1-Phenethylamine

HCID 7408CAS 618-36-0
Substructure searchFind similar structures

Basic information

Standard SMILES
CC(N)c1ccccc1
InChIKey
RQEUFEKYXDPUSK-UHFFFAOYSA-N
Molecular formula
C8H11N
Average molar mass
121.18 g/mol
Monoisotopic mass
121.08914936

Names & identifiers

Preferred name
1-Phenethylamine
IUPAC
1-phenylethanamine
English name
DL-alpha-Methylbenzylamine
Molecular formula
C8H11N
Molecular weight
121.18

Names & synonyms

1-Phenylethanamine1-PhenylethylamineALPHA-METHYLBENZYLAMINEalpha-Phenylethylamine1-Phenethylaminealpha-Aminoethylbenzene1-Amino-1-phenylethane98-84-0alpha-Phenethylaminealpha-MethylbenzenemethanamineSumine 2079Ethanamine, 1-phenyl-
Show more names
α-Methylbenzylamine-aLALPHA-PEADL-1-PHENYLETHYLAMINEDL-A-PHENYLETHYLAMINEdl-à-methylbenzylamineDL-alfa-Methylbenzylamine(¬
Ethylamine, 1-phenyl-(1-Aminoethyl)benzeneBenzene, (1-amino-ethyl)-HZ9DM6B2MTBenzylamine, alpha-methyl-Benzenemethanamine, alpha-methyl-Benzenemethaneamine, alpha-methyl-NSC-8391

Database identifiers

CAS
618-36-0、98-84-0
PubChem CID
7408
DTXSID
DTXSID40862301
ChEMBL
CHEMBL278059
ChEBI
CHEBI:670
UNII
HZ9DM6B2MT
EC Number
202-706-6、210-545-8
Nikkaji
J66.056F

Properties

Computed structural properties

XLogP
1.2
Topological polar surface area
26 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
1
Heavy atoms
9

Experimental & physicochemical properties

LogP1.49
OdorMILD AMMONIACAL ODOR
Density0.9535 @ 20 °C/20 °C
Color/FormWATER-WHITE LIQ
Solubility · 2 items

SOL IN MOST ORG SOLVENTS & HYDROCARBONS

42 mg/L at 20 °C

Flash Point · 2 items

79.4 °C

175 °F (79 °C) OC

Physicochemical properties

Melting point
-65 °C · -65 °C
Boiling point
185 °C756 · 185 °C756 mm Hg(lit.)
Density
0.94 g/mL · 0.94 g/mL at 25 °C(lit.)
vapor pressure
0.7 hPa · 0.7 hPa (20 °C)
refractive index
20 · n20/D 1.526(lit.)
Flash point
175 °F · 175 °F

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]；H312: Harmful in contact with skin [Warning Acute toxicity, dermal]；H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

Danger

Hazard information

Regulatory Information · 3 items

Benzenemethanamine, .alpha.-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenemethanamine, .alpha.-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 18-09-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/11009

1-Phenylethylamine: Does not have an individual approval but may be used under an appropriate group standard

Fire PotentialMODERATE, WHEN EXPOSED TO HEAT OR FLAME; CAN REACT WITH OXIDIZING MATERIALS
Hazards Summary · 1 item

Emergency treatment: Irritants; [HSDB] Corrosive to skin and eyes, based on animal studies; [CHEMINFO] A corrosive substance that may cause burns; [eChemPortal: ESIS] Causes burns; Harmful by ingestion or skin absorption; Inhalation may cause corrosive effects to the upper respiratory tract and lungs; [Aldrich MSDS]

NFPA Hazard Classification · 4 items

2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.

2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.

0 - Materials that in themselves are normally stable, even under fire conditions.

Hazard Classes and Categories · 5 items

Acute Tox. 4 (100%)；Acute Tox. 4 (99.4%)；Skin Corr. 1B (100%)；Eye Dam. 1 (67.7%)

Acute toxicity - category 4；Acute toxicity - category 4；Skin corrosion - category 1B

Flammable liquids - Category 4；Acute toxicity (Oral) - Category 4；Acute toxicity (Dermal) - Category 4

Acute Tox. 4 *；Acute Tox. 4 *；Skin Corr. 1B

Acute Tox. 4 *；Acute Tox. 4 *；Skin Corr. 1B

Safety & protection

Fire Fighting ProceduresALCOHOL FOAM, CARBON DIOXIDE, DRY CHEMICAL

Toxicology

InteractionsLINOLEIC ACID MIXED WITH ALPHA-METHYL BENZYLAMINE IN A 1:1 MOLAR RATIO & FED TO RATS, ON A HIGH CHOLESTEROL DIET, @ 0.2% OF THE DIET HAD NO EFFECT ON PLASMA & LIVER LIPID LEVELS.
Adverse EffectsDermatotoxin - Skin burns.；Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.
Non-Human Toxicity Excerpts · 3 items

BENZYLAMINES WITH SUBSTITUENTS SUCH AS METHYL ATTACHED TO RING & WITH SUBSTITUENTS SUCH AS METHYL & ETHYL ATTACHED TO ALPHA-CARBON WERE EFFECTIVE IN INHIBITING PHENETHANOLAMINE N-METHYL TRANSFERASE IN N-METHYLATION OF NOREPINEPHRINE TO FORM EPINEPHRINE.

BETA-PHENYLETHYLAMINE-HCL GAVE 1ST-ORDER INHIBITION OF SODIUM ION-DEPENDENT GLYCINE ENTRY INTO PIGEON ERYTHROCYTES. ION RATHER THAN FREE AMINE WAS THE INHIBITOR. ALPHA-PHENETHYLAMINE-HCL WAS EFFECTIVE INHIBITOR ALSO.

IN RATS IV INJECTION OF 0.5-5 MG/KG HAD A PRESSOR EFFECT WHEREAS 10 MG/KG CAUSED A TEMPORARY DEPRESSOR EFFECT & INHIBITION OF RESP. DECR IN HEART BEAT IN DOGS & INHIBITION OF RESP IN RATS WERE OBSERVED ONLY WHEN LARGE DOSE (10-20 MG/KG) WAS ADMIN.

Regulatory information

Regulatory Information · 3 items

Benzenemethanamine, .alpha.-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenemethanamine, .alpha.-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 18-09-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/11009

1-Phenylethylamine: Does not have an individual approval but may be used under an appropriate group standard

Safety data

F
10-23
wgk
1
tsca
TSCA listed
rtecs
DP5775000
ridadr
UN 2735 8/PG 2
hs_code
29214980

Chemistry & industry

Pharmacology

Metabolism/MetabolitesDEMETHYLATION OF N-METHYLPHENYLALKYLAMINES BY RAT LIVER HOMOGENATES.
Cellular LocationsCytoplasm

Uses & manufacturing

Uses · 2 items

Used for synthesis and as an emulsifying agent; [Hawley] Used as a resolving agent and chiral intermediate; [Merck Index]

SYNTHESIS; EMULSIFYING AGENT

U.S. Production2023: 250,000 - <550,000 lb；2022: 550,000 - <1,000,000 lb；2021: 250,000 - <550,000 lb；2020: 1,000,000 - <5,000,000 lb
Industry UsesIntermediate
Methods of ManufacturingPREPARED BY REDUCTION OF ACETOPHENONE IN LIQUID AMMONIA: ROBINSON, SNYDER, ORG SYN COLL VOL III, 717 (1955).
General Manufacturing Information · 2 items

All Other Basic Organic Chemical Manufacturing

Benzenemethanamine, .alpha.-methyl-: ACTIVE

Applications · 3 items

UsesUsed for synthesis and as an emulsifying agent; used as a resolving agent and chiral intermediate.

Usesα-Methylbenzylamine can be used as a reactant for the synthesis of dihydro-5H-dibenz[c,e]azepinium salts by reacting with racemic biphenol derivatives.

General Descriptionα-Methylbenzylamine is a nitrogen source that is widely used as a representative substrate to study the chemo-enzymatic kinetic resolution of primary amines.

Upstream & downstream products

Suppliers39 total

武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]
湖北云镁科技有限公司027-59206672 18995657604 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
衢州明锋化工有限公司0570-3062502 13819002126;13819008176 · [email protected]

Additional notes

DefinitionChEBI: A phenylethylamine that is ethylamine substituted by a phenyl group at position 1.

Related reactions

314 records
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Linked notes

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