| Identification | More | [Name]
1-Naphthalene acetic acid | [CAS]
86-87-3 | [Synonyms]
2-NAPHTHALENEACETIC ACID
2-NAPHTHYLACETIC ACID
AKOS BBS-00007768
AURORA 9167
BETA-NAA
BETA-NAPHTHALENEACETIC ACID
BETA-NAPHTHYLACETIC ACID
LABOTEST-BB LT00408955
NAPHTHALENE-2-ACETIC ACID
α-Naphthaleneacetic acid 1-Naphthylacetic acid
RARECHEM AL BO 0200
1-naa
1-naphthaleneethanoicacid
1-Naphthtaleneacetic acid
2-(1-naphthyl)aceticacid
acidenaphthylacetique
acidenaphtylacetique(french)
agronaa
alman
alpha-naphthylacetic | [EINECS(EC#)]
209-475-0 | [Molecular Formula]
C12H10O2 | [MDL Number]
MFCD00004126 | [Molecular Weight]
186.21 | [MOL File]
86-87-3.mol |
| Chemical Properties | Back Directory | [Appearance]
α-Naphthyleneacetic acid is a white crystalline
solid, needles, powder, or colorless liquid. Odorless. | [Melting point ]
141-143 °C(lit.)
| [Boiling point ]
280.69°C (rough estimate) | [density ]
1.1032 (rough estimate) | [refractive index ]
1.6010 (estimate) | [Fp ]
>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. | [Detection Methods]
T,NMR | [Merck ]
14,6371 | [BRN ]
1308415 | [Stability:]
Hygroscopic | [InChIKey]
PRPINYUDVPFIRX-UHFFFAOYSA-N | [LogP]
2.240 | [Uses]
Inducing rooting of plant cuttings, spraying
apple trees to prevent early drop, fruit thinner. | [CAS DataBase Reference]
86-87-3(CAS DataBase Reference) | [NIST Chemistry Reference]
1-Naphthaleneacetic acid(86-87-3) | [EPA Substance Registry System]
86-87-3(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn,C | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed.
R68:Possible risk of irreversible effects.
R41:Risk of serious damage to eyes.
R37/38:Irritating to respiratory system and skin .
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes .
S36/39:Wear suitable protective clothing and eye/face protection .
S22:Do not breathe dust .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing . | [WGK Germany ]
3
| [RTECS ]
QJ0876000
| [HazardClass ]
IRRITANT | [HS Code ]
29163900 | [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. | [Hazardous Substances Data]
86-87-3(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 1000 mg/kg LD50 dermal Rabbit > 5000 mg/kg |
| Hazard Information | Back Directory | [Hazard]
Skin irritant. | [Potential Exposure]
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). | [First aid]
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seek
medical attention immediately. If this chemical contacts
the skin, remove contaminated clothing and wash immediately
with soap and water. Seek medical attention immediately.
If this chemical has been inhaled, remove from
exposure, begin rescue breathing (using universal precautions)
if breathing has stopped, and CPR if heart action
has stopped. Transfer promptly to a medical facility.
When this chemical has been swallowed, get medical
attention. Give large quantities of water and induce vomiting.
Do not make an unconscious person vomit. Do not
induce vomiting when formulations containing petroleum
solvents are ingested. | [Shipping]
UN1759 Corrosive solids, n.o.s., Hazard Class:
8; Labels: 8-Corrosive material, Technical Name Required. | [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). | [Description]
1-naphthaleneacetic acid (NAA), also known 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. | [Chemical Properties]
White needle crystal or crystalline powder, odorless. Slightly soluble in cold water and ethanol, easily soluble in hot water, acetone, ether, chloroform, benzene, acetic acid and alkali solution.
| [Waste Disposal]
Incineration. In accordance
with 40CFR165, follow recommendations for the disposal
of pesticides and pesticide containers. | [Application]
1-Naphthaleneacetic acid (NAA) is a synthetic phytohormone auxin that is added to cell culture media such as Murashige & Skoog media and Chu′s N6 media. | [Definition]
ChEBI: 1-naphthaleneacetic acid is a naphthylacetic acid substituted by a carboxymethyl group at position 1. It has a role as a synthetic auxin. It is a conjugate acid of a 1-naphthaleneacetate.
| [Preparation]
Industrially, 1-naphthaleneacetic acid is prepared by condensation reaction of naphthalene and chloroacetic acid in the presence of catalyst potassium chloride or aluminum powder. | [General Description]
1-Naphthaleneacetic acid is widely employed in agriculture as a synthetic plant hormone in the auxin family or a plant growth regulator, which can find applications in tissue culture. | [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® | [Biochem/physiol Actions]
1-Naphthaleneacetic acid is one of the synthetic auxins, used in plant propagation. It can induce the formation of lateral and adventitious roots. | [Purification Methods]
Crystallise the acid from EtOH or water. [Beilstein 9 H 666, 9 IV 2424.] | [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 |
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