ChemicalBook CAS DataBase List 74712-19-9

74712-19-9

Name	BROMOBUTIDE
CAS	74712-19-9
Molecular Formula	C15H22BrNO
MDL Number	MFCD00274587
Molecular Weight	312.25
MOL File	74712-19-9.mol

Synonyms

s47 s-4347 SUMIHERB BROMOBUTIDE Atrazine Impurity 4 Bromobutide solution BROMOBUTIDE STANDARD Bromobutide@1000 μg/mL in Acetone Bromobutide@100 μg/mL in Methanol Bromobutide, 10 μg /μL in cyclohexane bromobutide (bsi, draft e-iso, draft f-iso) 2-Bromo-3,3-dimethyl-N-(α,α-dimethylbenzyl)butyramide 2-bromo-3,3-dimethyl-n-(1-methyl-1-phenylethyl)-butanamid 2-bromo-3,3-dimethyl-n-(1-methyl-1-phenylethyl)butanamide ButanaMide, 2-broMo-3,3-diMethyl-N-(1-Methyl-1-phenylethyl)- 2-Bromo-3,3-dimethyl-N-(alpha,alpha-dimethylbenzyl)butyramide 2-Bromo-N-(alpha,alpha-dimethylbenzyl)-3,3-dimethylbutanamide (RS)-2-Bromo-3,3-dimethyl-N-(1-methyl-1-phenylethyl)butyramide 2-bromo-3,3-dimethyl-N-N-(alpha-alpha-dimethylbenzyl) butyramide (RS)-2-BROMO-N-(ALPHA,ALPHA-DIMETHYLBENZYL)-3,3-DIMETHYLBUTYRAMIDE

Chemical Properties

Melting point	176-177℃
Boiling point	412.0±38.0 °C(Predicted)
density	1.209
storage temp.	0-6°C
pka	13.81±0.46(Predicted)
Henry's Law Constant	1.9×10² mol/(m³Pa) at 25℃, Ebert et al. (2023)
InChI	1S/C15H22BrNO/c1-14(2,3)12(16)13(18)17-15(4,5)11-9-7-6-8-10-11/h6-10,12H,1-5H3,(H,17,18)
InChIKey	WZDDLAZXUYIVMU-UHFFFAOYSA-N
SMILES	CC(C)(C)C(Br)C(=O)NC(C)(C)c1ccccc1

Safety Data

WGK Germany	WGK 3
HS Code	29242990
Storage Class	11 - Combustible Solids

Hazard Information

Description

Bromobutide is a post-emergence herbicide mainly used in Japan, It has a low aqueous solubility and is a moderately volatile substance. It may be prone to drift. Little information is available regarding its environmental fate. It is moderately toxic to fish. It has a low mammalian toxicity via the human route but other human health information is scant.

Chemical Properties

The technical product is colorless to yellow crystals. Vapor pressure 5.92×10-2 mPa (25°C). KowlogP = 3.46 (25°C), Henry constant 6.53 Pa m??/mol (calculated). Solubility in water 3.54 mg/L (25°C); solubility in other solvents (25°C, g/L): xylene 4.7, methanol 35, n-hexane 0.5. Stable under normal storage conditions.

Uses

Bromobutide is a pesticide.

Definition

ChEBI: A monocarboxylic acid amide having a 2-phenylpropan-2-yl substituent attached to the amide nitrogen and a 1-bromo-2,2-dimethylpropyl group attached to the carbonyl carbon.

Production Methods

Bromobutide is commercially synthesised through a multi-step process involving the reaction of 2-bromo-3,3-dimethylbutanoyl chloride with 2-phenyl-2-propylamine, forming the final amide structure. The synthesis typically includes chlorination using thionyl chloride, bromination with bromine in carbon tetrachloride, and coupling in solvents like chlorobenzene under mild conditions.

Mechanism of action

Inhibition of 4-hydroxyphenyl-pyruvate dioxygenase, bleaching

Pesticide Type

Herbicide

Spectrum Detail

Supplier

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