DL-3-Aminoisobutyric acid supplier

Name
DL-3-Aminoisobutyric acid
EINECS 234-154-7
CAS No. 10569-72-9
Article Data50
CAS DataBase
Density 1.105 g/cm³
Solubility
Melting Point 179-182 °C(lit.)
Formula C₄H₉NO₂
Boiling Point 223.6 °C at 760 mmHg
Molecular Weight 103.121
Flash Point 89 °C
Transport Information
Appearance white crystal or crystalline powder
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms (1)-3-Amino-2-methylpropionic acid;(±)-b-Aminoisobutyric acid;DL-Beta-Aminoisobutyric Acid;H-Aib-OH;
PSA 63.32000
LogP 0.36610

Synthetic route

: 696-04-8
5,6-dihydrothymine

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
With phosphoric acid; dihydropyrimidinase; N-carbamoyl- -alanine amidohydrolase; nickel dichloride In aq. phosphate buffer at 30℃; pH=8; Enzymatic reaction;

: 95503-63-2
2-benzyl-4-methylisoxazolidin-5-one

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen In 1,4-dioxane; water at 85℃; for 16h;	95%

: 95503-68-7, 95503-69-8
4-methyl-N-(S)-1-phenylethylisoxazolidin-5-one

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen In 1,4-dioxane; water at 85℃; for 16h;	87%

: 131932-58-6
trans-1-benzoyl-2-tert-butyl-3,5-dimethylperhydropyrimidin-4-one

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
With hydrogenchloride at 180℃; for 8h;	69%

: 66839-25-6
2-methyl-3-benzylaminopropanoic acid

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol
With hydrogen; PdCl2/C In acetic acid

: 2-dibenzylaminomethyl-propionic acid

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
With ammonium formate; palladium on activated charcoal In tetrahydrofuran; methanol

: (2S,3S)-3-Methyl-1-(toluene-4-sulfonyl)-azetidine-2-carboxylic acid

A: (2S,3S)-3-methylazetidine-2-carboxylic acid

B: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
With naphthalene; sodium In 1,2-dimethoxyethane at -78℃; for 0.5h;	A 31 mg B n/a

: (2R,3R)-3-Methyl-1-(toluene-4-sulfonyl)-azetidine-2-carboxylic acid

A: (2R,3R)-3-methylazetidine-2-carboxylic acid

B: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
With naphthalene; sodium In 1,2-dimethoxyethane at -78℃; for 0.5h;	A 67 mg B n/a

: 1572-99-2
ethyl 2-cyanopropionate

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
With sulfuric acid; acetic acid; platinum Hydrogenation.wiederholtes Eindampfen des Reaktionsprodukts mit Wasser;

: 55125-15-0
N,N,O-Tris-(trimethylsilyl)-β-aminoisobuttersaeure

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
With water; triethylamine In tetrahydrofuran; pentane at 20℃;

: 97-63-2
methyl methacrylate

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
With ethanol; ammonia; water; hydroquinone at 125 - 130℃; und Erwaermen des Reaktionsprodukts mit wss.HCl;

: 14678-48-9
β-amino-α-methyl propionic acid methyl ester

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
With lithium hydroxide In water

: YM-170320

A: 10569-72-9
DL-3-aminoisobutyric acid

B: 1948-56-7
α-aminoacrylic acid

C: 32909-71-0
2-amino-4-hydroxypentanedioic acid

Conditions

Conditions	Yield
With hydrogenchloride at 110℃; for 17h; Hydrolysis;

...Expand

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
With Canyon Diablo iron meteorites at 140℃; for 24h; Reagent/catalyst; Temperature;

: 126-98-7
methacrylonitrile

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
With sulfuric acid; sulfur trioxide

: 107-10-8
propylamine

: 64-18-6
formic acid

A: 10569-72-9
DL-3-aminoisobutyric acid

B: 302-72-7
rac-Ala-OH

C: 2835-81-6
2-aminobutanoic acid

D: 56-12-2
4-amino-n-butyric acid

Conditions

Conditions	Yield
In water at 10 - 20℃; for 1h; contact glow discharge electrolysis (500-600 V, 45 mA); Further byproducts given;	A 9.8% B 3.4% C 0.9% D 8.1%

...Expand

: 107-10-8
propylamine

: 64-18-6
formic acid

A: 10569-72-9
DL-3-aminoisobutyric acid

B: 2835-81-6
2-aminobutanoic acid

C: 107-95-9
3-amino propanoic acid

D: 56-12-2
4-amino-n-butyric acid

Conditions

Conditions	Yield
In water at 10 - 20℃; for 1h; contact glow discharge electrolysis (500-600 V, 45 mA); Further byproducts given;	A 9.8% B 0.9% C 3.4% D 8.1%

...Expand

: 84796-57-6
Sodium; 2-methyl-3-ureido-propionate

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
With hydrogen cation Yield given;

(+-)-β-phthalimido-isobutyric acid anilide: (+-)-β-phthalimido-isobutyric acid anilide

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
With hydrogen iodide; acetic acid

β-amino-isobutyric acid ethyl ester hydrochloride: β-amino-isobutyric acid ethyl ester hydrochloride

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
With water wiederholtes Eindampfen;

: 102076-62-0
(benzoylamino-methyl)-methyl-malonic acid diethyl ester

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
With hydrogen bromide

: 80-62-6
methacrylic acid methyl ester

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
(i) NH3, MeOH, (ii) aq. HCl; Multistep reaction;

: 64-18-6
formic acid

: 107-11-9
1-amino-2-propene

A: 107-10-8
propylamine

B: 10569-72-9
DL-3-aminoisobutyric acid

C: 56-40-6
glycine

D: 107-95-9
3-amino propanoic acid

E: 56-12-2
4-amino-n-butyric acid

Conditions

Conditions	Yield
With hydrogen; oxygen In water for 3h; Product distribution; various unsaturated amines; investigation of the direct carboxylation of C=C bond, the effect of formic acid concentration as well as the flame composition on product(s); radical mechanism is proposed;	A n/a B 38% C n/a D n/a E 5%

...Expand

: 632-07-5
2-cyanopropanoic acid

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
Hydrogenation;

: 7664-93-9
sulfuric acid

: 1572-99-2
ethyl 2-cyanopropionate

: 64-19-7
acetic acid

PtO2: PtO2

: 10569-72-9
DL-3-aminoisobutyric acid

Conditions

Conditions	Yield
beim folgenden Verseifen.Hydrogenation;

...Expand

: 107-10-8
propylamine

: 64-18-6
formic acid

A: 10569-72-9
DL-3-aminoisobutyric acid

B: 56-40-6
glycine

C: 2835-81-6
2-aminobutanoic acid

D: 107-95-9
3-amino propanoic acid

E: 56-12-2
4-amino-n-butyric acid

Conditions

Conditions	Yield
In water at 10 - 20℃; for 1h; Product distribution; contact glow discharge electrolysis; variation of pH, effect of time;	A 9.8% B 0.2% C 0.9% D 3.4% E 8.1%

...Expand

: 79-31-2
isobutyric Acid

A: 10569-72-9
DL-3-aminoisobutyric acid

B: 62-57-7
2-Aminoisobutyric acid

Conditions

Conditions	Yield
With hydrogen azide for 5h; Quantum yield; Ambient temperature; Irradiation;

: 64-17-5
ethanol

: 10569-72-9
DL-3-aminoisobutyric acid

: 22560-81-2
ethyl 3-amino-2-methylpropanoate

Conditions

Conditions	Yield
With hydrogenchloride	100%
With thionyl chloride for 4.5h;	85%
Stage #1: ethanol; DL-3-aminoisobutyric acid With thionyl chloride at 0 - 90℃; for 6h; Stage #2: With ammonium hydroxide In dichloromethane at 20℃; for 2h;

: 67-56-1
methanol

: 10569-72-9
DL-3-aminoisobutyric acid

: 14678-48-9
β-amino-α-methyl propionic acid methyl ester

Conditions

Conditions	Yield
With thionyl chloride at 20℃;	100%
With thionyl chloride for 3h; Reflux;
With thionyl chloride at 0 - 20℃;

: 10569-72-9
DL-3-aminoisobutyric acid

: 66164-10-1
3-amino-2-methylpropan-1-ol hydrochloride

Conditions

Conditions	Yield
Stage #1: DL-3-aminoisobutyric acid With borane-THF In tetrahydrofuran at 20℃; for 20.5h; Reflux; Stage #2: With hydrogenchloride In 1,4-dioxane; diethyl ether for 0.333333h;	100%

: 10569-72-9
DL-3-aminoisobutyric acid

: 24424-99-5
di-tert-butyl dicarbonate

: 16948-10-0
N-tert-butoxycarbonyl-3-amino-2(RS)-methylpropionic acid

Conditions

Conditions	Yield
With sodium hydroxide; tert-butyl alcohol In water at 30℃; for 18h;	99%
With sodium hydroxide In tetrahydrofuran at 20 - 30℃; for 18h;	97%
Stage #1: DL-3-aminoisobutyric acid; di-tert-butyl dicarbonate With sodium hydroxide In 1,4-dioxane; water at 5℃; for 0.916667h; Stage #2: With hydrogenchloride In 1,4-dioxane; water	96%

: 10569-72-9
DL-3-aminoisobutyric acid

: 606-21-3
1-chloro-2,6-dinitrobenzene

: 189939-44-4
3-(2,6-Dinitro-phenylamino)-2-methyl-propionic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol for 6h; Heating;	98%

: 10569-72-9
DL-3-aminoisobutyric acid

: 2905-62-6
3,5-dichlorobenzoyl chloride

: 3-(3,5-dichlorobenzamido)-2-methylpropanoic acid

Conditions

Conditions	Yield
With sodium hydroxide In water for 1h;	93%

: 67-56-1
methanol

: 10569-72-9
DL-3-aminoisobutyric acid

: 88512-06-5
β-aminoisobutyric acid methyl ester hydrochloride

Conditions

Conditions	Yield
With thionyl chloride at 0 - 20℃; for 6h;	90%
With trimethylsilyl isocyanate at 0 - 20℃; for 48h; Inert atmosphere;	75%
With thionyl chloride at -10℃; for 1h; Heating / reflux;
With thionyl chloride at 0℃; for 18h; Inert atmosphere; Reflux;

: 50-00-0
formaldehyd

: 10569-72-9
DL-3-aminoisobutyric acid

: Isochroman-3-carboxylic acid methyl ester

Conditions

Conditions	Yield
Stage #1: formaldehyd; DL-3-aminoisobutyric acid With trifluoroacetic acid at 150℃; for 0.0833333h; Sealed tube; Inert atmosphere; Microwave irradiation; Stage #2: With sulfuric acid In methanol for 4h; Reflux;	90%

: 10569-72-9
DL-3-aminoisobutyric acid

: 39637-74-6
(1S)-(-)-camphanic chloride

: 88099-59-6, 88099-60-9, 98974-77-7
(2RS)-3-camphanoylamino-2-methylpropanoic acid

Conditions

Conditions	Yield
With sodium hydroxide In water; toluene for 3h;	89%

: 10569-72-9
DL-3-aminoisobutyric acid

: 58521-61-2
3-methyl-2-azetidinone

Conditions

Conditions	Yield
With sulfenamide (5); triphenylphosphine In acetonitrile at 80℃; for 2h;	89%
With tris(2-oxo-3-oxazolinyl)phosphine oxide; triethylamine In acetonitrile for 6h; Heating;	75%
With tris(1,3-dihydro-2-oxobenzoxazolin-3-yl) phosphine oxide; triethylamine In acetonitrile for 6h; Heating;	71%
With 2-chloro-1-methyl-pyridinium iodide; triethylamine In acetonitrile for 2h; Heating;	57%

: 10569-72-9
DL-3-aminoisobutyric acid

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 122-78-1
phenylacetaldehyde

: N-tert-butyl-2-(3-methyl-2-oxoazetidin-1-yl)-3-phenylpropanamide

Conditions

Conditions	Yield
Stage #1: DL-3-aminoisobutyric acid; phenylacetaldehyde In water at 20℃; Stage #2: tert-butylisonitrile In water at 20℃; Ugi reaction;	88%
In methanol for 24h; Ambient temperature;

...Expand

: 10569-72-9
DL-3-aminoisobutyric acid

: 88333-03-3, 10340-91-7
Benzyl isocyanide

: 123-38-6
propionaldehyde

: N-benzyl-2-(3-methyl-2-oxoazetidin-1-yl)butanamide

Conditions

Conditions	Yield
Stage #1: DL-3-aminoisobutyric acid; propionaldehyde In water at 20℃; Stage #2: Benzyl isocyanide In water at 20℃; Ugi reaction;	84%

...Expand

: 10569-72-9
DL-3-aminoisobutyric acid

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 78-84-2
isobutyraldehyde

: N-tert-butyl-3-methyl-2-(3-methyl-2-oxoazetidin-1-yl)butanamide

Conditions

Conditions	Yield
Stage #1: DL-3-aminoisobutyric acid; isobutyraldehyde In water at 20℃; Stage #2: tert-butylisonitrile In water at 20℃; Ugi reaction;	82%

...Expand

: 10569-72-9
DL-3-aminoisobutyric acid

: 88333-03-3, 10340-91-7
Benzyl isocyanide

: 78-84-2
isobutyraldehyde

: N-benzyl-3-methyl-2-(3-methyl-2-oxoazetidin-1-yl)butanamide

Conditions

Conditions	Yield
Stage #1: DL-3-aminoisobutyric acid; isobutyraldehyde In water at 20℃; Stage #2: Benzyl isocyanide In water at 20℃; Ugi reaction;	82%

...Expand

: 10569-72-9
DL-3-aminoisobutyric acid

: 88333-03-3, 10340-91-7
Benzyl isocyanide

: 590-86-3
isovaleraldehyde

: N-benzyl-4-methyl-2-(3-methyl-2-oxoazetidin-1-yl)pentanamide

Conditions

Conditions	Yield
Stage #1: DL-3-aminoisobutyric acid; isovaleraldehyde In water at 20℃; Stage #2: Benzyl isocyanide In water at 20℃; Ugi reaction;	82%

...Expand

: 10569-72-9
DL-3-aminoisobutyric acid

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 590-86-3
isovaleraldehyde

: N-tert-butyl-4-methyl-2-(3-methyl-2-oxoazetidin-1-yl)pentanamide

Conditions

Conditions	Yield
Stage #1: DL-3-aminoisobutyric acid; isovaleraldehyde In water at 20℃; Stage #2: tert-butylisonitrile In water at 20℃; Ugi reaction;	81%

...Expand

: 10569-72-9
DL-3-aminoisobutyric acid

: 59741-04-7
2-methoxy-5-methylphenyl isocyanate

: 1270915-86-0
3-(3-(2-methoxy-5-methylphenyl)ureido)-2-methylpropanoic acid

Conditions

Conditions	Yield
In methanol at 20℃;	81%

: 10569-72-9
DL-3-aminoisobutyric acid

: 383-63-1
ethyl trifluoroacetate,

: 101642-73-3
2-methyl-3-(2,2,2-trifluoroacetamido)propanoic acid

Conditions

Conditions	Yield
Stage #1: DL-3-aminoisobutyric acid With triethylamine In methanol for 0.0833333h; Stage #2: ethyl trifluoroacetate, In methanol for 24h;	81%

: 67-56-1
methanol

: 10569-72-9
DL-3-aminoisobutyric acid

: 141109-47-9
[di(propan-2-yl)amino](oxo)acetyl chloride

: methyl 3-(2-(diisopropylamino)-2-oxoacetamido)-2-methylpropanoate

Conditions

Conditions	Yield
Stage #1: methanol; DL-3-aminoisobutyric acid With thionyl chloride at 0 - 20℃; Stage #2: [di(propan-2-yl)amino](oxo)acetyl chloride With triethylamine In dichloromethane at 0 - 20℃; for 6h;	78%

...Expand

: 40397-98-6
2,5-dimethylphenyl isocyanate

: 10569-72-9
DL-3-aminoisobutyric acid

: 1337962-17-0
3-(3-(2,5-dimethylphenyl)ureido)-2-methylpropanoic acid

Conditions

Conditions	Yield
In methanol at 20℃;	76%

: 591-50-4
iodobenzene

: 10569-72-9
DL-3-aminoisobutyric acid

: 73849-53-3
N-phenyl-3-aminoisobutyric acid

Conditions

Conditions	Yield
With potassium phosphate; copper(I) bromide; 1,1'-bi-2-naphthol In N,N-dimethyl-formamide at 40℃; for 10h;	72%

: 85-44-9
phthalic anhydride

: 10569-72-9
DL-3-aminoisobutyric acid

: 24431-49-0
3-(1,3-dioxoisoindolin-2-yl)-2-methylpropanoic acid

Conditions

Conditions	Yield
With triethylamine In toluene Reflux;	70%

: 10569-72-9
DL-3-aminoisobutyric acid

: 3-bromo-1‐(4‐methoxybenzyl)‐4‐nitro-1H‐pyrazole

: 3-((1-(4‐methoxybenzyl)‐4‐nitro‐1H‐pyrazol-3-yl)amino)-2-methylpropanoic acid

Conditions

Conditions	Yield
With copper(l) iodide; caesium carbonate In water; N,N-dimethyl-formamide at 150℃; for 4h; Microwave irradiation;	70%

: 10569-72-9
DL-3-aminoisobutyric acid

: 17341-93-4
2,2,2-Trichloroethyl chloroformate

: 1417602-90-4
2-methyl-3-((2,2,2-trichloroethoxy)carbonylamino)propanoic acid

Conditions

Conditions	Yield
With sodium hydroxide In water at 0 - 20℃; for 2.5h;	68%

: 10569-72-9
DL-3-aminoisobutyric acid

: 40411-27-6
4-chloro-2-isocyanato-1-methylbenzene

: 1337962-18-1
3-(3-(5-chloro-2-methylphenyl)ureido)-2-methylpropanoic acid

Conditions

Conditions	Yield
In methanol at 20℃;	61%

DL-3-Aminoisobutyric acid Specification

The CAS registry number of DL-3-Aminoisobutyric acid is 10569-72-9. The IUPAC name is 3-amino-2-methylpropanoic acid. In addition, the molecular formula is C₄H₉NO₂. What's more, it belongs to the class of Amino Acids. Besides, it should be stored in sealed container, and put in a cool and dry place.

Physical properties about this chemical are: (1)ACD/LogP: -0.51; (2)ACD/LogD (pH 5.5): -3.01; (3)ACD/LogD (pH 7.4): -3.01; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 29.54 Å²; (12)Index of Refraction: 1.462; (13)Molar Refractivity: 25.63 cm³; (14)Molar Volume: 93.2 cm³; (15)Polarizability: 10.16 ×10^-24cm³; (16)Surface Tension: 43.5 dyne/cm; (17)Density: 1.105 g/cm³; (18)Flash Point: 89 °C; (19)Enthalpy of Vaporization: 50.68 kJ/mol; (20)Boiling Point: 223.6 °C at 760 mmHg; (21)Vapour Pressure: 0.0352 mmHg at 25°C.

Preparation of DL-3-Aminoisobutyric acid: it can be prepared by 2-benzyl-4-methylisoxazolidin-5-one. This reaction will need reagents H₂ and Pd/C, and solvents dioxane and H₂O. The reaction time is 16 hours at reaction temperature of 85 °C. The yield is about 95%.

DL-3-Aminoisobutyric acid can be prepared by 2-benzyl-4-methylisoxazolidin-5-one

Uses of DL-3-Aminoisobutyric acid: it can be used to get 3-methyl-azetidin-2-one. This reaction will need reagents 2-chloro-1-methylpyridinium iodide and Et₃N, and solvent acetonitrile. The reaction time is 2 hours by heating. The yield is about 57%.

DL-3-Aminoisobutyric acid can be used to get 3-methyl-azetidin-2-one

When you are using this chemical, please be cautious about it as the following:
During using it, you should avoid contact with skin and eyes. In addition, do not breathe dust.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)C(C)CN
(2)InChI: InChI=1/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)
(3)InChIKey: QCHPKSFMDHPSNR-UHFFFAOYAN

Product Name

DL-3-Aminoisobutyric acid

Synthetic route

DL-3-Aminoisobutyric acid Specification

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