2-naphthyl mercaptan

General Material Information

Preferred name	2-naphthyl mercaptan
Trivial Name	2-Naphthalenethiol
Short Description	2-naphthalenethiol
Formula	C10 H8 S
CAS Number	91-60-1
FEMA Number	3314
Flavis Number	12.033
ECHA Number	202-082-5
FDA UNII	SZ5U1S741V
Nikkaji Number	J60.031H
Beilstein Number	0636389
MDL	MFCD00004086
COE Number	2330
Bio Activity Summary	External link
NMR Predictor	External link
JECFA Food Flavoring	531 2-naphthalenethiol
FDA Patent	No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm	91-60-1 ; 2-NAPHTHALENTHIOL
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 2-Naphthalenethiol RPA 2 2-Mercaptonaphthalene β-Naphthyl mercaptan β-Thionaphthol β-Mercaptonaphthalene β-Naphthalenethiol 2-Thionaphthol Vulcamel TBN Renacit 1 NSC 4749

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Literature & References

	naphthalene-2-thiol
NIST Chemistry WebBook:	Search Inchi
Canada Domestic Sub. List:	91-60-1
Pubchem (cid):	7058
Pubchem (sid):	134971580

Publications by PubMed
Transparent free-standing metamaterials and their applications in surface-enhanced Raman scattering.
Accessible gold clusters using calix[4]arene N-heterocyclic carbene and phosphine ligands.
Compact large area and high-quality Au film with a hierarchical structure and its application in SERS.
Au nanoparticle-encapsulated hydrogel substrates for robust and reproducible SERS measurement.
Ag44(SR)30(4-): a silver-thiolate superatom complex.
Flexible visible-infrared metamaterials and their applications in highly sensitive chemical and biological sensing.
A bioinspired approach for controlling accessibility in calix[4]arene-bound metal cluster catalysts.
Metal-cluster catalysts: Access granted.
Mechanistic investigation into the spontaneous linear assembly of gold nanospheres.
Evolution of new enzymatic function by structural modulation of cysteine reactivity in Pseudomonas fluorescens isocyanide hydratase.
Copper protection by self-assembled monolayers of aromatic thiols in alkaline solutions.
SERS decoding of micro gold shells moving in microfluidic systems.
A multi-technique approach to the analysis of SAMs of aromatic thiols on copper.
Friction of polyaromatic thiol monolayers in adhesive and nonadhesive contacts.
Encapsulation of zinc oxide nanorods and nanoparticles.
Synthesis and characterization of accessible metal surfaces in calixarene-bound gold nanoparticles.
Protein separation and identification using magnetic beads encoded with surface-enhanced Raman spectroscopy.
Silica-void-gold nanoparticles: temporally stable surface-enhanced Raman scattering substrates.
S-arylcysteine-keratin adducts as biomarkers of human dermal exposure to aromatic hydrocarbons.
Electron transfer studies on cholesterol LB films assembled on thiophenol and 2-naphthalenethiol self-assembled monolayers.
Structure-activity relationship, kinetic mechanism, and selectivity for a new class of ubiquitin C-terminal hydrolase-L1 (UCH-L1) inhibitors.
Structure-activity relationship studies of gonadotropin-releasing hormone antagonists containing S-aryl/alkyl norcysteines and their oxidized derivatives.
Surface-enhanced Raman spectroscopic-encoded beads for multiplex immunoassay.
Rotational polymorphism in 2-naphthalenethiol SAMs on Au(111).
Structural changes in self-assembled monolayers initiated by ultraviolet light.
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.
Role of nanoparticle surface charge in surface-enhanced Raman scattering.
[Alkaline phosphatase in Amoeba proteus].
Surface-enhanced raman scattering on dendrimer/metallic nanoparticle layer-by-layer film substrates.
Surface-enhanced Raman scattering for ultrasensitive chemical analysis of 1 and 2-naphthalenethiols.
Exploring the boundaries of a light-driven molecular motor design: new sterically overcrowded alkenes with preferred direction of rotation.
Non-thiol farnesyltransferase inhibitors: evaluation of different AA(X)-peptidomimetic substructures in combination with arylic cysteine replacements.
Design consideration and probes for fluorescence resonance energy transfer studies.
Immunoassay readout method using extrinsic Raman labels adsorbed on immunogold colloids.
Conformationally restricted analogues of trimethoprim: 2,6-diamino-8-substituted purines as potential dihydrofolate reductase inhibitors from Pneumocystis carinii and Toxoplasma gondii.
Comparative Studies of Cathodically-Promoted and Base-Catalyzed Michael Addition Reactions of Levoglucosenone.
Biosynthesis of heparan sulfate on beta-D-xylosides depends on aglycone structure.
Oxidation of thiols by sodium N-haloarylsulphonamides.
N-[(arylmethoxy)phenyl] and N-[(arylmethoxy)naphthyl] sulfonamides: potent orally active leukotriene D4 antagonists of novel structure.
The localization and some properties of the acetylsalicylic acid O-deacetylases of Ascaris lumbricoides var suum and Moniezia expansa.

Other Information

(IUPAC):	Atomic Weights of the Elements 2011 (pdf)
Videos:	The Periodic Table of Videos
tgsc:	Atomic Weights use for this web site
(IUPAC):	Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):	View
HMDB (The Human Metabolome Database):	HMDB29689
FooDB:	FDB000875
Export Tariff Code:	2930.90.2900
ChemSpider:	View
FAO:	2-Naphthalenethiol

Suppliers

BOC Sciences	Parchem
Penta International	Santa Cruz Biotechnology
Sigma-Aldrich: Aldrich	Synerzine
TCI AMERICA	Penta International Corporation
Synerzine, Inc.

PhysChem Properties

Material listed in food chemical codex	No
Molecular weight	160.23875427246
Melting Point	79 to 83°C @ 760 mm Hg
Boiling Point	286 to 288°C @ 760 mm Hg
Boiling Point	210 to 211°C @ 100 mm Hg
Vapor Pressure	0.005 mmHg @ 25 °C
Flash Point TCC Value	133.89 °C TCC
logP (o/w)	3.511 est
Solubility
alcohol	Yes
dipropylene glycol	Yes
water, slightly	Yes
water, 34.4 mg/L @ 25 °C (est)	Yes
water	No

Organoleptic Properties

Odor Type: Sulfurous
sulfurous, rubbery, meaty, roasted, woody, creamy, oily, brown, brothy, mushroom
Luebke, William tgsc, (2007)	At 0.10 % in propylene glycol. sulfurous rubbery meaty roasted woody creamy artichoke
Mosciano, Gerard P&F 19, No. 1, 27, (1994)	Sulfureous, oily, brown, brothy, meaty, rubbery, mushroom-like
Flavor Type: Sulfurous
sulfurous, meaty, brown, chicken roasted chicken, eggy, nutty
Mosciano, Gerard P&F 19, No. 1, 27, (1994)	At 10.00 ppm. Sulfureous, meaty, brown, roasted, chicken, eggy with a slight nutty nuance

Potential Uses

Applications	flavoring agents
Flavoring purposes	Chicken, Egg, Meat, Nut, Smoke

Safety Information

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

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 ppm	average 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:		-	-