NAPTALAM Property

Melting point:

185-190 °C

Boiling point:

433.31°C (rough estimate)

Density 

d420 1.40

refractive index 

1.4800 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMF: 25 mg/ml; DMF:PBS (pH 7.2) (1:3): 0.25 mg/ml; DMSO: 15 mg/ml

pka

3.45±0.36(Predicted)

color 

White to Gray to Dark blue

Water Solubility 

0.2g/L(room temperature)

Merck 

14,6418

BRN 

2814102

Stability:

Stable. Incompatible with strong oxidizing agents.

CAS DataBase Reference

132-66-1(CAS DataBase Reference)

EPA Substance Registry System

Naptalam (132-66-1)

Safety

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

RIDADR 

UN3077 (solid); UN3082 (liquid)

WGK Germany 

2

RTECS 

TH7350000

HS Code 

29242990

Hazardous Substances Data

132-66-1(Hazardous Substances Data)

Toxicity

LC50 (96-hour) for bluegill sunfish 354 mg/L and rainbow trout 76 mg/L (Hartley and Kidd, 1987); acute oral LD50 of the free acid and sodium salt for rats >8,200 and 1,800 mg/kg, respectively (Ashton and Monaco, 1991).

Hazard and Precautionary Statements (GHS)

NAPTALAM Chemical Properties,Usage,Production

Chemical Properties

solid with an unpleasant odour

Uses

Selective preemergence herbicide used to control some grasses and many broadleaved weeds in soybeans, cucurbits, asparagus, groundnuts, potatoes and established woody ornamentals.

Uses

N-(1-Naphthyl)phthalamic Acid is an auxin-transport inhibitor in plants resulting in the attenuation of root growth through decreasing the cell production rate.

Definition

ChEBI: A dicarboxylic acid monoamide which results from addition of one equivalent of 1-naphthylamine to phthalic anhydride.

General Description

Naptalam is a purple crystalline solid, which can be used as an anti-geotropic agent and as an auxin (IAA) antagonist in plants.

Agricultural Uses

Herbicide: Used as a selective pre-emergence herbicide to control broadleaf weeds and grasses in soybeans, cucumbers, melons, peanuts and woody ornamentals. Not currently registered for use in the U.S. or EU countries. There are 25 global suppliers.

Trade name

N-1-naphthyl- Trade Names: ALANAP®[C]; ALANAPE®; ANCRACK®; DYANAP®; GRELUTIN®; MORCRAN ®; NAPTRO®; NIP-A-THIN®; PEACH-THIN®; RESCUE®[C]; 6Q8®; SOLO®

Environmental Fate

Soil/Plant. Degrades in soils and plants forming 1-naphthylamine and phthalic acid (Hartley and Kidd, 1987; Humburg et al., 1989). Residual activity in soil is limited to approximately 3 to 4 months (Hartley and Kidd, 1987).
Chemical/Physical. Forms N-(1-naphthyl)phthalimide at elevated temperatures (Worthing and Hance, 1991). Naptalam will precipitate as the free acid in very acidic waters or in extremely hard waters (Humburg et al., 1989).

Purification Methods

Crystallise the herbicide from EtOH (m 183-185o). The Na salt has m 185o. [Beilstein 12 H 1236, 12 I 525, 12 III 2876.]