2-naphthyl mercaptan
2-naphthalenethiol
 
Notes:
Flavouring ingredient
  • CTC Organics
    • CTC Organics
      For More Than 40 Year
      Your source for rare aroma chemicals for the flavor and fragrance industy.
      “The world is run by middle men.” The number of times I have heard Dr. Liu utter those words are innumerable. He loved reciting and recording famous quotes and had many of his own. Among his many talents, Dr. Liu had a unique genius in the area of chemistry. He had an uncanny understanding of the pulse of the chemical industry and was a superb salesman.
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      Product(s):
      W148 2-naphthalenethiol
       
  • Penta International
    • Penta International Corporation
      Chemistry innovation
      At Penta, our products and services help businesses do business better.
      For over 30 years, Penta Manufacturing Company has played a growing role in worldwide chemistry innovations and applications. As an industry leader, Penta continues to pioneer chemistry-based solutions for practically every area of commerce. Our products and expertise have helped fuel technical advances in dozens of commercial applications including flavoring, coloring, fragrances and chemical processes.
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      Product(s):
      14-00750 2-NAPHTHALENETHIOL, Kosher, Halal
       
  • TCI AMERICA
    • TCI AMERICA
      Moving Your Chemistry Forward
      We continuously strive to advance our technology.
      Tokyo Chemical Industry Co., Ltd. (TCI) is a leading worldwide manufacturer of specialty organic chemicals founded in 1946. TCI provides organic laboratory chemicals as well as pharmaceutical, cosmetic and functional materials. More than 60 years of synthesis experience and multi-purpose plants enable TCI to offer more than 27,000 products as well as custom synthesis. TCI established overseas facilities in North America, Europe, China and India to serve customers worldwide.
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      Product(s):
      N0020 2-Naphthalenethiol >98.0%(GC)(T)
       
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naphthalene-2-thiol (Click)
CAS Number: 91-60-1Picture of molecule
ECHA EINECS - REACH Pre-Reg: 202-082-5
FDA UNII: SZ5U1S741V
Nikkaji Web: J60.031H
Beilstein Number: 0636389
MDL: MFCD00004086
CoE Number: 2330
XlogP3: 3.70 (est)
Molecular Weight: 160.23876000
Formula: C10 H8 S
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: flavoring agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
JECFA Food Flavoring: 531  2-naphthalenethiol
Flavis Number: 12.033 (Old)
DG SANTE Food Flavourings: 12.033  naphthalene-2-thiol
FEMA Number: 3314  2-naphthalenethiol
FDA Mainterm: 2-NAPHTHALENTHIOL
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Physical Properties:
Appearance: colorless crystals (est)
Assay: 97.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 79.00 to  83.00 °C. @ 760.00 mm Hg
Boiling Point: 286.00 to  288.00 °C. @ 760.00 mm Hg
Boiling Point: 210.00 to  211.00 °C. @ 100.00 mm Hg
Vapor Pressure: 0.005000 mm/Hg @ 25.00 °C. (est)
Flash Point: 273.00 °F. TCC ( 133.89 °C. )
logP (o/w): 3.511 (est)
Soluble in:
 alcohol
 dipropylene glycol
 water, slightly
 water, 34.4 mg/L @ 25 °C (est)
Insoluble in:
 water
Similar Items: note
allyl mercaptan
amyl mercaptan
isoamyl mercaptan
sec-amyl mercaptan
tert-amyl mercaptan
benzyl mercaptan
buchu mercaptan
butyl mercaptan
isobutyl mercaptan
tert-butyl mercaptan
cetyl mercaptan
cyclohexyl mercaptan
cyclopentyl mercaptan
decyl mercaptan
dodecyl mercaptan
2-ethyl hexyl mercaptan
ethyl mercaptan
ethylene mercaptan
furfuryl mercaptan
grapefruit mercaptan
heptyl mercaptan
hexyl mercaptan
methyl mercaptan
nonyl mercaptan
octyl mercaptan
peach mercaptan
1-phenethyl mercaptan
2-phenethyl mercaptan
phenyl mercaptan
prenyl mercaptan
propyl mercaptan
isopropyl mercaptan
2-thienyl mercaptan
3-thienyl mercaptan
tridecyl mercaptan
undecyl mercaptan
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Organoleptic Properties:
Odor Type: sulfurous
Odor Strength: high ,
recommend smelling in a 0.10 % solution or less
 sulfurous  rubbery  meaty  roasted  woody  creamy  
Odor Description:
at 0.10 % in propylene glycol. 
sulfurous rubbery meaty roasted woody creamy artichoke
Luebke, William tgsc, (2007)
 sulfurous  oily  brown  brothy  meaty  rubbery  mushroom  
Odor Description:
Sulfureous, oily, brown, brothy, meaty, rubbery, mushroom-like
Mosciano, Gerard P&F 19, No. 1, 27, (1994)
 sulfurous  meaty  brown  chicken roasted chicken  eggy  nutty  
Taste Description:
at 10.00 ppm.  
Sulfureous, meaty, brown, roasted, chicken, eggy with a slight nutty nuance
Mosciano, Gerard P&F 19, No. 1, 27, (1994)
  
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Cosmetic Information:
None found
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Suppliers:
CTC Organics
2-naphthalenethiol
Parchem
2-naphthyl mercaptan
Penta International
2-NAPHTHALENETHIOL, Kosher, Halal
Santa Cruz Biotechnology
For experimental / research use only.
2-Naphthalenethiol
Sigma-Aldrich: Aldrich
For experimental / research use only.
2- Naphthalenethiol 99%
TCI AMERICA
For experimental / research use only.
2-Naphthalenethiol >98.0%(GC)(T)
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Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 22 - Harmful if swallowed.
R 51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
S 02 - Keep out of the reach of children.
S 20/21 - When using do not eat, drink or smoke.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 37/39 - Wear suitable gloves and eye/face protection.
S 61 - Avoid release to the environment. Refer to special instructions/safety data sheet.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50  200 mg/kg
National Technical Information Service. Vol. AD277-689

oral-mouse LD50  385 mg/kg
Drug and Chemical Toxicology. Vol. 3, Pg. 249, 1980.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: flavoring agents
Recommendation for 2-naphthyl mercaptan usage levels up to:
 not for fragrance use.
 
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 5
Click here to view publication 5
 average usual ppmaverage maximum ppm
baked goods: -0.50000
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: -0.50000
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: -0.50000
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: -0.50000
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: -0.50000
sugar substitutes: --
sweet sauces: --
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Safety References:
EPI System: View
EPA Substance Registry Services (TSCA): 91-60-1
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 7058
National Institute of Allergy and Infectious Diseases: Data
WISER: UN 3335
WGK Germany: 3
 naphthalene-2-thiol
Chemidplus: 0000091601
RTECS: QK3930000 for cas# 91-60-1
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References:
 naphthalene-2-thiol
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 91-60-1
Pubchem (cid): 7058
Pubchem (sid): 134971580
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS): View
HMDB (The Human Metabolome Database): HMDB29689
FooDB: FDB000875
Export Tariff Code: 2930.90.2900
ChemSpider: View
Read: Under the conditions of intended use - New developments in the FEMA GRAS program and the safety assessment of flavor ingredients
Read: A GRAS assessment program for flavor ingredients
Read: Sensory testing for flavorings with modifying properties. Food Technology
Read: Criteria for the safety evaluation of flavoring substances
Read: A procedure for the safety evaluation of natural flavor complexes used as ingredients in food: essential oils
Read: FEMA Expert Panel: 30 Years of safety evaluation for the flavor industry
Read: Consumption ratio and food predominance of flavoring materials
FAO: 2-Naphthalenethiol
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Potential Blenders and core components note
 
For Odor
musty
musty
 strawberry furanone methyl etherFL/FR
nutty
2-methyl-3-(methyl thio) pyrazineFL/FR
 trigonella foenum-graecum seed oil CO2 extractFL/FR
sulfurous
 benzothiazoleFL/FR
2-mercaptopropionic acidFL/FR
 
For Flavor
 
No flavor group found for these
4-acetyl-2-methyl pyrimidineFL
1,2-butane dithiolFL
(Z+E)-2,5-dimethyl-3-tetrahydrofuran thiolFL
(Z+E)-2,5-dimethyl-3-thioacetoxytetrahydrofuranFL
2,5-dimethyl-3-thiofuroyl furanFL
2-ethyl-3-methyl thiopyrazineFL
 methyl dihydrofuran thiolFL
2-methyl-3-(methyl thio) pyrazineFL/FR
3-((2-methyl-3-furyl)thio)-4-heptanoneFL
4-((2-methyl-3-furyl)thio)-5-nonanoneFL
 thioacetic acidFL
3,7-dimethyl-2,6-octadien-1-yl cyclopropyl carboxamideFL
2-methyl-1-methyl thio-2-buteneFL
meaty
 benzothiazoleFL/FR
2,6-dimethyl thiophenolFL
1,1-ethane dithiol 1% in ethanol 94.5% / ethyl acetate 4%FL
2-mercaptopropionic acidFL/FR
 methyl thiofuryl butanalFL
bis(2-methyl-3-furyl) disulfideFL
S-(2-methyl-3-furyl) ethane thioateFL
2-methyl-3-tetrahydrofuran thiolFL
2-methyl-3-thioacetoxytetrahydrofuranFL
 phenyl mercaptanFL
 propyl 2-mercaptopropionateFL
 pyrazinyl ethane thiolFL
2-pyridinyl methane thiolFL
 thialdineFL
musty
 strawberry furanone methyl etherFL/FR
phenolic
2-ethyl benzene thiolFL
roasted
 trigonella foenum-graecum seed oil CO2 extractFL/FR
sulfurous
 methyl 2-methyl-3-furyl disulfideFL
 roasted butanolFL
 
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Potential Uses:
 chickenFL
 eggFL
 meat 
 nutFL
 smokeFL
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
2-mercaptonaphthalene
beta-mercaptonaphthalene
 naphthalen-2-thiol
2-naphthalene thiol
beta-naphthalene thiol
 naphthalene-2-thiol
2-naphthalenethiol
beta-naphthalenethiol
2-naphthyl hydrosulfide
beta-naphthyl mercaptan
2-naphthyl thiol
 thio-2-naphthol
2-thionaphthol
2-thionapthol
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: Transparent free-standing metamaterials and their applications in surface-enhanced Raman scattering.
PubMed: Accessible gold clusters using calix[4]arene N-heterocyclic carbene and phosphine ligands.
PubMed: Compact large area and high-quality Au film with a hierarchical structure and its application in SERS.
PubMed: Au nanoparticle-encapsulated hydrogel substrates for robust and reproducible SERS measurement.
PubMed: Ag44(SR)30(4-): a silver-thiolate superatom complex.
PubMed: Flexible visible-infrared metamaterials and their applications in highly sensitive chemical and biological sensing.
PubMed: A bioinspired approach for controlling accessibility in calix[4]arene-bound metal cluster catalysts.
PubMed: Metal-cluster catalysts: Access granted.
PubMed: Mechanistic investigation into the spontaneous linear assembly of gold nanospheres.
PubMed: Evolution of new enzymatic function by structural modulation of cysteine reactivity in Pseudomonas fluorescens isocyanide hydratase.
PubMed: Copper protection by self-assembled monolayers of aromatic thiols in alkaline solutions.
PubMed: SERS decoding of micro gold shells moving in microfluidic systems.
PubMed: A multi-technique approach to the analysis of SAMs of aromatic thiols on copper.
PubMed: Friction of polyaromatic thiol monolayers in adhesive and nonadhesive contacts.
PubMed: Encapsulation of zinc oxide nanorods and nanoparticles.
PubMed: Synthesis and characterization of accessible metal surfaces in calixarene-bound gold nanoparticles.
PubMed: Protein separation and identification using magnetic beads encoded with surface-enhanced Raman spectroscopy.
PubMed: Silica-void-gold nanoparticles: temporally stable surface-enhanced Raman scattering substrates.
PubMed: S-arylcysteine-keratin adducts as biomarkers of human dermal exposure to aromatic hydrocarbons.
PubMed: Electron transfer studies on cholesterol LB films assembled on thiophenol and 2-naphthalenethiol self-assembled monolayers.
PubMed: Structure-activity relationship, kinetic mechanism, and selectivity for a new class of ubiquitin C-terminal hydrolase-L1 (UCH-L1) inhibitors.
PubMed: Structure-activity relationship studies of gonadotropin-releasing hormone antagonists containing S-aryl/alkyl norcysteines and their oxidized derivatives.
PubMed: Surface-enhanced Raman spectroscopic-encoded beads for multiplex immunoassay.
PubMed: Rotational polymorphism in 2-naphthalenethiol SAMs on Au(111).
PubMed: Structural changes in self-assembled monolayers initiated by ultraviolet light.
PubMed: Scanning tunneling microscopy, Fourier transform infrared spectroscopy, and electrochemical characterization of 2-naphthalenethiol self-assembled monolayers on the Au surface: a study of bridge-mediated electron transfer in Ru(NH3)6(2+)/Ru(NH3)6(3+) redox reactions.
PubMed: Role of nanoparticle surface charge in surface-enhanced Raman scattering.
PubMed: [Alkaline phosphatase in Amoeba proteus].
PubMed: Surface-enhanced raman scattering on dendrimer/metallic nanoparticle layer-by-layer film substrates.
PubMed: Surface-enhanced Raman scattering for ultrasensitive chemical analysis of 1 and 2-naphthalenethiols.
PubMed: Exploring the boundaries of a light-driven molecular motor design: new sterically overcrowded alkenes with preferred direction of rotation.
PubMed: Non-thiol farnesyltransferase inhibitors: evaluation of different AA(X)-peptidomimetic substructures in combination with arylic cysteine replacements.
PubMed: Design consideration and probes for fluorescence resonance energy transfer studies.
PubMed: Immunoassay readout method using extrinsic Raman labels adsorbed on immunogold colloids.
PubMed: Conformationally restricted analogues of trimethoprim: 2,6-diamino-8-substituted purines as potential dihydrofolate reductase inhibitors from Pneumocystis carinii and Toxoplasma gondii.
PubMed: Comparative Studies of Cathodically-Promoted and Base-Catalyzed Michael Addition Reactions of Levoglucosenone.
PubMed: Biosynthesis of heparan sulfate on beta-D-xylosides depends on aglycone structure.
PubMed: Oxidation of thiols by sodium N-haloarylsulphonamides.
PubMed: N-[(arylmethoxy)phenyl] and N-[(arylmethoxy)naphthyl] sulfonamides: potent orally active leukotriene D4 antagonists of novel structure.
PubMed: The localization and some properties of the acetylsalicylic acid O-deacetylases of Ascaris lumbricoides var suum and Moniezia expansa.
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