methyl anthranilate
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Notes :
grape enhancer - methyl anthranilate and phenethyl alcohol.
 
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IUPAC name :methyl 2-aminobenzoate
InChI :InChI=1/C8H9NO2/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5H,9H2,1H3
InChIKey :VAMXMNNIEUEQDV-UHFFFAOYAV
SMILES :COC(=O)C1=CC=CC=C1N
cas number :134-20-3
(EINECS) number :205-132-4
beilstein number :0606965
fema number :2682
coe number :250
jecfa number :1534
fl. number :09.715
molar refractivity :42.26 ± 0.3 cm3
parachor :337.9 ± 4.0 cm3
index of refraction :1.565 ± 0.02
surface tension :46.2 ± 3.0 dyne/cm
density :1.166 ± 0.06 g/cm3
polarizability :16.75 ± 0.5 10-24cm3
XlogP : 1.60
molecular weight : 151.1625600 (IUPAC)
formula :C8 H9 N O2
BioActivity Analysis :69638
pherobase :view
NMR Predictor :Predict
 
 
export tariff code :2922.49.1000
fda reg :182.60

Suppliers :
Advanced Biotech :methyl anthranilate
98% min. natural
Odor:  Fruity, Grape
Bedoukian Research :METHYL ANTHRANILATE
≥98.0%, FCC, Kosher
Odor:  Characteristic concord grape, orange blossom aroma.
Berje :Methyl Anthranilate
Citrus and Allied Essences :Methyl Anthranilate Extra
FCC
Citrus and Allied Essences :Methyl Anthranilate
(natural)
Elan :methyl anthranilate
(natural), Kosher
Fleurchem :methyl anthranilate
natural
Fleurchem :methyl anthranilate
Givaudan :Methyl Anthranilate Extra
Odor:  Floral, Neroli, Warm, Sweet
IFF :Methyl Anthranilate
Odor:  Fruity, floral, orange blossom, grape
John D. Walsh :Methyl Anthranilate
Moellhausen :methyl anthranilate
99% min. nature identical kosher
Mooreganics :Methyl Anthranilate
Natural (Organic Compliant)
Penta :methyl anthranilate
Penta :methyl anthranilate
natural
Polarome :METHYL ANTHRANILATE
FCC
Sigma-Aldrich-SAFC :Methyl anthranilate
≥98%, FCC, Kosher, FG
Odor:  chocolate; grape; grapefruit; jasmine; lemon; lime; musty; fruity; herbaceous; citrus; floral; strawberry; sweet; coffee; medicinal
Sigma-Aldrich-SAFC :Methyl anthranilate
≥99%, natural, Kosher, FG
Odor:  chocolate; grape; grapefruit; jasmine; lemon; lime; musty; fruity; herbaceous; citrus; floral; strawberry; sweet; coffee; medicinal
Vigon :Methyl Anthranilate Extra
FCC
Vigon :Methyl Anthranilate
Natural

organoleptics :
odor type :fruity
odor strength :medium
odor description¹ :
at 100.00 %.  
fruity grape orangeflower neroli
odor sample from :Berje Inc.
odor description³ :
Fruity, concord grape, musty with a floral powdery nuance
taste description³ :
at 25.00 ppm.  
Sweet, fruity, concord grape, with a musty and berry nuance
substantivity :88  Hour(s)

properties :
appearence :pale yellow to dark yellow clear liquid to solid
assay : 99.00 to 100.00 %   
Food Chemicals Codex Listed :Yes
specific gravity :1.16100 to 1.16900 @ 25.00 °C.
pounds per gallon - calc. : 9.661 to 9.727
refractive index :1.57900 to 1.59200 @ 20.00 °C.
melting point : 23.00 to 24.00 °C. @ 760.00 mm Hg
boiling point : 238.00 to 241.00 °C. @ 760.00 mm Hg
boiling point : 163.00 to 164.00 °C. @ 50.00 mm Hg
congealing point :23.80 °C.
saponification value :98.00 to 102.00
vapor pressure :0.01000 mm/Hg @ 25.00 °C.
vapor density :5.2 ( Air = 1 )
flash point : 220.00  °F.  TCC  ( 104.44 °C. )
logP (o/w) : 1.88
shelf life : 24.00 month(s) or longer if stored properly.
storage :store in cool, dry place in tightly sealed containers, protected from heat and light.

safety :
most important hazard(s) :Xi - Irritant
  R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
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.
Human experience : 10 % solution: no irritation or sensitization.
Oral Toxicity(LD50) :
  Oral-Rat    2910.00  mg/kg
FCTXAV  2,327,1964

Oral-Mouse    3900.00  mg/kg

Oral-Guineapig    2780.00  mg/kg

Dermal Toxicity(LD50) :
  Skin-Rabbit  >5000.00  mg/kg
FCTXAV  12,935,1974

Inhalation Toxicity(LC50) :
  Not determined
 

safety in use :
Maximised Survey-derived Daily Intakes (MSDI-EU) :686.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA) :3764.00 (μg/capita/day)
Threshold of concern :1800 (μg/person/day)
 
recommendation for methyl anthranilate fragrance usage levels up to :
  10.0000 % in the fragrance concentrate.
recommendation for methyl anthranilate flavor usage levels up to :
  2200.0000 ppm in the flavor.

safety references :
European Food Safety Athority(efsa) :Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
msds :msds
EPI System :view
NLM Hazardous Substances Data Bank :search
Chemical Carcinogenesis Research Information System :Search
Cancer Citations :Search
Toxicology Citations :Search
Env. Mutagen Info. Center :Search
NLM Developmental and Reproductive Toxicity :Search
National Toxicology Program :Search
Canada Domestic Sub. List :Yes
EPA Chem. Sub. Inventory : Yes
 
WGK Germany :1
 
 
 
 
methyl 2-aminobenzoate
(EINECS) number :205-132-4
RTECS :CB3325000 for cas# 134-20-3
chemidplus :000134203
EPA/NOAA CAMEO :hazardous materials
EPA Substance Registry Services :134-20-3
dtp/nci :3109

references :
 
methyl 2-aminobenzoate
fl. number :09.715
jecfa number :1534
NIST Chemistry WebBook :3796554741
pubchem :151791
Flavornet :134-20-3

Cosmetics :
Cosmetic uses : masking agents

other :
reference : Luebke, William tgsc, (1982)¹
reference : Mosciano, Gerard P&F 18, No. 2, 38, (1993)³
CosIng :cosmetic data
VCF-Online: VCF Volatile Compounds in Food
 C of A
RIFM :listed
FMA :listed
FDA Everything Added to Food in the United States (EAFUS)View
synonyms :
2-aminobenzoic acid methyl ester
ortho-aminobenzoic acid methyl ester
ortho-aminomethyl benzoate
 anthranilic acid methyl ester
2-carbomethoxyaniline
ortho-carbomethoxyaniline
2-(methoxycarbonyl) aniline
 methyl 2-aminobenzoate
 methyl aminobenzoate
 methyl ortho-aminobenzoate
 nevoli oil

soluble in :
 alcohol
 dipropylene glycol
 fixed oils
 propylene glycol
 water, 2850 mg/L @ 25C

insoluble in :
 paraffin oil
 glycerin
 water

stability :
 alcoholic lotion
 antiperspirant
 deo stick
 detergent perborate
 fabric softener
 liquid detergent
 shampoo
 soap

potential blenders :
 acetaldehyde ethyl phenethyl acetalFL/FR
6-acetoxydihydrotheaspiraneFL/FR
 acetyl tetralin 
 allyl amyl glycolateFR
 allyl anthranilateFL/FR
 amyl anthranilateFL/FR
isoamyl benzoateFL/FR
alpha-amyl cinnamaldehydeFL/FR
isoamyl salicylateFL/FR
 amyris wood oilFR
para-anisaldehydeFL/FR
para-anisyl acetateFL/FR
para-anisyl alcoholFL/FR
 apple crotonateFR
 atractylis absoluteFR
 beeswax absoluteFL/FR
 benzyl anthranilateFL/FR
 benzyl cinnamateFL/FR
 benzyl isoeugenolFL/FR
 benzyl salicylateFL/FR
 bergamot oilFL
 bigarade oxideFR
 blood orange oilFL/FR
 buchu mercaptanFL/FR
 butyl anthranilateFL/FR
isobutyl anthranilateFL/FR
isobutyl isobutyrateFL/FR
isobutyl methyl anthranilateFL/FR
 cassia bark oilFL/FR
 cassis bud oilFL/FR
 cassis oxime 10%FL/FR
 cassis pentanoneFL/FR
 champaca absoluteFR
 cinnamyl alcoholFL/FR
 cinnamyl anthranilateFR
 cinnamyl propionateFL/FR
 citral / methyl anthranilate schiff's baseFL/FR
 citronellolFL/FR
 citronellyl anthranilateFL/FR
 clary sage oilFL/FR
 clean nitrileFR
 clover nitrileFR
 cognac oil whiteFL/FR
 curacao peel oilFL/FR
 cyclamen aldehyde / methyl anthranilate schiff's baseFL/FR
 cyclohexyl anthranilateFL/FR
 cyclohexyl ethyl alcoholFL/FR
gamma-decalactoneFL/FR
 decanal / methyl anthranilate schiff's baseFL/FR
 decanal dimethyl acetalFL/FR
(Z)-4-decen-1-alFL/FR
 decyl anthranilateFL/FR
 decyl formateFL/FR
 dehydronootkatoneFL/FR
 dihydronootkatoneFL/FR
1,3-dimethoxybenzeneFL
 dimethyl anthranilateFL/FR
 dimethyl benzyl carbinolFL/FR
 dimethyl benzyl carbinyl acetateFL/FR
 dimethyl benzyl carbinyl butyrateFL/FR
2,4-dimethyl-3-cyclohexene-1-methanyl acetateFR
(E,E)-2,4-dodecadien-1-alFL/FR
 dodecanalFL/FR
 dodecanolFL/FR
 ethyl (E,Z)-2,4-decadienoateFL/FR
 ethyl 3-hydroxyhexanoateFL/FR
 ethyl anthranilateFL/FR
 ethyl cinnamateFL/FR
 ethyl decanoateFL/FR
 ethyl ethyl anthranilateFL/FR
 ethyl phenyl acetateFL/FR
 ethyl propionateFL/FR
 ethyl vanillinFL/FR
 farneseneFL/FR
 fig crotonateFR
 fir balsam absoluteFL/FR
 furfuryl butyrateFL
 gardenia amideFR
 gardenia decaloneFR
 gardenia pentyl acetateFR
 geraniolFL/FR
 geranyl anthranilateFL/FR
 geranyl formateFL/FR
 geranyl methyl tiglateFL/FR
 geranyl phenyl acetateFL/FR
 grape butyrateFL/FR
 grapefruit acetalFR
 grapefruit indeneFR
 grapefruit menthaneFL/FR
 grapefruit nitrileFR
 grapefruit octenoneFR
 grapefruit oilFL/FR
 grapefruit oil CO2 extractFL/FR
 grapefruit oil terpenelessFL/FR
 grapefruit pentanolFR
 green acetateFR
 green carboxylateFR
 heptanal dimethyl acetalFL/FR
3-hexanoneFL/FR
(Z)-3-hexen-1-yl anthranilateFL/FR
(E)-2-hexen-1-yl isovalerateFL/FR
alpha-hexyl cinnamaldehydeFL/FR
 hexyl isobutyrateFL/FR
 hyacinth etherFR
 hydroxycitronellalFL/FR
 hydroxycitronellal / methyl anthranilate schiff's baseFR
 labdanum ethanoneFR
 leerallFR
 leerall / methyl anthranilate schiff's baseFR
 lilyallFR
 lilyall / methyl anthranilate schiff's baseFR
 lime oil distilled terpenelessFL/FR
laevo-linaloolFL/FR
 linalyl anthranilateFL/FR
 linalyl cinnamateFL/FR
 linalyl phenyl acetateFL/FR
 magnolia indeneFR
 maltyl isobutyrateFL/FR
 mandarin oilFL/FR
 melon heptenalFL/FR
1-para-menthene-8-thiolFL
4-mercapto-4-methyl-2-pentanolFL/FR
 methyl 2-(methyl thio) butyrateFL
 methyl acetophenoneFL/FR
alpha-methyl cinnamaldehydeFL/FR
 methyl cinnamateFL/FR
 methyl formyl anthranilateFL
alpha-methyl naphthyl ketoneFL/FR
 methyl thiomethyl butyrateFL
 muguet carboxaldehydeFR
 myrmac aldehydeFR
beta-naphthyl anthranilateFL
beta-naphthyl ethyl etherFL/FR
beta-naphthyl methyl etherFL/FR
beta-naphthyl methyl ketoneFL/FR
2-naphthyl phenyl ketoneFR
 nerolFL/FR
 nerol oxideFL/FR
 neroli oilFL/FR
 neroli oil CO2 extractFL/FR
 nerolidolFL/FR
 nerolidyl acetateFL/FR
 nerolin fragarolFL/FR
 neryl acetateFL/FR
(E,Z)-2,6-nonadien-1-alFL/FR
 nonanal / methyl anthranilate schiff's baseFR
 nonanal dimethyl acetalFL/FR
(Z)-6-nonen-1-alFL/FR
 nootkatoneFL/FR
 ocean propanalFL/FR
 ocean propanal / methyl anthranilate schiff's baseFR
 octanal / methyl anthranilate schiff's baseFR
3-octyl acetateFL/FR
 orange oilFL/FR
 orangeflower absoluteFL/FR
 orris root resinoidFL/FR
 passiflora acetateFL/FR
 peony acetonitrileFR
 petitgrain bigarade oilFL/FR
 petitgrain mandarin oilFL/FR
 petitgrain mandarin oil terpenelessFL/FR
 petitgrain oilFL/FR
 phenethyl acetateFL/FR
 phenethyl anthranilateFL/FR
 phenethyl phenyl acetateFL/FR
 phenyl acetaldehydeFL/FR
3-phenyl propionaldehydeFL/FR
(E)-2-phenyl-1(2)-propene-1-yl acetateFR
isopropenyl acetateFL/FR
 propyl anthranilateFL/FR
isopropyl anthranilateFL/FR
 propyl heptanoateFL/FR
 propyl isobutyrateFL/FR
 rhubarb furanFR
 santallFR
 strawberry glycidate 1FL/FR
 surfleurs d'oranger oilFL/FR
alpha-terpineolFL/FR
alpha-terpinyl anthranilateFL/FR
alpha-terpinyl methyl etherFL/FR
para-tolyl aldehydeFL/FR
 tonka ketoneFR
 tridecanalFL/FR
(±)-2,4,8-trimethyl-7-nonen-2-olFL/FR
gamma-undecalactoneFL/FR
 valenceneFL/FR
 vanillinFL/FR
 viridiflorolFL/FR
 wallflower absoluteFR
 ylang ylang oilFL/FR
 ylang ylang oil CO2 extractFL/FR
 ylang ylang oil IFL/FR
 ylang ylang oil IIFL/FR
 ylang ylang oil IIIFL/FR

potential uses :
 acacia
 almond
 banana
 bergamot
 bluebell
 blueberry
 bouquet
 broom genet genista
 bubblegum
 champaca champak
 cherry
 chloe
 citrus
 clove
 cologne
 currant
 elder blossom
 floral
 forest pine forest
 gardenia
 grape concord grape
 greenhouse
 habuba
 jasmin
 leather
 lemon
 lily
 melon watermelon muskmelon cantaloupe
 mulberry
 neroli
 orange
 orange blossom fleur d'oranger
 oriental
 passion fruit
 petitgrain mandarin petitgrain
 pineapple
 plum
 poison
 quelques fleurs
 quince
 sweet pea pois de senteur
 tangerine
 tuberose tubereuse
 violet
 wallflower giroflee
 woodruff asperula
 ylang ylang cananga

natural occurrence in :
 bergamot  
 champaca  
data pagechampaca absolute @ 4.50% S
data pagechampaca concrete @ 9.00% S
 cocoa S
 coffee  
 gardenia  
data pagegenet absolute @ 0.40% S
 grape concord grape  
 grapefruit S
 jasmin  
data pagejasmin absolute concrete india @ 0.39-0.82% S
data pagejasmin absolute concrete italy @ 2.86% S
data pagejasmin sambac absolute egypt @ 4.90% S
 lemon  
 lime  
 mandarin  
data pagenarcissus absolute @ 0.19% S
data pagenarcissus absolute @ 0.43% S
 neroli  
data pageneroli bigarde oil france @ trace% S
data pageneroli oil CO2 extract @ 0.98% S
 orange  
data pageorange peel oil sweet c.p. egypt @ 0.24% S
data pageorangeflower absolute morocco @ 1.0-4.3% S
data pageorangeflower water absolute @ 2.0-11.4% S
 rue oil S
 strawberry S
 tangerine  
PbMdtea green tea with jasmin  
 tuberose  
 wine white & red wine  
 ylang ylang S
data pageylang ylang oil @ 0.08% S
data pageylang ylang oil CO2 extract @ 0.02% S



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