CAS 621-07-8 Dibenzylhydroxylamine (HCID 69297)

Names & identifiers

Preferred name: Dibenzylhydroxylamine
IUPAC: N,N-dibenzylhydroxylamine
English name: N,N-Dibenzylhydroxylamine
Molecular formula: C14H15NO
Molecular weight: 213.27

Names & synonyms

N,N-Dibenzylhydroxylamine621-07-8DibenzylhydroxylamineBenzenemethanamine, N-hydroxy-N-(phenylmethyl)-Hydroxylamine, N,N-dibenzyl-FWX35J4X22EINECS 210-667-1NSC 93968NSC-93968N-HYDROXYDIBENZYLAMINEN-HYDROXY-N-(PHENYLMETHYL)BENZENEMETHANAMINERefChem:586461

Show more names

TIMTEC-BB SBB000533DibenzylhydroxyamineN,N-DibenzylhydroxylN-HydroxydibenzylaminDIBENZYL HYDROXYLAMINEN,N-DibenzylhydroxylamiN,N-DIBENZYLHYDROXYAMINEbis(4-ethylphenyl)diazene

210-667-1bisbenzylhydroxylamineN-Benzyl-N-hydroxy-1-phenylmethanamineDTXSID3044702N.N-dibenzylhydroxylamineMaybridge3_004477MFCD00004772N,N-bis(phenylmethyl)hydroxylamine

Database identifiers

CAS: 621-07-8
PubChem CID: 69297
DTXSID: DTXSID3044702
ChEMBL: CHEMBL449306
UNII: FWX35J4X22
EC Number: 210-667-1
Nikkaji: J79.755C

Properties

Computed structural properties

XLogP: 2.8
Topological polar surface area: 23.5 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 4
Heavy atoms: 16
Formal charge: 0
Complexity: 163

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

Physicochemical properties

Melting point: 125 · 125-128 °C (lit.)
Boiling point: 353.27 °C · 353.27°C (rough estimate)
Density: 1.0439 · 1.0439 (rough estimate)
refractive index: 1.53 · 1.5300 (estimate)
storage temp.: -20 °C · Inert atmosphere,Store in freezer, under -20°C
Water Solubility: Insoluble in water
form: powder to crystal
pka: 13.19 · 13.19±0.69(Predicted)
color: White to Almost white
BRN: 978234 · 978234
InChI: InChI=1S/C14H15NO/c16-15(11-13-7-3-1-4-8-13)12-14-9-5-2-6-10-14/h1-10,16H,11-12H2
InChIKey: GXELTROTKVKZBQ-UHFFFAOYSA-N
SMILES: C1(CN(O)CC2=CC=CC=C2)=CC=CC=C1
CAS DataBase Reference: 621 · 621-07-8(CAS DataBase Reference)
FDA UNII: 35 J4X22 · FWX35J4X22
NIST Chemistry Reference: Hydroxylamine, n,n-dibenzyl-,(621-07-8)
EPA Substance Registry System: Benzenemethanamine, N-hydroxy-N-(phenylmethyl)- (621-07-8)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 2928 · 2928.00.2500
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 12.3% (7 of 57) of reports.

Warning

H315 (87.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 57 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: Benzenemethanamine, N-hydroxy-N-(phenylmethyl)-

Benzenemethanamine, N-hydroxy-N-(phenylmethyl)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesSkin Irrit. 2 (87.7%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
hs_code: 2928.00.2500
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzenemethanamine, N-hydroxy-N-(phenylmethyl)-: ACTIVE

Applications

UsesN,N-Dibenzylhydroxylamine, upon oxidation, yields N-benzyl-α-phenylnitrone, which can undergo cycloaddition reaction with suitable dipolarophiles. It can be used to synthesize N,N,O-trisubstituted hydroxylamines and arylamines.

Preparation methods · 1 item

PreparationA mixture of 14 gm (0.202 mole) of hydroxylamine hydrochloride and 50 gm (0.395 mole) of benzyl chloride in 200 ml of 70% ethanol is treated with 60 gm of crystalline sodium carbonate. The mixture is heated under a reflux condenser for 2 hr, cooled to room temperature, filtered, and the solids discarded. The filtrate is treated with sufficient ice water to cause precipitation of A^N-dibenzylhydroxylamine. The reaction mixture is then thoroughly cooled in a freezing mixture to permit complete precipitation of product to take place. The yield, upon filtration, is 26 gm (61.5%), m.p. 123°C. A similar preparation has recently been reported [13a].