3,4-D

3,4-D Property

Melting point:

138-140 °C(lit.)

Boiling point:

316.96°C (rough estimate)

Density 

1.4564 (rough estimate)

refractive index 

1.5000 (estimate)

Flash point:

2 °C

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Crystalline Powder

pka

2.99±0.10(Predicted)

color 

White

Water Solubility 

457.6mg/L(25 ºC)

Safety

Hazard Codes 

Xi,Xn,F

Risk Statements 

36/37/38-36-20/21/22-11

Safety Statements 

26-37/39-36-16

RIDADR 

2811

WGK Germany 

3

RTECS 

AG6830000

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

2918999090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

3,4-D Chemical Properties,Usage,Production

Uses

3,4-Dichlorophenoxyacetic acid was used in the synthesis of layered organic-inorganic nanohybrid material, zinc-aluminum-3,4-dicholorophenoxyacetate.

Definition

ChEBI: A chlorophenoxyacetic acid that is phenoxyacetic acid in which the hydrogens at positions 3 and 4 of the phenyl group are replaced by chlorines.

General Description

3,4-Dichlorophenoxyacetic acid is a phenoxyacetic herbicide.

Synthesis

GENERAL PROCEDURE: To a stirred solution of 4j (2.5 g, 9.8 mmol) in methanol (30 mL) was added 3N sodium hydroxide solution (13.1 mL, 39.3 mmol). After stirring for 1 h at room temperature, the reaction mixture was diluted with water (100 mL), acidified with 3N hydrochloric acid to pH < 7, and subsequently extracted with dichloromethane (100 mL x 2). The organic layers were combined, washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford 3,4-dichlorophenoxyacetic acid (2.12 g, 97% yield) as a white solid. The product was characterized by 1H NMR (300 MHz, DMSO-d6): δ 7.49 (d, J=8.8 Hz, 1H), 7.21 (s, 1H), 6.92 (d, J=8.8 Hz, 1H), 4.73 (s, 2H).

References

[1] Bulletin of the Korean Chemical Society, 2015, vol. 36, # 10, p. 2549 - 2552
[2] Patent: WO2017/212423, 2017, A1. Location in patent: Page/Page column 97; 98