
- Glycine
- Ethyl acetate
- Ascoric Acid
- Sodium α-naphthyl acetate
- Acetic anhydride