ChemicalBook--->CAS DataBase List--->588-22-7

588-22-7

588-22-7 Structure

588-22-7 Structure
IdentificationBack Directory
[Name]

3,4-D
[CAS]

588-22-7
[Synonyms]

3,4-D
3,4-da
3,4-d (iso)
3,4-D solution
LABOTEST-BB LT00233086
Adrenaline Impurity 70
3,4-DICHLOROPHENOXYACETIC ACID
(3,4-dichlorophenoxy)-aceticaci
2-(3,4-dichlorophenoxy)acetic acid
2-(3,4-dichlorophenoxy)ethanoic acid
Acetic acid, 2-(3,4-dichlorophenoxy)-
3,4-Dichlorophenoxyacetic acid solution
[EINECS(EC#)]

209-612-4
[Molecular Formula]

C8H6Cl2O3
[MDL Number]

MFCD00004303
[MOL File]

588-22-7.mol
[Molecular Weight]

221.04
Chemical PropertiesBack Directory
[Melting point ]

138-140 °C(lit.)
[Boiling point ]

316.96°C (rough estimate)
[density ]

1.4564 (rough estimate)
[refractive index ]

1.5000 (estimate)
[Fp ]

2 °C
[storage temp. ]

APPROX 4°C
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Crystalline Powder
[pka]

2.99±0.10(Predicted)
[color ]

White
[Water Solubility ]

457.6mg/L(25 ºC)
[InChI]

1S/C8H6Cl2O3/c9-6-2-1-5(3-7(6)10)13-4-8(11)12/h1-3H,4H2,(H,11,12)
[InChIKey]

SNYRXHULAWEECU-UHFFFAOYSA-N
[SMILES]

OC(=O)COc1ccc(Cl)c(Cl)c1
Safety DataBack Directory
[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
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1
STOT SE 3
Hazard InformationBack Directory
[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]

ethyl 2-(3,4-dichlorophenoxy)acetate

62855-72-5

3,4-D

588-22-7

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
Spectrum DetailBack Directory
[Spectrum Detail]

3,4-D(588-22-7)1HNMR
3,4-D(588-22-7)IR
3,4-D(588-22-7)Raman
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