CAS 2627-86-3 1-Phenethylamine, (-)- (HCID 75818)

Overview

(1S)-1-phenylethanamine is the (S)-enantiomer of 1-phenylethanamine. It is a conjugate base of a (1S)-1-phenylethanaminium. It is an enantiomer of a (1R)-1-phenylethanamine.

Names & identifiers

Preferred name: 1-Phenethylamine, (-)-
IUPAC: (1S)-1-phenylethanamine
English name: L-1-Phenylethylamine
Molecular formula: C8H11N
Molecular weight: 121.18

Names & synonyms

2627-86-3(S)-(-)-1-Phenylethylamine(S)-1-PhenylethylamineL-alpha-Methylbenzylamine1-Phenethylamine, (-)-EINECS 220-098-0(s)-(-)-phenethylamine(s)-(-)-phenylethylamineBenzenemethanamine, .alpha.-methyl-, (.alpha.S)-(S)-(-)-1-phenethylamineL-(-)-alpha-methylbenzylamine05780F90V3

Show more names

(S)-1-phenylethan-1-amine(S)-1-PHENYLETHANAMINE(1S)-1-Phenylethanamine(S)-(-)-α-Methylbenzylamine(S)-(-)-ALPHA-METHYLBENZYLAMINE(S)-alpha-Methylbenzenemethanamine(S)-1-Amino-1-phenylethane

Benzenemethanamine, alpha-methyl-, (alphaS)-EC 220-098-0L-.ALPHA.-PHENYLETHYLAMINEDTXSID701014613S-.ALPHA.-METHYLBENZYLAMINEL-(-)-.ALPHA.-METHYLBENZYLAMINE.ALPHA.-METHYLBENZYLAMINE (-)-FORM [MI]L-alpha-Phenylethylamine

Database identifiers

CAS: 2627-86-3
PubChem CID: 75818
DTXSID: DTXSID701014613
ChEMBL: CHEMBL282700
ChEBI: CHEBI:35321
UNII: 05780F90V3
EC Number: 220-098-0
Nikkaji: J45.983F

Properties

Computed structural properties

XLogP: 1.2
Topological polar surface area: 26 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 1
Heavy atoms: 9
Formal charge: 0
Complexity: 74.6

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Amines, Aromatic

Vapor Pressure0.5 [mmHg]

Physical DescriptionColorless hygroscopic liquid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point: -10 °C · -10 °C
alpha: -40 · -40 º (neat)
Boiling point: 187 °C · 187 °C(lit.)
Density: 0.94 g/mL · 0.94 g/mL at 25 °C(lit.)
vapor pressure: 0.5 mm · 0.5 mm Hg ( 20 °C)
refractive index: 20 · n20/D 1.526(lit.)
Flash point: 175 °F · 175 °F
storage temp.: 2 · 2-8°C
solubility: 42 g/l · 42g/l
pka: 9.04 · 9.04±0.10(Predicted)
form: Liquid
color: Clear colorless
PH: 7 · >7 (H2O, 20°C) (undiluted)
optical activity: 20 · [α]20/D 39°, neat
Water Solubility: slightly soluble
Sensitive: Air Sensitive
Merck: 14 · 14,6026
BRN: 2204907 · 2204907
InChI: 1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3/t7-/m0/s1
InChIKey: RQEUFEKYXDPUSK-ZETCQYMHSA-N
SMILES: C[C@H](N)c1ccccc1
LogP: 1.31 at · 1.31 at 25℃
CAS DataBase Reference: 2627 · 2627-86-3(CAS DataBase Reference)
FDA UNII: 5780 F90V3 · 05780F90V3
NIST Chemistry Reference: Benzenemethanamine, «alpha»-methyl-, (S)-(2627-86-3)
EPA Substance Registry System: Benzenemethanamine, .alpha.-methyl-, (.alpha.S)- (2627-86-3)
UNSPSC Code: 12352116 · 12352116
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05,GHS06
Signal word: Danger
Hazard statements: 302 · H302-H311-H314
Precautionary statements: 280 · P280-P301+P312+P330-P301+P330+P331-P303+P361+P353-P305+P351+P338
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes: C,Xi
Risk Statements: 21 · 21/22-34-35
Safety Statements: 26 · 26-28-36/37/39-45-28A-27
RIDADR: 2922 · UN 2922 8/PG 2
WGK Germany: 1 · 1
RTECS: 5775000 · DP5775000
F: 3 · 3-10-23-34
Autoignition Temperature: 355 °C · 355 °C
Hazard Note: Irritant
TSCA: TSCA listed
HazardClass: 8 · 8
PackingGroup: III
HS Code: 29214980 · 29214980
Storage Class: 6.1 A · 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications: 3 DermalAcute · Acute Tox. 3 DermalAcute Tox. 4 OralSkin Corr. 1B
Toxicity: 50 orally · LD50 orally in Rabbit: 980 mg/kg LD50 dermal Rabbit 730 mg/kg
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302+H312 (68.5%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oral; acute toxicity, dermal]

P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P321, P330, P337+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 644 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Benzenemethanamine, .alpha.-methyl-, (S)-

Status: Active Update: 07-10-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/30042

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

Hazards Summary · 1 item

Causes burns; Harmful by ingestion and skin absorption; [ECHA REACH Registrations] Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract; Harmful by ingestion; Toxic by skin absorption; [Sigma-Aldrich MSDS] See N-Methylbenzylamine.

Hazard Classes and CategoriesAcute Tox. 4 (99.7%)

Toxicology

Adverse EffectsDermatotoxin - Skin burns.

Safety data

F: 3-10-23-34
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk: 1
tsca: TSCA listed
rtecs: DP5775000
ridadr: UN 2922 8/PG 2
hs_code: 29214980
Toxicity: LD50 orally in Rabbit: 980 mg/kg LD50 dermal Rabbit 730 mg/kg
risk_code: 21/22-34-35
Signal word: Danger
Symbol(GHS): GHS05,GHS06
hazard_code: C,Xi
hazard_note: Irritant
safety_code: 26-28-36/37/39-45-28A-27
hazard_class: 8
Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
packing_group: III
Hazard statements: H302-H311-H314
REACH Registrations: Active
Hazard Classifications: Acute Tox. 3 DermalAcute Tox. 4 OralSkin Corr. 1B
Autoignition Temperature: 355 °C
Precautionary statements: P280-P301+P312+P330-P301+P330+P331-P303+P361+P353-P305+P351+P338

Chemistry & industry

Uses & manufacturing

UsesUsed as an intermediate; [ECHA REACH Registrations]

General Manufacturing InformationBenzenemethanamine, .alpha.-methyl-, (.alpha.S)-: ACTIVE

Applications · 4 items

Uses(S)-(-)-1-Phenylethylamine is utilized in a one-pot, multi-component synthesis of a highly substituted, chiral pyrrole.

UsesUsed in a one-pot, multi-component synthesis of a highly substituted, chiral pyrrole.

UsesL-1-Phenylethylamine can be used in a one-pot, multi-component synthesis of a highly substituted, chiral pyrrole

General Description(S)-()-α-Methylbenzylamine is a chiral derivatizing agent, which is employed for derivatizing enantiomers into diastereoisomers.

Upstream & downstream products

Upstream raw materials

Downstream products

(S)-(-)-2-Azetidinecarboxylic acid (S)-(-)-N-Benzyl-1-phenylethylamine Esfenvalerate (-)-Bis[(S)-1-phenylethyl]amine (R)-3-Aminoquinuclidine dihydrochloride (-)-Bis[(S)-1-phenylethyl]amine hydrochloride (R)-(+)-2-Methyl-2-propanesulfinamide (R)-(+)-1,1'-Bi-2-naphthol (S)-(-)-1,1'-Bi-2-naphthol (R)-(+)-Bornylamine (R)-(+)-N-Benzyl-1-phenylethylamine (S)-(-)-N,alpha-dimethylbenzylamine

Suppliers100 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]

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

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

Additional notes

DefinitionChEBI: The (S)-enantiomer of 1-phenylethanamine.

Related reactions

279 records

New reaction record

HRID 2371As reactantuspto-grants-1998_03

HRID 7653As reactantuspto-grants-2006_08

HRID 42599As reactantuspto-grants-2013_09

HRID 47585As reactantuspto-grants-2004_03

HRID 49863As reactantuspto-grants-2004_03

HRID 49864As reactantuspto-grants-2004_03

HRID 52791As productAs reactantuspto-grants-1997_04

HRID 57472As reactantuspto-grants-2016_09

Compound notes

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Basic information