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1-Naphthoic acid

1-Naphthoic acid structure

CAS No:
86-55-5
Formula:
C11H8O2
Chemical Name:
1-Naphthoic acid
Synonyms:
1-Naphthalenecarboxylic acid;1-Naphthoic acid;Naphthalene-α-carboxylic acid;α-Naphthoic acid;1-Carboxynaphthalene;α-Naphthylcarboxylic acid;1-Naphthylcarboxylic acid;NSC 37569;1-Napthanoic acid;1-Naphthalenoic acid
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

Off-white to beige powder

1-naphthoic acid is a naphthoic acid carrying a carboxy group at position 1. It has a role as a fungal xenobiotic metabolite and a bacterial xenobiotic metabolite. It is a conjugate acid of a 1-naphthoate.

1-Naphthoic acid Basic Attributes

Molecular Weight：

172.18

Exact Mass：

172.18

BRN：

1908896

EC Number：

201-681-9

UNII：

2NIV4O66BH

NSC Number：

37569

HScode：

29163900

Characteristics

PSA：

37.3

XLogP3：

3.1

Appearance：

Slightly yellow to brown Powder

Density：

1.3±0.1 g/cm3

Melting Point：

161 °C

Boiling Point：

300 °C

Flash Point：

195°C

Refractive Index：

1.673

Water Solubility：

Freely soluble in hot alcohol and ether. Slightly soluble in hot water.

Storage Conditions：

Store below +30°C.

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36-24/25-37

RTECS Number：

QL0960000

Marks：

Stability/Shelf Life：

Stable. Incompatible with strong bases, strong oxidizing agents.

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 138 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Metabolism/Metabolites：

1-Naphthoic acid is a known human metabolite of 1-Naphtaldehyde.

MeSH Entry Terms：

1-naphthoic acid

1-Naphthoic acid Use and Manufacturing

Methods of Manufacturing

First, make 1-naphthyl magnesium bromide with 1-bromonaphthalene, magnesium crumbs, and absolute ether in the presence of a little iodine. After dissolving with benzene, add carbon dioxide to control the reaction at -7-2℃. . Then slowly add 25% sulfuric acid until the reaction no longer proceeds and the excess magnesium is dissolved. Separate the benzene layer, extract 1-naphthoic acid with 25% sodium hydroxide solution, acidify with 50% sulfuric acid to precipitate the crude product, and recrystallize with toluene to obtain the finished product. The yield is about 70%.

Uses

For organic synthesis

Manufacturing Info：

1-Naphthalenecarboxylic acid: ACTIVE

Use Classification：

Environmental transformation -> Pesticide transformation products (metabolite, successor)

Agrochemical：

1-naphthoic acid (M2) is a known environmental transformation product of 1-naphthylacetamide and 1-naphthylacetic acid.

Computed Properties

Molecular Weight:172.18
XLogP3:3.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:172.052429494
Monoisotopic Mass:172.052429494
Topological Polar Surface Area:37.3
Heavy Atom Count:13
Complexity:200
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Carbon dioxide

Naphthalene

Downstream Products

1-Naphthylamine

Naphthalene

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