DL-Asparagine (HCID 236)

Names & identifiers

Preferred name: DL-Asparagine
IUPAC: 2,4-diamino-4-oxobutanoic acid
English name: DL-Asparagine monohydrate
Molecular formula: C4H8N2O3
Molecular weight: 132.12

Names & synonyms

DL-AsparagineASPARAGINE, DLDTXSID30859927NSC 7891EINECS 221-521-1NSC 206243DLAspartamineRefChem:589923DTXCID901972764-amino-2-azaniumyl-4-oxobutanoate3130-87-8Asparagine, DL-

Show more names

DL-AsnASPARAGINEh-dl-asn.hDL-Asn.H2OH-DL-Asn-OHDL-AspartamineAsparagine,99%DL-Asparagine.H2O

2-amino-3-carbamoyl-propanoic acid7006-34-0NSC7891D(-)-Asparagine monohydrateasparaginH-Asn-OH HOWLN: ZV1YZVQD,L-Asn.H2O

Database identifiers

CAS: 3130-87-8、70-47-3
PubChem CID: 236
DTXSID: DTXSID30859927
ChEBI: CHEBI:22653
Nikkaji: J1.289K

Properties

Computed structural properties

XLogP: -3.4
Topological polar surface area: 106 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 4
Rotatable bonds: 3
Heavy atoms: 9
Formal charge: 0
Complexity: 134

Experimental & physicochemical properties

Physical DescriptionMonohydrate: White crystalline powder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 220 °C · 220 °C (dec.)(lit.)
Boiling point: 438 · 438.0±40.0 °C(Predicted)
Density: 1.404 · 1.404±0.06 g/cm3(Predicted)
storage temp.: Room Temperature
solubility: Aqueous Acid (Slightly), Water (Slightly)
pka: 2.17 · 2.17(at 20℃)
form: Fine Crystalline Powder
color: White
Water Solubility: soluble
BRN: 6234992 · 6234992
Major Application: peptide synthesis
Cosmetics Ingredients Functions: FRAGRANCESKIN CONDITIONINGHAIR CONDITIONINGANTISTATIC
Cosmetic Ingredient Review (CIR): DL-Asparagine monohydrate (3130-87-8)
InChI: 1S/C4H8N2O3.H2O/c5-2(4(8)9)1-3(6)7;/h2H,1,5H2,(H2,6,7)(H,8,9);1H2
InChIKey: RBMGJIZCEWRQES-UHFFFAOYSA-N
SMILES: O.NC(CC(N)=O)C(O)=O
LogP: -1.88 · -1.880 (est)
CAS DataBase Reference: 3130 · 3130-87-8(CAS DataBase Reference)
EPA Substance Registry System: Asparagine (3130-87-8)
UNSPSC Code: 12352209 · 12352209
NACRES: 22 · NA.22
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xn
Risk Statements: 20 · 20/21/22-36/37/38
Safety Statements: 24 · 24/25-36-26
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 29241900 · 29241900
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Hazard information

Regulatory InformationChemical: DL-Asparagine

Other Safety InformationIMAP assessments - DL-Asparagine: Environment tier I assessment；Evaluation - Chemicals that are unlikely to require further regulation to manage risks to human health

Hazards SummaryMay cause irritation; [Alfa Aesar MSDS]

Regulatory information

Regulatory InformationChemical: DL-Asparagine

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
tsca: TSCA listed
hs_code: 29241900
risk_code: 20/21/22-36/37/38
hazard_code: Xn
safety_code: 24/25-36-26
Storage Class: 11 - Combustible Solids

Chemistry & industry

Uses & manufacturing

UsesAsparagine is a non-essential amino acid; [Merck Index]

Applications · 1 item

UsesDL-asparagine is a racemic mixture of the non-essential amino acids, L and D-aparagine. It is generally used in growth-media for bacteria-growth. DL-Asparagine monohydrate can also be used to synthesize other salts such as DL-asparaginium perchlorate, DL-asparaginium nitrate and dimethyl DL-aspartate.

Preparation methods

PreparationDL-Asparagine monohydrate was synthesized by dissolving maleic anhydride in 1,4-dioxane solution and refluxing with benzylamine after ammonolysis, followed by catalytic hydrogenation.

Upstream & downstream products

Upstream raw materials

Maleic anhydride 1,4-Dioxane

Downstream products

2-[(3-aMino-3-carboxy-propanoyl)aMino]butane Z-DL-asparagine aspartimide Phenylthiohydantoin-aspartic acid

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]

Additional notes

DefinitionChEBI: An alpha-amino acid in which one of the hydrogens attached to the alpha-carbon of glycine is substituted by a 2-amino-2-oxoethyl group.