N,2,3-Trimethyl-2-isopropylbutanamide
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N,2,3-Trimethyl-2-isopropylbutanamide
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CAS No:
51115-67-4
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Formula:
C10H21NO
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Chemical Name:
N,2,3-Trimethyl-2-isopropylbutanamide
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Synonyms:
Butanamide,N,2,3-trimethyl-2-(1-methylethyl)-;N,2,3-Trimethyl-2-(1-methylethyl)butanamide;2-Isopropyl-N,2,3-trimethylbutanamide;WS 23;WS 23 (cooling agent);Cooling Sensate WS 23;N,2,3-Trimethyl-2-isopropylbutanamide;2-Isopropyl-N,2,3-trimethylbutyramide;N-2,3-Trimethyl-2-isopropylbutane amide;N-Methyl-2,3-dimethyl-2-isopropylbutanamide;FEMA 3804
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CAS No:
Description
N,2,3-Trimethyl-2-isopropylbutanamide also known as 2-isopropyl-N,2,3-trimethylbutyramide or WS-23, is a synthetic compound with the molecular formula C₁₀H₂₁NO and a molecular weight of 171.28 g/mol. It typically appears as a white crystalline solid or a colorless to pale yellow liquid with a faint, minty odor. The compound has a melting point ranging from 58 to 65 °C and a boiling point between 83–85 °C at 0.35 mmHg. It is slightly soluble in water but readily dissolves in organic solvents such as alcohols and propylene glycol.
N,2,3-Trimethyl-2-isopropylbutanamide also known as 2-isopropyl-N,2,3-trimethylbutyramide or WS-23, is a synthetic compound with the molecular formula C₁₀H₂₁NO and a molecular weight of 171.28 g/mol. It typically appears as a white crystalline solid or a colorless to pale yellow liquid with a faint, minty odor. The compound has a melting point ranging from 58 to 65 °C and a boiling point between 83–85 °C at 0.35 mmHg. It is slightly soluble in water but readily dissolves in organic solvents such as alcohols and propylene glycol.
N,2,3-Trimethyl-2-isopropylbutanamide Basic Attributes
171.28
171.28
256-974-4
6QOP5A9489
DTXSID40199124
2924199090
Characteristics
29.1
1.94
Solid
0.9±0.1 g/cm3
60 °C
84 °C
132.0±3.4 °C
1.431
Insoluble in water and fats; Soluble in diethyl ether, and hydrocarbons
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Safety Information
36/37/38-52/53
37/39-26
Xi
Stable under normal temperatures and pressures.
P264, P270, P301+P312, P330, P501
H302
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 1435 companies from 5 notifications to the ECHA C&L Inventory.
N,2,3-Trimethyl-2-isopropylbutanamide Use and Manufacturing
The above-obtained 3-isopropyl-4-methyl-2-pentanone 128 g (0.82 mol) was dissolved in tetrahydrofuran, then hydroxylamine hydrochloride (1.2 eq) was added, potassium carbonate was added, and the reaction was carried out for 2 hours.After confirming the completion of the reaction, the reaction was added with water and extracted with ethyl acetate to obtain 135 g of a residue. The 135 residue was dissolved with polyphosphonic acid and heated to 100° C. for 3 to 8 hours.After confirming that the reaction is complete, neutralization with alkali, extraction, drying, distillation, and recrystallization are performed.N, 2, 3-trimethyl-2-isopropylbutanamide 85g has a purity of 99percent and a combined yield of 49.7percent.70g of the activated PMA-SiO2 solid acid catalyst was uniformly charged into the fixed-bed reactor 1, and 500g of 2, 2-diisopropylpropionitrile, 750g of methanol, and 5g of water were evenly mixed through the mixer 2. Open the feed valve 3, and the raw material liquid enters the fixed-bed reactor 1. After the raw material liquid exhausts the air in the pipeline, open the discharge pump 4 and the second valve 6, so that the raw material liquid circulates in the fixed-bed reactor 1. Turn on the sleeve heating device and keep the temperature at 90 for 5h.Sampling and analysis, when the content of 2, 2-diisopropylpropionitrile in the reaction solution is no longer significantly reduced, when the content of the target product stabilizes, the first valve 5 is opened, and the reaction solution is divided into two channels to control the feeding The opening degree of the valve 3, the first valve 5 and the second valve 6 adjusts the flow of the two branches and the feeding port to keep the stable supply of fresh materials and the product content stable. A part of the reaction liquid is separated into methanol vapor and mother liquid by gas-liquid separator 7 (pressure is 0.1Mpa). The methanol vapor is cooled by condenser 8 and enters mixer 2 inlet for recycling. The yield of the crude product and unreacted 2, 2-diisopropylpropionitrile and methanol was 94%.A 500 mL, 2-neck, round bottom flask immersed in an oil bath, equipped with a magnetic stir bar and fitted with a Friedrichs condenser, was charged with deionized H2O (50 mL). Then, H2SO4 (80 mL) was added over 20 minutes while mixing at 300 r.p.m. The oil bath was turned on to heat and the temperature was allowed to equilibrate to 75 C. Then, Step three, The above-obtained 3-isopropyl-4-methyl-2-pentanone 128 g (0.82 mol) was dissolved in tetrahydrofuran, then hydroxylamine hydrochloride (1.2 eq) was added, potassium carbonate was added, and the reaction was carried out for 2 hours.After confirming the completion of the reaction, the reaction was added with water and extracted with ethyl acetate to obtain 135 g of a residue. The 135 residue was dissolved with polyphosphonic acid and heated to 100 C. for 3 to 8 hours.After confirming that the reaction is complete, neutralization with alkali, extraction, drying, distillation, and recrystallization are performed.EXAMPLE 32-isopropyl-2, 3-dimethyl -N-(1-(furan-2-yl)ethyl)butanamideIn a 25 mL round bottom flask, fitted with magnetic stirrer, 15 mL of tetrahydrofuran, 2.1 mmol (1.5 eq.) of pyridine and 1.54 mmol (1.1 eq.) of 1-(furan-2-yl)ethanamine were added. 1.4mmol of 2-isopropyl-2, 3-dimethylbutanoyl chloride (prepared by hydrolysis of 2-isopropyl-N, 2, 3-trimethylbutanamide,
Physiological coolant in foods, beverages, tobacco products, toiletries, cosmetics and pharmaceuticals.
Physiological coolant in foods, beverages, tobacco products, toiletries, cosmetics and pharmaceuticals.
Butanamide, N,2,3-trimethyl-2-(1-methylethyl)-: ACTIVE|PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Food additives -> Flavoring Agents|Flavouring Agent -> FLAVOURING_AGENT; -> JECFA Functional Classes|Flavoring Agents -> JECFA Flavorings Index|Fatty Acyls [FA] -> Fatty amides [FA08] -> N-acyl amines [FA0802]|Cosmetics -> Masking
Flavoring Agents|Flavouring Agent -> FLAVOURING_AGENT;
Computed Properties
Molecular Weight:171.28
XLogP3:2.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:3
Exact Mass:171.162314293
Monoisotopic Mass:171.162314293
Topological Polar Surface Area:29.1
Heavy Atom Count:12
Complexity:153
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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N,2,3-Trimethyl-2-isopropylbutanamide
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