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GET ADDITIONAL DATA HERE!

1-naphthylacetic acid
** NAA ** alpha-NAA ** naphthylacetic acid ** 1-NAA ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
Further data may be found in the BPDB

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for 1-naphthylacetic acid

Description: A synthetic auxin used as a plant growth regulator to control top fruit pre-harvest fruit drop, for fruitlet thinning and for striking hard and softwood cuttings. Also a metabolite.

Example pests controlled: Fruit drop

Example applications: Top fuit including apples, pears, plums, cherries; Potatoes

Efficacy & activity: -

Availability status: Unknown

Introduction & key dates: 1939, first report, circa 1960 introduced

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Hungary/France
Date inclusion expires 31/12/2021
EU Candidate for substitution (CfS) No
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C12H10O2
Canonical SMILES C1=CC=C2C(=C1)C=CC=C2CC(=O)O
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) PRPINYUDVPFIRX-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C12H10O2/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2,(H,13,14)
2D structure diagram/image available? Yes

Click to access the Cambridge Crystallographic Data Centre (CCDC) website
Cambridge Crystallographic Data Centre diagrams:
Common Name Relationship Link
1-naphthylacetic acid - Click here for the CCDC structure diagram

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Plant growth regulator
Metabolite Type Soil
Substance group Synthetic auxin
Minimum active substance purity 980 g/kg
Known relevant impurities EU dossier - 1-NAD
Substance origin Synthetic
Mode of action Absorbed through roots, stems and leaves, demonstrates auxin-like activity
CAS RN 86-87-3
EC number 201-705-8
CIPAC number 313
US EPA chemical code 056002
PubChem CID 6862
Molecular mass (g mol-1) 186.21
PIN (Preferred Identification Name) -
IUPAC name 2-naphthalen-1-ylacetic acid
CAS name 1-naphthylacetic acid
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state White to yellow crystalline powder
Related substances & organisms

Can be a metabolite of:
Parent Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
1-naphthylacetamide Soil   0.739   Relevant, Major fraction

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • Amvac, Rhizopon BV, Task Force
  • FMC
Example products using this active
  • Amcotone
  • Rhizopon B
  • Luxan Late Val
UK LERAP status None
Formulation and application details Usually supplied as wettable powders, soluble concentrates and dustable powders.


ENVIRONMENTAL FATE

for 1-naphthylacetic acid

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 16.8 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 588 A5 - n-Heptane -
24340 A5 - Xylene -
250000 A5 - Methanol -
133700 A5 - Acetone -
Melting point (oC) 130 A5 -
Boiling point (oC) 322.2 A5 -
Degradation point (oC) 360 A4 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 9.55 X 10-01 Calculated -
Log P -0.02 A5 Low
Bulk density (g ml-1)/Specific gravity - - -
Dissociation constant (pKa) at 25oC 4.23 A5 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 1.27 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 3.03 X 10-04 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 3.59 Calculated High leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 6.16 X 10-01 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Medium
Maximum UV-vis absorption L mol-1 cm-1 Acidic solution: 233nm = 72500; [Neutral solution: 233nm = 79600; [Basic solution: 282nm = 7020 A5 -
Surface tension (mN m-1) 35.9 A5 -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 42 A4 Moderately persistent
DT50 (lab at 20oC) 41.7 A4 Moderately persistent
DT50 (field) - - -
DT90 (lab at 20oC) 136 A4 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 6.4 days (sandy loam) - 77 days (loamy sand), DT90 range 14.7-257 days; General literature states DT50 30-50 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value 2.9 A4 Moderately fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 4,7 & 9
Water-sediment DT50 (days) 9.5 A5 Fast
Water phase only DT50 (days) 7.0 A5 Moderately fast

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd 1.39 A5 Moderately mobile
Koc 84.8
Notes and range EU dossier Kd range 0.42-2.72 mL/g, Koc range 46.1-138.0 mL/g, Soils=3
Freundlich Kf 1.39 A4 Mobile
Kfoc 61.2
1/n 0.842
Notes and range EU dossier Kf range 0.31-1.73, Kfoc range 44.65-86.53 mL/g, 1/n range 0.822-0.864, Soils=3
pH sensitivity No

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
1-naphthalene methanol - Water 0.053 -
1-methyl naphthalene - Water 0.049 -
1-naphthaldehyde - Water 0.175 -
phthalic acid
(Ref: )
Note: A5
- Water 0.127 -
1-napthoic acid
Note: DT50 ~ 6 days
- Soil 0.247 -


ECOTOXICOLOGY

for 1-naphthylacetic acid

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) Low risk A5 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) > 1750 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2510 A5 Coturnix japonica Low
Birds - Short term dietary (LC50/LD50) > 1606 mg kg-1 BW/day A5 Coturnix japonica -
Fish - Acute 96 hour LC50 (mg l-1) > 56 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 10 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 56 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) > 22 A5 Daphnia magna Low
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 5.09 A3 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 18.05 A5 Pseudokirchneriella subcapitata, biomass Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 120 A5 Low
Oral acute 48 hour LD50 (μg bee-1) - - -
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1000 A5 Eisenia foetida Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 42.0 Mortality
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 42.0 Mortality
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
0.1 mg kg-1 1-NAA
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for 1-naphthylacetic acid

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) > 1750 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 0.45 A5 Rat (whole body) -
Other Mammal toxicity endpoints Intraperitoneal LD50 = 100 mg kg-1 V3 Rat -
Subcutaneous LD50 = 733 mg kg-1 V3 Mouse -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.10 A5 Rat, SF=150 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.10 A5 Rat, SF=150 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.07 A5 Rat, SF=170 -
Dermal penetration studies (%) 70 A3 default -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Acceptable risk for proposed uses
Occupational PPE/PPC advised to mitigate exposure risks
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Possible blood toxicant

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes Not explosive or oxidising
CLP classification 2013 Health: H314, H319
EC Risk Classification Click here to view information omn the EU risk phrases Xn - harmful: R22
Xi - Irritant: R36
EC Safety Classification Click here to view information omn the EU safety phrases S1/2, S24/25, S26, S37/39, S45
WHO Classification III - Slightly hazardous
US EPA Classification (formulation) - -
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for 1-naphthylacetic acid

Language Name
English 1-naphthylacetic acid
French acide naphthylacetique
German Naphthyl-1-essigsaeure
Danish -
Italian -
Spanish acido 1-naftilacetico
Greek -
Slovenian -
Polish -
Swedish -
Hungarian -
Dutch -

Record last updated: Wednesday 31 October 2018
Contact: aeru@herts.ac.uk