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ベーシックグリーン1

Brilliant Green

HCID 12449
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
633-03-4
標準SMILES
CCN(CC)c1ccc(C(=C2C=CC(=[N+](CC)CC)C=C2)c2ccccc2)cc1.O=S(=O)([O-])O
InChIKey
NNBFNNNWANBMTI-UHFFFAOYSA-M
分子式
C27H33N2.HO4S
平均分子量
482.6 g/mol
単同位体質量
482.22392857

概要

Brilliant green is an organic hydrogensulfate salt having 4-{[4-(diethylamino)phenyl](phenyl)methylidene}-N,N-diethylcyclohexa-2,5-dien-1-iminium as the counterion. It has a role as an antibacterial agent, an antiseptic drug, a fluorochrome, a poison, a histological dye and an environmental contaminant. It contains a brilliant green cation.

名称と識別子

優先名称
Brilliant Green
IUPAC
[4-[[4-(diethylamino)phenyl]-phenylmethylidene]cyclohexa-2,5-dien-1-ylidene]-diethylazanium;hydrogen sulfate
現地名
ベーシックグリーン1
英語名
Basic Green 1
分子式
C27H34N2O4S
分子量
482.63

名称と別名

Brilliant green633-03-4Basic green 1Malachite Green GDiamond Green GC.I. Basic Green 1Fast Green JSolid GreenBasic Brilliant GreenBasic Green VGreen ENBrilliant Green B
名称をさらに表示
ベーシックグリーン1ブリリアントグリーンYNブリリアントグリーンブリリアントグリーンBN-[4-[[4-(ジエチルアミノ)フェニル]フェニルメチレン]-2,5-シクロヘキサジエン-1-イリデン]-N-エチルエタンアミニウム·水素スルファートN-[4-[4-(ジエチルアミノ)-α-フェニルベンジリデン]-2,5-シクロヘキサジエン-1-イリデン]-N-エチルエタンアミニウム·水素スルファートアイゼンマラカイトグリーンGHベーシックブリリアントグリーンアイゼンダイアモンドグリーンGHダイアモンドグリーンGブリリアントグリーンYNSデオルレングリーンJJOC.I.ベーシックグリーン1ブリリアントグリーン(硫酸塩)ダイヤモンドグリーンベイシック グリーン-1塩基性緑1ベーシックグリーン1標準品ベーシックグリーン1 ブリリアントグリーンブリリアントグリーン標準品BrilliantBrillant blueBRILLIANT GREEN CERTIFIED

物性

構造計算による物性

極性表面積
92.1 Ų
水素結合供与体数
1
水素結合受容体数
5
回転可能結合数
7
重原子数
34
形式電荷
0
複雑度
642

実験および物理化学的性質

Chemical ClassesDyes -> Di- and Triaryl Dyes
CosmeticsHair dyeing
Color/Form · 2 件

Minute, glistening, golden crystals

Green crystalline powder

Solubility40 mg/ml in water; 60 mg/ml in 2-methoxyethanol; 50 mg/ml in ethanol
DecompositionWhen heated to decomposition it emits very toxic fumes of /nitrogen oxides, ammonia and sulfur oxides/.
Melting Point210 °C, decomposes.
Physical DescriptionGold crystals; [Merck Index] Hygroscopic; [MSDSonline]
Ionization Efficiency · 6 件

Positive

4.79

2.7

Agilent XCT

Electrospray ionization

formic acid (5.3nM)

Other Experimental PropertiesC.I. Basic Green 1 has indicator properties with a visual-transition interval of pH 0.0 (yellow) to pH 2.6 (green).

物理化学的性質

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 3.4% (6 of 175) of reports.

Danger

H301 (12.6%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P272, P273, P280, P301+P316, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P363, P391, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 175 reports by companies from 20 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

危険有害性情報

Regulatory Information · 3 件

Chemical: Ethanaminium, N-[4-[[4-(diethylamino)phenyl]phenylmethylene]-2,5-cyclohexadien-1-ylidene]-N-ethyl-, sulfate (1:1)

Status: Active Update: 04-12-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/17567

C.I. Basic green 1: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Malachite green and related chemicals: Human health tier II assessment
Hazards SummaryA severe eye irritant; [HSDB] A skin, eye, and respiratory tract irritant; May cause eye injury; Toxic by ingestion; LD50 (rat) = 313 mg/kg; [MSDSonline]
Special Reports · 2 件

Hatch KL, Maibach HI; J Am Acad Dermatol 32 (4): 631-9 (1995). The literature concerning textile dye dermatitis published during the last decade was reviewed. ... The 10 new dye allergens /included/ ... the basic dye brilliant green. ...

USEPA; Chemical Profile: C.I. Basic Green 1 (1985). Chemical safety information sheet /details toxicological information concerning this dye/.

化学と産業

薬理情報

MeSH Pharmacological Classification · 2 件

Substances used on humans and other animals that destroy harmful microorganisms or inhibit their activity. They are distinguished from DISINFECTANTS, which are used on inanimate objects.

Chemicals and substances that impart color including soluble dyes and insoluble pigments. They are used in INKS; PAINTS; and as INDICATORS AND REAGENTS.

用途と製造

Uses · 6 件

Used in the treatment of intestinal worms, mycotic infections, and wound antisepsis; Also used as a dye (wool, cotton, man-made fibers, and paper), ink, and wood stain; [HSDB] Used as an indicator and biological stain; [Merck Index]

Pulp and Paper Processing [Category: Industry]

Use as an agriculture fungicide.

Industrial applications include dyeing wool, acrylic, cotton, bast fibers, acetate, nylon, PVC fibers and paper and preparing spirit inks, wood stains and pigments.

C.I. Basic Green 1 is used along with Gentian Violet and Proflavine hemisulfate to prepare a triple-dye, broad-spectrum, antiseptic solution for neonatal nursery use. It finds limited use as a stain for bacteria; its most important use in bacteriology is as a component of culture media...

Pigment Green 2 component; dye (wool, silk, polyamide, polyvinyl chloride, jute, cotton, leather, polyacrylonitrile)

Methods of Manufacturing · 2 件

C.I. Basic Green 1 is made by condensing one mole of benzaldehyde with two moles of diethylaniline, in the presence of either hydrochloric or sulfuric acid to form the leuco dye. The leuco dye is oxidized and converted to the acid sulfate.

Prepn: Doebner, Ber. 13, 2222 (1880); Fischer, ibid. 14, 2521 (1881); Colour Index, vol. 4 (3rd ed., 1971) p. 4382.

Use ClassificationCosmetics -> Hair dyeing
General Manufacturing InformationEthanaminium, N-[4-[[4-(diethylamino)phenyl]phenylmethylene]-2,5-cyclohexadien-1-ylidene]-N-ethyl-, sulfate (1:1): ACTIVE

関連反応

0 件
反応記録を作成

現在のフィルター条件では反応記録がありません。

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
greenen
CI 42040
Nsc 5011
Certified
12415green
fastgreenj
Brilliant Green GBrilliant Green PBrilliant Green YFast Green JJOBasic Bright GreenBrilliant Green GXBrilliant Green YNDeorlene Green JJO

データベース識別子

CAS
633-03-4
PubChem CID
12449
DTXSID
DTXSID1048700
ChEMBL
CHEMBL1181633、CHEMBL1790039
ChEBI
CHEBI:88173
UNII
G0L543D370
EC Number
211-190-1
融点
210 °C · 210 °C (dec.)(lit.)
沸点
100 · 100.0
比重(密度)
1.1016 · 1.1016 (rough estimate)
蒸気密度
16.6 · 16.6 (vs air)
蒸気圧
0 Pa · 0Pa at 25℃
屈折率
1.651 · 1.6510 (estimate)
貯蔵温度
room temp
溶解性
100 g/リットル · 100g/リットル
外見
粉体・固形
色
メタリックグリーン
PH
2.5 · 2.5 (10g/l, H2O, 25℃)
臭い (Odor)
無臭
水溶解度
100 G/L · 100G/L(25℃)
Merck
14 · 14,1374
BRN
3901207 · 3901207
安定性
安定。強力な酸化剤、還元剤とは相容れない。
主な用途
黒色マトリックス、カラーフィルター、フォトレジスト、センサー、インク、殺鼠剤、染料、化粧品、虫歯組織の検出、大腸菌、抗マラリア剤、ドレッシング材、癌治療、医療機器
化粧品成分の機能
ヘアカラーリング
InChI
1S/C27H33N2.H2O4S/c1-5-28(6-2)25-18-14-23(15-19-25)27(22-12-10-9-11-13-22)24-16-20-26(21-17-24)29(7-3)8-4;1-5(2,3)4/h9-21H,5-8H2,1-4H3;(H2,1,2,3,4)/q+1;/p-1
InChIKey
UURSSPGMJADCAU-UHFFFAOYSA-N
SMILES
OS([O-])(=O)=O.CCN(CC)c1ccc(cc1)C(\c2ccccc2)=C3/C=CC(\C=C3)=[N+](/CC)CC
LogP
0.765 at · 0.765 at 20℃
CAS データベース
633 · 633-03-4(CAS DataBase Reference)
EPAの化学物質情報
1 · C.I. Basic Green 1 (633-03-4)

化学的性質

化学的特性C.I. Basic Green 1 is a metallic green, odorless crystal or powder

Toxic Combustion Products
When heated to decomposition it emits very toxic fumes of NOx and SOx.
Hazard Classes and Categories · 2 件

Acute Tox. 3 (12.6%)

Germ cell mutagenicity - category 2

Skin, Eye, and Respiratory IrritationsA skin irritant
Hazardous Reactivities and IncompatibilitiesIncompatible with anionic, oxidizing and reducing substances. Incompatible with aqueous suspensions of bentonite.

安全と保護具

Disposal Methods · 1 件

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 13(SRC), determined from a measured water solubility(2) and a recommended regression-derived equation(3), indicates that C.I. Basic Green 1 will have very high mobility in soil(SRC). Due to the ionic nature of C.I. Basic Green 1, the retention of the dye by ion-exchange processes(4,SRC), particularly on clay surfaces, and adsorption at mineral surfaces such as geothite(5,SRC), may slow down or prevent leaching(SRC). As C.I. Basic Green 1 is an ionic compound, volatilization of this compound will not be important from moist soil surfaces(4,SRC). Based on limited data, C.I. Basic Green 1 is expected to be resistant to aerobic biodegradation in soil(SRC). In an aqueous screening test, only 1.3% of the theoretical BOD was reached in 5 days(6).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 13(SRC), determined from a measured water solubility(2) and a recommended regression-derived equation(1), indicates that C.I. Basic Green 1 should not adsorb to suspended solids and sediment in water(SRC). However, due to the ionic nature of C.I. Basic Green 1, the retention of the dye by ion-exchange processes(3,SRC), particularly on clay surfaces, and adsorption at mineral surfaces such as geothite(4,SRC), may lead to increased adsorption on some surfaces(SRC). As C.I. Basic Green 1 is an ionic compound, volatilization from water surfaces is not expected(3,SRC). According to a classification scheme(5), an estimated BCF value of 2(1,SRC), from a measured water solubility(2), suggests that bioconcentration in aquatic organisms is low(SRC). Based on limited data, C.I. Basic Green 1 is expected to be resistant to aerobic biodegradation in water(SRC). In an aqueous screening test, only 1.3% of the theoretical BOD was reached in 5 days(6).

ATMOSPHERIC FATE: The ionic state of C.I. Basic Green 1 makes this compound essentially non-volatile(1,SRC); therefore, this compound should exist in the particulate phase in the ambient atmosphere. Particulate-phase C.I. Basic Green 1 may be physically removed from the air, mainly by wet deposition(SRC).

Soil Adsorption/Mobility · 1 件

The Koc of C.I. Basic Green 1 is estimated as approximately 13(SRC), using a measured water solubility of 40,000 mg/l(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that C.I. Basic Green 1 has very high mobility in soil(SRC). Due to the ionic nature of the dye, the retention of C.I. Basic Green 1 by ion-exchange processes(4,SRC), particularly on clay surfaces and adsorption at mineral surfaces such as geothite(5,SRC), may slow down or prevent leaching(SRC).

Human Toxicity Excerpts · 3 件

Brilliant green ... has been employed topically on the skin as an antiseptic, but in contact with the eye is severely injurious. In one instance an attempt to treat conjunctivitis with 1% solution of this dye resulted in destructive keratitis with hypopyon and terminated in bilateral blindness due to corneal opacification.

Ingestion causes diarrhea & abdominal pain.

Eczema, cross-reaction with gentian violet and malachite green.

Artificial Pollution Sources · 1 件

C.I. Basic Green 1's production and use as a dye, in the preparation of spirit inks, wood stains and pigments, and in antiseptic solutions used for neonatal nurseries(1) may result in its release to the environment through various waste streams(SRC).

Environmental BiodegradationC.I. Basic Green 1 was resistant to aerobic biodegradation in the BOD5 test using an activated sludge inoculum; 1.3% of the theoretical BOD was reached in 5 days(1).
Environmental Bioconcentration · 1 件

An estimated BCF value of 2 was calculated for C.I. Basic Green 1(SRC), using a measured water solubility of 40,000 mg/l(1) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/SoilSince C.I. Basic Green 1 is an ionic compound, evaporation from water and moist soil surfaces will not be important(1,SRC).
Non-Human Toxicity Excerpts · 2 件

Experimentally in rabbit eyes the dye is severely injurious.

The haploid strain 15B-II4 of Saccharomyces cerevisiae was used to study in an acute experiment the toxic and mutagenic effects of /three/ arilmethan dyes ... /including/ brilliant green (C.I. 42040). ...High biological activity of all the dyes tested was found, based on such toxic effects as cell killing and growth inhibition. ... It was shown that the dyes could incr the frequency of appearance of nuclear point mutations and cytoplasmic mutations of respiratory deficiency.

Probable Routes of Human Exposure · 1 件

NIOSH (NOES Survey 1981-1983) has statistically estimated that 42,531 workers (28,804 of these are female) are potentially exposed to C.I. Basic Green 1 in the US(1). Occupational exposure may be through inhalation of dust particles and dermal contact with this compound at workplaces where C.I. Basic Green 1 is produced or used. The general population may be exposed to C.I. Basic Green 1 via dermal contact with products containing C.I. Basic Green 1(SRC).

Environmental Fate/Exposure Summary · 1 件

C.I. Basic Green 1's production and use as a dye, in the preparation of spirit inks, wood stains and pigments, and in antiseptic solutions used for neonatal nurseries may result in its release to the environment through various waste streams. The ionic state of C.I. Basic Green 1 makes this compound essentially non-volatile, therefore C.I. Basic Green 1 should exist solely in the particulate phase in the ambient atmosphere. Particulate-phase C.I. Basic Green 1 may be physically removed from the air, mainly by wet deposition. An estimated Koc of 13 suggests that C.I. Basic Green 1 will have very high mobility in soil although its ionic nature may result in ion-exchange processes with clay that would retard leaching. The volatilization of the dye from moist soil surfaces to air will not be important as C.I. Basic Green 1 is an ionic compound. Based on limited data, this compound is expected to be resistant to aerobic biodegradation in both soil and water; in an aqueous screening test, only 1.3% of the theoretical BOD was reached in 5 days. It may adsorb to clay sediments and particulate matter in the water due to ion-exchange processes. The loss of the dye from water by evaporation should not be important due to its ionic nature. The potential for bioconcentration in aquatic organisms should be low based on an estimated BCF value of 2. Occupational exposure may be through inhalation of dust particules and dermal contact with this compound at workplaces where C.I. Basic Green 1 is produced or used. (SRC)

Non-Human Toxicity Values · 5 件

LDLo Rat intraperitoneal 8 mg/kg

LDLo Mouse oral 25 mg/kg

LDLo Mouse intraperitoneal 5 mg/kg

LDLo Mouse intravenous 3 mg/kg

For more Non-Human Toxicity Values (Complete) data for C.I. BASIC GREEN 1 (6 total), please visit the HSDB record page.

安全データ

F
10-21
wgk
3
tsca
TSCA listed
rtecs
BP6825000
ridadr
2811
毒性
LD100 i.v. in mice: 3 mg/kg (Anderson)
hs_code
3204 13 00
risk_code
22-36-36/37/38-20/21/22
化審法
(5)-2031
安衛法
変異原性物質
hazard_code
Xn
safety_code
26-39-36-24/25
hazard_class
6.1(a)
packing_group
II
Hazard Classifications
Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Eye Dam. 1Skin Irrit. 2Skin Sens. 1
ストレージクラス
11 - Combustible Solids
有毒物質データの
633-03-4(Hazardous Substances Data)
応用分野 · 2 件

使用Dyeing silk, wool, leather, jute and cotton yellowish-green; manufacture of green ink; biological stain; indicator.

一般的な説明Brilliant green is a triphenylmethane dye, found to be toxic to humans and animals. It is widely used in dying wool, leather, silk, jute, and cotton. It is also used in the manufacturing of green ink, as a staining constituent of bacteriological media.

調製方法 · 2 件

製造方法in the presence of sulfuric acid hydrochloric acid or, Benzaldehydeand N,N-diethylbenzenamine condensation, and then will product oxidation, and translated into sulfate. The first generation of resin mixture will suddenly for curing crystalline good crystals.

純化方法Purify the dye by precipitating the perchlorate from aqueous solution (0.3%) after filtering, heating to 75o and adjusting to pH 1-2. Recrystallise it from EtOH/water (1:4) [Kerr & Gregory Analyst (London) 94 1036 1969]. [Beilstein 13 IV 2281.]

上流・下流製品情報

上流原料

二酸化鉛ベンズアルデヒドN,N-ジエチルアニリン

サプライヤー100 社

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補足説明

定義本品は、次の化学式で表されるトリフェニルメタン系色素である。

定義ChEBI: An organic hydrogensulfate salt having 4-{[4-(diethylamino)phenyl](phenyl)methylidene}-N,N-diethylcyclohexa-2,5-dien-1-iminium as the counterion.