DL-Serine supplier | CasNO.302-84-1

Name
DL-Serine
EINECS 206-130-6
CAS No. 302-84-1
Article Data103
CAS DataBase
Density 1.416 g/cm³
Solubility 50.23 g/L (25 °C) in water
Melting Point 240 °C (dec.)(lit.)
Formula C₃H₇NO₃
Boiling Point 394.822 °C at 760 mmHg
Molecular Weight 105.093
Flash Point 192.582 °C
Transport Information
Appearance White crystalline powder
Safety 24/25-36-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms (2R)-2-azaniumyl-3-hydroxy-propanoate;Serine DL-form;Serine, DL-;(2S)-2-azaniumyl-3-hydroxy-propanoate;10009-01-5;Serine;Serin;H-DL-Ser-OH;DL-2-Amino-3-Hydroxypropionic Acid;DL-Serine 99% min.;
PSA 83.55000
LogP -0.90910

Synthetic route

: 1738-71-2
benzyl α-amino-β-hydroxypropionate

: 302-84-1
serin

Conditions

Conditions	Yield
With aluminum oxide at 75℃; for 0.05h; microwave irradiation;	92%

: 90936-22-4
5-benzoylamino-5-(1-ethoxycarbonyl-1,4-dihydro-4-pyridyl)-4-oxo-1,3-dioxane

: 302-84-1
serin

Conditions

Conditions	Yield
With hydrogenchloride for 6h; Heating;	90%

: 125310-61-4
2-amino-3-hydroxypropionitrile

: 302-84-1
serin

Conditions

Conditions	Yield
With methylamine In water at 150℃; under 22502.3 Torr; for 10h; Autoclave; Inert atmosphere;	89.4%
Stage #1: 2-amino-3-hydroxypropionitrile With calcium hydroxide; ammonia In water at 180 - 190℃; under 18751.9 - 22502.3 Torr; for 4h; Stage #2: With ammonium bicarbonate In water at 40 - 50℃; for 1h; Reagent/catalyst; Temperature; Pressure;	87.9%

: 56-45-1
L-serin

: 302-84-1
serin

Conditions

Conditions	Yield
salicylaldehyde In acetic acid at 80℃; for 5h;	86%
With acid Hydrolysis.Racemisierung des in den Proteinen enthaltenen l-Serins bei der Hydrolyse vieler Eiweissstoffe;
With hydrogenchloride; ethanethiol at 110℃; Rate constant; various times;

: 2-amino-3-hydroxy-propionic acid 9-bora-bicyclo[3.3.1]non-9-yl ester

: 302-84-1
serin

Conditions

Conditions	Yield
Stage #1: 2-amino-3-hydroxy-propionic acid 9-bora-bicyclo[3.3.1]non-9-yl ester With hydrogenchloride In methanol at 20℃; for 0.166667h; Stage #2: With methyloxirane In methanol; water Further stages.;	62%

: 64-18-6
formic acid

: 75-04-7
ethylamine

A: 302-84-1
serin

B: 56-40-6
glycine

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

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

Conditions

Conditions	Yield
In water at 10 - 20℃; for 1h; contact glow discharge electrolysis (500-600 V, 45 mA);	A 0.1% B 0.1% C 1.5% D 3.1%

...Expand

: 141-53-7
sodium formate

: 75-04-7
ethylamine

A: 302-84-1
serin

B: 56-40-6
glycine

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

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

Conditions

Conditions	Yield
In water at 10 - 20℃; for 1h; contact glow discharge electrolysis (500-600 V, 45 mA);	A 1% B 0.3% C 3.1% D 0.6%

...Expand

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

: 302-72-7
rac-Ala-OH

A: 302-84-1
serin

B: 3130-87-8
ASPARAGINE

C: 56-40-6
glycine

Conditions

Conditions	Yield
With sulfuric acid In water at 0 - 10℃; for 1.5h; contact glow discharge electrolysis;	A n/a B 3% C n/a
With sulfuric acid In water at 0 - 10℃; for 2h; contact glow discharge electrolysis;	A 1.8% B n/a C n/a
With sulfuric acid In water at 0 - 10℃; for 3h; contact glow discharge electrolysis;

...Expand

: 107-97-1
sarcosine

: 302-84-1
serin

Conditions

Conditions	Yield
biochemische Umwandlung;

: 3981-36-0
3-chloro-DL-alanine

: 302-84-1
serin

Conditions

Conditions	Yield
With water; silver(l) oxide

: 19794-53-7
3-methoxy-2-aminopropionic acid

: 302-84-1
serin

Conditions

Conditions	Yield
With hydrogen bromide

: 22056-82-2
ethoxyacetaldehyde

: 302-84-1
serin

Conditions

Conditions	Yield
With methanol; hydrogen cyanide; ammonia man verseift das entstandene Aminonitril mit kalter konz.Salzsaeure und kocht die gebildete β-Aethoxy-α-amino-propionsaeure mit Bromwasserstoffsaeure;

: 6267-40-9
acetylamino-hydroxymethyl-malonic acid diethyl ester

: 302-84-1
serin

Conditions

Conditions	Yield
With sodium hydroxide; water Eindampfen des Reaktionsprodukts mit Essigsaeure und anschliessendes Kochen mit konz.wss.HCl;

: 1186-47-6
1,1-dihydroxyacetone

: 302-84-1
serin

Conditions

Conditions	Yield
With ammonia anschliessend mit wss.H2O2;

: 4783-22-6
N-benzoyl-serine ethyl ester

: 302-84-1
serin

Conditions

Conditions	Yield
With sulfuric acid ueber mehrere Stufen;
With sulfuric acid

: methoxymethyl-phthalimido-malonic acid

: 302-84-1
serin

Conditions

Conditions	Yield
With hydrogenchloride

: 5445-44-3
O-benzylserine

: 302-84-1
serin

: 872790-82-4
acetylamino-hydroxymethyl-malonic acid

: 64-19-7
acetic acid

: 302-84-1
serin

Conditions

Conditions	Yield
Kochen des Reaktionsprodukts mit konz.wss.HCl;

: 141-46-8
Glycolaldehyde

: 302-84-1
serin

Conditions

Conditions	Yield
With ethanol; hydrogen cyanide; ammonia man fuegt waessr.Salzsaeure hinzu und engt die filtrierte Fluessigkeit ein;
With ammonium hydroxide; sodium hydroxide; ammonium chloride In water

: 50-00-0
formaldehyd

: 56-40-6
glycine

: 302-84-1
serin

Conditions

Conditions	Yield
With copper(II) sulfate

: 67-56-1
methanol

A: 302-84-1
serin

B: 617-65-2
Glutamic acid

C: 56-40-6
glycine

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

E: 617-45-8
aspartic Acid

Conditions

Conditions	Yield
With water; ammonium chloride; Pt/titania at 27℃; for 72h; Product distribution; Irradiation; other reagent;

...Expand

: 6168-72-5
2-Amino-1-propanol

A: 4744-12-1
DL-2-amino-propionaldehyde

B: 302-84-1
serin

C: 56-40-6
glycine

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

Conditions

Conditions	Yield
With argon arc plasma; water at 30℃; Product distribution; tungsten rod cathode, copper nozzle anode, 40 A, 10 V, pH= 3; variation of the time;

...Expand

: 6168-72-5
2-Amino-1-propanol

A: 4744-12-1
DL-2-amino-propionaldehyde

B: 302-84-1
serin

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

Conditions

Conditions	Yield
O2+H2 In water at 40 - 50℃; for 0.5h;	A n/a B n/a C 16.0 % Chromat.
town gas-oxigen flame In water at 40 - 50℃; for 0.5h;	A 18.6 % Chromat. B n/a C n/a
O2+H2 In water at 40 - 50℃; for 1h;	A n/a B 2.20 % Chromat. C n/a

...Expand

: 2076-49-5
methyl-cycloserine

A: 50-00-0
formaldehyd

B: 302-84-1
serin

C: 141-46-8
Glycolaldehyde

D: 74-89-5
methylamine

Conditions

Conditions	Yield
With Carbonate buffer Product distribution; controlled potential electrolysis: glassy-carbon plate electrode, pH 10;

...Expand

: 34557-54-5
methane

A: 302-84-1
serin

B: 617-65-2
Glutamic acid

C: 56-40-6
glycine

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

E: 617-45-8
aspartic Acid

Conditions

Conditions	Yield
With ammonium hydroxide; Pt/titania at 27℃; for 216h; Product distribution; Irradiation; other reagent, time;

...Expand

: 64-17-5
ethanol

A: 302-84-1
serin

B: 617-65-2
Glutamic acid

C: 56-40-6
glycine

D: 617-45-8
aspartic Acid

Conditions

Conditions	Yield
With water; ammonium chloride; Pt/titania at 27℃; for 120h; Product distribution; Irradiation;

...Expand

: 2835-82-7
3-aminobutyric acid

A: 71653-06-0
3-hydroxyaspartic acid

B: 302-84-1
serin

C: 565-81-1
(3-S)-3-Amino-2-hydroxybutanoic acid

D: 589-44-6
3-Amino-4-hydroxybutyric Acid

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

F: 617-45-8
aspartic Acid

Conditions

Conditions	Yield
In water at 20℃; for 0.666667h; Mechanism; oxidative degradation by contact glow discharge electrolysis, further byproducts;	A 0.7 % Chromat. B 0.9 % Chromat. C 1.2 % Chromat. D 13.7 % Chromat. E 4.9 % Chromat. F 1.6 % Chromat.

...Expand

: 17885-08-4
O-phospho-DL-serine

: 302-84-1
serin

Conditions

Conditions	Yield
With water at 30℃; for 0.166667h; Rate constant; relative rate, different alkaline phosphotases;
With mono-p-nitrophenyl phosphate; D-Sorbose; 2-amino-ethanol hydrochloride; magnesium chloride In water at 25℃; for 0.0833333h; Rate constant;

: 82863-40-9
β-nitroaminoalanine

A: 302-84-1
serin

B: 3981-36-0
3-chloro-DL-alanine

Conditions

Conditions	Yield
With hydrogenchloride for 18h; Heating;	A 5.5 mg B n/a
With hydrogenchloride for 18h; Heating;	A 5.5 mg B 5.5 mg

: 302-84-1
serin

: 72909-34-3
pyrroloquinoline quinone

: 132847-84-8
C15H7N3O7

Conditions

Conditions	Yield
In water at 30℃; for 24h; pH = 9.7;	100%
With air; cetyltrimethylammonim bromide at 30℃;	55%

: 73509-22-5
[4,5,6,7-2H4]indole

: 302-84-1
serin

: 108-24-7
acetic anhydride

: 64-19-7
acetic acid

: 1190220-65-5
Nb-acetyl-DL-[4',5',6',7'-(2)H4]tryptophan

Conditions

Conditions	Yield
for 2h; Inert atmosphere; Reflux;	99%

...Expand

: 67-56-1
methanol

: 302-84-1
serin

: 5619-04-5
methyl 2-amino-3-hydroxypropanoate hydrochloride

Conditions

Conditions	Yield
With acetyl chloride for 2h; Reflux;	98%
With thionyl chloride at 0 - 20℃; Inert atmosphere;	95%
With thionyl chloride for 19h; Time; Cooling with ice; Reflux;	94.2%

: 302-84-1
serin

: 67-63-0
isopropyl alcohol

: 103292-59-7
(+/-)-3-hydroxyl-1-isopropoxycarbonylprop-2-amine hydrochloride

Conditions

Conditions	Yield
With thionyl chloride Reflux;	96.9%
With hydrogenchloride	92%
With hydrogenchloride at 85℃; for 12h;
With hydrogenchloride at 85℃; for 12h;
With hydrogenchloride at 85℃; for 12h;

: 302-84-1
serin

: 79-11-8
chloroacetic acid

: N,N-bis(carboxymethyl)serine trisodium salt

Conditions

Conditions	Yield
Stage #1: serin With sodium hydroxide In water at 61.5℃; for 1.25h; pH=9.3 - 9.8; Stage #2: chloroacetic acid In water at 62 - 65℃; for 2.5h; Stage #3: With potassium iodide In water at 92℃; for 5.5h;	96.9%

: 67-56-1
methanol

: 302-84-1
serin

: 2104-89-4, 2788-84-3, 24184-43-8
Ser-OMe

Conditions

Conditions	Yield
With thionyl chloride at 0 - 20℃;	96%
With thionyl chloride at 0℃; for 3h; Reflux; Inert atmosphere;	90%
With hydrogenchloride man verdampft unter geringem Druck, zersetzt das entstandene Hydrochlorid durch eine 2prozentige Loesung von Natrium in Methylalkohol und verdampft das Filtrat unter geringem Druck bei gewoehnlicher Temp.;

: 302-84-1
serin

: 66224-70-2
3-(trimethylsilyl)propynoyl chloride

: 3-hydroxy-2-{[3-(trimethylsilyl)prop-2-ynoyl]amino}propanoic acid

Conditions

Conditions	Yield
Stage #1: serin With sulfuric acid; 1,1,1,3,3,3-hexamethyl-disilazane for 0.333333h; Heating; Stage #2: 3-(trimethylsilyl)propynoyl chloride In diethyl ether at 20℃; for 1h; Stage #3: With water In diethyl ether	95%

: 302-84-1
serin

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

: 3850-40-6
N-Boc-DL-serine

Conditions

Conditions	Yield
With sodium hydroxide In water at 0 - 27℃;	94.7%
With sodium hydroxide In 1,4-dioxane at 0 - 20℃; for 72h; pH=9;	78%
With sodium hydroxide In water at 0 - 27℃; Industry scale;

: 33331-97-4, 134309-95-8
3,4-epoxy-4-methyltetrahydropyran

: 302-84-1
serin

: 129673-43-4
3-Hydroxy-2-((3S,4S)-4-hydroxy-4-methyl-tetrahydro-pyran-3-ylamino)-propionic acid

Conditions

Conditions	Yield
With sodium hydroxide In water at 80℃; for 4h;	94%

: 302-84-1
serin

: 835-11-0
2,2'-dihydroxybenzophenone

: 75-59-2
tetramethyl ammoniumhydroxide

: 1101869-93-5
C4H12N(1+)*C16H14NO5(1-)

Conditions

Conditions	Yield
In methanol at 20℃; for 3h;	94%

...Expand

: 487-89-8
Indole-3-carboxaldehyde

: 302-84-1
serin

: C16H20N3O2(1+)*Cl(1-)

: copper dichloride

: C28H32Cl2CuN5O5(1+)*Cl(1-)

Conditions

Conditions	Yield
In methanol; water at 20℃; for 24h; Temperature; Resolution of racemate; enantioselective reaction;	94%

...Expand

: 302-84-1
serin

: 7664-39-3
hydrogen fluoride

: 7732-18-5
water

: 7783-56-4
antimony(III) fluoride

: DL-serinium heptafluorodiantimonate(III)

Conditions

Conditions	Yield
at 50 - 60℃; pH=1 - 2;	93%

...Expand

: 302-84-1
serin

: 71-36-3
butan-1-ol

: 52779-16-5
D,L-Serine butyl ester hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride room temp., 40 h; reflux, 8 h;	92%

: 302-84-1
serin

: 643-79-8
o-phthalic dicarboxaldehyde

: 3-hydroxy-2-(1-oxoisoindolin-2-yl)propanoic acid

Conditions

Conditions	Yield
With acetic acid for 0.166667h; Heating;	91%

: 302-84-1
serin

: C27H22N4O3

: 75-59-2
tetramethyl ammoniumhydroxide

: C4H12N(1+)*C30H26N5O5(1-)

Conditions

Conditions	Yield
In methanol at 20℃; for 3h;	90%

...Expand

: 1809-20-7
diisopropyl hydrogenphosphonate

: 302-84-1
serin

: 117286-89-2
2-(Diisopropoxy-phosphorylamino)-3-hydroxy-propionic acid

Conditions

Conditions	Yield
With sodium hydroxide; sodium hypochlorite; tetrabutylammomium bromide In water at 0 - 5℃; for 6h; pH=9.0 - 9.5;	89%

: 909114-66-5
9-fluorenylmethyl 4,6-dimethoxy-1,3,5-triazinyl carbonate

: 302-84-1
serin

: 136083-72-2
N-(9-fluorenylmethoxycarbonyl)-DL-serine

Conditions

Conditions	Yield
With sodium carbonate In acetonitrile at 20℃; for 0.666667h;	89%

: 302-84-1
serin

: 100-52-7
benzaldehyde

: 106910-76-3
(RS)-N-benzylserine

Conditions

Conditions	Yield
Stage #1: serin; benzaldehyde With sodium hydroxide In water at 20℃; for 1h; Stage #2: With sodium tetrahydroborate In water at 5 - 20℃; for 1.5h;	88%
Stage #1: serin; benzaldehyde With sodium hydroxide In water for 0.5h; Stage #2: With sodium tetrahydroborate at 20℃; for 4h; Cooling with ice;	40%
With sodium hydroxide; sodium tetrahydroborate 1) 30 min; 2) 6-10 deg C, 1+1+1+2 h; Yield given. Multistep reaction;

: 302-84-1
serin

: sodium 4-chloro-3-nitro-5-(trifluoromethyl)benzenesulfonate

: 2-(2-nitro-4-sulfo-6-(trifluoromethyl)phenylamino)-3-hydroxypropanoic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water at 100℃; for 18h;	87%

: 302-84-1
serin

: 58028-74-3
2-pyrrolidin-1-ylbenzaldehyde

: 3-hydroxy-2-(1,2,3,3a-tetrahydropyrrolo[1,2-a]quinazolin-4(5H)-yl)propanoic acid

Conditions

Conditions	Yield
With 2,2,2-trifluoroethanol at 20℃;	87%

: 302-84-1
serin

: 280-64-8
9-borabicyclo[3.3.1]nonane

: 2-amino-3-hydroxy-propionic acid 9-bora-bicyclo[3.3.1]non-9-yl ester

Conditions

Conditions	Yield
In methanol for 3h; Heating;	86%

: 941-69-5
N-phenyl-maleimide

: 302-84-1
serin

: 90-02-8
salicylaldehyde

: 88967-46-8
2-hydroxymethyl-4-o-hydroxyphenyl-6,8-dioxo-7-phenyl-3,7-diazabicyclo<3.3.0>octane-2-carboxylic acid

Conditions

Conditions	Yield
With acetic acid In methanol; toluene for 2h; Reflux; stereospecific reaction;	86%

...Expand

: bismuth(III) tert-butoxide

: 302-84-1
serin

: 7732-18-5
water

: tris-(2-amino-3-hydroxypropanoato) bismuth(III) monohydrate

Conditions

Conditions	Yield
In tetrahydrofuran at -78 - 20℃; for 3h; Inert atmosphere; Schlenk technique; Cooling with ethanol-dry ice;	86%

...Expand

: 302-84-1
serin

: 89037-64-9
1-tert-butoxycarbonyloxybenzotriazole

: 3850-40-6
N-Boc-DL-serine

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water for 0.166667h; Ambient temperature;	85%

: 302-84-1
serin

: 108831-68-1
4-chloro-5,6-dimethyl-thieno[2,3-d]pyrimidine

: 2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-ylamino)-3-hydroxy-propionic acid

Conditions

Conditions	Yield
Stage #1: serin With sodium carbonate In water pH=9 - 9.5; Stage #2: 4-chloro-5,6-dimethyl-thieno[2,3-d]pyrimidine In water at 100℃; for 6h; pH=9 - 9.5;	85%

DL-Serine Specification

The CAS register number of DL-Serine is 302-84-1. It also can be called as DL-2-Amino-3-hydroxypropionic acid and the IUPAC name about this chemical is 2-amino-3-hydroxypropanoic acid. The molecular formula about this chemical is C₃H₇NO₃and the molecular weight is 105.09. It belongs to the following product categories, such as Serine [Ser, S]; alpha-Amino Acids; Amino Acids; Biochemistry; Amino Acids and so on. This chemical is stable under normal temperature and pressure. If you want to store it, please store it in a closed brown glass bottle and keep it in a cool, dry place away from light storage.

Physical properties about DL-Serine are: (1)ACD/BCF (pH 5.5): 1; (2)ACD/BCF (pH 7.4): 1; (3)ACD/KOC (pH 5.5): 1; (4)ACD/KOC (pH 7.4): 1; (5)#H bond acceptors: 4; (6)#H bond donors: 4; (7)#Freely Rotating Bonds: 4; (8)Polar Surface Area: 83.55Å²; (9)Index of Refraction: 1.519; (10)Molar Refractivity: 22.541 cm³; (11)Molar Volume: 74.241 cm³; (12)Polarizability: 8.936x10^-24cm³; (13)Surface Tension: 72.254 dyne/cm; (14)Enthalpy of Vaporization: 74.557 kJ/mol; (15)Boiling Point: 394.822 °C at 760 mmHg.

Preparation of DL-Serine has three methods. First, from L-serine content and protein hydrolysis by ion exchange resins derived from the separation and purification; Second, produced by the reaction of ethyl formate and ethyl ma niu derived; Third, use the sugar as raw material, obtained by the fermentation method. This chemical can be used as nutritional supplements or flavor enhancers. In cosmetics, it can be used as a skin nutrient added ingredients. In medicine, it can be used as drugs of amino acid nutrition. And also this chemical can be used for biochemical studies and tissue culture media preparation.

Preparation: this chemical can be prepared by O-benzyl-L-serine. This reaction will need reagent Nafion H, TFA. The reaction time is 3 hour(s). The yield is about 100%.

Uses of DL-Serine: it can be used to produce L-serine ethyl ester with ethanol at heating. This reaction will need reagent HCl with reaction time of 5 hours.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: C(C(C(=O)O)N)O
(2)InChI: InChI=1/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)
(3)InChIKey: MTCFGRXMJLQNBG-UHFFFAOYAF
(4)Std. InChI: InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)
(5)Std. InChIKey: MTCFGRXMJLQNBG-UHFFFAOYSA-N

Product Name

DL-Serine

Synthetic route

DL-Serine Specification

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