CAS 5267-64-1 phenylalaninol, (R)- (HCID 853475)

Names & identifiers

Preferred name: phenylalaninol, (R)-
IUPAC: (2R)-2-amino-3-phenylpropan-1-ol
English name: D(+)-Phenylalaninol
Molecular formula: C9H13NO
Molecular weight: 151.21

Names & synonyms

PHENYLALANINOL, (R)-RefChem:200338D-Phenylalaninol5267-64-1D-Penylalaninol(R)-2-Amino-3-phenylpropan-1-ol(+)-D-Phenylalaninol(2R)-2-amino-3-phenylpropan-1-ol(R)-(+)-2-Amino-3-phenyl-1-propanol(R)-2-Amino-3-phenyl-1-propanolMFCD00064298(R)-PHENYLALANINOL

Show more names

H-D-PHE-OLD-Phenylalanino(R)-2-AMINO-3-PHENYL-PROPAN-1-OLH-D-Phen-olR-228060-001

Phenylalaninol, D-A6QY3U3O3VCHEMBL1235200D-(+)-PhenylalaninolM04116(R)-2-Amino-3-phenylpropanolD-phenyl alaninol2-Amino-3-phenyl-1-propanol #

Database identifiers

CAS: 5267-64-1
PubChem CID: 853475
DTXSID: DTXSID401316779
ChEMBL: CHEMBL1235200
UNII: A6QY3U3O3V
EC Number: 226-086-1
Nikkaji: J71.783E

Properties

Computed structural properties

XLogP: 0.7
Topological polar surface area: 46.3 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 3
Heavy atoms: 11
Formal charge: 0
Complexity: 99.7

Physicochemical properties

Melting point: 93 · 93-95 °C(lit.)
Boiling point: 122 °C · 122 °C / 4mmHg
alpha: 23 · 23 º (c=1.2, 1 N HCl 22 ºC)
Density: 1.0406 · 1.0406 (rough estimate)
refractive index: 23.5 ° · 23.5 ° (C=1.2, 1mol/L HCl)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Soluble in Dichloromethane, Ethyl Acetate, Methanol.
form: Crystalline Powder and Chunks
pka: 12.85 · 12.85±0.10(Predicted)
color: White to yellow
optical activity: 22.8 °, · [α]/D +22.8°, c = 1.2 in 1 M HCl
Sensitive: Air Sensitive
BRN: 4665408 · 4665408
InChI: InChI=1/C9H13NO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-5,9,11H,6-7,10H2/t9-/s3
InChIKey: STVVMTBJNDTZBF-DJEYLCQNNA-N
SMILES: C(C1C=CC=CC=1)[C@@H](N)CO |&1:7,r|
CAS DataBase Reference: 5267 · 5267-64-1(CAS DataBase Reference)
FDA UNII: 6 QY3U3O3V · A6QY3U3O3V
UNSPSC Code: 12352116 · 12352116
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314
Precautionary statements: 260 · P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363
PPE: 3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes: C,Xi
Risk Statements: 34 · 34
Safety Statements: 26 · 26-36/37/39-45-27
RIDADR: 3259 · UN 3259 8/PG 3
WGK Germany: 3 · 3
F: 10 · 10-23
HazardClass: IRRITANT
PackingGroup: III
HS Code: 29221990 · 29221990
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 1 Skin · Eye Dam. 1Skin Corr. 1B
REACH Registrations: Active
Limited Quantities: 5 kg · 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (98.1%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 52 reports by companies from 5 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory InformationStatus: Active Update: 29-11-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22672

Hazard Classes and CategoriesSkin Corr. 1B (98.1%)

Safety data

F: 10-23
PPE: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 3
ridadr: UN 3259 8/PG 3
hs_code: 29221990
risk_code: 34
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C,Xi
safety_code: 26-36/37/39-45-27
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: III
Hazard statements: H314
Limited Quantities: 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations: Active
Hazard Classifications: Eye Dam. 1Skin Corr. 1B
Precautionary statements: P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363

Chemistry & industry

Applications · 2 items

DescriptionD-phenylalanine is the D-enantiomer of phenylalanine. It is a conjugate base of a D-phenylalaninium and an enantiomer of a L-phenylalanine. D-Phenylalanine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). It may be light-sensitive. This compound reacts with strong oxidizing agents, acids and bases. It acts as a weak acid in solution.

UsesD-Phenylalaninol is used as a chiral auxiliary for asymmetric Michael reactions. It is an enantiomer of L-Phenylalaninol, an inhibitor of intestinal Phenylalanine absorption. It acts as an inhibiting agent to the enzymes which are responsible for the breakdown of endorphins.