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Basic Information
CAS No.: 302-72-7
Name: DL-Alanine
Article Data: 259
Molecular Structure:
Molecular Structure of 302-72-7 (DL-Alanine)
Formula: C3H7NO2
Molecular Weight: 89.0941
Synonyms: (R,S)-Alanine;dl-.alpha.-Aminopropionic acid;DL-alpha-Alanine;D,L-Alanine;Alanin;DL-2-Aminopropanoic acid;(+-)-2-Aminopropionic acid;alanine;(RS)-2-Aminopropionsaeure;Alanine, DL-;(+-)-Alanine;DL-2-Aminopropionic acid;DL-.alpha.-Alanine;D, L-Alanine;DL-alpha-Aminopropionic acid;H-DL-Ala-OH;DL-2-Aminopropanic Acid,;
EINECS: 206-126-4
Density: 1.161 g/cm3
Melting Point: 289 °C (dec.)(lit.)
Boiling Point: 212.907 °C at 760 mmHg
Flash Point: 82.563 °C
Solubility: 156 g/L (20 °C) in water
Appearance: White crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 22-24/25-36-26
PSA: 63.32000
LogP: 0.11850
Synthetic route
56-41-7

L-alanin

302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With salicylaldehyde In acetic acid at 100℃; for 1h; Product distribution; var. temp., var. catalysts, var. solvents;96%
salicylaldehyde In acetic acid at 100℃; for 1h;96%
With sodium dihydrogenphosphate; tritium oxide at 124.6 - 175.4℃; Thermodynamic data; Rate constant; various pH's, various temperatures; Ea, ΔH(excit.), ΔS(excit.);
100-39-0

benzyl bromide

117470-83-4

ethyl N-<(4-chlorophenyl)methylene>-DL-alanate

A

1132-26-9

2-methyl-3-phenylalanine

B

302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In acetonitrile for 48h; Product distribution; Heating; further alkylation method;A 94%
B 7%
127-17-3

2-oxo-propionic acid

302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With phenylglycin In water; acetonitrile for 24h; Inert atmosphere; Reflux;90%
With ethylenediaminetetraacetic acid; cetyltrimethylammonium chloride; N-Phenylglycine; DPL at 30℃; Product distribution; potassium phosphate buffer (pH 7.8); variation of incubation time, pH and DPL concentration;
With zinc(II) perchlorate; 15-aminomethyl-14-hydroxy-5,5-dimethyl-2,8-dithia<9>(2,5)pyridinophane In methanol at 23℃; Rate constant;
7352-65-0

DL-Alanin-(4-nitro-benzylester)

302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With sodium dithionite; sodium carbonate In acetonitrile90%
80222-96-4

2-aminopropanamide hydrochloride

302-72-7

rac-Ala-OH

Conditions
ConditionsYield
Stage #1: 2-aminopropanamide hydrochloride With sodium hydroxide In water
Stage #2: In water at 130℃; for 1h;
88.6%
328-42-7

Oxalacetic acid

302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With phenylglycin In water; acetonitrile for 24h; Inert atmosphere; Reflux;88%
120-20-7

2-(3,4-dimethoxyphenyl)-ethylamine

4192-28-3

Phth-L-Ala-OH

A

26477-09-8

N-2-(3,4-dimethoxyphenyl)ethylphthalimide

B

302-72-7

rac-Ala-OH

Conditions
ConditionsYield
In methanol at 140 - 145℃; for 0.666667h; Solvent;A 78%
B n/a
113-24-6

sodium pyruvate

302-72-7

rac-Ala-OH

Conditions
ConditionsYield
Stage #1: sodium pyruvate With ammonia; hydrogen; chloro(1,5-cyclooctadiene)rhodium(I) dimer; 2,2'-bis[[bis(3-sulfophenyl)phosphino]methyl]-4,4',7,7'-tetrasulfo-1,1'-binaphthyl octasodium salt In water at 60℃; under 24752.5 Torr; for 16h;
Stage #2: With hydrogenchloride In water Product distribution / selectivity;
75%
With copper(II) perchlorate; 2-methyl-3-hydroxy-4-aminomethyl-5-(dodecylthiomethyl)pyridine In water at 30℃;
Multistep reaction;
With 2-methyl-3-hydroxy-4-aminomethyl-5-(N,N-didodecylamino)pyridine hydrobromide; N,N-hexadecyl-Nα-<6-(triethylammonio)hexanoyl>-L-alaninamide bromide; copper(II) perchlorate In water at 9.9℃; Thermodynamic data; Rate constant; Mechanism; pH = 6.9, (HEPES buffer), transamination; +ΔG, +ΔH (depends quant. of cat.), var. temp.;
With copper(II) perchlorate; 2-methyl-3-hydroxy-4-aminomethyl-5-(dodecylthiomethyl)pyridine In water at 30℃; Rate constant; Mechanism; various vesicle-forming compound added;
6168-72-5

2-Amino-1-propanol

302-72-7

rac-Ala-OH

Conditions
ConditionsYield
Stage #1: 2-Amino-1-propanol With (6-di-tert-butylphosphinomethyl-2,2’-bipyridyl)Ru(CO)HCl; water; sodium hydroxide In 1,4-dioxane for 24h; Schlenk technique; Inert atmosphere; Glovebox; Reflux;
Stage #2: With hydrogenchloride In 1,4-dioxane; water
71%
With potassium permanganate; sulfuric acid
100-39-0

benzyl bromide

69555-16-4

ethyl 2-(diphenylmethyleneamino)propanoate

A

1132-26-9

2-methyl-3-phenylalanine

B

302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In acetonitrile for 48h; Product distribution; Heating; further alkylation method;A 23%
B 63%
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    Product Name: DL-Alanine Synonyms: DL-Alanine (1.00963); DL-2-Amino Propanoic Acid; H-DL-Ala-OH; DL-2-Aminopropionic acid CAS RN.: 302-72-7 EINECS: 206-126-4 Molecular W

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Chemistry

IUPAC Name: 2-aminopropanoic acid
Synonyms of Dl-Alanine (CAS NO.302-72-7): (+-)-2-Aminopropionic acid ; (+-)-Alanine ; (R,S)-Alanine ; Alanine, DL- ; D,L-Alanine ; DL-2-Aminopropanoic acid ; DL-alpha-Aminopropionic acid
CAS NO: 302-72-7
Molecular Formula: C3H7NO2
Molecular Weight: 89.09
Molecular Structure:
EINECS: 206-126-4
H bond acceptors: 3
H bond donors: 3
Freely Rotating Bonds: 2
Polar Surface Area: 29.54 Å2
Index of Refraction: 1.459
Molar Refractivity: 21 cm3
Molar Volume: 76.7 cm3
Surface Tension: 45.8 dyne/cm
Density: 1.161 g/cm3
Flash Point: 82.6 °C
Enthalpy of Vaporization: 49.5 kJ/mol
Boiling Point: 212.9 °C at 760 mmHg
Vapour Pressure: 0.0661 mmHg at 25°C
Melting Point: 289 °C (dec.)(lit.)
Storage temp: Store at RT.
Water Solubility: 156 g/L (20 °C)
Appearance: White crystalline powder 
Stability: Stable. Incompatible with strong oxidizing agents. 
Product Categories of Dl-Alanine (CAS NO.302-72-7): Amino Acids;Alanine [Ala, A];alpha-Amino Acids;Biochemistry;Amino Acids;alanine;amino acid;bio-chemical;chemicals;food additive;food additives;food flavor;organic acids;pharmaceutical intermediate;sweetener

Uses

 Dl-Alanine (CAS NO.302-72-7) is a biologically important amino acid.

Production

 D-Alanine occurs in bacterial cell walls and in some peptide antibiotics.
Here is Chemical Synthesis:
 D-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

Safety Profile

Safety Information about Dl-Alanine (CAS NO.302-72-7):
Hazard Codes: IrritantXi
Risk Statements: 36/37/38
 R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-36-26 
S22: Do not breathe dust. 
S24/25: Avoid contact with skin and eyes. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing.
WGK Germany: 3
RTECS: AY2980000
HS Code: 29224995 
Low toxicity by ingestion. When heated to decomposition emits toxic fumes of NOx.

Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Storage: Store in a cool, dry place. Store in a tightly closed container. Do not exceed 30°C (86°F).