 Home > Encyclopedia > 1-Naphthaleneacetamide

1-Naphthaleneacetamide

1-Naphthaleneacetamide structure

CAS No:
86-86-2
Formula:
C12H11NO
Chemical Name:
1-Naphthaleneacetamide
Synonyms:
1-Naphthaleneacetamide;Amid-Thin;α-Naphthaleneacetamide;α-Naphthylacetamide;1-Naphthylacetamide;Amid-Thin W;2-(1-Naphthyl)acetamide;Dirigol N;Frufix;NAAm;α-NAA amide;Rootone;NSC 34862;Diramid;2-(Naphthalen-1-yl)acetamide;2-(Naphthalene-1-yl)-acetamide
Categories:
Agrochemicals > Plant Growth Regulators

Description

white to cream powder

Solid

1-naphthaleneacetamide is a member of the class of naphthalenes that is naphthalene which is substituted by a 2-amino-2-oxoethyl group at position 1. It is a synthetic auxin that is widely used in agriculture to promote the growth of numerous fruits, for root cuttings and as a fruit thinning agent. It has a role as a synthetic auxin. It is a member of naphthalenes and a primary carboxamide.

1-Naphthaleneacetamide Basic Attributes

Molecular Weight：

185.22

Exact Mass：

185.22

EC Number：

201-704-2

UNII：

11KAX3RJ28

NSC Number：

34862

DSSTox ID：

DTXSID3020914

HScode：

2924299090

Characteristics

PSA：

43.1

XLogP3：

2.1

Appearance：

Solid

Density：

1.2±0.1 g/cm3

Melting Point：

184 °C

Boiling Point：

420.6°C at 760 mmHg

Flash Point：

208.2±22.9 °C

Refractive Index：

1.648

Water Solubility：

0.039 mg/mL at 40 °C

Storage Conditions：

0-6°C

Toxicity：

Oral-Rat LD50: 1690 mg/kg

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

22-41-34-11

safety instructions：

26-39-24/25-45-36/37/39-16

RTECS Number：

QJ0590000

Marks：

Xn,C,F

Storage features：

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Precautionary statement(s)：

P280-P305 + P351 + P338

Hazard Statements：

H302-H318

GHS Classification：

|Danger|H302 (98.25%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P280, P301+P312, P305+P351+P338, P310, P330, and P501|Aggregated GHS information provided by 57 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Toxicity class：

moderately

Mobility：

100.00 L/kg

Drug Information

MeSH Entry Terms：

alpha-naphthalene acetamide

1-Naphthaleneacetamide Use and Manufacturing

Methods of Manufacturing

1-naphthaleneacetic acid (93.5 mg, 0.50 mmol) was added to methylene chloride (0.8 mL)And a catalytic amount of DMF were added and while stirring, Further oxalyl chloride (135.6 mg, 1.00 mmol, 2.00 eq.) Was added dropwise, Followed by stirring at room temperature for 15 minutes. After concentrating the resulting solution under vacuum, Was dissolved in tetrahydrofuran (0.8 mL).Ammonia water (28percent, 450.4 mg, 7.50 mmol, 15.0 eq.) At 0 ° C. was added to the solution, It was then stirred at room temperature for 10 minutes. After concentrating the resulting solution under vacuum, Silica gel column chromatography (chloroform / methanol(10/1, Rf = 0.50)) to obtain the target substance (Y-015) as a white solid (yield 72percent).To a solution of 2—(naphthalen-1—yl)acetic acid (1.50 g, 8.01 mmcl, 1.00 equiv.) in dry CH2C12 (10.0 mL, 0.801 H) was added thionyl chloride (6.73 mL, 92.6 rnmol, 11.5 equiv.) at 0 °C, then the reaction was refluxed for 2 h. The solvent was evaporated and the residue wasazeotroped with toluene (2 xlO.0 mL) . To the crude acyl chloride was added THF (30.0 mL) and NHsH2O (30.0 mL) under vigorous stirring at 0 °C. After the reaction mixture was stirred at room temperature for overnight, the solvent was removed. The residue was purified by column chromatography using with EtOAc:hexane (1 :2 (v/v)) to afford thetitle compound as a white solid (1.31 g, 7.07 mmcl, 88percent yield)NMR Spectroscopy: 1H NMR (700 MHz, (CD3)2S0, 25 °C, 5): 8.08 (d, J =8.3 Hz, 1H), 7.92 (d, J = 7.7 Hz, lH), 7.81 (d, J = 7.7 Hz, 1H), 7.56—7.49 (m, 3H), 7.45—7.41 (m, 2H), 6.99 (s, 1H), 3.86 (s, 2H). C NMR(175 MHz, (CD)2SO, 25 °C, 5): 172.1, 133.3, 132.9, 132.0, 128.3, 127.8, 126.9, 125.9, 125.5, 125.5, 124.2. The 1H NMR data were in goodagreement with values reported in the literature (Tu, T. et al. 2012)

Uses

Used as a plant growth regulator; naphthaleneacetamide is a good vegetable and fruit thinner; rooting agent for apples, pears, peaches, grapes and ornamental crops, usually mixed with other rooting agents.

Manufacturing Info：

1-Naphthaleneacetamide: ACTIVE

Use Classification：

Agrochemicals -> Plant Growth Regulators|Environmental transformation -> Pesticides (parent, predecessor)

Agrochemical：

1-naphthylacetamide has known environmental transformation products that include 1-methylnaphthalene, 1-naphthalenemethanol, 1-naphthoic acid (M2), 2-(1-naphtyl)acetic acid (M1), and naphthaldehyde.

Computed Properties

Molecular Weight:185.22
XLogP3:2.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:185.084063974
Monoisotopic Mass:185.084063974
Topological Polar Surface Area:43.1
Heavy Atom Count:14
Complexity:214
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Recommended Suppliers of 1-Naphthaleneacetamide

LEADER BIOCHEMICAL GROUP Contact Supplier

CN
8 YRS

Business licensed Certified factory

Manufactory Supplier of Biochemicals Ingredients,Vitamin Amino Acid Ingredients,Cosmestic Ingredients,Pharma Chemicals,Organic Fine Chemicals,Food Nutrient Ingredients,Natural Plant Ingredients,APIS Intermidiates,Daily Chemicals,Agricultural Chemicals,Surfactant Chemicals,Ultraviolet Absorbents,Antioxidant Ingredients,Scientific Research Chemical,Flavors and Fragrances Chemicals

China Most Professional Factory Supply High Qulity 1-Naphthylacetamide CAS 86-86-2

CAS No.: 86-86-2

Grade: Pharmaceutical Grade

Content: 99%

Inquiry
HANGZHOU LEAP CHEM CO., LTD. Contact Supplier

CN
5 YRS

Business licensed

Trader Supplier of Intermediates,Building blocks,API,Silicones,Peptides,Lab chemicals,Biochemicals,Pharmaceuticals,Screening Compounds,Food Additives

1-Naphthylacetamide

CAS No.: 86-86-2

Content: 99.00%

Inquiry
NANTONG REFORM PETRO-CHEMICAL CO.,LTD Contact Supplier

CN
4 YRS

Business licensed Certified factory

Manufactory Supplier of Flavors & Fragrances,Catalyst & Auxiliary,Intermediates,Dyes & Pigments,Inorganic Chemistry,petro chemicals,Surfactant,Food Additives,Water Treatment Chemicals

1-Naphthaleneacetamide

CAS No.: 86-86-2

Grade: Industrial Grade

Content: 98%

Inquiry