Methyl 3-mercaptopropionate

HCID 18050
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
2935-90-2
Standard SMILES
COC(=O)CCS
InChIKey
LDTLDBDUBGAEDT-UHFFFAOYSA-N
Molecular formula
C4H8O2S
Average molar mass
120.17 g/mol
Monoisotopic mass
120.0245005

Overview

structure in first source

Names & identifiers

Preferred name
Methyl 3-mercaptopropionate
IUPAC
methyl 3-sulfanylpropanoate
English name
Methyl 3-mercaptopropionate
Molecular formula
C4H8O2S
Molecular weight
120.17

Names & synonyms

METHYL 3-MERCAPTOPROPIONATE2935-90-23-Mercaptopropionic acid methyl esterPropanoic acid, 3-mercapto-, methyl estermethyl-3-mercaptopropionateMethyl mercaptopropionatePropionic acid, 3-mercapto-, methyl esterDTXSID6027509V920F0BCRZMethyl beta-mercaptopropionateNSC-137814DTXCID307509
Show more names
MercaptomethylMethyl 3-thiopropanoateMethyl 3-mercaptoproZavegepant Impurity 61Methyl 3-MercaptopropionMethyl 3-mercaptopropiote
RefChem:815540220-912-4methyl 3-mercaptopropanoateMethyl 3-sulfanylpropanoateMFCD00004895Methyl .beta.-mercaptopropionate3-mercapto-propionic acid methyl esterHSDB 5905

Database identifiers

CAS
2935-90-2
PubChem CID
18050
DTXSID
DTXSID6027509
ChEMBL
CHEMBL3188420
UNII
V920F0BCRZ
EC Number
220-912-4
Nikkaji
J34.910K

Properties

Computed structural properties

XLogP
0.3
Topological polar surface area
27.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
3
Heavy atoms
7

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Sulfur Compounds
SpringerMaterials PropertiesOptical coefficient
Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical Description · 2 items

Liquid

Colorless liquid with a stench; [Alfa Aesar MSDS]

Physicochemical properties

Melting point
38 °C · 38 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4))
Boiling point
54 · 54-55 °C/14 mmHg (lit.)
Density
1.085 g/mL · 1.085 g/mL at 25 °C (lit.)
refractive index
20 · n20/D 1.464(lit.)
Flash point
140 °F · 140 °F
storage temp.
Keep in dark place,Sealed in dry,Room Temperature

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 5.3% (5 of 94) of reports.

Danger

H226 (47.9%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P264, P264+P265, P270, P271, P273, P280, P284, P301+P316, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P316, P317, P320, P321, P330, P337+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 94 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: Propanoic acid, 3-mercapto-, methyl ester

Propanoic acid, 3-mercapto-, methyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propanoic acid, 3-mercapto-, methyl ester 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: 13-06-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/12448

Methyl-3-mercaptopropionate: 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.

Hazards SummaryCauses tremor, convulsions, and dyspnea in inhalation lethal-concentration studies of rats; [RTECS] Toxic by inhalation and ingestion; A skin and strong eye irritant; [Alfa Aesar MSDS]
Hazard Classes and CategoriesFlam. Liq. 3 (47.9%)

Toxicology

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Non-Human Toxicity ExcerptsMETHYL 3-MERCAPTOPROPIONATE WAS A WEAK, COMPETITIVE INHIBITOR OF GLYOXALASE I (EC 4.4.1.5), BUT HAD NO SIGNIFICANT ACTIVITY AGAINST L1210 LYMPHOID LEUKEMIA IN MICE.
Toxicity DataLC50 (rat) = 1,720 mg/m3/4h

Safety data

F
13
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
rtecs
UA2465980
ridadr
UN 1993 3/PG 3

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 1,000,000 - <8,500,000 lb
Industry UsesSoil amendments (fertilizers)
General Manufacturing Information · 2 items

Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing

Propanoic acid, 3-mercapto-, methyl ester: ACTIVE

Applications · 4 items

DescriptionMethyl 3-mercaptopropionate is a thiol compound that can be used as a photochemical functionalisation reagent. For example, it enables photochemical functionalisation of 1,4-polymyrcene compounds via the reversibility of thiol-alkene reactions. It is also frequently employed as a spectroscopic probe molecule in molecular dynamics studies.

UsesMethyl 3-Mercaptopropionate is used in the synthesis of thioisoindolinones.

UsesMethyl 3-mercaptopropionate is a click chemistry reagent used in the modification of oxazolines using thiol-ene click modification. It also has implications for self-assembled monolayers (SAMs). It is used in the colorimetric detection of mercury(II) in a high-salinity solution using gold nanoparticles.

UsesThe Progress in Development of Dental Restorative Materials

Upstream & downstream products

Suppliers100 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]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东前元高分子材料有限公司18678041314 18765609661 · [email protected]
韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]

Related reactions

258 records
New reaction record

Compound notes

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