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56-41-7

Basic Information
CAS No.: 56-41-7
Name: L-Alanine
Molecular Structure:
Molecular Structure of 56-41-7 (L-Alanine)
Formula: C3H7NO2
Molecular Weight: 89.09
Synonyms: L-.alpha.-Alanine;alpha-Alanine;Alanine (USP);2-Aminopropanoic acid, L-;L-alpha-alanine;Propanoic acid, 2-amino-, (S);L-2-Aminopropionsaeure;(S)-alpha-Aminopropionsaeure;L- Alanine;L-2-Aminopropionic acid;L-Alanine (JAN);Propanoic acid, 2-amino-;Alanine, L-;2-aminopropanoic acid;L(+)-Alanine;(2S)-2-azaniumylpropanoate;L-Alanin;2-Aminopropionic acid;.alpha.-Alanine;Alanine, L- (7CI,8CI);L-Alanine (9CI);(S)-alanine;Ala;H-Ala-OH;(s)-2-Amino propionic acid;L-Alanine (L-Ala);L - Alanine;
EINECS: 200-273-8
Density: 1.161 g/cm3
Melting Point: 314.5 °C (dec.)(lit.)
Boiling Point: 212.9 °C at 760 mmHg
Flash Point: 82.6 °C
Solubility: 166.5 g/L (25 °C) in water
Appearance: White crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 24/25-36-26
Transport Information:
PSA: 63.32000
LogP: 0.11850
Synthetic route
77340-50-2

N-carbamoyl-DL-alanine

56-41-7

L-alanin

Conditions
ConditionsYield
With NH4Cl-NH4OH buffer pH 8.5; nickel dichloride at 60℃; for 24h; N-carbamyl-L-amino acid aminohydrolase;100%
With sodium phosphate buffer; N-carmamyl-L-amino acid aminohydrolase of Pseudomonas sp. strain NS671; water; manganese(II) at 30℃; for 0.5h; Product distribution;18.1 mmol
15761-38-3

L-N-Boc-Ala

56-41-7

L-alanin

Conditions
ConditionsYield
With water at 170℃; for 0.05h; Microwave irradiation;100%
With water at 150℃; for 2h; Subcritical conditions;100%
With tetradecyl(trihexyl)phosphonium bistriflamide; trifluoroacetic acid at 130℃; for 0.116667h; Ionic liquid;98%
113-24-6

sodium pyruvate

56-41-7

L-alanin

Conditions
ConditionsYield
With sodium formate; ammonium chloride; NADH In aq. phosphate buffer at 25℃; for 6h; pH=8.0; Kinetics; Reagent/catalyst; Green chemistry; Enzymatic reaction;100%
With zinc(II) perchlorate; (R)-15-amino-methyl-14-hydroxy-5,5-dimethyl-2,8-dithia<9>(2,5)pyridinophane In methanol for 24h; Ambient temperature;72%
220930-89-2

Proc-Ala-OH

56-41-7

L-alanin

Conditions
ConditionsYield
With resin bound tetrathiomolybdate In methanol at 28℃; for 1.5h; ultrasonic bath;100%
Conditions
ConditionsYield
With hydrogenchloride pH=6.5; pH-value;100%
28875-17-4

(S)-N-(tert-butoxycarbonyl)alanine methyl ester

56-41-7

L-alanin

Conditions
ConditionsYield
With water at 100℃; for 4h;99%
1256490-52-4

(S)-2-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphorylamino]propionic acid isopropyl ester

A

56-41-7

L-alanin

B

771-61-9

2,3,4,5,6-pentafluorophenol

C

108-95-2

phenol

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 25 - 60℃; for 4h; Reagent/catalyst; Temperature; Solvent;A 94.2%
B 95.7%
C 98.2%
108437-91-8

(2S,5S)-N-<(S)-N-bis(methylthio)methylenealanyl>-2,5-bis(methoxymethoxymethyl)pyrrolidine

56-41-7

L-alanin

Conditions
ConditionsYield
With hydrogenchloride for 4h; Heating;97%
52-90-4

L-Cysteine

56-41-7

L-alanin

Conditions
ConditionsYield
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; triethyl phosphite In aq. phosphate buffer; acetonitrile at 20℃; for 0.5h; pH=6.5; Catalytic behavior; Solvent; Reagent/catalyst; Irradiation;96%
With tris(2,2'-bipyridyl)ruthenium dichloride; trisodium tris(3-sulfophenyl)phosphine In water at 20℃; for 16h; Inert atmosphere; Irradiation;84%
With triethyl borane; triethyl phosphite 1.) THF, CH3CN, RT, 90 min, 2.) THF, CH3CN, RT, irradiation, 6.5 h; Multistep reaction;
With nickel In water at 60℃; for 0.5h; Product distribution; desulfurization;
302-72-7

rac-Ala-OH

56-41-7

L-alanin

Conditions
ConditionsYield
In water at 37℃; for 10h; NADH, ammonium chloride, sodium formate, D-amino acid oxidase, catalase, leucine dehydrogenase, formate dehydrogenase, Tris-HCl buffer, pH 8.5;95%
optische Spaltung;
With D-amino acid oxide ase-substance
1142-20-7

N-Cbz-Ala

56-41-7

L-alanin

Conditions
ConditionsYield
With hydrogen; K3[Co(CN)5] In methanol at 20℃; for 3h;94%
With hydrogen; hydroxyapatite-bound Pd In methanol at 40℃; under 760 Torr; for 1.5h; Product distribution; Further Variations:; Catalysts;92%
at 35℃; for 0.0833333h; Rate constant; pH 6.0; amino acid urethane hydrolase from Streptococcus faecalis;
Boc-Ala-Merrifield resin

Boc-Ala-Merrifield resin

56-41-7

L-alanin

Conditions
ConditionsYield
With dimethyl ether-poly(hydrogen fluoride) at 0℃; for 1h;94%
17831-01-5

H-Ala-OBzl

56-41-7

L-alanin

Conditions
ConditionsYield
With hydrogen; K3[Co(CN)5] In methanol at 20℃; for 3h;92%
at 25℃; for 0.833333h; enzyme alcalase from Bacillus licheniforms; pH 8.2;
With E. coli BL21 Star (DE3) S30 extract In aq. buffer at 37℃; for 6h; pH=7.5;

C3H7NO2*H3N*ClH

56-41-7

L-alanin

Conditions
ConditionsYield
With ruthenium nanoparticles dispersed in a polyvinylpyrrolidone matrix; amberlyst A-21 In methanol; dichloromethane92%
111-26-2

hexan-1-amine

78641-65-3

(S)-2-(3,5-Dinitro-4-oxo-4H-pyridin-1-yl)-propionic acid

A

56-41-7

L-alanin

B

74197-48-1

1-hexyl-3,5-dinitro-4-pyridone

Conditions
ConditionsYield
In pyridine for 1.5h; Product distribution;A 91.7%
B n/a
127-17-3

2-oxo-propionic acid

A

56-41-7

L-alanin

B

338-69-2

D-Alanine

Conditions
ConditionsYield
With CC10H14NOSCH2CH2CH3N(CH3)2 (5); zinc diacetate In methanol at 30℃; Product distribution; pH 4.00; other reagents;A 9%
B 91%
With 5-((3-(dimethylamino)propyl)thio)-4-(aminomethyl)-3-hydroxyl-5,6,7,8-tetraquinoline In methanol at 30℃; Product distribution; stereoselective transamination at pH=4.00, various reagents and pH;A 7 % Chromat.
B 93 % Chromat.
With ethylenediaminetetraacetic acid; D-(R)-phenylalanine at 20℃; for 24h; pH=8; Product distribution; Further Variations:; Reagents; transamination;

(3S,5S)-3-Methyl-5-phenyl-morpholin-2-one

56-41-7

L-alanin

Conditions
ConditionsYield
With hydrogen; trifluoroacetic acid; palladium dihydroxide In methanol; water under 3750.3 Torr; for 24h;91%
56-89-3

L-cystine

56-41-7

L-alanin

Conditions
ConditionsYield
With triethyl borane; tributylphosphine; sodium hydrogencarbonate; triethyl phosphite In propan-1-ol for 36h; Ambient temperature; Irradiation;90%
With tris(2-carboxyethyl)phosphine; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate In aq. phosphate buffer; acetonitrile at 37℃; for 1h; pH=6.5; Temperature; Inert atmosphere; Schlenk technique; Sealed tube;85%
With water; nickel at 45℃;
With nickel In water at 60℃; for 0.5h; Product distribution; desulfurization;
143746-60-5

(3S,6S)-1,4-N,N-((S)-1-phenyleth-1-yl)-3,6-dimethylpiperazine-2,5-dione

56-41-7

L-alanin

Conditions
ConditionsYield
With hydrogen iodide for 1h; Heating;90%

C13H19BN2O2

56-41-7

L-alanin

Conditions
ConditionsYield
With acetic acid Hydrolysis;90%
1069-29-0

L-cystine dimethyl ester

56-41-7

L-alanin

Conditions
ConditionsYield
With triethyl borane; tributylphosphine; sodium hydrogencarbonate; triethyl phosphite In propan-1-ol for 36h; Ambient temperature; Irradiation;88%
145058-00-0

(S)-2-<(R)-2-hydroxy-1-phenylethylamino>propanoic acid

56-41-7

L-alanin

Conditions
ConditionsYield
With formic acid; palladium In methanol; water for 168h; Ambient temperature;86%

(2S,4'S)-2-(2'-oxo-4'-phenyloxazolidin-3'-yl)propanoic acid

56-41-7

L-alanin

Conditions
ConditionsYield
With ammonia; lithium In tetrahydrofuran; tert-butyl alcohol at -70℃; for 0.0833333h; Elimination; Birch-Evans method;84%
27948-38-5

(1S)-1-(furan-2-yl)ethanamine

56-41-7

L-alanin

Conditions
ConditionsYield
With ozone In methanol at -78℃; for 0.25h;82%
97985-98-3

p-methoxybenzyloxycarbonyl-Phe-OMe

α-alanine propyl ester

A

56-41-7

L-alanin

B

Moz-Phe-D-Ala-O(nPr)

Conditions
ConditionsYield
Stage #1: α-alanine propyl ester With Alcalase; water In tert-butyl alcohol at 25℃; pH=8.5; kinetic resolution;
Stage #2: p-methoxybenzyloxycarbonyl-Phe-OMe With Alcalase In tert-butyl alcohol Condensation;
A n/a
B 81%

A

56-41-7

L-alanin

B

338-69-2

D-Alanine

C

2013-12-9

D-norvaline

D

6600-40-4

L-Norvaline

Conditions
ConditionsYield
With (S)-1-(N,N-dimethylaminomethyl)-2-formylcymantrene; sodium methylate; copper (I) acetate for 1h; Ambient temperature;A 78.31%
B 21.69%
C 60.57%
D 39.43%
With (S)-1-(N,N-dimethylaminomethyl)-2-formylcymantrene; sodium methylate; copper (I) acetate for 3h; Ambient temperature;A 76.83%
B 23.15%
C 73.8%
D 26.2%
With (R)-1-(N,N-dimethylaminomethyl)-2-formylcymantrene; sodium methylate; copper (I) acetate for 1h; Ambient temperature;A 26.8%
B 73.2%
C 42.16%
D 57.84%
With (R)-1-(N,N-dimethylaminomethyl)-2-formylcymantrene; sodium methylate; copper (I) acetate for 1h; Ambient temperature;A 26.8%
B 73.2%
C 42.16%
D 57.84%
137910-12-4

(2R,5R)-2,5-Bis-methoxymethyl-pyrrolidine-1-carboxylic acid ((S)-1-carbamoyl-ethyl)-amide

56-41-7

L-alanin

Conditions
ConditionsYield
With hydrogenchloride Heating;78%
67-56-1

methanol

730-08-5

L-tyrosyl-L-alanine

A

538-86-3

benzyl methyl ether

B

56-41-7

L-alanin

Conditions
ConditionsYield
With potassium hydroxide; [bis(acetoxy)iodo]benzene at 0 - 5℃; for 1.5h;A 71%
B n/a
2749-11-3

(S)-Alaninol

56-41-7

L-alanin

Conditions
ConditionsYield
With (6-di-tert-butylphosphinomethyl-2,2’-bipyridyl)Ru(CO)HCl; sodium hydroxide In 1,4-dioxane; water at 20℃;71%
67-56-1

methanol

56-41-7

L-alanin

10065-72-2

L-Alanine methyl ester

Conditions
ConditionsYield
With thionyl chloride at 20℃; for 48h; Reflux;100%
Stage #1: methanol With thionyl chloride at 0℃; for 0.166667h;
Stage #2: L-alanin at 20℃; for 12h;
97%
With thionyl chloride at 8 - 10℃; Reflux;96.68%
56-41-7

L-alanin

541-41-3

chloroformic acid ethyl ester

16639-86-4

N-ethoxycarbonyl-L-alanine

Conditions
ConditionsYield
With sodium hydroxide at 15℃; for 1h; pH=9;100%
With sodium hydrogencarbonate In water at 20℃; for 24h;94%
With sodium hydroxide for 2h; Ambient temperature; pH=9-10;91%
56-41-7

L-alanin

501-53-1

benzyl chloroformate

1142-20-7

N-Cbz-Ala

Conditions
ConditionsYield
With sodium hydroxide In water at 0 - 20℃;100%
With sodium hydroxide In water at 0 - 20℃; for 5h;99%
With sodium carbonate In water at 0 - 20℃; for 24h;98%
50-00-0

formaldehyd

56-41-7

L-alanin

2812-31-9

N,N-dimethyl-L-alanine

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 20h;100%
With 10 mol% palladium on carbon; hydrogen In water at 20℃; under 760.051 Torr; for 36.5h; Reflux;99%
With sodium dihydrogenphosphate; zinc at 30℃; for 20h;92%
64-17-5

ethanol

56-41-7

L-alanin

3082-75-5

L-Alanine ethyl ester

Conditions
ConditionsYield
With thionyl chloride100%
With thionyl chloride
With hydrogenchloride
67-56-1

methanol

56-41-7

L-alanin

2491-20-5

L-alanine methyl ester hydrochloride

Conditions
ConditionsYield
Stage #1: methanol With thionyl chloride at -15 - 0℃;
Stage #2: L-alanin for 3h; Reflux;
100%
With thionyl chloride at -20 - 22℃; for 49h;100%
With thionyl chloride at 40℃; for 3.5h;99%
64-17-5

ethanol

56-41-7

L-alanin

1115-59-9

(S)-alanine ethyl ester hydrochloride

Conditions
ConditionsYield
With thionyl chloride for 4h; Reflux;100%
With hydrogenchloride for 12h; Reflux;99%
With thionyl chloride99%
56-41-7

L-alanin

24424-99-5

di-tert-butyl dicarbonate

15761-38-3

L-N-Boc-Ala

Conditions
ConditionsYield
In 1,4-dioxane; water at 0 - 20℃; for 1h;100%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 17h;100%
With sodium hydroxide In tetrahydrofuran; water at 0 - 30℃; for 4.5h;98%
Conditions
ConditionsYield
With hydrogenchloride In water for 0.5h;100%
With hydrogenchloride In water
With hydrogenchloride In water at 20℃;
56-41-7

L-alanin

2937-50-0

Allyl chloroformate

90508-28-4

N-allyloxycarbonyl-L-alanine

Conditions
ConditionsYield
With sodium hydroxide In water for 3h; Condensation;100%
With sodium hydroxide at 20℃; for 2h;99%
With sodium hydroxide at 0℃; for 1h;30%
56-41-7

L-alanin

104-15-4

toluene-4-sulfonic acid

100-51-6

benzyl alcohol

42854-62-6

L-alanine benzyl ester p-toluenesulfonate

Conditions
ConditionsYield
In benzene for 10h; Reflux; Inert atmosphere;100%
at 50 - 62℃; under 15.0015 Torr; for 5.5h;98.6%
In cyclohexane; water for 4h; Dean-Stark; Reflux;92%
56-41-7

L-alanin

67-63-0

isopropyl alcohol

39613-92-8, 62062-56-0, 62062-65-1

alanine isopropyl ester hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at 80 - 85℃; for 4h; Inert atmosphere;100%
With hydrogenchloride at 80 - 85℃; for 4h;100%
With thionyl chloride at 0℃; Reflux;95%
56-41-7

L-alanin

81-30-1

1,4,5,8-naphthalenetetracarboxylic dianhydride

(S)-2-[7-(1-carboxyethyl)-1,3,6,8-tetraoxo-3,6,7,8-tetrahydro-1H-benzo[lmn][3,8]phenanthrolin-2-yl]-propionic acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 110℃; for 13h;100%
With pyridine for 12h; Heating;91%
With acetic acid for 36h; Reflux;90%
290821-85-1

1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethyl-piperidin-4-one

56-41-7

L-alanin

4-(1-carboxyethylamino)-1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidine potassium salt

Conditions
ConditionsYield
With potassium hydroxide; hydrogen; platinum(IV) oxide In methanol at 60℃; under 2327.23 Torr; for 4h;100%
56-41-7

L-alanin

321-23-3

4-bromo-2-fluoronitrobenzene

99548-52-4

2-(5-bromo-2-nitrophenylamino)propionic acid

Conditions
ConditionsYield
With potassium carbonate In ethanol; water100%
With potassium carbonate In ethanol; water100%

nickel(II) nitrate hexahydrate

56-41-7

L-alanin

96293-17-3, 105024-93-9, 105112-33-2

(S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide

((S)-2-N-(N-benzylprolyl)aminobenzophenone)(alanine) Ni(II) complex

Conditions
ConditionsYield
With sodium methylate In methanol Addn. of a soln. of MeONa within 5-10 min to a mixt. of alanine, ligand and Ni-compound, heated to 60°C, allowing the mixt. to stand 1-2 h.; neutralizing the hot soln. (AcOH), pouring the mixt. into water, filtration, washing (water), drying in air.;100%
56-41-7

L-alanin

L-alanine-18O2 hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; 18O-labeled water In 1,4-dioxane at 100℃; for 48h; Sealed tube;100%
56-41-7

L-alanin

135544-68-2

N-(allyloxycarbonyloxy)succinimide

90508-28-4

N-allyloxycarbonyl-L-alanine

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran; water at 0 - 20℃;100%
56-41-7

L-alanin

L-alanine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; 18O-labeled water In 1,4-dioxane at 100℃; for 48h; Sealed tube;100%
56-41-7

L-alanin

79-11-8

chloroacetic acid

L-glutamic acid N,N-diacetic acid tetra sodium salt

Conditions
ConditionsYield
With potassium iodide; sodium hydroxide In water at 20 - 85℃; for 4.5h;99.83%
56-41-7

L-alanin

104-87-0

4-methyl-benzaldehyde

C11H13NO2

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 4h; Reflux;99.8%
56-41-7

L-alanin

79-11-8

chloroacetic acid

164462-16-2

N,N-bis(carboxymethyl)-DL-alanine trisodium salt

Conditions
ConditionsYield
With sodium hydroxide In water at 87 - 90℃; for 1.5h; pH=10 - 10.5; Temperature; pH-value; Large scale;99.75%
85-44-9

phthalic anhydride

56-41-7

L-alanin

4192-28-3

Phth-L-Ala-OH

Conditions
ConditionsYield
In water for 0.5h; microwave irradiation;99%
at 140℃; for 0.166667h;98%
at 170℃; for 2.5h;94%
56-41-7

L-alanin

82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

35661-39-3

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane; water at 20℃; for 18h;99%
With sodium carbonate In N,N-dimethyl-formamide for 0.166667h; Ambient temperature;96%
With sodium carbonate In 1,4-dioxane; water at 20℃; for 18h;
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

1. Introduction of L-Alanine

L-Alanine, with the IUPAC Name of (2S)-2-aminopropanoic acid, is being stable while incompatible with strong oxidizing agents. This chemical belongs to the Product Categories which include Food & Feed ADDITIVES; Amino Acids; Alanine [Ala, A]; Amino Acids and Derivatives; alpha-Amino Acids; Biochemistry; Nutritional Supplements; L-Amino Acids; Amino Acids; Alphabetical Listings; AStable Isotopes; Stable Isotopes; GABA/Glycine receptor; bio-chemical; food additive; food flavor; alanine; amino acid; chemicals; food additives; organic acids; pharmaceutical intermediate.

2. Properties of L-Alanine

L-Alanine has the following property datas: (1)Index of Refraction: 1.459; (2)Molar Refractivity: 21 cm3; (3)Molar Volume: 76.7 cm3; (4)Polarizability: 8.32×10-24cm3; (5)Surface Tension: 45.8 dyne/cm; (6)Density: 1.161 g/cm3; (7)Flash Point: 82.6 °C; (8)Enthalpy of Vaporization: 49.5 kJ/mol; (9)Melting Point: 314.5 °C (dec.)(lit.); (10)Boiling Point: 212.9 °C at 760 mmHg; (11)Vapour Pressure: 0.0661 mmHg at 25°C; (12)Water Solubility: 166.5 g/L (25 oC).

3. Structure Descriptors of L-Alanine

You could convert the following datas into the molecular structure:
InChI: InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1 
InChIKey: InChIKey=QNAYBMKLOCPYGJ-REOHCLBHSA-N 
Smiles: C([C@H](C)N)(O)=O

4. Use of L-Alanine

In food and drink, L-Alanine (CAS NO.56-41-7) is used as the antiseptic, flavour sauce, and amino acids low-alcohol liquor etc. In medicine,  it is used for synthesis of amino acids infusion.

5. Safety information of L-Alanine
Hazard Codes of L-Alanine (CAS NO.56-41-7): IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26 
S24/25:Avoid contact with skin and eyes. 
S36:Wear suitable protective clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
RTECS: AY2990000
F: 10
HazardClass: IRRITANT
HS Code: 29224995

6. Production of L-Alanine

L-Alanine can be prepared by the condensation of acetaldehyde with ammonium chloride in the presence of sodium cyanide by the Strecker reaction, or by the ammonolysis of 2-bromopropionic acid: