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1-Naphthaleneacetic acid

CAS No.
86-87-3
Chemical Name:
1-Naphthaleneacetic acid
Synonyms
ANA;Naphthylacetic acid;α-Naphthaleneacetic acid;1-Naphthalene acetic acid;1-naa;Fruitone;ANU;BTG3;TOB5;stik
CBNumber:
CB4679844
Molecular Formula:
C12H10O2
Molecular Weight:
186.21
MDL Number:
MFCD00004126
MOL File:
86-87-3.mol
MSDS File:
SDS
Last updated:2024-04-15 18:41:30

1-Naphthaleneacetic acid 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. Sealed in dry,Room Temperature
solubility acetone: 50 mg/mL, clear
pka 4.30±0.30(Predicted)
form crystalline
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
Stability Hygroscopic
InChIKey PRPINYUDVPFIRX-UHFFFAOYSA-N
LogP 2.240
CAS DataBase Reference 86-87-3(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 33T7G7757C
NIST Chemistry Reference 1-Naphthaleneacetic acid(86-87-3)
EPA Substance Registry System 1-Naphthaleneacetic acid (86-87-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H315-H318-H335-H412
Precautionary statements  P261-P273-P280-P305+P351+P338
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
Toxicity LD50 orally in Rabbit: 1000 mg/kg LD50 dermal Rabbit > 5000 mg/kg
NFPA 704
0
2 0

1-Naphthaleneacetic acid price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.06862 1-Naphthylacetic acid forsynthesis 86-87-3 100g $76.9 2024-03-01 Buy
Sigma-Aldrich 8.06862 1-Naphthylacetic acid forsynthesis 86-87-3 500g $257 2024-03-01 Buy
Sigma-Aldrich 35745 1-Naphthaleneacetic acid PESTANAL 86-87-3 1g $39.3 2024-03-01 Buy
Sigma-Aldrich 317918 1-Naphthaleneacetic acid technical grade 86-87-3 100g $61.9 2024-03-01 Buy
TCI Chemical N0005 1-Naphthaleneacetic Acid >98.0%(T) 86-87-3 25g $38 2024-03-01 Buy
Product number Packaging Price Buy
8.06862 100g $76.9 Buy
8.06862 500g $257 Buy
35745 1g $39.3 Buy
317918 100g $61.9 Buy
N0005 25g $38 Buy

1-Naphthaleneacetic acid Chemical Properties,Uses,Production

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.

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.

Uses

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.  Inducing rooting of plant cuttings, spraying apple trees to prevent early drop, fruit thinner.
1-Naphthaleneacetic acid has been used:
to modify MS media for the initiation of callus
as a supplement in solid K3 medium for the selection of transformants
in the preparation of culture medium like V-KM medium and Cg medium

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.

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.

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. It is used for the vegetative propagation of plants from stem and leaf cutting, abscission promoter and substrate for auxin inducers of specific plant enzymes. Further, it stimulates root formation in cuttings of woody and herbaceous plants. It is also used to prevent premature flower and fruit drop. It is also employed to control regrowth of tree sprouts after trimminguse. In addition to this, it is used in ornaments and serves as an ingredient in many commercial plant rooting horticultural products.

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®

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.

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.

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

91-20-3
79-11-8
86-87-3
Synthesis of 1-Naphthaleneacetic acid from Naphthalene and Chloroacetic acid
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View Lastest Price from 1-Naphthaleneacetic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1-Naphthaleneacetic acid pictures 2024-04-15 1-Naphthaleneacetic acid
86-87-3
US $5.00-0.10 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
1-Naphthaleneacetic acid pictures 2023-08-16 1-Naphthaleneacetic acid
86-87-3
US $280.00 / KG 1KG >99% 50000kg/Month Weijer International Trade (Hebei) Co., Ltd
1-Naphthaleneacetic acid pictures 2023-03-27 1-Naphthaleneacetic acid
86-87-3
US $10.00 / KG 1KG 99.9% 500MT/month XINGTAI XINGJIU NEW MATERIAL TECHNOLOGY CO., LTD
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-Naphthaleneacetic acid a-Naphthylacetic acid Naphthalene-1-acetic acid Planofix AKOS BBS-00007768 A-NAPHTHALENEACETIC ACID HORTICULTURAL*G RADE A-NAPHTHALENEACETIC ACID SOLUTION*(1MG/M L)-PLANT CE 1-NAPHTHYLACETIC ACID, TECH. A-NAPHTHALENEACETIC ACID FREE ACID*PLANT CELL CULTU 1-NAPHTHYLACETIC ACID BIOTECH GRADE 99.5+% 1-NAPHTHYLACETIC ACID 98% PLANT GROWTH REGULATOR 1-NaphthaleneAceticAcid(99%Min) 1-NaphthylaceticAcid(Naa) 1-NaphthaleneAceticAcid98% a-Naphthylaceticacid(NAA) LABOTEST-BB LT00408955 BETA-NAPHTHALENEACETIC ACID BETA-NAPHTHYLACETIC ACID BETA-NAA AURORA 9167 NAPHTHALENE-2-ACETIC ACID agronaa alman alpha-naphthylacetic alpha-Naphthyleneacetic acid alpha-naphthyleneaceticacid alpha-Naphthylessigsaeure Alphaspra ANU Appl-Set biokor Celmone ethanoicacid,1-naphthalene- floramon fruitfix Fruitofix Fruitone N fruitonen hormofix Klingtite kyselina1-naftyloctova Liqui-Stik naa800 Nafusaku Naphthalene-1acetic naphthaleneaceticacid(presentasethylester,sodiumsalt,orasammoniumsalt) naphthyl-1-essigsaeure naphthylaceticacid -Naphthylaceticacid Naphyl-1-essigsaeure Niagara-Stik Nu-Tone Parmone