(+-)-2-Mercaptopropionic acid

HCID 62326

Basic information

CAS
79-42-5
Standard SMILES
CC(S)C(=O)O
InChIKey
PMNLUUOXGOOLSP-UHFFFAOYSA-N
Molecular formula
C3H6O2S
Average molar mass
106.15 g/mol
Monoisotopic mass
106.00885043

Overview

Thiolactic acid appears as an oily liquid with an unpleasant odor. Toxic by ingestion and skin absorption. Used as a depilatory and in hair waving preparations.

Names & identifiers

Preferred name
(+-)-2-Mercaptopropionic acid
IUPAC
2-sulfanylpropanoic acid
English name
2-Mercaptopropionic acid
Molecular formula
C3H6O2S
Molecular weight
106.14

Names & synonyms

2-Mercaptopropionic acidThiolactic acid79-42-52-Mercaptopropanoic acid2-Thiolactic acidalpha-Mercaptopropionic acidPROPANOIC ACID, 2-MERCAPTO-Propionic acid, 2-mercapto-O5U6967KGFCHEBI:47872DTXSID80861636RefChem:897821
Show more names
FEMA 3810FEMA 3180thiolacticThiomilchsureThio Latic Acid2-thiolacticacidThiolacticAcid>Thiolacticacid,95%
(+-)-2-Mercaptopropionic acidDTXCID30810533201-206-52-Sulfanylpropanoic acid2-Thiolpropionic acidalpha-Mercaptopropanoic acidTiopronin Impurity B2-mercapto-propionic acid

Database identifiers

CAS
79-42-5
PubChem CID
62326
DTXSID
DTXSID80861636
ChEMBL
CHEMBL2158192
ChEBI
CHEBI:47872
UNII
O5U6967KGF
EC Number
201-206-5
Nikkaji
J4.231E

Properties

Computed structural properties

XLogP
0.5
Topological polar surface area
38.3 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
1
Heavy atoms
6

Experimental & physicochemical properties

Chemical Classes · 2 items

Other Classes -> Organic Acids

Flammable agents - 2nd degree

CosmeticsDepilatory; Hair waving or straightening; Reducing; Antioxidant
FragrancesFragrance Ingredient (2-Mercaptopropionic acid) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density1.192-1.200
Flavoring AgentsEU Flavoring substances

Physicochemical properties

Melting point
10 · 10-14 °C (lit.)
Boiling point
102 °C/16 · 102 °C/16 mmHg (lit.) 203-208 °C (lit.)
Density
1.196 g/mL · 1.196 g/mL at 25 °C (lit.)
vapor pressure
1.7 hPa · 1.7 hPa (20 °C)
refractive index
20 · n20/D 1.481(lit.)
FEMA
3180 · 3180 | 2-MERCAPTOPROPIONIC ACID

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (86.3%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P262, P264, P270, P271, P280, P284, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P320, P321, P330, P361+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1491 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: Propanoic acid, 2-mercapto-

Status: Active Update: 23-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/26263

2-Mercaptopropionic acid: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
DOT LabelPoison
Fire Hazards · 2 items

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

· Combustible material: may burn but does not ignite readily.

Health Hazards · 2 items

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.

Hazards SummarySafe when used as a flavoring agent in food; [JECFA] Toxic by ingestion and skin absorption; [CAMEO] Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; Toxic by ingestion; [Alfa Aesar MSDS]

Safety & protection

Fire FightingExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Accidental Release Measures · 2 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 items

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Nonfire Spill ResponseExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Isolation and Evacuation · 2 items

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

Immediate precautionary measure

Toxicology

Adverse EffectsDermatotoxin - Skin burns.
Toxicity DataLCLo (rat) = 700 ppm

Safety data

PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed
rtecs
UF5250000
ridadr
UN 2936
hs_code
29309070

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Uses & manufacturing

Uses · 2 items

Used in depilatory and hair waving products; [Merck Index] Used as a flavoring agent; [FDA]

Dressing Hair [Category: Other]

Household ProductsInformation on 7 consumer products that contain Thiolactic acid in the following categories is provided:
Use Classification · 6 items

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing InformationPropanoic acid, 2-mercapto-: ACTIVE
Applications · 4 items

Uses2-Mercaptopropionic acid is an important raw material for organic synthesis, mainly used in the preparation of herbicides, plasticized heat stabilizers and antioxidants, as well as the deployment of daily spices.

UsesDepilatory, hair-waving preparations.

UsesThiolactic acid (TLA) can be used as a building block in the synthesis of:Thiolactomycin via oxathiolanone intermediate.4-Thiazolidinones by reacting various Schiff bases with thioglycolic acid.1,4-Naphthoquinone derivatives containing sulfur atom for antibacterial and antiviral activity studies.It can also be used as a bidental chelating agent for the surface modification of titanium dioxide (TiO2) nanoparticles for the removal of cadmium from waste water.

General DescriptionAn oily liquid with an unpleasant odor. Toxic by ingestion and skin absorption. Used as a depilatory and in hair waving preparations.

Preparation methods · 2 items

PreparationIt is prepared from the electrolysis of the corresponding sulfide S (SCHMeCO2H) Alternatively, it can be prepared from the reaction between pyruvate and hydrogen sulfide. Hydrogen sulfide is added to 50% pyruvic acid to make it saturated at 60-70 DEG C; add hydrochloric acid to until turbidity is formed; dilute sulfuric acid is added to make it weakly acidic, and 2.5% sodium amalgam is added to the precipitated compound for reduction. Cool it till hydrogen sulfide is completed released. Then add ether the acidic medium, extract the lactic acid, remove the ether by distillation, here thiolactic acid is finally obtained.

PreparationBy electrolysis of the corresponding sulfide, S(SCHMeCO2H)2.

Suppliers102 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]
山东旭晨化工科技有限公司0533-15715337262 15715337262 · [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: 2-mercaptopropanoic acid is a mercaptopropanoic acid.

Related reactions

34 records

Compound notes

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