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4,4'-オキシビス(ベンゼンスルホノヒドラジド)

p,p'-Oxybis(benzenesulfonyl hydrazide)

HCID 6649
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
80-51-3
標準SMILES
NNS(=O)(=O)c1ccc(Oc2ccc(S(=O)(=O)NN)cc2)cc1
InChIKey
NBOCQTNZUPTTEI-UHFFFAOYSA-N
分子式
C12H14N4O5S2
平均分子量
358.4 g/mol
単同位体質量
358.04056191

概要

See also: Diphenyloxide-4,4'-disulfonyl hydrazide (annotation moved to); P, P' Oxybis(benzenesulfonyl hydrazide) (annotation moved to); p,p'-OXYBIS (BENZENESULFONYL HYDRAZIDE) (annotation moved to).

名称と識別子

優先名称
p,p'-Oxybis(benzenesulfonyl hydrazide)
IUPAC
4-[4-(hydrazinesulfonyl)phenoxy]benzenesulfonohydrazide
現地名
4,4'-オキシビス(ベンゼンスルホノヒドラジド)
英語名
4,4'-Oxybis(benzenesulfonyl hydrazide)
分子式
C12H14N4O5S2
分子量
358.39

名称と別名

4,4'-Oxybis(benzenesulfonyl hydrazide)Celogen OTSerogenGenitron obZhenitron OVCellmic SCelmike SCenitron OB4,4'-Oxybis(benzenesulfonhydrazide)4,4'-Oxydibenzenesulfonic acid dihydrazideDiphenyloxide-4,4'-disulfohydrazideOxybis(benzenesulfonylhydrazide)
名称をさらに表示
4,4'-オキシビスベンゼンスルホノヒドラジド4,4'-オキシビス(ベンゼンスルホン酸ヒドラジド)p,p'-オキシビスベンゼンスルホニルヒドラジド[オキシビス[(4,1-フェニレン)スルホニル]]ビスヒドラジド4,4'-オキシビスベンゼンスルホニルヒドラジド4,4'-オキシビス(ヒドラジノスルホニルベンゼン)4,4'-オキシビス(ベンゼンスルホノヒドラジド)4,4’-オキシビスベンゼンスルホニルヒドラジド4,4'-オキシビスベンゼンスルホニルヒドラジドp,p'-オキシビス(ベンゼンスルホニルヒドラジド)p,p’オキシビスベンゼンスルホノヒドラジド4,4'-オキシビスベンゼンスルホニルヒドラジド (アセナフテン)4,4’-オキシビス(ベンゼンスルホノヒドラジド)4,4′-オキシビス(ヒドラジノスルホニルベンゼン)p,p′-オキシビスベンゼンスルホニルヒドラジド4,4′-オキシビス(1-(ヒドラジノスルホニル)ベンゼン)4,4′-オキシビス(ベンゼンスルホノヒドラジド)4,4′-オキシビスベンゼンスルホニルヒドラジド4,4′-オキシビス(ベンゼンスルホン酸ヒドラジド)4-[4-(ヒドラジンスルホニル)フェノキシ]ベンゼン-1-スルホノヒドラジドOBSH4,4'-oxydibenzenesulfonyl hydrazide4,4'-Oxydibenzenesulfonyl hydrazideCelogencellmicscelmikescelogenot
P,P'-OXYBIS(BENZENESULFONYL HYDRAZIDE)4,4'-Oxydi(benzenesulfonyl dihydrazide)HSDB 5237NSC 5318EINECS 201-286-1Oxybisbenzenesulfonic acid dihydrazide4,4'-Oxydi(benzenesulphonohydrazide)p,p'-Oxybisbenzene disulfonylhydrazide

データベース識別子

CAS
80-51-3
PubChem CID
6649
DTXSID
DTXSID7026499
ChEMBL
CHEMBL1882501
UNII
70377EJ95Z
EC Number
201-286-1
Nikkaji
J60.166G

物性

構造計算による物性

XLogP
-0.1
極性表面積
170 Ų
水素結合供与体数
4
水素結合受容体数
9
回転可能結合数
6
重原子数
23
形式電荷
0
複雑度
516

実験および物理化学的性質

PolymersPlastics & Rubber -> Curing Agents (Aromatic)
OdorOdorless
Density1.52
Color/FormFine white crystalline powder
SolubilitySoluble in acetone; moderately soluble in ethanol and polyethylene glycols; insoluble in water and gasoline
Decomposition · 2 件

When heated to decomposition it emits very toxic fumes of /nitroxides/ and /sulfoxides/.

Decomposes below boiling point at 140-160 °C.

Melting Point150-160 °C (decomposes)
Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical Description · 2 件

Other Solid; Dry Powder

White odorless solid; [HSDB] Fine, white powder; [ACGIH]

物理化学的性質

融点
160 · 160-161 °C (dec.)(lit.)
沸点
590 · 590.0±60.0 °C(Predicted)
比重(密度)
1.494 · 1.4940 (rough estimate)
蒸気圧
0.001 Pa · 0.001Pa at 80℃
屈折率
1.6 · 1.6000 (estimate)
貯蔵温度
-20 °C · -20°C Freezer, Under inert atmosphere
溶解性
DMSO(わずかに、超音波処理)、メタノール(わずかに、加熱、超音波処理)
酸解離定数(Pka)
8.76 · 8.76±0.10(Predicted)
外見
個体
色
白い
水溶解度
水に不溶。
Henry's Law Constant
7.8 · 7.8×1011 mol/(m3Pa) at 25℃, HSDB (2015)
LogP
0.08 · 0.08
CAS データベース
80 · 80-51-3(CAS DataBase Reference)
NISTの化学物質情報
4 · 4,4'-Oxydibenzenesulfonyl hydrazide(80-51-3)
EPAの化学物質情報
4 · Benzenesulfonic acid, 4,4'-oxybis-, 1,1'-dihydrazide (80-51-3)

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

Danger

H242: Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]

P210, P234, P235, P240, P273, P280, P370+P378, P391, P403, P410, P411, P420, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 2.8% (13 of 458) of reports.

Danger

H228 (33.6%): Flammable solid [Danger Flammable solids]

危険有害性情報

Regulatory Information · 4 件

Chemical: Benzenesulfonic acid, 4,4'-oxybis-, dihydrazide

Benzenesulfonic acid, 4,4'-oxybis-, 1,1'-dihydrazide is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenesulfonic acid, 4,4'-oxybis-, 1,1'-dihydrazide are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

REACH registered substance: 4,4'-oxydi(benzenesulphonohydrazide) (EC: 201-286-1)

Benzenesulphonic acid, 4,4'-oxybis-, dihydrazide: HSNO Approval: HSR007572 Approved with controls

Other Safety InformationIMAP assessments - Benzenesulfonic acid, 4,4'-oxybis-, dihydrazide: Human health tier I assessment
Fire PotentialNot combustible.
Hazards Summary · 1 件

A skin, eye, and mucous membrane irritant; Moderately toxic by inhalation, ingestion, and skin absorption; [CAMEO] Health effects of exposure to the substance have not been investigated adequately. [ICSC] An irritant; [MSDSonline] Limited toxicology data available; Oral LD50 (rats) = 2.3 g/kg; Dermal LD50 (rabbits) >200 mg/kg; By analogy to the TLV for hydrazine, the recommended TLV for OBSH is sufficiently low to protect against ocular irritation and suspected genotoxicity and carcinogenicity; TLV Basis: Teratogenic effect; [ACGIH]

TSCA Requirements · 1 件

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. p , p '-Oxybis(benzenesulfonylhydrazide) is included on this list. Effective date 9/30/91; Sunset date: 6/30/98.

Hazard Classes and Categories · 5 件

Flam. Sol. 1 (33.6%)

Self-reactive substances and mixtures - Type D

Acute toxicity (Oral) - Category 5

Self-reactive substances and mixtures - Type D

Self-react. D

安全と保護具

Fire Fighting ProceduresIn case of fire in the surroundings: use appropriate extinguishing media.
Cleanup MethodsSweep spilled substance into containers; if appropriate, moisten first to prevent dusting. Carefully collect remainder, then remove to safe place.
Disposal Methods · 1 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

Threshold Limit Values (TLV) · 3 件

0.1 [mg/m3], inhalable fraction

8 hr Time-Weighted Avg (TWA): 0.1 mg/cu m. Inhalable fraction.

Excursion Limit Recommendation: Excursions in worker exposure levels may exceed 3 times the TLV-TWA for no more than a total of 30 minutes during a work day, and under no circumstances should they exceed 5 times the TLV-TWA, provided that the TLV-TWA is not exceeded.

Personal Protective Equipment (PPE) · 2 件

Protective gloves. Safety spectacles.

Personal protection: P1 filter respirator for inert particles.

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 880(SRC), determined from a structure estimation method(2), indicates that p,p'-oxybis(benzenesulfonyl hydrazide) is expected to have low mobility in soil(SRC). Volatilization of p,p'-oxybis(benzenesulfonyl hydrazide) from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.26X10-17 atm-cu m/mole(SRC), using a fragment constant estimation method(3). p,p'-Oxybis(benzenesulfonyl hydrazide) is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 6.91X10-11 mm Hg at 25 °C(SRC), determined from a fragment constant method(4). A 2% of theoretical BOD using activated sludge in the Japanese MITI test(5) suggests that biodegradation is not an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 880(SRC), determined from a structure estimation method(2), indicates that p,p'-oxybis(benzenesulfonyl hydrazide) is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.26X10-17 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), BCF values of less than 3.0(6), suggest bioconcentration in aquatic organisms is low(SRC). A 2% of theoretical BOD using activated sludge in the Japanese MITI test(6) suggests that biodegradation is not an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), p,p'-oxybis(benzenesulfonyl hydrazide), which has an estimated vapor pressure of 6.91X10-11 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase p,p'-oxybis(benzenesulfonyl hydrazide) may be removed from the air by wet or dry deposition(SRC). p,p'-Oxybis(benzenesulfonyl hydrazide) does not contain chromophores that absorb at wavelengths >290 nm(3), and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse Effects · 1 件

Reproductive Toxin - A chemical that is toxic to the reproductive system, including defects in the progeny and injury to male or female reproductive function. Reproductive toxicity includes developmental effects. See Guidelines for Reproductive Toxicity Risk Assessment.

Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of p,p'-oxybis(benzenesulfonyl hydrazide) can be estimated to be 880(SRC). According to a classification scheme(2), this estimated Koc value suggests that p,p'-oxybis(benzenesulfonyl hydrazide) is expected to have low mobility in soil.

Human Toxicity Excerpts · 1 件

/GENOTOXICITY/ The test substance was evaluated for its ability to induce chromosomal aberrations in primary human lymphocyte cells in the presence and absence of a rat liver homogenate metabolic activation system. The test article was tested at the following concentrations: Neat and 1:2, 1:4, 1:8, 1:16, 1:32, and 1:64 dilutions of the neat extract. The concentrations chosen to be scored for the activated assay were neat and 1:2 and 1:4 dilutions of the test extract. The results indicate that the test substance did not cause a statistically significant increase in the number of chromosome aberrations (p < 0.05). This was observed for both activated and non-activated system. In addition, there was no detectable dose response in the number of aberrations of both activated and non-activated systems, verifying the validy of the test system. In conclusion, the test substance did not induce aberrations in primary cultured human lymphocytes and is considered non-clastogenic.

Artificial Pollution Sourcesp,p'-Oxybis(benzenesulfonyl hydrazide)'s production and use as a blowing agent for sponge rubber and expanded plastics(1) may result in its release to the environment through various waste streams(SRC).
Environmental Biodegradation · 1 件

AEROBIC: p,p'-Oxybis(benzenesulfonyl hydrazide), present at 100 ppm, reached 2% of its theoretical BOD in 2 weeks using an activated sludge inoculum at 30 ppm in the Japanese MITI test(1,2), indicating that biodegradation is not expected to be an important environmental fate process(SRC).

Environmental Bioconcentration · 1 件

BCF values of <0.3 and <3.0 were calculated in carp (Cyprinus carpio) for p,p'-oxybis(benzenesulfonyl hydrazide), exposed over a 6 week test period to 1 mg/L and 0.1 mg/L, respectively(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/Soil · 1 件

The Henry's Law constant for p,p'-oxybis(benzenesulfonyl hydrazide) is estimated as 1.26X10-17 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that p,p'-oxybis(benzenesulfonyl hydrazide) is expected to be essentially nonvolatile from water surfaces(2). p,p'-Oxybis(benzenesulfonyl hydrazide) is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 6.91X10-11 mm Hg(SRC), determined from a fragment constant method(3).

Non-Human Toxicity Excerpts · 5 件

/LABORATORY ANIMALS: Acute Exposure/ There is limited evidence that 4,4'-oxybis(benzenesulphonyl hydrazide) irritated the skin and eyes of laboratory animals. A moderate to low acute oral toxicity was seen in rats and mice; effects on the nervous system were observed.

/LABORATORY ANIMALS: Acute Exposure/ Following repeated oral exposure, liver, kidney and adrenal effects were seen in limited studies in rats.

/LABORATORY ANIMALS: Acute Exposure/ Mutagenic activity was demonstrated in bacterial assays, including an Ames test, and DNA damage was induced in cultures of rat and mouse cells. No evidence of genotoxic potential was found in mice treated by intraperitoneal administration.

/GENOTOXICITY/ Bacterial reverse mutation assay. Benzenesulfonic acid, 4, 4'-oxybis-, dihydrazide was mutagenic in Salmonella typhimurium (Ames test) in the presence or absence of a liver metabolic activation system. In a test with one strain of Escherichia coli, a liver metabolic activation system was required for the hydrazide to exhibit mutagenic potential, although tests with other strains found no evidence of mutagenicity in the presence or absence of a liver metabolic fraction.

For more Non-Human Toxicity Excerpts (Complete) data for p,p'-Oxybis(benzenesulfonyl hydrazide) (7 total), please visit the HSDB record page.

Environmental Abiotic Degradation · 1 件

p,p'-Oxybis(benzenesulfonyl hydrazide) is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(1). p,p'-Oxybis(benzenesulfonyl hydrazide) does not contain chromophores that absorb at wavelengths >290 nm(1), and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Probable Routes of Human Exposure · 2 件

According to the 2006 TSCA Inventory Update Report, the number of persons reasonably likely to be exposed in the industrial manufacturing, processing, and use of p,p'-oxybis(benzenesulfonyl hydrazide) is 1,000 or greater; the data may be greatly underestimated(1).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 5,939 workers (282 of these were female) were potentially exposed to p,p'-oxybis(benzenesulfonyl hydrazide) in the US(1). Occupational exposure to p,p'-oxybis(benzenesulfonyl hydrazide) may occur through inhalation of dust and dermal contact with this compound at workplaces where p,p'-oxybis(benzenesulfonyl hydrazide) is produced or used. Exposure to the general population is limited(SRC).

Environmental Fate/Exposure Summary · 1 件

p,p'-Oxybis(benzenesulfonyl hydrazide)'s production and use as a blowing agent for sponge rubber and expanded plastics may result in its release to the environment through various waste streams. If released to air, an estimated vapor pressure of 6.91X10-11 mm Hg at 25 °C indicates p,p'-oxybis(benzenesulfonyl hydrazide) will exist solely in the particulate phase in the atmosphere. Particulate-phase p,p'-oxybis(benzenesulfonyl hydrazide) will be removed from the atmosphere by wet or dry deposition. p,p'-Oxybis(benzenesulfonyl hydrazide) does not contain chromophores that absorb at wavelengths >290 nm, and therefore is not expected to be susceptible to direct photolysis by sunlight. If released to soil, p,p'-oxybis(benzenesulfonyl hydrazide) is expected to have low mobility based upon an estimated Koc of 880. Volatilization from moist soil surfaces is not expected to be an important fate process based upon an estimated Henry's Law constant of 1.26X10-17 atm-cu m/mole. If released into water, p,p'-oxybis(benzenesulfonyl hydrazide) is expected to adsorb to suspended solids and sediment based upon the estimated Koc. Utilizing the Japanese MITI test, 2% of the theoretical BOD was reached in 2 weeks indicating that biodegradation is not an important environmental fate process. Volatilization from water surfaces is not expected to be an important fate process based upon this compound's estimated Henry's Law constant. BCF values of less than 3.0 suggest bioconcentration in aquatic organisms is low. Hydrolysis is not expected to be an important environmental fate process since this compound lacks functional groups that hydrolyze under environmental conditions. Occupational exposure to p,p'-oxybis(benzenesulfonyl hydrazide) may occur through inhalation of dust and dermal contact with this compound at workplaces where p,p'-oxybis(benzenesulfonyl hydrazide) is produced or used. Exposure to the general population is limited. (SRC)

法規制情報

TSCA Requirements · 1 件

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. p , p '-Oxybis(benzenesulfonylhydrazide) is included on this list. Effective date 9/30/91; Sunset date: 6/30/98.

安全データ

wgk
3
tsca
TSCA listed
rtecs
DB7321000
毒性
mma-sat 800 mg/plate NEZAAQ 33,474,78
PRTR法
第2種指定化学物質
risk_code
36/37/38
化審法
一般化学物質
hazard_code
Xi
safety_code
26-37/39
hazard_class
4.1
有毒物質データの
80-51-3(Hazardous Substances Data)

化学と産業

用途と製造

Uses · 3 件

Used as a blowing agent for sponge rubber and expanded plastics; [HSDB] Used as an additive to polymers to make sponge rubber cosmetic puffs, electrostatographic toners, buoyant seats, insulation and packing materials, rubber products (insoles, gaskets, and stoppers), adhesives, sealants, and leather substitutes; Used as a blowing agent--releases nitrogen when heated; [ACGIH]

Working with Glues and Adhesives [Category: Other]

Blowing agent for sponge rubber and expanded plastics

U.S. Production · 4 件

2023: 601,810 lb

Benzenesulfonic acid, 4,4'-oxybis-, dihydrazide is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5300]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: Benzenesulfonic acid, 4,4'-oxybis-, 4,4'-dihydrazide. Aggregated National Production Volume: 1 to < 10 million pounds.

Consumer UsesOther
Industry UsesPropellants, non-motive (blowing agents)
General Manufacturing Information · 2 件

Computer and Electronic Product Manufacturing

Benzenesulfonic acid, 4,4'-oxybis-, 1,1'-dihydrazide: ACTIVE

応用分野 · 4 件

用途ゴム用発泡剤、塩ビペースト添加剤

説明4,4'-Oxybis(benzenesulfonyl hydrazide) (OBSH) is a foaming agent widely used in the manufacture of porous plastics and rubber. OBSH has been included in Japan’s positive list system for food utensils, containers, and packaging and is registered as a food additive[1].

使用4,4''-Oxydibenzenesulfonyl Hydrazide can be used for an antimicrobial mask with an anti-fog function.

一般的な説明A colorless, crystalline solid with a geranium-like odor. Insoluble in water and denser than water. Flash point 239°F. Boiling point 257°F. Contact may irritate skin, eyes and mucous membranes. Moderately toxic by ingestion, inhalation and skin absorption. Readily ignited by sparks or flames and burns intensely and persistently.

上流・下流製品情報

上流原料

4,4'-オキシビス(ベンゼンスルホニルクロリド)Benzenesulfonic acid, 4,4'-oxybis-

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