Methyl 2-methyl-3-nitrobenzoate

HCID 601165
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
59382-59-1
Standard SMILES
COC(=O)c1cccc([N+](=O)[O-])c1C
InChIKey
CRZGFIMLHZTLGT-UHFFFAOYSA-N
Molecular formula
C9H9NO4
Average molar mass
195.17 g/mol
Monoisotopic mass
195.05315777

Names & identifiers

Preferred name
Methyl 2-methyl-3-nitrobenzoate
IUPAC
methyl 2-methyl-3-nitrobenzoate
English name
Methyl 2-methyl-3-nitrobenzoate
Molecular formula
C9H9NO4
Molecular weight
195.17

Names & synonyms

Methyl 2-methyl-3-nitrobenzoate59382-59-1DTXSID30345017RefChem:354385DTXCID90296091640-506-4MFCD00082564Benzoic acid, 2-methyl-3-nitro-, methyl esterMethyl 3-nitro-o-toluate2-Methyl-3-nitrobenzoic Acid Methyl EsterMethyl2-Methyl-3-nitrobenzoatemethyl 2-methyl-3-nitro-benzoate
Show more names
DK835Methyl 2-methyl-3-Lenalidoide Ipurity 232-Methyl-3-nitrobenzoateMethyl 3-nitro-2-methylbenzoateMethyl 2-Methyl-3-Nitro-BenzoateeMethyl2-Methyl-3-nitrobenzoate>3-NITRO-0-TOLUIC ACID METHYL ESTER
Benzoic acid, 2-methyl-3-nitro-, methyl ester; o-Toluic acid, 3-nitro-, methyl ester (6CI); 2-Methyl-3-nitrobenzoic acid methyl ester; Methyl 2-methyl-3-nitrobenzoate; Methyl 3-nitro-2-methylbenzoateLenalidomide Impurity 12K93HM6K2VMSCHEMBL307312SCHEMBL29959661ALBB-023475CS-B0152Methyl 2-methyl-3-nitrobenzoate #

Database identifiers

CAS
59382-59-1
PubChem CID
601165
DTXSID
DTXSID30345017
UNII
K93HM6K2VM
EC Number
640-506-4
Nikkaji
J1.639.724E

Properties

Computed structural properties

XLogP
2
Topological polar surface area
72.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
4
Rotatable bonds
2
Heavy atoms
14

Physicochemical properties

Melting point
62 · 62-65 °C (lit.)
Boiling point
286.6 · 286.6±20.0 °C(Predicted)
Density
1 · 1+-.0.06 g/cm3(Predicted)
storage temp.
Sealed in dry,Room Temperature
solubility
Soluble in methanol.
form
Solid

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 25% (1 of 4) of reports.

Warning

H315 (75%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (75%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (75%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract 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 4 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 1 of 4 reports by companies.；There are 3 notifications provided by 3 of 4 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory InformationStatus: Active Update: 07-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/34123
Hazard Classes and CategoriesSkin Irrit. 2 (75%)；Eye Irrit. 2A (75%)；STOT SE 3 (75%)

Regulatory information

Regulatory InformationStatus: Active Update: 07-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/34123

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
hs_code
29163990
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
24/25

Chemistry & industry

Applications · 3 items

DescriptionMethyl 2-methyl-3-nitrobenzoate is an important organic synthetic material and pharmaceutical intermediate compound. It can be used for the preparation of the anticancer drug lenalidomide as well as other organic compounds (e.g., indole-4-carboxylic acid methyl ester, 5-nitroisocoumarin, 5-aminoisoquinolin-1(2H)-one, etc.).

UsesMethyl 2-methyl-3-nitrobenzoate may be used in the synthesis of methyl indole-4-carboxylate, 5-aminoisoquinolin-1(2H)-one, 5-nitroisocoumarin and [2-(4-fluorophenyl)-1H-indol-4-yl]-1-pyrrolidinylmethanone. It may also be used in the preparation of substituted nitrostyrene benzoic acids, via reaction with aromatic aldehydes in the presence of DBU in DMSO; and 4-(hydroxymethyl)-1-tosylindole, via Batcho-Leimgruber modification of the Reissert indole synthesis.

UsesMethyl 2-methyl-3-nitrobenzoate may be used in the synthesis of:methyl indole-4-carboxylate5-aminoisoquinolin-1(2H)-one 5-nitroisocoumarinsubstituted nitrostyrene benzoic acids, via reaction with aromatic aldehydes in the presence of DBU in DMSO4-(hydroxymethyl)-1-tosylindole, via Batcho-Leimgruber modification of the Reissert indole synthesis[2-(4-fluorophenyl)-1H-indol-4-yl]-1-pyrrolidinylmethanone

Upstream & downstream products

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
北京安司莫森技术有限公司010-82954736 13391601435 · [email protected]
韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]

Related reactions

93 records
New reaction record

Compound notes

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