Methyl 4-aminobenzoate

HCID 12082CAS 619-45-4
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Basic information

Standard SMILES
COC(=O)c1ccc(N)cc1
InChIKey
LZXXNPOYQCLXRS-UHFFFAOYSA-N
Molecular formula
C8H9NO2
Average molar mass
151.16 g/mol
Monoisotopic mass
151.06332853

Overview

RN given refers to parent cpd

Names & identifiers

Preferred name
Methyl 4-aminobenzoate
IUPAC
methyl 4-aminobenzoate
English name
Methyl 4-aminobenzoate
Molecular formula
C8H9NO2
Molecular weight
151.16

Names & synonyms

Methyl 4-aminobenzoate619-45-4METHYL P-AMINOBENZOATEBenzoic acid, 4-amino-, methyl ester4-Carbomethoxyaniline4-(Methoxycarbonyl)anilinep-Aminobenzoic acid methyl ester4-(Carbomethoxyl)anilineBenzoic acid, p-amino-, methyl esterAI3-02437GC4GA4E73ENSC-3783
Show more names
Tetracaine Impurity 1benzoicacid,4-amino-,methylesterh-4-abz-omeTIMTEC-BB SBB004063Benzocaine impurity HTetracaine Impurity 4
DTXSID7060704RefChem:816182DTXCID1043176210-598-74-Aminobenzoic acid methyl esterMethyl4-aminobenzoateMFCD00007891Methyl aniline-4-carboxylate

Database identifiers

CAS
619-45-4
PubChem CID
12082
DTXSID
DTXSID7060704
ChEMBL
CHEMBL1927048
UNII
GC4GA4E73E
EC Number
210-598-7
Nikkaji
J45.061H

Properties

Computed structural properties

XLogP
1.4
Topological polar surface area
52.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
2
Heavy atoms
11

Experimental & physicochemical properties

LogP1.48

Physicochemical properties

Melting point
110 · 110-111 °C (lit.)
Boiling point
273.17 °C · 273.17°C (rough estimate)
Density
1.2023 · 1.2023 (rough estimate)
refractive index
1.581 · 1.5810 (estimate)
storage temp.
Keep in dark place,Sealed in dry,Room Temperature
solubility
3.82 g/l · 3.82g/l

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): 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 46 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationChemical: Benzoic acid, 4-amino-, methyl ester
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
TSCA listed
rtecs
DG2900000
hs_code
29224995
risk_code
36/37/38-20/21/22

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzoic acid, 4-amino-, methyl ester: ACTIVE
Applications · 3 items

UsesMethyl 4-aminobenzoate is used in the synthesis of guanidine alkaloids, (±)-martinelline and (±)-martinellic acid by a protic acid catalyzed hetero Diels-Alder coupling reaction with N-Cbz 2-pyrroline. It is also used in organic synthesis and acts as a dye intermediate. Further, it is used to prepare 4-(2-methyl-4-oxo-4H-quinazolin-3-yl)-benzoic acid methyl ester by reacting with 2-acetylamino-benzoic acid.

UsesMethyl 4-aminobenzoate was used in the syntheses of guanidine alkaloids, (±)-martinelline and (±)-martinellic acid by a protic acid catalyzed hetero Diels-Alder coupling reaction with N-Cbz 2-pyrroline.

General DescriptionThe catalytic oxidation of methyl 4-aminobenzoate by hydrogen peroxide was studied.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [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]
上海泰矶林实业有限公司02150630626 17717886015 · [email protected]

Related reactions

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